Date: Tue, 23 Jul 2019 21:42:42 -0500 From: Ryanne Bottom Subject: I think I can - Part 1 - Control I THINK I CAN... Chapter 1 TUESDAY I think I'm ready, I think I can do this. I have chatted with this guy Chuck for about a week and sent him a few photos and received some from him. He is older, but that is what really interests me. Maybe I have a daddy issue, but I like older guys and have no interest in guys my age. I actually like girls my age. Weird. I just got my own place and have been playing with the gay scene a bit and have been flirting with men. I met one man online who encouraged me to play with crossdressing a bit. I've just started college and being old for my grade, I'm already 18 almost 19. This new guy I met online, Chuck, says he is 40. I'm not sure looking at his photos, but I know he is at least that old. We setup a date finally and I am heading to his place to see where it goes. I am so nervous, but I agreed to wear a bra and panties for him to his place. I wore what I thought was a cute blue racerback bra and matching bikini bottoms. Over that I have loose jeans and a fleece. I knock on the door to the address that Chuck gave me. It is a plain house in a nice neighborhood. The grass is cut and looks tidy. I guess this makes me feel that I probably won't be murdered tonight. The guy that opens the door shocks me. He towers over me and looks at me smiling. "You must be Amber" Chuck said as he eyed me up and down. That was the name I made up when he asked if I ever wore women's clothes. I don't know why I told him I wore women's clothes since I had only done it once online for a guy when he asked me to. I thought it was kinky the way he told me to go buy a bra and panties. Just the domination type of command turned me on enough to do it. So when this guy Chuck asked me about it I lied and told him that I did. I guess it wasn't a lie since I had once or twice. "Ah, yes" I stammered as I looked down at my feet. The nerves really getting to me as I thought about what I was there for and about to run away. "Come on in honey" as he stepped aside and motioned into the house. I hesitated and then took the step into his house. Looking around it looked normal. A nice front room with the TV on showing the news. "Why don't you take off your shoes and have a seat. I'll get us something to drink." And with that Chuck closed the door behind me and I was there. I nervously took off my shoes and decided that the couch looked like the place I should sit. I am usually a very confident guy, but sitting here on a strangers couch wearing a bra and panties knowing he knows I am wearing them since I described to him earlier what I was going to wear made me feel very submissive. Chuck came back in with a bottle of wine and a couple of glasses and poured me one. "This should help your nerves. You look like you need it." "Thanks" is all I could eek out. Chuck poured himself a glass and sat down next to me. "So Amber, tell me about your day at school." I was caught a bit off-guard by this question, but it did give me a topic and I think that is what he wanted to do. "I had class all morning and wrote a report this afternoon." I took a big sip of my wine after that little conversation. "I'm glad to hear you are doing your work as you should be. I would hate to think that cute gurl like you was slacking off at school." And Chuck rested his hand on my leg making me jump a little, but I settled down. We didn't talk for a bit and his hand rubbed my leg. I started to relax as the wine started to get into my system. Chuck asked, "Are you wearing the underwear that you said you would?" "Yes" "Good" and his hand moved from my leg to my back and rubbed along the bra straps. "Have you ever been with a man before?" "No" "Good, I don't want you to have a bad experience. I know how you need to be treated and I want to make you enjoy our time together. Do you have any classes tomorrow morning?" Chuck sincerely asked me. "Ah, thanks. I appreciate you taking this slow for me since I have never done anything like this before and I'm still pretty nervous." I told chuck as he rubbed my back and shoulders along the bra straps. He stopped just long enough to fill up my wine again. I took another long sip and when I turned to Chuck his lips touched mine. I froze. "I'm sorry Amber, I should have asked, but your lips looked so delicious." It felt weird, but nice. I leaned back to him and kissed him. I had never kissed a man before, but it was wonderful. As we kissed I felt his tongue touch my lips and I opened for him. His tongue touched mine and they did a gentle dance. We kissed on the couch for a long time and his hands slowly crept up under my fleece and up my back. The skin contact was electric. I let my hands roam and his chest felt so solid and powerful. Chucks kisses left my lips and met my earlobes and neck. It was so sensual. And his hands made it to my breasts and found my nipples. I didn't even know my nipples would enjoy being played with until Chuck began teasing them. I couldn't help but to moan a little. Chuck stopped and looked me in the eyes and asked "can I take your fleece off? Are you comfortable enough?" All I had to do was raise my arms and he expertly had his hands caress my sides as he removed my shirt and returned his kisses to my neck and mouth. I actually took an initiative and opened his shirt to expose his beautiful chest and roam his muscles with my hands. As I did this Chuck moved his kisses all the way down to my nipples and nipped at them. This caused more moans. I didn't notice until Chuck guided my hand, but his pants were open. He led my hand down to his manhood. This was it. He didn't make me do anything, but I felt the open pants when he put my hand down there and I let my hand find his cock. I could feel the heat through his underwear and his cock was rock hard. I had never touched another cock in my life but his felt huge. I swear it was three times longer than mine. He stopped his kissing and leaned back telling me "God, Amber that feels so wonderful, please don't stop" I didn't. He pushed his pants all the way off and let me just stroke him over his underwear. "It's ok honey. Enjoy daddy's cock." And Chuck slowly pushed his underwear down exposing his cock. I never stopped stroking his cock and when the underwear disappeared, my hand encircled his cock. He pulled me into him for a long passionate kiss. We did this for a few minutes and his hands found my ass. Slowly he slid them into my pants and caressed my ass. His touch felt magical. I felt so small and protected by his embrace and touches. "Amber, can you stand up and let Daddy see your cute little panties?" Chuck asked. I was so in the moment that I had no thoughts but to agree with all of his requests. I stood up and started to undo my pants. "No Amber, turn around and slowly let me see you lower your pants." I happily turned around and slowly lowered my pants shaking my ass as I did that. "Oh god honey, your ass is so cute" Chuck said When I stepped out of my pants I turned around letting Daddy see me in my bra and panties I noticed that Chuck had his phone out and was filming my undressing. "Wwwhat is that for Daddy?" I asked as I tried to cover bra and panties up with my hands and arms like you have seen girls do in the movies. "Don't worry honey, I just wanted to keep this for us to see you. You're so beautiful in your panties and your body is just wonderful. You have to be proud. Just look what it has done to Daddy's cock." And he motioned to his cock standing straight up from his lap. It was really hard looking and I did feel a sense of pride that I was the one causing that. "Do a little dance for Daddy Amber." Chuck turned the Tv to some music and I did do a little dance that Chuck recorded. I felt a little uneasy but figured that I had already sent him pictures and it was a little late to have him stop. I relaxed and tried my best to be sexy in the bra and panties and Chuck smiled the whole time. The song ended and Chuck put the phone down. "Thank you Amber, that was awesome. Come sit and enjoy some more wine with me." I sat next to him and he gave me my glass and then put my other hand on his cock again. "remember that you are the reason my cock is like this." I smiled and felt giddy inside when he complimented me this way. I drained my glass. I didn't even think about it this whole time but my cock was rock hard. Chuck filled my glass again and then turned the tv to a shemale porn. I had seen a few of these on my laptop but never on the big screen. It was actually pretty hot. "Amber, I think you actually look better than that slut in this movie." Chuck commented. This made me smile and squeeze daddy's cock a bit which made him moan. I think it was a good moan since he pulled me into another kiss. As we made out our hands roamed our bodies freely. Chuck would move from my nipples to my ass and every now and then rub over my hard cock. It was wonderful. I always kept one hand stroking his cock. I couldn't let go since it felt so nice. Chuck suddenly pulled away "Give me one second baby." And he walked out of the room naked. I took the time to sip on my wine again and noticed that there were two empty bottle of wine on the floor. When did we drink all that? But I was feeling great and have no idea how much wine I had drank. Chuck came back into the room with a glass of green liquid. "Amber baby, I have this special drink for you." And he handed me the glass. "What is this?" I asked as I smelled the green liquid. "It's absinth. A really special liquor that I know you will enjoy. Just take a sip and let me know what you think." I wasn't exactly sober or thinking straight and took a sip of the liquid I knew nothing about and it actually tasted pretty good. So I kept sipping it as Chuck sat down and had some of his wine. "I'm really enjoying our time and hope that we are not going too fast for you." Chuck said. "No, not at all. I am having fun" I sort of slurred. I didn't know why but my head was spinning a bit. But more than anything I could feel my cock was still hard as ever. There really wasn't that much of the green liquid and I ended up finishing the glass. Chuck was rubbing my back as we both sat next to each other watching the porn on the big tv. It was getting pretty hardcore as this guy was pounding the little shemale. As I watched I wondered if chuck was serious that I looked better than the gurl in the movie. She was wearing a bra and was flat like me, but had makeup on and no hair on her body. I wonder what I would look like with makeup and shaved also? "That is pretty hot how that gurl is taking his cock so easily." Chuck commented. I had to agree that it was pretty hot and was stroking Chucks cock like it was my own. I was feeling so horny that when I felt Chucks hand on the back of my neck I didn't give any resistance. I just followed his guidance and my head went down to his lap. I have never touched another cock before today let alone have one inches from my face. "Oh baby, can you just give the head a few licks? It will feel so good" Chuck told me. I was so horny at that point I pointed his cock at my mouth and started to lick the head. It felt so soft on my tongue and Chuck just moaned and told me how good it felt. With that encouragement I took his head into my mouth and sucked on it. "Oh god baby, that feels amazing. Please don't stop." Chuck moaned. I didn't want to stop. This felt right to me. I decided to take more and took as much of his cock in my mouth as I could. Chuck just moaned and I could feel his hand rubbing my back and ass. I don't know how long I was sucking but I felt his hand on my ass pulling at my panties. I was so into his cock that I didn't even think about what he was doing, but I felt his finger find my asshole. My mind was a bit foggy, but it felt nice as he brushed his finger over it. "Oh, baby. You are an expert on Daddy's cock honey. You are making me feel so good right now." Chuck let out. I tried to pull off to answer him, but felt his hand keep my head there. I took the hint and kept going. I felt Chuck pull his hand away and then it was back. But, it was cooler. The finger found my hole right away and he was putting pressure on it. I was scared. I think he is trying to put his finger in me! I really tried to pull off his cock but he held my head there again. "It's ok baby, I'm just seeing how tight your pussy is" Chuck told me. "Don't worry, I'm just playing with it a little." I stopped trying to pull off his cock and he pressed his finger a bit harder and helped me bob my head on his cock again. I know I should stop this right now, but he has been so gentle so far and I didn't want all this to stop so I went back to sucking on his cock. I felt him move his finger out again but it was back wet right away. I realized that he must be wetting his finger because this time he was able to get a bit inside me. I kept sucking and he left just the tip of his finger in my asshole for a bit. It actually didn't hurt but felt funny. As he pulled it out a bit he would push it back in a bit more. It actually felt nice. "Your pussy is hot right now honey" Chuck said "maybe we should go to the bedroom and get more comfortable." I pulled off his cock and wasn't stopped this time. I couldn't believe how wet his cock was from my sucking and the saliva dripped off my chin as I came up. I turned to Chuck and he had his phone out again. Fuck, he was recording this again. "That was so hot honey" Chuck said as he pulled my face to his for a kiss again. When we finished the kiss his phone was down and Chuck stood up and took me by the hand to lead me to the bedroom. It was pretty sexy but I was a bit drunk I think since I actually needed Chuck's hand to keep from falling. When we got to the bedroom Chuck took me in his arms and kissed me passionately and whispering into my ear "this is the best night of my life. You are so wonderful and are making me feel so good. I don't want this to ever end" "Oh Daddy, thank you" is all I could think of saying. Next thing I know Chuck turned me to the bed and gave me a smack on the ass "Now get on the bed for Daddy like a good gurl" Ouch, that hurt but it was sort of kinky too. I never thought I would like any pain, but the spank and surprise of it made my cock jump. I hopped on the bed and Chuck got on top of me right away. He doesn't just kiss me this time, but seems to dominate me more. His mouth is on mine and I let my hands roam around his body. He pushes my legs apart a bit so that he is between them. His kisses go down my body stopping at my neck, ears and nipples before he comes back to my mouth. It was really hot and made me even harder than I had been, which was rock hard. Chuck whispered "I'm going to make you squeal like a gurl now. You are my sexy little gurl. Aren't