Date: Sat, 11 Apr 2009 01:31:06 -0400 From: Andi Subject: Andi's Adventures - Part 17 (TG-High School) Disclaimer: SissyAndi stories contain sexually explicit descriptions of consensual and Non-Consensual sexual activity and are not suitable for reading by anyone under the age of 18, or anyone offended by reading such material. These acts include bisexual activity, cross-dressing and other fetishes and perversions. The characters in these stories are fictional. All Stories are the property of the Author. Any feedback would be greatly appreciated. Thanks. Authors Note: The following story is part of the ongoing saga of Andi, a 15 year old, cross dresser who is 5'