you?" "Yes Daddy" "Will you trust me?" "Yes Daddy" Chuck kissed me on the lips again and slowly kissed my body down to my nipples. He pushed my bra aside and sucked my nipple into his mouth and tenderly sucked on it before giving it a bit of a nip that made me scream a little before he went to the other nipple and let his fingers work the first. He bit the second one too before he kissed my stomach down to my pubic hair. Now my cock has been straining at my panties all night long and all Chuck has done was rub it a little so I didn't know what to expect. But he kissed his was down my hard shaft and sucked the head through the panties. God, it felt nice. Unexpectedly, Chuck pulled my panties down my legs letting my cock spring free. It stood up by itself it was so hard. Without much warning, Chuck took my entire cock into his mouth. I almost came right away, but chuck must have known what he was doing because he put pressure on the base of my cock and I didn't cum even though I really wanted to. Chuck only sucked me for a few seconds before he went lower. Even though I had seen this in some porns I have never thought that a guy would ever have his face down by my asshole, but he was there. Chuck pushed my legs back spreading them and opening up my bum. "Such a pretty little pussy you have Amber. I truly can't wait to get in there." Chuck told me as he lowered his face to my ass and I felt a truly excellent feeling. His tongue touched my pussy and I quivered as he started to lick me down there. He was very talented with his tongue. I felt an amazing feeling as his tongue darted in and out of my asshole and he licked it. I don't know how long he was down there but he was able to easily slip a finger in me when he came back to kiss my mouth. "Amber, you have made me feel so wonderful that I want to give it back to you." He whispered into my ear. As he positioned himself with my legs were on his shoulders and he kissed me hard. As he moved a bit more I felt his cock. It was at my asshole. This shocked me back to my senses. I was not ready to get fucked. I wasn't gay and had never thought about a guy trying to fuck me. I tried to push him away breaking our kiss and told him "Please stop, I'm not ready for this." With all my might I tried to get my legs off of his shoulders and push him off of me. Chuck looked me in the eyes and I saw something that should have terrified me. "Amber, you can't expect to get me this worked up without following through honey." And with that comment he started pushing his cock into me. I screamed and pushed him off of me as best as I could, but in my drunken state I was a bit wobbly and not fully coordinated. I cried "No, Stop, I don't want to do this!" But Chuck just grabbed both of my hands with one of his and raised them above my head. "Honey, you don't know yet how much you will love daddy's cock inside of your tight pussy" and he used his other hand to direct his cock back at my asshole since I had squirmed around so much. He found my hole and was pushing into me. I couldn't believe it, but he was raping me and I couldn't stop him. I tried to fight back, but with my legs over his shoulders and my hands forced above my head there was little I could do to stop the attack. I felt him align his cock to my asshole and start to force himself in. I was clenching up my asshole to stop the invasion but he kept pushing. Chuck said matter factly "the more you fight the more it will hurt honey. I'm going to make a woman out of you tonight weather you like it or not" I didn't give up, but with all of his lube from eating my ass out, his cock finally popped in. I screamed as the head stretched me open. I was not ready for the pain. But once the head was in he stopped pushing and whispered into my ear "Daddy's cock feels nice in your pussy. Don't you think honey?" I was blubbering "please stop. Please don't. It hurts so bad" but he just kissed me deeply and started pushing more of his cock into me. He forced his tongue into my mouth and I could feel the weight of his entire body pushing more of his cock into me. "You will be begging me to fuck you soon. Just let it happen." Chuck said as he forced the remainder of his cock into my asshole. He held my ankle and let my arms go as he pushed my legs as far as they would go "feel daddy's balls against your ass honey. Daddy is balls deep into your pussy now. I own this pussy." He stated. It still hurt but not as bad as when he started. When he finally pulled out a bit the feeling felt wonderful. Not exactly good, but better than him going in. He started a rhythmic motion in and out of my asshole. I couldn't stop him and he was already in. I think he must have noticed my resistance start to go. I was crying, but there was also something happening inside of my ass that I couldn't explain. As he was fucking me I started to moan. And it was not a painful moan, but one of pleasure. "oh yes baby, tell daddy how much you like his cock in your pussy." Chuck moaned as he pistoned in and out. I was lost in a drunken sexual haze and responded "oh daddy your cock feels so good" and I wasn't lying. It actually was feeling amazing. I had lost my hardon when he started to force himself into me, but it was back again. Chuck fucked me for a little bit longer with my legs spread wide and then he did something I was not expecting. He inserted himself completely, dropped my legs and kissed me hard and passionately and told me "I want you to show daddy just how much you love his cock in you" and rolled over while still in me until I was on top of him. Suddenly I was riding his cock. He knew what he was doing as he bounced his hips a bit to get me moving. "Ride daddy's cock honey" I couldn't believe myself. I was actually starting to fuck myself on his cock. There was no force from him, but just me riding his cock and it felt great. I can't say I have ever felt this feeling before. As his cock penetrated me and I rode up on it I was in control. "Amber, you just are a cock slut. Fuck yourself on daddy's cock" Chuck told me as he reached up and forcefully grabbed my tits and pinched my nipples. Chuck pulled me down hard on his cock and then my face to his to kiss me again. He told me "I want you to cum for daddy. Will you cum for daddy with my cock buried in your pussy?" "Oh god daddy, I want to cum" I replied. "Ok honey, make yourself cum, but don't stop fucking" Chuck directed. I sat up and started to jerk on my own cock. It hadn't been played with much tonight, but it has been hard almost the entire time. It only took me about five strokes before "Oh god, I'm going to cum" I moaned "oh shit, here it comes! Oh yes, yes, YES!" My cock exploded with the most violent orgasm that I have ever had. I shot cum all the way past Chuck's head. And more cum than I have ever seen come out of my cock. Chuck pulled me back to him and I smeared my cum all over us as I was pulled into another kiss. This one was light and caring. Chuck whispered to me "I knew you needed me to be in you. That is what a gurl needs from her daddy. I'm so proud of you. But we're not done yet. I need you to keep going." And he rocked his hips to get his cock moving in and out of me again. I was shot. Since I came it felt like all my energy had left me and his cock didn't feel right in me anymore. I actually was trying to understand how I had a cock in me. How I was in bed with another man. How I just had GAY sex. My mind was everywhere. And Chuck was slowly pumping his cock back into me. I wanted to scream, but my sexual euphoria was clouding my ability to do anything. I was braindead. I think Chuck knew that as he rolled me back onto my back and took control again. With my legs spread wide I just laid there and let him keep fucking me. I don't know how long we have been at this, but it felt like forever. I knew I just had to let him cum and he would stop. So when he kissed me again I kissed him back. I wanted to make him cum and stop. He must have been getting close since he was being very aggressive with his kissing. He was biting my lips, my earlobe and neck. As he was fucking me he grabbed added lube from the bedside table and this really changed how it felt. Where was the lube before? God he was sliding into me so quickly that I think he was going even further into me. Chuck then did what I never expected. He started to pump my cock with his lubed up hand. I liked it, but it sort of overwhelmed my senses. I reached down and tried to stop him telling him "Chuck, please stop. I can't handle it. My cock is too sensitive." "Honey, you are going to experience what every gurl should enjoy with a real man. I'm going to give you multiple orgasms. Fuck, you feel good on my cock honey". And he just kept fucking and pumping. And even crazier was my cock stopped hurting and started to get hard again. His cock was reaching so far into me that I had to close my eyes and was just moaning. Before I knew it I felt another orgasm building inside of me. "Oh my god, I think I'm going to cum again!!" I almost screamed. "Just hold on a little longer honey" Chuck said and picked up speed of his thrusts. "Tell me where you want daddy to put his baby makers honey. Tell daddy where you want his cum. Let me know you want me to cum deep in your pussy. Tell me you want my baby just inside of you" Chuck slowed down his pumping of my cock slowing my orgasm. My head was spinning with sexual lust. I couldn't think straight anymore. I just screamed "Oh daddy, cum inside my pussy! Put your baby in me. I want you to cum inside of me!" Chuck smiled "here it comes baby!" and did a long hard thrust into me and pulled on my cock making me erupt all over myself again. I shot a rope of cum up my belly and had a few dryer convulsions from my cock. When I finished I could feel Chuck's cock twitching inside of me. He must have been unloading into my ass. He started to fuck me right away again and I could feel the cum slicking up his cock. Luckily it was so slippery and he only did it a few time that it still felt nice and then he collapsed onto me with his cock still buried in me. We were both panting and breathing hard. That was an intense fucking session that we just finished. I was having a hard time catching my breath. "That was fucking awesome" Chuck said as he let his cock slip from my ass and he got off of me. I watched as he walked to the bathroom and he looked back with a sly grin and said "don't go anywhere baby" Fuck, I could hardly breathe let alone move. He returned a few seconds later with a wash cloth wiping his dick off. I could see on the white cloth some brown and some red. I didn't want to think about what I was seeing. He gingerly spread my legs and cleaned my asshole. He was gentle enough, but I could feel the sting as he cleaned me off. Chuck tossed the towel and laid next to me. He put his hand on my belly and gently told me "I think we maybe should get you on some birth control if you're going to beg me to cum inside of you. But, that was the best sex that I have ever had. And you even had multiple orgasms. I think we are going to have a great time together." Chuck kissed me on the lips and laid down next to me. He pulled me close into him and spooned me. I could feel his limp cock on my ass and his warm body holding mine. I felt nice. Even safe. But I still wasn't sure about what happened was right. I didn't plan on this. I even asked him to stop. But then again, I was the one riding on his cock when I came. So much going through my head, but I was so tired also. That post sex drowsiness along with the alcohol made me close my eyes and fall fast asleep. WEDNESDAY - THE NEXT MORNING I awoke as the sun warmed my body in bed. I feel as if I slept well, but I must have drunk too much last night. I just did not want to open my eyes this morning. I remember some weird dreams from last night. I finally open my eyes and nothing looks familiar. I'm not in my own bed or bedroom. Shit, where am I? I'm confused and sort of scared as I try to remember what the hell I did last night. My body feels like hell. My legs hurt like I ran a marathon or something. My head is all foggy like I drank way too much. I finally decide I can move a bit and start to run my hands over my body. What the hell I wonder as I realize that I'm wearing a bra and nothing else and I feel crusty. So far this is not looking good. In a strange bed, wearing a bra and covered in a crust. I have to remember what I did last night. I close my eyes and rack my brain to clear the fog. Ok, I do remember. I went to meet with a guy. Shit, shit, shit. What did I do? Why would I meet with a guy? I'm not gay. Ok, maybe I have had some thoughts about guys. And when we talked online he got me extra horny. He's the one who asked about me wearing women's clothes and encouraged it. I hadn't worn women's clothes until this guy, what was his name? Oh, Chuck, suggested I wear a set of panties and bra. Looking down and opening my eyes just a bit, yep, that's the bra I'm wearing. What happened last night? Why am I in his bed? Think, think, think. Oh my god! I remember stripping for him. He had his camera out! Then his cock. I touched it. I sucked it! Bed, I remember him on top of me. I think I tried to stop him, then... Is that why my ass feels full right now? Did he fuck me? Yes, I sort of remember sex. I think this is my cum on me that's all crusty. Did I enjoy it? I think I did, but it is all so foggy still. I need to get the fuck out of here. I'm happy that he is not in here with me. Hopefully he's gone and I can sneak out and disappear. I get up and realize I'm basically naked. I look around and see the matching panties of my bra on the ground next to the bed. I slip those up my legs and remember that I took off my clothes in front of the TV. I tiptoe to the door and listen. I don't hear anything and open it a crack. I don't see anyone and slip into the hall. I think my clothes are just in that room across the hall and I try to tiptoe over to it. But when I get out of the bedroom and across the hall I hear a loud cheery voice. "Well, it looks like my princess has awaken. Come and join me beautiful." Chuck says with a morning cheer. I look over to where the voice came from and there is Chuck sitting at the kitchen table in just his boxers with a cup of coffee going through some paperwork. Now, I know I'm not gay, even if I might have just been fucked by this guy. But, he is good looking. Since I've always been on the small side and almost feminine looking seeing this older man almost naked with a nice muscular body impressed me a bit. "Come on let me get you a cup of coffee." Chuck offered. I guess I must do the walk of shame even though I don't remember it all. I politely offered "Let me just grab my clothes. I have to get going also" Chuck replied "Sorry honey, but I threw your clothes into the wash for you. We must have spilled some wine on them. Come join me." Trying to find a way out I told him "Ah, maybe I could borrow some of your clothes and just return them to you?" Smiling chuck laughed "Honey, all my clothes would be way too big for your small body. Plus I like you almost naked like that." Shit I thought, what have I gotten into. I need to escape. "Can I just please borrow something? I feel naked like this." "I like you naked like that, so no. Come here and join me. Please don't make me ask you again." Chuck growled. He looked like he was getting a bit angry and I didn't need this stranger to be crazy and kill me or something. I can't believe I have gotten myself into this fucking, no pun meant, position. I just have to play along until I can get my clothes and get out of here. I slowly approached him at the table and he started smiling which I thought was good. Ok, I think I can do this I kept telling myself. For some reason that little motto keeps coming back. But as I approach the table my life flips upside down in my head. I see on the table is my wallet with everything spread out. My driver's license with my real name and parent address. My school ID with my actual address. My credit cards, library card, all my shit is just spread out on the table there. What the fuck I keep screaming in my head. I didn't bring my wallet in yesterday for fear of being mugged. He would have had to get my car keys, find my car I parked across the street and dig all around to find the wallet. I just go ballistic and yell at him "What the fuck are you doing? Why do you have my wallet? What the hell do you think you're doing?" Even though I was standing there in a pair of girl's panties and a bra I stood as tall as I could and stared Chuck down like I was about to do something to him. Chuck laughed and looked at me smiling still "Don't get your panties in a bundle. I'm just getting to know my new girlfriend a little more. Have a seat. I have a couple of questions for you Amber." "Fuck you Chuck! Give me back my shit. I need to get out of here." I yelled Calmly Chuck replied "Honey, you can't run around in the streets in your underwear. Plus I know you want to be a good little gurl and help me get to know you better. I already know where you're from, but I want to know more about you now. Why don't you give me your passcode for your phone here so I can look at this too?" he held up my phone and snapped a picture of me standing there. "Mmm, you are cute when you're angry." He said with a laugh. I was so pissed and screamed at him "Fuck you Chuck. You can't do this to me. I'm not giving you shit. Just let me get my stuff and leave" I think I said all of that because as I was screaming Chuck suddenly stood up and in a flash was in front of me and without warning slapped my face so hard that it knocked me onto the ground. I just crumpled from the slap. I don't think I have ever been hit that hard before and I was seeing stars as he stood above me. Chuck growled at me from above "Listen here you little slut. I own you. Don't call me Chuck anymore. You can call me daddy, sir or master. Your little pussy ass doesn't deserve to call me by my first name. And if I ask you for something I don't expect you to be so disrespectful not to answer" We stared at each other for a couple of seconds until Chuck asked "Do you understand me you little cunt. Your brain is probably about the size of your dick, but you should be able to follow simple directions. Do you understand?" I was defiant. I wasn't going to take this shit. Even from such a big dude. So my response wasn't probably thought out very well but all I said was "FUCK YOU!!" I didn't see it coming again. I was sitting up by the time he was done with his speech which was a bad idea. I should have stayed down because I felt his hand smack me across the face again. This time on the other side and I crumpled to the floor. I didn't even have time to start to get up before I got pulled up by my hair. This is the scariest shit I have ever been in and I think it was just starting. Chuck, or daddy whatever threw me towards the table and grabbed my arm. He twisted my arm behind my back and forced me to lay the top of the table with my body. This left my ass exposed. Chuck said calmly "Silly little sissy. You think you have any choice here? Actually pretty funny for you to be thinking at all. Remember last night when I pumped you full of my cum. Leaving daddy's baby makers in your pussy? That is when you lost all control. Now I just need to teach you a little lesson so you stop being such a pain in the ass." And with that dialog finished I felt the first sting. He spanked me so hard it drove me into the table. And the second one was so quick I didn't even register the first yet. I started screaming as the spanking continued "Stop, please stop" after a minute of spanking I was balling like a little girl. I couldn't even form words to ask him to stop anymore. Chuck finally stopped and asked me "Have you learned your place yet Amber? Are you going to disobey daddy anymore?" I just cried and he started to swat my ass again. Luckily after only about 10 more he asked me again "Do you understand daddy Amber? Are you going to listen and be a good little gurl?" I was still crying too much to really form words but nodded my head and tried to say "Yes". Chuck pushed me down on the floor and sat down in his chair again and asked me again "What's your pass code Amber?" I was able to stop crying well enough to answer finally "1024, sir" "See wasn't that easier than getting punished? Why don't you just kneel here at my feet while I do what I need to do" Chuck told me. My ass burned but I didn't want to piss him off again. I have never been beaten that bad. So I knelt at his feet trying to keep my ass off my feet because it hurt so badly. As I sat there kneeling at his feet my eyes were drawn to his cock for some reason. Holy fuck, he was hard. I think that it turned him on to beat my ass. Even worse, I think I started to get hard looking at his hard cock in his boxers. What the Fuck? Chuck played with my phone for a while and then looked at me with a devious smile. He pointed my phone at me and snapped another picture. "Great shot honey. Come on and follow me. Let's get you a cup of coffee." Chuck said before he stood up and helped me up to my feet. I just followed him into the kitchen and he poured a cup of coffee. Watching him he grabbed a thing of creamer from the fridge and poured some in before handing the cup to me. I didn't usually take cream, but I wasn't going to say anything to him. Chuck then reached into a cabinet and took out some sort of cream in a tube. "Turn around and let me see your bum." He told me. I didn't know what to think anymore, but I followed his directions. Once I turned around he squirted some into his hand. And then started to rub it on my ass. It stung and I winced. Chuck told me "This will help you to be able to sit down. I don't like to give that much punishment, but you stepped over the line with the way you talked to me this morning." The lotion did feel nice after the immediate stinging went away and when Chuck capped the tube he told me to take my coffee to the table so we could talk. I went and stood at the table and Chuck had a seat. He looked at me and said "I know it may hurt but have a seat. The hurt will just remind you of your place anyway. I need you to answer some things for me." I followed his directions and had a seat and it did in fact hurt. It hurt pretty bad. And I felt my ass was full and I think I could even feel some of his fucking sperm swimming around inside of my ass after he told me that. I know I actually couldn't but your mind can really fuck with you in situations like this. Chuck started his questions with a pad of paper in front of him "these should be simple for you Amber. Where do you live?" I told him my address and didn't even try to make one up. His questions went on; what's your job, where is it, what days do you work, how much do you get paid, what is your collage schedule, who are your professors, tell me about your family at home, your friends here. And I answered all of them while my ass stung under me reminding me that I didn't want to be punished again. He basically knew my whole life after that. Chuck stood up and told me "Don't go anywhere, I just have to throw your cloths into the dryer" and left through a door that I assumed went to the basement. I just sat there. I sort of contemplated running. I know I would be running outside in a bra and panties, but it might be worth it. My phone and wallet were right there on the table. I could go to the police and tell them that he beat me. But then I would have to explain why I was here. I guess I could try and tell them he raped me, but did he really? I think I was more than a willing subject for what we did. As all these thoughts went through my mind I didn't even notice Chuck back until he bent down and kissed me on the lips with the comment "Good gurl." Chuck took my hand and said "Let's get a shower while your clothes dry. Then you can get off to school." And he led me to the bathroom. He turned on the shower and turned to me. He gently unclipped my bra lowering it down my arms. Then he squatted down and slowly pulled my panties down. As much as I didn't want it to happen my cock bounced out as it started to get hard. Daddy looked up and smiled. Surprising me he kissed my dick while he was down there and then sucked the whole thing in. I was flabbergasted and worse it felt great! Chuck only sucked me for a little bit but I was almost ready to cum when he stopped. He looked at me smiling and said "See, this can be fun for both of us. Why don't you sit down on the toilet and remove your tampon before you join me in the shower" he then dropped his shorts and stepped into the shower. I stood there naked without any clue what to do. I had a raging hardon from a guy taking my panties off and giving me a blowjob. Even more confusing was the fact that I finally knew why I felt so full in my ass. I had assumed it was from being fucked, but for some reason I had a tampon in my ass. I sat on the toilet and felt my asshole. Sure enough there was a sting hanging out of it. I had seen tampons before and knew they had strings attached to pull them out. I slowly pulled on the string and it pulled out of my ass. It sort of hurt, but then I felt a wave a relief as it slid out. I dropped it in the toilet and looked down. It looked huge, but it also had shit and blood on it. My god I hope I'm ok. I wiped and there was a little more blood on the toilet paper. It scared me a bit and I reached up and touched my asshole to see if I could feel the damage. It was sensitive but I think ok. As I was thinking all of this I heard Chuck "hurry up Amber" Why the fuck does he keep calling me Amber? I didn't need another spanking and figured that I would be able to leave when we were done with the shower. So I decided that I should just get in there with him. I stepped into the shower and there was Chuck smiling at me naked. It is really hard not to look at a naked man in a shower with you especially when you know they had fucked you the night before. I wasn't sure what I should do, but Chuck helped with that by taking the bar of soap and washing my shoulder. He turned me around and scrubbed my back. He stood out of the way and let the water cascade over my body which was a great relief. Chuck soaped my legs and worked up the thighs before he toughly washed my ass. I was truly relaxing for the first time this morning and had my eyes closed as he did this. I didn't even notice how close he was until I felt little kisses on my neck. I involuntarily let out a slight moan that I think encouraged him. I hated myself for that. His kisses worked up to my mouth and I didn't stop him from kissing me. I hate to say but it felt nice. He took me into his arms and continued to kneed my ass as he pulled our bodies together. When we connected I could feel his hard cock press against my belly and sadly I could feel my hard cock press into his thigh. Since his hands were so soapy it didn't take much for them to slip into my crack and tease my asshole a little. Since his mouth was over mine I don't think he heard me gasp, or maybe he did. Because it wasn't long before I felt his finger invade my body. I didn't want it to happen, but I couldn't will myself to stop him. His finger only played for a short bit before he soaped up his hands again and started on my front. He found my tits in no time and massaged them as if I had boobies. Sadly I had a slight wish that I did have some for him to play with. I think it was all the attention he was giving me that had me turned on way too much. I never thought I could feel like this with a guy. I know I shouldn't. After he played with my flat tits for a little bit he continued down my front working his way to my cock while not breaking our kiss. When his hand found my cock I wanted to explode. But, I didn't since I heard chuck whisper into my ear "don't cum without daddy's permission young lady" and he moved his hands away as quickly as they came down. Too fast and it left me humping his leg, but I also knew I should not cum unless he lets me. God I needed to cum. Chuck pushed my head under the water and then grabbed a bottle of shampoo. He lathered up my hair with some shampoo that smelled of strawberries. Not bad, but very girly. At this point for how horny I was I think I would do anything he asked me just to cum. And that is when his hands pushed harder on my head and I knew what he was suggesting. I sank to my knees and his cock was right there. I looked at it in a sort of awe and fear. I know I had sucked him last night, but I still wasn't sure if I was ready to do something so gay today. Last night I was drunk when I sucked him, but now it was my sober choice. However, I needed to cum and I knew it was the only way. My sex mind fog took over and I took his cock into my mouth as he washed my hair. I sucked him as he rinsed out the shampoo and turned off the shower. I stopped but his hands pushed my mouth over his cock again. He had me suck him like this until I think we both got cold since he pulled me up to a kiss and grabbed a towel. I stood there as Chuck dried me off and then himself. As soon as we were warm and dry again Chuck told me "I want you to squat down and take me in your mouth again Amber. You are doing such an amazing job" I squatted down and resumed sucking him. I can't believe how different it felt as my asshole was opened up from my position in the squat. It actually made me a little more horny as the air teased my tender exposed asshole. I was lost in thought when Chuck suddenly pulled my head hard into his crotch and I felt his cock harden even more. I didn't know why I wasn't expecting this, but I bucked and tried to pull away as I realized what was coming. He started to shoot his cum down my throat. I think it was only his first volley that went down my throat since he let up and his cock slipped up to my mouth as he finished his ejaculation right onto my tongue. I wanted to spit it all out but I heard in his calm voice "Don't let any spill honey. I don't think you want to clean it up off the floor. I want you to show it to me before you swallow." Fuck, this is so disgusting. I couldn't believe that another man's or even any sperm was in my mouth. But when Chuck pulled his cock out of my mouth I just looked up and opened my mouth to show him all of his cum. I wanted to just get this over with. Chuck smiled at this and grabbed his phone off the counter. He snapped a couple of shots and told me "ok babe, swallow daddy's seed" And I did. It wasn't too bad tasting, but the actual implication of what I just did disgusted me. And it got worse. As Chuck was recording this he kindly said "And I need you to lick up the cum you missed" I looked at him confused until he pointed to the floor. Fuck, this can't get any worse. I bent down and licked up the few drops that I missed. Luckily the floor was clean, but this was still disgusting. "Good girl, now why don't you get up and you can use some toilet paper to clean up what leaked out of your pussy" he told me. I looked behind me and sure enough there was another wet spot on the floor under where I was squatting. Damn that was disgusting. Chuck left me alone in the bathroom and I cleaned up the floor. I actually had to clean up my ass or pussy from the leaking. What the hell was leaking out of me? Ah shoot, it was his cum from last night. How the hell. Chuck came back to the bathroom after I had cleaned up everything. He handed me my bra and panties and told me to put them back on. I did as I was told as he watched me. Once I had them on he came and gave me a big hug telling me how sexy I looked. Then he kissed me on the mouth deeply. I was a bit revolted after what he had made me do, but I gave in. As we kissed his hands explored my body, squeezing my ass and fondling my nonexistent boobs. He pinched my nipple hard before he left my mouth and roamed with his kisses to the tender nipples. Pushing my bra aside he licked and kissed both nipples which was a very welcome relief after he pinched them so hard. Actually it felt wonderful, too wonderful to have this sicko of a man giving me this pleasure. I moaned in delight and he trailed his mouth off of my nipples going lower on my body. He sensitively kissed his way down my tummy to the top of my panties. I was so hard that my dick was stretching the fabric of the panties I think to the limit. I was so ready to cum and when he kissed my cock through the silky fabric of the panties I almost exploded. However, he expertly squeezed down on the base of my cock preventing me from the release I so desperately wanted and needed. I almost screamed, but then he lowered the front of my panties below my balls and suckled each ball into his mouth. I was panting as I moaned. I think my eyes had rolled back into my head as I was in agony to just cum. He finished with my balls and finally his mouth enveloped the head of my cock. I was in heaven for a second. He just kept it there as his hands slid into the back of my panties. Slowly he sucked the rest of my cock into his mouth and his fingers found my pussy. As he inched my cock into his mouth his fingers entered me. I could not believe it but I screamed in delight as his mouth matched his fingers in their assault of my body. I did not hold out very long and I screamed that I was going to cum. When I did this I think he added another finger to me but I was so lost in the pleasure that it didn't matter. I just erupted into his mouth and I could feel my ass/pussy twitching on his fingers as I filled his mouth with my cum. I almost fell over as my legs started to give out, but Chuck caught me as he came up and kissed me on the lips. But this time it wasn't just a kiss, but he fed me my own seed. In my cloudy sex euphoric mind I didn't think but to accept his gift. When I finally came down from the high my release gave me, Chuck was just smiling at me. "See, this can be fun for all. I'm guessing that was the best orgasm of your life?" And it was. I was still so out of it that all I did was nod to this comment. "Get dressed Amber, you don't want to be late for class." I nodded agreement as he gave me my clothes. I was reaching behind me to unfasten my bra when I felt his hand contact my face once again. I fell to the floor and when the stars left my eyes I saw Chuck above me. "Gurls don't go out without proper underwear. You're not a slut and I don't want you leaving this house looking like one. You should always have a bra on." And that was all he said. I left the bra and panties on and got dressed. I had a loose fleece and you couldn't tell I had a bra on I hoped. When I left the bedroom to the kitchen, Chuck was waiting for me with my phone and backpack. He handed them to me and it took a second for me to comprehend that he just gave me my backpack that I had in my car when I came here yesterday. I know I didn't bring it in. That means that Chuck had gone out to my car. Fuck, this guy has totally invaded my life. With a firm hand on my back, Chuck guided me outside. I then saw that my car was in his driveway and not in the street where I left it. We walked to my car and he opened the door for me. I was just about to get in when Chuck showed me my keys. I sheepishly held out my hand for him to give me my keys and he reached out and took my hand, but instead of giving me my keys he pulled me into and embrace and kissed me deeply again. But this time we were outside in public! I was so ashamed, but couldn't stop him. After he kissed me he let me get into my car. I wanted to get out of there so fast. I just kissed another man in public. What would everyone think? I would be labeled gay. Shit. "Amber, you need to get to class or you'll be late. I put some protection in your backpack for you. You might need it today. Have fun sweetie. I'll be in contact." And he closed my door. I left his driveway and realized I was going to be late for class if I didn't head straight there. And what was he talking about protection? I was confused, but there was so much going on in my head right now. I had just spent the night with a strange man. He had all my personal info. I knew very little about him but I guess his cock size I now knew very well. What had I gotten myself into? I arrived at school without even knowing how I got there my mind was so lost in thought. I didn't have any time to dwell since I had to run to class to be on time. I don't know why I even went to class since my mind was anywhere but here. As the class droned on I got more and more uncomfortable. My ass felt funny. Slippery and slimy. As soon as class let out I hustled to the bathroom and locked myself into a stall. Dropping my pants I saw my panties were soaked. What the fuck I thought. What is that? And it dawned on me. That is Chuck's cum leaking out of my ass. What the hell happened to me? I can't sit through the day like this. Luckily it didn't look like my pants were obliviously wet but I couldn't sit through my next class like this. Then it dawned on me and I had to cringe. I opened my backpack and looked through it. There in my backpack was a handful of tampons. That's what Chuck meant when he said he put some protection in my bag. I can't believe I didn't notice them when I got my book and notes out in class. I just hope no one else had seen them. Begrudgingly I knew I couldn't skip class and pulled a tampon out. With a cringe I cleaned myself and my panties before I pushed it in. I can't believe how it made me feel. Not sure what emotions but the fact that I had so much of a man's cum in my ass and my ass was too loose to hold it in that I had to use a woman's tampon to keep it in. My next class sucked. I could feel the bra straps pulling on my shoulders and even worse is I knew what the full feeling was in my bottom. When class let out I slowly sauntered out to my car and headed home finally. When I finally got home and the physical and emotional toil of the previous night and this day finally came together in a massive breakdown. I ended up in my bed and cried for I don't know how long. It hit me so fast when I entered that I didn't change or even take the tampon out. I must have passed out since I awoke sometime late into the night. I finally got up and went to the bathroom. Stripping off my clothes in front of the mirror I saw myself in the bra and panties. I was some kind of freak. Why would a guy be in a bra and panties? Even worse was when I sat on the toilet and pulled the tampon out. I finally took the bra off and left the panties on the floor by the toilet and got into the shower. I scrubbed my body until it felt raw. I tried to pretend that the previous day and night never happened. But as I dried myself and got into a pair of pajamas in my room I had to face the truth again. Did I want to risk leaking in my bed tonight? No, I didn't want to wake up to cum. I just wanted to sleep and with that in my head I grabbed another tampon out of my backpack and went into the bathroom to insert it in my bum. I went back to bed and tried to sleep. However it felt like no time and my alarm was going off for class. I woke up feeling that I had just had the worst nightmare of my life. It felt so real, but it was terrifying. THURSDAY The sinking feeling happened pretty quick as my stomach ached a little. I had this full feeling and in the cloud of my mind I knew what it was. I went into the bathroom and sat on the toilet. Reaching between my legs I felt the now familiar feeling of a string hanging out of me. Shit, it was not a dream. I pulled the tampon out and cleaned myself up. I felt like shit but took another shower. After I got dressed I had a cup of coffee and was feeling much better. I thought to myself that I had just one of the most fucked up experiences of my life but it would all be ok. I just needed to get back to normal. You know, be a college student and such. I grabbed my bag about to head to class when I had a thought go through my head. Do I want to leak in class again? Shoot, I didn't want to leak in class. I didn't even want to take the risk it was so embarrassing yesterday, but what were my options. Sort of limited in my mind and I dug into my pack again and headed to the bathroom with another tampon in hand. I sat through my first class and was very engrossed and participated more than I usually would. I wanted to be back to normal. The hour flew by. I had some time before my next class. This is my only class I have five days a week and it was the one that I ended up having a leaky pussy ass in yesterday. Wiping that thought out of my mind I put my nose into a book until it was time to go to the classroom. I got there and everything was normal, until l looked at my phone. There was a message from "Daddy". Shit he had put his number into my phone the other day as daddy and that wasn't the worst of it. The picture that came up next to the text was his cock. I quickly opened it hoping no one had seen it. It started out nice "How is your day going Amber?" But that was earlier in the morning and his tone changed. "Amber, you don't want to make me mad." And the most recent one "I guess you don't care. I'll send out the pics from the other night to your contact list...." I typed a reply as fast as I could. "Please don't. I didn't see your messages. Please don't send anything out" Luckily I saw a reply. "Good gurl. I thought you were trying to ignore me." "How is your day going?" "I'm in class and can't talk right now. I'll text you later" I replied. "No worries honey. I just want you to send me a picture of your underwear today. Kind of horny and that will help" "Excuse yourself to the bathroom and send it to me. NOW or I'll share some of our pics....." Shit, I didn't think about him contacting me. Or worse blackmailing me. What the fuck. I wasn't even wearing panties today. And my face must have started to turn scarlet as I thought about the slap I received for trying to take off my bra yesterday. What am I going to do? I slipped out of class and went to the bathroom. Trying to think I dropped my pants and boxers and took a selfie of my junk. I figured I could send that to him with the comment that I am going commando today. Let's see how that works. So I sent it to him and went back to class. A few minutes later I saw he sent me another message. "I told you only a slut goes out without underwear. I don't think you should be a slut. Daddy expects better. You should have remembered what I said yesterday. I'm sorry, but you have to be punished. I expect you to go and change before your next class into something like this or the punishment will get worse." And then I saw he sent me a photo. I snuck a look and it was me in the panties in bra in his living room when all this started. You could see my face clearly and the panties and bra were unmistakable. How embarrassing that photo was. But there was something different about this text. It wasn't in the string that we had so far. The picture was in its own string. Oh my god, it was a group text! It was sent to me AND the professor of the class I am in right now. We were watching a movie and I looked up and saw my professor glance at his phone. Of fuck he received that picture. I got another text from Daddy. "I expect my picture to be here soon once you get home and change. Don't be a cunt and make daddy mad" Then I got another text from my professor. "You are supposed to be watching the movie and not sending me inappropriate pictures. Please see me after class" I felt like my life had ended or at least should have ended right there. How is this all happening? I wasn't even into panties before I contacted this guy online. He is the one who talked me into sending him pictures of me in panties and wearing a bra and panties to his place. I guess I did have the panties hidden away for special play time that he and the other guy brought out in me. But I never wanted to wear them in public. Ok, I have a plan. I'll just tell the professor that it was a cruel joke and that I didn't send him the pictures but someone else did. And they only had the pictures from a dare that I got suckered into. That should work. And then I guess I can run home and... put on the panties again. Shit, and send out a picture of me in them. He is making me take blackmail pictures of myself for him to use against me. Fuck, I need to figure a way out of this mess. The movie ended and the professor let us leave, or let the rest of the class leave. I tried to sneak out but I heard very clearly, "Smith, can you follow me to my office right now?" I wanted to die, but I followed my professor to his office. Once there he closed the door and told me "please have a seat, Mr. Smith or would you rather I call you Ms. Smith?" He had his eyes locked on mine as he sat down in his desk chair opposite of where I was to sit and waited for an answer. "ah, you can call me Mr. Smith, please" I shyly replied. "Ok "Mr." Smith, I'm sure this is a hard time for you and a lot of emotions as you go through your transition. I just want to let you know that we are very LBGT friendly here at this school and you are fully supported. We just ask that you be modest and not distracting. Your picture shocked me, but I think I can understand. Please understand that it is inappropriate for me to be looking at you in such dress, but I cannot stop you from sending me these pictures....." He let that last part sort of linger like there was another meaning to it. I started to give my planned excuse "Yes sir, but I didn't send you that picture and it was just a bet and I think it was a mistake..." He just held up his hand for me to stop "Please don't worry. I'm fine with what you sent me and I will be very supportive of you during this time. Please just make sure you are not a distraction. I think we can and should just leave it at that for now. You're dismissed Ms. Smith" He just ended our conversation at that and stood up and opened the door. As I walked out the door he added "remember, don't be distractive and dress appropriately." I was in a sort of shock and only could nod. He then added a bit more hushed "and you looked wonderful in your photo. You SHOULD share more" with a heavy emphasis on the "should". And the door closed behind me with that statement lingering. What the fuck? Can't I get a break? My professor thinks that I am Transitioning into something. And he want me to "Dress appropriately"? What the hell is wrong with my jean and sweatshirt? Maybe he just means don't come in looking like a slut. Well he doesn't have to worry about that since I don't plan on dressing like that ever again. I was just walking down the hall in a daze thinking about our conversation. What did he mean that I should share more? He said that it was inappropriate for him to get that picture, but at the same time he told me to share more? Was he leading me somewhere? I sat down since I still had an hour before my next class when I felt my phone buzz. I looked at it and the screen had a big dick picture on it again. Fuck! I forgot about Chuck. I looked at the message "Don't be tardy to your next class, but remember to send me the picture first. You don't want me to share more photos with your next professor?" Fuck, I totally forgot that I had to get home and put the damn panties on again. I rushed out to my car and raced home to my apartment. I got home and ran to my apartment. Luckily I didn't have much time to really think this over. I had to change and get back to class as fast as I could. I stripped off my pants and dug the panties out of my laundry. Slipped them up my legs and grabbed my phone. I went into the bathroom and was about to take a selfie when I actually looked at myself in the mirror. From the waist down in these panties I did have a nice little body. The panties accentuated my full hips and the material clung to my body. Shaking my head clear I took a selfie of my panties through the mirror. Before I could think this through anymore I sent the text to "Daddy". I hopped in my car again and rushed off to class. I checked my phone when I got to class and happily I didn't see any messages. I have to say that there is something about wearing panties to class or I guess out in public. I was totally self-conscious about them today. Even though I had worn them with the bra just the other day I felt as if everyone knew my secret today. Well I guess one, actually two other guys did right now... It wasn't until later in the day after I had gotten home that I got a message from Daddy. I had even left the panties on. Maybe out of fear that he would check, but kind of out of comfort. I actually had felt a little sexy wearing them in class. Every time I thought about how I looked in the mirror earlier I actually turned myself on a little. Funny I had always enjoyed looking at the sales ads with women in their underwear and never had I thought that I would be thinking about myself in a sexy pair. Daddy's text read "Good gurl. You're making daddy happy". I read that and felt a little happy myself. One, I wasn't going to be punished again. I still can't believe he sent that picture out to my professor. And two, it made me feel pretty that I could make him happy. I know that isn't right, but it's the truth. As I was about to relax for the evening I heard my phone get another text. "I want you over at my place at 6 tomorrow. Don't be late and shave your body from the neck down. Don't make daddy mad. Do as you're told." As I read this in shock thinking that there was no way that I was going to do this my phone pinged again. I saw another text come from daddy but when I opened it I almost puked. It was a clear picture of me in my bra, but no panties, because I was riding cowgirl on daddy cock. You could even see his cock entering me in the picture. Even worse was the next text "You should see the video. See you at 6" Fuck, fuck, fuck. I was fucked. I went to my hidden cabinet of booze and took a big swig of the vodka I had in there. I poured some on ice and drank that glass down too. It wasn't until my third drink that I finally settled down a little. But when I looked at the photo again I was in a total state of confusion. I was so pissed that he was blackmailing me with pictures, but at the same time I was a little aroused looking at myself on that cock. What the hell was wrong with me? I just sat there wondering what I should do. I could chance not going over there and see what he would actually do, but he had already sent one photo of me out. And that is already causing me problems also. Not the best idea. I could just go over and tell him to fuck off, but I can still feel the sting of last time I tried to not listen. I was sort of fucked. I just couldn't decide what fate was worse for me at this time. Especially with the booze filled mind. I ended up walking to the bathroom and starting the shower. I figured a hot shower might make everything feel better. When I stripped again I ended up admiring myself in the mirror. I'm sure it was the booze, but the idea of shaving all my hair off didn't seem so silly suddenly and I hopped in the shower. It was way more work than I thought, but I eventually shaved everything off except a small patch of hair above my cock. I thought it looked cute plus I didn't really want all my hair gone. I just hope I don't get in trouble for it. FRIDAY I woke up the next morning a little fogged in. I must have drank more than I thought and I went to the bathroom to get ready for class. When I saw in the mirror that I had panties on again I cringed. It slowly came back to me and I looked at my body in the mirror. No hair to be seen. I did a good job sadly and I pulled down my panties and saw the little patch above my cock. I couldn't believe I had done that last night. Fuck it, it's done and nobody will know, right? Quickly I got dressed leaving the panties on today and headed out to class. But then I thought about the day before and went back and threw the bra into my backpack just in case I was asked of a photo in a bra. I did not want a repeat of the day before. Class was a little boring, but I kept moving my legs for some reason. It wasn't until I was in Professor Moore's class, the professor who got my photo, that I realized why I was moving my legs so much. They felt so weird. Actually good. The lack of hair in my jeans was quite nice. I was snapped back to reality when my phone buzzed a text. I realized I had been zoning out thinking about my smooth legs. When I looked at my phone I didn't recognize the number, but after opening the text I saw that it was the photo of me in panties that had been sent to Professor Moore. Shit, I had actually forgot about that a bit. But the text was simply "Come see me in my office after class." That's it. After our last conversation I was a bit nervous but I hadn't done anything wrong. He just thinks I am "Transitioning". What the fuck. I am never transitioning. He just got that dam photo from Chuck. Hopefully I can get this cleared up today. Class ended pretty soon after the text and I dragged my feet getting my stuff together. This is getting sort of out of hand already. I am dreading seeing my Professor again since it was so embarrassing last time. I still can't believe that Chuck sent that photo and even worse that my professor acknowledged it to me. I have to clear this up. When I finally started to leave class I noticed that my professor was gone already. I'm sure he will be in his office. He will have to listen to me that the photo was just a onetime thing and not a transition that I am going through. I'm a guy and will always be a guy. I hope that he will listen today. I don't wear panties and bras. Well usually I don't since I do happen to have panties on again today. Shoot, I hope he doesn't ask me about my underwear today. I knocked on his door and he told me to enter. When I went in he had a stern look on his face. "I thought that I was very clear yesterday when we talked." He started. I was startled by his tone and confused. I just stood there unable to even answer. He continued "I told you that you can be who you want as long as you dress appropriately in class and are not a distraction" He gave a second for that to sink in before he continued. "And today you show up blatantly ignoring mine and the school's requirements" I had a thousand things going through my mind. I was dressed as I normally would. Just jeans and a simple shirt. Just like every other guy in class really. "Do you know how much of a distraction you can be? The students in class are here to learn and not to see your breasts on display" What?! Breasts on display? I had a shirt on. I was so confused. He continued "I expect ladies of your age to wear appropriate clothing to class. And that means proper undergarments. We should not be able to see your breasts through your clothing." His tone and look had me terrified. I tried to speak "But Sir, I don't think my breasts are a problem in class..." This must have infuriated him since he yelled "Not a problem? Lift your shirt, now!" I was truly scared and lifted up my shirt above my chest. I didn't have breasts and he could/should be able to see that. "Not wearing a brassie as I suspected. No wonder you were moving around so much today in class. Trying to get the boys to notice you I'm sure. Are you even wearing any underwear? Or are you truly just a slut getting boy's attention so they don't concentrate in class?" What the fuck was going on? I was trying to think of how this was going. I answered him quickly "No sir, I'm not trying to distract any boys. I don't wear a bra or need a bra. I'm a guy." "Then what the hell do you think this picture is of?" and he showed me my picture that was sent to him on his phone. "Are you just trying to tease me and get me in trouble? You are a tart. Drop your pants now little miss. You are going to show me that you are not just a little slut without proper undergarments." I was terrified since he seemed to be getting more and more infuriated at me. I know I didn't want to drop my pants in front of my professor, but at the same time I didn't want him to think I wasn't wearing any underwear either. So I made another one of my mistakes and lowered my jeans. At this point I was starting to cry. How could this be happening to me? "So you are not a total tart. At least you are wearing panties today. But I expect you to always have your breasts covered in my class and this school. It is not very ladylike to be running around without a brassier." He told me once my pants were down. His tone was actually much calmer now. "I think you must have been trying to fool me though with your earlier comments. Saying you don't need a bra. Surely you don't think running around in panties is very guy like? And if you're in panties like a lady then you need to act like a proper lady. That means that you don't tease people with showing of your breasts at school. You will from now on wear a brassier to cover yourself up." As he was talking he reached up and his hand rubbed over my breast. His fingers finding my nipple and pinching it like he was making his point of them being visible through my shirt. I just closed my eyes as he did this. I felt violated, but when he pinched my nipple I couldn't stop myself from letting out a soft moan. It felt nice but dirty when he touched me. "I know you are not trying to be a tart, but you have violated the dress code of the school and I can't look past that violation." Professor Moore told me as his fingers found both of my nipples through my shirt and continued to lightly pinch them. I tried not to react, but his fingers made my nipples stand right up into them and sent a wave of pleasure through me. "I don't think we need to involve the school administration with this offense." Professor Moore offered. "Would you like to just keep this between us Miss Smith?" and he stepped back waiting for my answer. Once his hands left my nipples I felt like I could think a little straighter. Even though I was standing in my professor's office in panties with my jeans around my knees I so desperately wanted to keep this all quiet. With guilt in my mind about having my nipples hard and that I enjoyed them being touched I offered sheepishly "Yes, can we please just keep this quiet? I have a bra that I could put on to make my outfit less offensive in my bag sir." "Yes, yes Miss Smith. That would be appropriate to cover your breasts before your punishment" Moore told me. I was in a daze and with my pants still around my knees I reached into my bag and pulled out the Bra that I had put in there just in case I needed it. I thought I might need it for Chuck and a surprise photo request, but I guess I still needed it for another reason. For some modesty I turned around and pulled off my shirt before I slipped the bra on. I was about to put my shirt on but the Professor told me "Don't put your shirt on until I can inspect your attire. Please turn around and present yourself to me for inspection." Inspection? At this point I was losing it. Tears swelled in my eyes as I turned around to him in a bra and panties. To make it even worse he asked or rather sternly told me "Step out of your jeans and remove your socks. This is how you should expect to present for undergarment inspection Miss." Tears were flowing down my cheek as I stepped out of my jeans and removed my socks. I didn't understand why he wanted me to present for inspection this naked. He has this authority to his voice that scares me as I stand up nearly naked for him to inspect. He approaches me and his hand runs down my back making me shiver by his touch. And then slowly over my rear. Walking around me his hand never left my body as he brought it up to my breast to feel my nipples through my bra. His fingers found my nipples through the bra as easily as they did through my shirt but he smiled and told me "Yes, much more appropriate for you. This is what I expect you to wear to this school" He stepped away from me and approached his desk. Opening a drawer he said "now for your punishment, please approach my desk." I had no clue what to expect anymore but followed his direction as he pointed to a spot by the side of his desk. "Bend over and place your hands on the corners of this desk." I walked to his desk as directed and noticed that he had removed a ruler from his desk drawer. What the fuck? Was he going to spank me? I hesitated and he noticed. The ruler came quickly down on my thigh and he repeated himself "Hands on the corner of the desk please." This time I didn't hesitate since the ruler left a sting on my skin. With my hands on his desk and where he had me stand I was positioned with my ass out and bent over at the waist. "Please spread your legs to shoulder width." He told me and used the ruler between my thighs to support this directive. I spread my legs as directed and closed my eyes in shame and humiliation. This was my college professor and he was going to spank me. And for not wearing a girls bra to class. I don't think this could get anymore fucked up. "I know this is only your first offense so we will be lenient on you today. Please realize that the school and myself cannot accept the behavior that you have demonstrated today. But we do have mercy. You will only receive ten lashes of a ruler. Do not think that this is a standard punishment for a dress code violation. This is the most minimal that is possible." At the end of that statement the ruler swung through the air and landed squarely on my ass. I have never been spanked by a ruler, but the pain was distinct. I gritted my teeth since I didn't want to cry. He continued with the punishment. Tears flowed from my eyes but I didn't cry out. After five lashes he stopped. "oh Miss Smith, I'm sorry, but I forgot that these are to be bared on naked flesh" he mentioned nonchalantly as he set the ruler down on his desk. As the stinging subsided a little I opened my eyes to see him behind me putting his cell phone into his pocket before he reached for my waist. His fingers slid down my waist and into the band of my panties. He lowered them himself to expose my bottom before he picked up the ruler from his desk again. He continued with the remaining five lashes on my bare bottom. These stung twice as much. He set the ruler down and told me "you have accepted your punishment properly. If you were to scream out we would have to gag you in order to complete the lashes. Please stay like that for me to document the punishment for our records." I didn't really know what he meant, but I opened my eyes to see him take a few photos of me over his desk and my bare bottom. "All right Miss Smith. Please get dressed and you may complete your day. I expect that you will be dressed appropriately next week. But since you have already demonstrated a lack of discipline of our dress code I expect you to show up after class on Monday for an inspection. Have a good day Miss Smith" And he sat down at his desk, opened his drawer, put his ruler away and started to work on papers. My face was covered with tears but I got dressed and left his office. He didn't even seem to give me a notice as I did this. I couldn't even talk. I just ran to my car as fast as possible and drove home. As I drove home I could feel the sting of the lashes on my ass but for some unknown reason I also could feel an erection in my panties. When I got home I was just numb. Nothing was there. I just sat down and stared into space for a while. I think I was just sexually assaulted by my professor. I don't think there is a dress code for me to wear a bra. What the hell does he think I'll believe? Shit, but I let it happen. Did I want it to happen? Why didn't I scream? Or run? I shook my head of these thoughts and figured a hot shower might help wash off some if the filth that I felt. When I went into the bathroom and started to undress is when reality set in. As I stood there in the mirror I had left on the bra and panties again. I could see my naked body in the underwear. I could see the lack of hair. I lifted my arms and the smoothness of my underarms with the pose of my body affirmed a feminine look of my body. Was I more girlish than I thought? I pulled the bra and panties off but before I got into the shower I noticed my erect nipples. I pushed my breasts together and let my thumbs tease the nipples. My erection showed the effect that it had on my body. I had to stop. This was wrong. I got into the hot water and tried to let it wash the day off of me. I was emotionally drained. I didn't cry again, but did feel numb. I just wanted to crawl into my bed and make it all go away. But I know I can't. Chuck told me to be at his place at six. I dried off and zombie walked to my bed. Flopping down I was going to sleep, but somehow the day was almost gone. It was already after five! Begrudgingly I got up and thought about getting dressed. I automatically pulled on a pair of boxers, but once they were on reality hit me. I couldn't wear these. Chuck had threatened to send out more pictures. And the last thing I needed was that. Thinking of pictures, Professor Moore had used his phone a couple of times during our "Inspection". Fuck, what does he have now? I went back to the bathroom and picked up the bra and panties. I've been wearing these a lot recently and should probably get some new ones. What the hell am I thinking? Tonight will be the last time. I'll talk to Chuck and get him to delete all the photos and I can be back to normal. But, what about Professor Moore? Shit, how am I going to handle that? I'll deal with that on Monday. I put the bra on and somehow the tightness around my chest didn't feel bad, but almost welcoming. When I pulled the panties up my legs a shiver went through my body. The feel of the satin up my smooth legs felt oh so wonderful, but I didn't want to like it. I drove over to Chuck's house and planned on how I was going to `convince' him to delete everything and let me go. Ok, there was not much of a plan. I had already thrown out the idea of going to the police. Too embarrassing for me to tell them how I got into this mess. I guess I'll just have to beg him somehow. When I got there I parked in the street again and just sat in my car. Willing myself to go in but hoping that I'll wake up and find out this has all been a nightmare. But that didn't happen and the clock in my car told me I only have two minutes to get in there. I don't want to be late. I just don't want to make him mad at me for any reason. When I finally went to the door and knocked, Chuck answered it within seconds. "Amber" Chuck said way too loudly for my liking in public. "I'm so glad that you're here. Please come in" and stepped aside for me to enter. I stepped in and the memories of how that all started flew through my mind. I can't believe it was just a few nights ago that I stood in this same spot. I was a virgin, well anal virgin and hadn't been with a man. Now just in a few days I have had sex with a man, gave him a blowjob, received a blowjob from a man and had my professor spank my ass while in panties in his office. Wow, that is a lot and now I'm here again. Chuck snapped me out of my thoughts by telling me "Take your shoes off and get comfortable. I'm just cooking dinner in the kitchen. Why don't you join me and have a glass of wine." I followed him into the kitchen and he was in fact cooking. And it smelled wonderful. I can't remember when I ate last. I have been sort of a mess with Chuck and Professor Moore recently. Chuck handed me a glass of wine and I happily accepted it. I almost finished it in the first gulp. It was what I needed to calm my nerves. I had to think of how to make all of this stop, but right now the wine felt awesome and the food smelled too good to pass up. Chuck was a gentleman and had me help finish up the dinner. He also must have kept an eye on my wine since the glass was always full when I picked it up. I had no idea how many glasses that I drank and when we sat down for dinner I was feeling great. No cares in the world. We finished dinner and Chuck and I stepped out on the back deck. The night was beautiful and cool. A bit of a shiver ran through me and Chuck wrapped his arm around my back. His warmth was welcomed. We stayed out there and had a smoke after dinner. I don't recall what we talked about but it was never awkward. After a bit we went back in and Chuck suggested a movie. With full glasses of wine we sat on the couch and found a movie to watch. I tried to keep my distance, but when he sat down my personal space was limited. And with the wine in my system I didn't seem to mind. I don't even know how it happened, but the next thing I know I was cuddled into him and his embrace felt nice and warm. Chuck turned to me and told me "Amber, I think you should go get more comfortable. I picked up a little surprise for you at the store. Why don't you go into the bedroom and see what you think." I was pretty drunk and his suggestion sounded reasonable. Plus he said it was a surprise and who doesn't like surprises? I went into the bedroom and there on the bed was a pretty pink box. It even had Amber written all pretty on the top. For some reason no alarms were going off in my head and I was excited to open it. When I opened it and revealed a very pretty bright pink lacy bra and panty set. I guess the one I was wearing was a little old now that I wore it so much recently. And under the bra and panty was more silky fabric. When I lifted this out of the box I was surprised to see it was a pretty flowing nightgown. It was all very girly. I truly knew that I shouldn't have even opened the box, but it was so nice of him to get me something. And tonight has been so enjoyable. Even more I know I shouldn't do what I was going to do. I started to remove my clothes. Within seconds I was standing in his room in just my old bra and panties about to put on his gift of women's underwear and nightgown. I know I shouldn't be doing this, but for some reason I wanted to and my brain was a little fogged up with the wine in my system. I put the new underwear on and the nightgown. There was a mirror in the room and I couldn't believe how pretty it looked and how pretty it made me feel. I was giddy with enjoyment of this feeling. I wanted to thank Chuck and just about ran out to him. But when I turned around to the door Chuck was standing there smiling. He asked me "Do you like what daddy has gotten for you Amber?" I was shocked and a little embarrassed for some reason. I tried to cover myself up even though I was just about to run out there and show him. But after the initial shock wore off a little I was able to answer him. "Yes Daddy. I think it is very pretty" He walked up to me and his hand ran down my side over the silky material of the nightgown. It sent shivers through my body but I enjoyed them. He let his hand caresses my body and roam around for a few seconds finally stopping on my ass. He then pulled me into a tight embrace telling me "you look so pretty in this. I just love you for wearing it for me" and then he kissed me. A soft passionate kiss on the lips. I didn't stop him. I should have. I could have but didn't. I actually kissed him back. It was lovely. After a few minutes of kissing he stopped and told me that he had a little more of a surprise for me and to follow him into the bathroom. I followed him into the bathroom and he showed me the sink. On the counter was makeup. Not just makeup but brand new makeup. I must have had a confused look on my face because he told me "This is all for you. You are very pretty but this will make you beautiful. Let me show you. Sit down here." And he had me take a seat on the tub side. He grabbed some makeup and told me to close my eyes and keep them closed. It only took a few minutes but I felt him put something on my eyes and lashes. Then a little stuff on my cheeks and then my lips. I had never wore makeup before and I had no clue what he was doing. But when he was done he said "Keep your eyes closed baby until I tell you." And he took my hand leading me out into the bedroom again. He posed me in front of the mirror and then said "ok, take a look at my beautiful little girl now" I opened my eyes and couldn't believe what the mirror was showing me. Looking back at me was a girl in a beautiful nightgown. Wow I was shocked. Daddy just smiled and put his arms around me and kissed me. This was the most passionate kiss that I had ever had. I so wanted it right now. I just wanted to thank daddy for this present. He led me over to the bed and our bodies interlocked on the bed. I couldn't stop myself and started removing his clothes. I wanted him so bad. I want to make him feel good. It didn't take too long before he was naked and his cock was already rock hard. Chuck pulled my panties off almost immediately and I had my legs wrapped around him. I couldn't believe I was in this position but knew I wanted it. His cock was hitting my asshole and I wasn't stopping it. I actually pushed back when it was at the right spot. Chuck reached over to the nightstand and grabbed the lube. He pulled away just long enough for him to slick up his cock. When he went back to humping me I couldn't stand it anymore and I guided his cock into my hole. It hurt a little but I was so horny and wanted him so bad. He was gentle though. We made love tonight. I ended up cumming after a few minutes of him fucking me and this must have caused him to lose it also. He grunted so loud said "You're getting daddy's baby making juice. Do you want to have daddy's baby?" I just screamed "Yes, yes give me your baby juice. Get me pregnant" I know I can't, but I felt so womanly and that just came out. Chuck rolled off of me and kissed me so tenderly. He whispered "I do hope you get pregnant. I want you to carry my baby for me." We both were breathing hard but that comment just made me glow a little and now I was actually happy to have his cum in me for that reason. I fell asleep in his arms feeling so warm and loved at that moment. I can't say that I had ever had that feeling before. The last thing that went through my mind was that I'll have to tell him tomorrow that we can't do this since I'm a boy.... SATURDAY I woke up the next morning in a strange bed again. I guess it wasn't too strange since it only took me a few seconds to remember where I was and what I had done. Again. I can't believe I slept with Chuck again! I hate myself for that right now. As I moved around in bed my mind was making notes of everything. I was a little sore in my bottom, which verified that I let him stick it into me again. I also had a bra on and a nightgown. I do remember putting that on before we went to bed. Did I take Chuck to bed? I think I may have for some reason. I figure I will get dressed and go tell Chuck that last night was another mistake and that I couldn't do this ever again. That is the plan I'm going to follow through with this morning. So, I get out of bed and see the matching panties to the bra that I am still wearing on the floor. But, as I think about taking this bra off and getting dressed I notice or really don't notice where my boy clothes are. I know I changed right here at the foot of the bed but my clothes are not here. With a bit of shock and fear I looked under the bed and even went and looked in the bathroom. But they were nowhere to be found. All I had was what I was wearing and the panties on the floor if I wanted some sort of modesty. I decide I had to put the panties on and go looking for my clothes. This must be another one of Chuck's fucking ideas. I can't believe I have to walk out to find my clothes dressed like this. What an asshole for making me do this and I am going to tell him that. Once I get my clothes back at least. I slipped the panties and nightgown on and it actually felt too good again. The fabric felt so delicate to my smooth skin. I know it was Chuck's idea that I shave my legs but I don't even know if he noticed. I know I notice how the bare skin feels every tactile feel of the clothes that I am wearing. As I walk the nightgown floats around my legs and bum giving me a shiver. A good shiver that I don't want to acknowledge that I like. As I step into the hall I can hear Chuck in the kitchen. For some reason I have a hesitation to be seen in this outfit, but don't have much choice at this point. So I resign to go through with my plan of getting my clothes back, telling him I can't do this anymore and that he is an asshole for making me prance around dressed like this. As soon as I enter the kitchen Chuck notices me and smiles. He has a very disarming smile that gives you the feeling of approval. This actually makes me giggle as a warmth flows through my body, but I want to reject it. "Amber honey. I'm so glad you're up finally. Here, have a cup of coffee." He says so kindly handing me a fresh cup of coffee. I take the warm mug and without being able to process everything just sip it shyly as he watches me. "Amber, you look so pretty in the morning. And that outfit fits you so well. I didn't tell you last night, but you made daddy so proud that you listen so well. And your body look so pretty without that ugly hair there. Are you hungry?" Chuck rambles I know I hate this but his affirmation made me a little happy. But I had to make this all stop. So I decided that I needed to tell him now while I had the courage. "Chuck, I need to talk to you..." Suddenly his finger was at my lips. "Shhh, Amber" he interrupted me "I thought we had progressed past this, but please remember to either call me daddy or sir. You are not to ever use my first name. I am here to help you and guide you like a parent should. I am not your equal and you should never refer to me as your equal. You are to always and everywhere give me the respect of your superior. You are to be submissive to me at all times. Do you understand?" What?!? I had no idea what he was talking about. And I started to protest "Chuck, " is all that left my mouth before I felt his hand on my face. His slap came so quickly and violently that I didn't even see it coming. I was thrown to the ground by the sheer force of the hit. My coffee spilt beside me and I just sat there on the floor seeing stars again. I can't believe this happened again. And it hurt so much. Some of physical pain and mostly emotional pain of having him so mad at me. Especially after I gave him what I gave him last night. I can't believe I let this asshole fuck me last night. As I tried to hold back my tear Chuck repeated "Do you understand me Cunt? You are never to try to be equal." With all my emotions rolling I could only answer him with what I know he wanted "Yes Daddy" "Yes what?" he growled "Yes Daddy I will not call you by your first name and give you the respect of my superior." I replied. "Good. Now clean your mess up." And he threw me a towel. On my hands and knees I wiped up my spilled coffee and brought the mug to the sink. Chuck or Daddy I guess gently took the mug from my hands and set it on the counter. He pulled me into an embrace and kissed my forehead. "I'm so sorry Amber baby, but you sometimes need to learn the hard way. That hurt me much more than it hurt you. Now I think you had something you wanted to tell me. Let's get you a fresh cup of coffee and have a seat." He poured me a fresh cup and we sat at the table. I was very hesitant now after being slapped and felt even more submissive sitting there in just a woman's sleep gown. Oh and women's underwear. How did I let this happen? But I decided to pull all my courage together and make this rollercoaster stop. I started properly I think "Daddy, where are my boy clothes?" Chuck smiled "Well honey, I threw them in the wash for you since you don't need them this morning. I thought it would be nice of me to do a little woman work for you today." Ok, I guess that solved where my clothes were and put a damper on me getting them back soon. "Ah, I was hoping to go home" "Honey, the weekend just started and we should take advantage of the time we have together. But they will be done washing in a little bit and we can throw them into the dryer right away for you." "Thank you daddy. I just don't think I can do this anymore." I told him. "Do what Amber?" he asked. God I wish he would stop calling me Amber "This" I stated as I showed the nightgown to him. "and you calling me Amber, and wearing girls panties and especially wearing a bra. I'm a boy. I don't need a bra and I don't want to wear girl's panties either. Coming over here the other day was a mistake. I thought it would be different, but I don't want to do this anymore. I want to just go back to being a simple boy. You have to let me be a boy. Please" I was tearing up as I told him all this. Chuck took my hands in his and held them tightly and told me gently "there there little one. I know you are probably a little confused. But all girls are a little confused and you are a special girl. Especially to me. You came here the other night because you knew you needed something. Deep inside you know you need it. You need a daddy like me. You are so soft and helpless that you need a daddy like me to take care of you. I know you think you don't want to wear these clothes, but they are what fit you. They make you who you are. You are special and I will show you. You have to trust me and that I will only do what is in the best interest for you." I stared at him as he held my hands reassuringly but it confused me. What was he telling me? Was he telling me that I had to keep doing this? How can he think that he can make me do this? And that he know better than me? And that I am a confused girl? I'm not confused or even a girl. "If you are a good girl then nothing bad will happen to you" he continued "and I am the one who will protect you from all the evils. But, I am also your daddy. That puts the responsibility of helping you on my shoulders. It is not an easy task but I am willing to do it for you." I was crying now "But I don't want to be a girl. I just want to be a boy. I was only experimenting. Please let me go" Chuck got up and came back to the table with a fresh cup of coffee for me and in his hand something else. He sat down and pulled me into a hug. His body felt warm, but I didn't want it and tried to pull away. "Ok Amber. I understand you but you have to give it a chance for you to fully understand yourself. Let's try the weekend and if you still feel you can't continue being who you know you should be then I will let you go into the abyss of the world without my help. But here, take these. They will help get rid of your headache and make everything better" he told me and handed me four pills. I looked at him and the pills trying to decide what to do. I know I wanted it to end and maybe if I just go a little bit further with him he will let me out of this freak show. I had no idea what the pills were that he gave me but I did have a headache pretty bad right now. I looked at the pills. They were all different. I looked at him and asked "you promise that you will let me go after this weekend?" "Yes honey, I promise that you can do anything you want if you give it a fair try for the weekend." He replied. "What are these pills?" I asked sheepishly. "Shh, honey. You need to trust daddy and not question anything. I am doing this for you and your best interest. Take the pills" daddy told me as his hand lightly touched my face where he had slapped it. I could still feel the burn when he touched it. With a little fear and a lot of trepidation I swallowed all the pills. This made daddy smile, but me worry. Chuck got up and got some bowls from the kitchen. He set a bowl in front of me and sat down with the other. It looked like oatmeal and he just nodded for me to eat it. I am so far down this rabbit hole that I was just going to do as he asked. As I ate it I had to admit it was pretty good. The milk was a little thick but other than that it was a good breakfast. Once we were done with breakfast he filled our coffee and took my hand. He led me towards the back door. I pulled back and he said "it is a beautiful day. Let's go and enjoy a bit of it before we do anything else." Of course I didn't want to go out there since I was just in my nightgown and bra panty set. But the look on his face when I pulled back told me enough. I didn't want to find out what may happen if I didn't follow him. Once outside I guess my fears should have subsided. No neighbors really could see the deck and I didn't see anyone out. We sat out there for about an hour. As he talked my mind was adrift. I was feeling great actually. No concerns in the world. I didn't even mind being in my nightgown outside anymore. Chuck or I guess I need to say daddy told me "We have a few errands to run honey. Let's get dressed." I followed him in without much thought. He told me "I'll meet you in the bedroom" and went off. That told me where I should be I guess. Like I was floating I went to the bedroom. I couldn't believe how lively the fabric felt on my body as I walked. A soft voice in the back of my head was asking me what he gave me in those pills? But the rest of me didn't care really. Chuck, shoot daddy, came back with my clothes and told me to get dressed but to make sure to keep the new underwear on. I smiled at just the thought of putting jeans on and started pulling them up my legs. They were warm from the dryer still which felt nice, but they were tight. I mean really tight. I had never shrunk my jean before, but I think chuck may have. When I finally wrestled them up my hips I had to really suck in my stomach to button them. But they were on and my boys jeans. I just smiled at that thought. I pulled off the nightgown and laid it on the bed. My next move was another mistake. I unhooked my bra and took it off. I didn't even think about this and was about to pull my fleece on when I felt Chuck behind me. He pulled my fleece behind my head when my arms were up over my head. Basically locking my arms over my head. Chuck leaned into my ear and whispered "Are you feeling like a slut today?" I didn't know what to think but his other hand reached up to my nipple and pinched it. He pinched it hard. Hard enough that it made me scream in pain. I tried to double over but he had my arms pinned in my fleece over my head. His fingers moved to my other nipple and repeated the abuse. He angrily said "Only sluts go out without a bra." And he pushed me onto the bed away from him. My nipples stung and I got off the bed and retrieved the bra. Putting it back on I could see a little satisfaction on his face. I knew what I had to do. Other than just wear the bra but said "I'm sorry daddy. I wasn't thinking" Once dressed Chuck went into the bathroom and came out with a small little purse like bag. He handed it to me and said "I put everything you need in there. Why don't you go in put some protection in your pussy so you don't leak all over my car seats?" Fuck that is demeaning. Especially the way he said it. But I knew he was right and went into the bathroom to do just that. Once in there I pulled my pants and panties down and found a tampon in the bag he gave me. I just sat on the toilet and inserted it into my ass. The feeling was full but I knew I wouldn't leak like I did in class with this in. I struggled into my pants again and joined Chuck in the kitchen. I didn't know where we were going but in a way my mind didn't care. I was in boy clothes now and didn't think much of the rest of the day. We hopped into his truck and off we went. It was about 20 minutes before we pulled up at some apartment building. Chuck just told me "Just keep your mouth shut and do as you're told. This will be a pretty quick stop" I did just that. I followed him into an apartment on the second floor. There was a big burly guy that answered the door. The men talked a bit and then Chuck pulled out a bag of what I guessed to be drugs. Shit, he is a drug dealer! The guy told us to go into the living room and as I walked by him he grabbed my ass. He smiled and said "Nice ass sissy." I was just about to tell him to fuck off when Chuck piped up "Yeah, she does have a nice ass. Come on sissy" We went and sat on his couch. I felt, I don't know how I felt. I was embarrassed more than anything. Why did he say I was a sissy? I know I am wearing a bra, but he doesn't. I didn't have too much time to think because the next thing I heard was from the burly guy "Here have some of this" and pushed a pot bong to me. I didn't know what to do. I had never smoked pot and actually had no interest in it. So I made another mistake and replied "Ah, no thank you. I don't do that" I felt it on my thigh. Daddy's hand gripping into my leg. I turned to look at him and I saw right away I had made a mistake by declining the pot. And he cleared that up "Don't embarrass me sissy. Thank the man for his kindness and enjoy his pot" The guy chuckled "If you don't smoke usually that's fine. Come here and I'll show you how" while he patted his lap. I didn't know what to do. I didn't want to smoke pot and I didn't want to go over to this guy. He has already grabbed my ass and called me a sissy. But when I looked at daddy I knew better. I stood up and walked over to him. He pulled me onto his lap and showed me how to light the bong. Then as I watched him, he had a full hit, then in horror he pulled my mouth to his and exhaled into my mouth. He actually kissed me with tongue when he did this. I pulled away some and his grip on my hair hurt. He made it clear I was not to pull away. I ended up inhaling a bunch of the smoke as he kissed me. When he finally let me go I coughed some and they both laughed. He handed me the bong and told me to take in a deep breath. I followed his instructions and ended up having a couple of huge hits from the bong. I was higher than a kite after that and couldn't concentrate on what the men were talking about. It seemed like seconds and I heard daddy tell me "Come on honey we need to get to our next stop" I followed him to the car and we were off. It only took a couple of minutes and he was parking behind some dirty cinder block building. Daddy told me to follow him and I did in my haze. My brain was sort of mush with the pot and whatever the pills were that I had earlier. The only thing I heard was daddy's comment before we entered a back door "Don't embarrass me." When we walked in the hallway was a little dark but once my eyes adjusted I saw the walls were covered with artwork. Not just artwork but tattoo art. Fuck, I was at a tattoo parlor. My brain went into overdrive and I stopped dead in my tracks. Chuck turned around once he noticed I wasn't behind him and asked me "Are you ok. We have an appointment" I could only stutter "I don't want a tattoo." Daddy laughed "Don't worry sweetie. We aren't here for a tattoo. Come on, let's go" With a little fear still I followed him into a small room. In there was an older guy covered with tattoos. Chuck walked up and shook hands with him. He was nice enough to introduce us. Well I guess sort of since he said "Joe, meet my new friend here, Amber. Amber, meet my old friend Joe" and we shook hands. Or I should say he shook my hand. With the drugs in my body I was still sort of out of it and he had a fierce grip when he shook. The two of them chatted and Chuck gave Joe a small bag like he did to the guy earlier. But I heard Joe mention "I don't have any cash today Chuck. Could we trade something?" Daddy didn't seem fazed by this and smiled. "I think we could trade something. Amber here deserves something special." Daddy turned to me and brought me into the conversation "Amber, what would you like? You could get a tattoo. Joe is one of the bests. Or I guess you could get a piercing. He does those also." Still stoned my brain was having a hard time taking this in, but I knew I didn't want a tattoo. So I tried to get out of it by saying "Thank you sir, but I don't need anything" Immediately I knew this was the wrong answer as I saw daddy grit his teeth and say "Amber, please don't embarrass me. Joe wants to give us something. If you don't let us know what you want we will have to decide for you. And I think that wouldn't be your choice" Rapidly I thought through the consequences he was suggesting. I didn't want a forced tattoo so I blurted out "I'll take a piercing" Joe smiled and asked "and where do you want this piecing?" Chuck was smiling now and made a few suggestions "do you want your nipples pierced, or maybe a belly button, how about your lip or tongue?" Shit, I didn't want any of those areas pierced and immediately said "My ears!" Joe nodded and told me "Ok, have a seat and I'll be right back" I looked at Chuck and he motioned for me towards the chair in the middle of the room. It looked scary. There was a table with all the tattoo equipment right next to the chair, but I knew better than to hesitate any longer than I had already. So I sat down. Daddy came up to my ear and whispered "You have embarrassed me enough for today. Stop that shit and do as you're told. Otherwise I don't think you are working with me and I'll just send out all of your movies to your contact list. Do you want to see my favorite one?" "No, please don't" I replied. "Be a good girl and we will work out your punishment later" he finished as Joe came back in. "Ok what ear and how many?" Joe asked. Daddy answered for me "Both ears. Two in the left and three in the right. Isn't that right honey?" I just nodded. Joe smiled knowingly and said "We just have a little paperwork. I need to see your ID and have you sign here." Fuck, what did I just get into? I didn't bring my wallet and thought I'd get out of this and told Joe "I'm sorry, but I forgot my wallet so I don't have an ID on me" Daddy spoke up immediately "Amber honey, you put your ID in with your makeup. It's in the clutch you have." I didn't even notice that I had been carrying around the small makeup bag. I must have just been clutching it this whole time. I finally opened the bag up to get my ID. As I searched in the bag I saw all the stuff Chuck put in there for me. There was the makeup, a couple of condoms, a small thing of lube, a few tampons and finally my ID. I pulled it out and handed it to Joe. Joe took my ID and casually said "Your bag looks very well prepared for some fun." And jotted down my name and address on the paperwork. He then handed it to me to sign. I think it was the drugs because I signed it and was thinking that getting my ears pierced was a great idea right now. Well it was better than any other service they offered in this place. Joe reclined the chair and pierced my left ear twice. He then went around and did my right ear three times. He handed me a mirror and I looked at my new jewelry. Actually, the earrings didn't look too bad. I also noticed that the makeup from last night was still pretty apparent. Between the makeup and the earring, I had a pretty girlish look. Suddenly it clicked in my brain. How the hell did I have makeup on? It actually looked pretty good, but I can't believe I've been out looking like this. That must be why the last guy called me a sissy. Joe snapped me out of my thoughts by asking "You like them?" I guess I answered truthfully "Yeah, I do. They look pretty." Why I used pretty I'm not sure, but I did think they looked pretty. I had never thought about earring or jewelry. But they looked nice and I actually felt special since Joe and Daddy had given them to me as a present, sort of. Daddy commented "I do like them honey. You deserve something special." He then turned to Joe "I was wondering about some other jewelry for Amber. Do you think a belly button would be a good idea?" Joe looked at my stomach and I just cringed. I didn't want to have a belly button ring. But Joe offered "let's take a look and see if it would look good" Daddy looked at me and I think he saw the fear in my eyes and told me "Let Joe just have a look. We aren't getting anything more today. Why don't you pull up your shirt some?" I had some serious concerns with trusting these guys, plus I was wearing a bright pink bra. I hesitantly pulled my shirt up making sure I didn't reveal my bra to Joe. Daddy looked at me and told me "Why don't you open your pants some so he can see you entire belly" I looked at him pleadingly, but knew I shouldn't do anything to make him mad. I opened my jeans a little to expose more of my belly but daddy must not have been happy since he told me "open them up more honey. He needs to see all of your belly" I was mortified. If I opened them up anymore you would be able to see my panties. I didn't want to show Joe that I was wearing pink panties. I didn't move until Daddy said "you're embarrassing me honey. If you don't do this we will just have to have you take your pants off all the way" I knew this wasn't a threat from daddy and I pulled my pants down enough to see the top of my panties. Joe just said "hmm" and had his hands on my belly exploring my naval. As his hands checked out my naval his fingers traced the top of my panties. You could tell this was not a mistake and he was feeling me down there. Especially when his finger traced under the top elastic, but they didn't go very far. Joe said "a belly ring would look terrific on Amber. I'd be happy to do it for you anytime" I was mortified that this man just saw and fondled my panties. I didn't think this day could get any worse, until daddy asked "what about her nipples?" My brain and body were pretty hazy from the drugs, but I know I didn't want this to happen. I looked at daddy trying to plead with my eyes, but I knew I wasn't going to change anything. Joe just smiled an evil smile as he answered "let's have a look" and his hands started to raise my shirt up. I tensed up and held my arms to keep my shirt down which stopped Joe from raising my shirt, but as soon as I saw daddy's eyes burning into me I let up. Joe pushed up my shirt and I saw him smile when my bra came into his eyesight. "mmm, looks like I might have to take your shirt off to get a good look" and then he pulled my shirt over my head. I felt so exposed. I was in the middle of a strange room with two big guys wearing a bra and my pants opened enough to see the matching panties. Joe dropped my shirt on the table next to him and his hands went to my nipples right away. His fingers fondled them a bit but then he mentioned "I'll have to lower your bra honey to see" and he slipped both bra straps off of my shoulders to let the cups of the bra lower below the nipples. His fingers returned and he pinched them lightly. "they are a bit small, but I have something that will help. Just stay like that and I'll be right back." Joe then got up and left the room. When he left, he didn't close the door all the way and I could see into the rest of the shop. There was another man at a counter that could clearly see me if he looked over. I was so embarrassed, but could see daddy looking at me with an evil look in his eyes. So I just sat there exposed until Joe returned and closed the door again. This made me feel better that I wasn't on display anymore. Joe set a few items on the table and opened a tube of cream he brought in. Applying some to his fingers he liberally smeared it all over my nipples. Then he picked up the box from the table and mentioned to Chuck "this cream will help the nipples stand up more and these" he showed a pair of small tubes "will really help" and he put one on my left nipple and squeezed it. Joe looked at Chuck "if you have these on for a few hours a day your nipples will be ready to pierce in no time" and he let go of the one on my nipple. It pulled my nipple into the tube and took my breath away. They could see the shock in my face and Joe laughed "but it takes a few minutes to get used to" and he put the second one on. They both just admired the tubes hanging off of my nipples. Joe went on to explain "see how the nipples are elongated into the tube. This will help them stretch out and get large enough for a proper piercing. In about a week of use you can use the larger ones in the box" and he handed Chuck a box and the tube of cream. "just stay like that for a minute" joe mentioned and pulled out his phone. "I need to document this" and snapped a few pics of my nipples and I think of just me exposed as I was. The men shook hands and Chuck casually said "Amber, you can get dressed. And thanks for your help joe. See you next week." I pulled my bra straps over my shoulder and my nipples screamed in pain when the tubes moved at all. Luckily the bra cups seemed to keep them in place as I pulled my shirt on and buttoned up my pants. Chuck was waiting at the door when I was done and I followed him to the truck. I hopped in and he started the engine. But didn't seem to want to get going. He just sort of stared out the windshield. Finally after a few minutes he started to talk "Amber. You embarrassed me a few times today. Even after I warned you to be good. I know that I have to punish you but haven't decided how. I was thinking that maybe you would want to help me decide what to do." I felt as if I was walking into a trap and I know I was. But I sheepishly followed him and his thought pattern. "Daddy, I'm sorry I embarrassed you. I tried to be good, but it was so awkward of a position you put me into." "Honey, that was nothing. You will be put in much more awkward positions. Maybe tonight I can put you in a fun position..." He smiled like a wolf when he said that. "But maybe you should be a good gurl and make me comfortable while I think. Seeing you like that turned me on and now I have a hardon. I shouldn't drive like this. Why don't you take my cock out and suck me off" He was looking straight at me when he said this and I could see he wasn't kidding but I had to try and get out of this. There was no way that I was going to suck him off in his truck in broad daylight parked outside of a tattoo parlor. Or I thought that at least. But when I started to protest "Daddy, I can't do that here!" He just grabbed my neck and pulled my head to his lap. "Yes you can and you will honey. I don't like to ask for things twice. You might be getting a worse punishment if this game goes on" My face was in his crotch and I could feel his cock on my cheek. I wanted to resist but just couldn't. It could have been the drugs or just fear that made me reach up and undo his pants. I fished his cock out of his pants and he was pretty hard already. But I knew he would get bigger as I stared at it. He commented "it won't suck itself. Get going slut" Now that was very demeaning but I knew I had to just get it done. So I opened my mouth and started sucking. Daddy loosened his grip on my neck and let me take control. "Mmmm, that is a good gurl. Use your tongue more and be careful with those teeth" I did my best since I knew this was not going to end until he came. And I knew I was going to have to swallow it. I was repulsed by what I was being forced to do, but kept up. Happily it didn't take long before he was moaning and telling me he was ready to shoot. I locked my lips around his cock and he pushed my head down. His cock exploded into my mouth. I felt some pride, but was even happier that it was done with. I sat up and there next to me outside the window was Joe smiling. Chuck rolled down my window and Joe handed him a bottle saying "I forgot your ear cleaning stuff but didn't want to disturb you while you were down there honey. Nice job though" I must have turned every shade of red. This was the most embarrassing thing so far. Not only had Joe seen me in my bra and panties, but now he watched through a truck window as I gave a guy a blowjob. I just sat my head back and wanted to cry, but didn't have it in me anymore today. I could feel his cum in my mouth as we drove off.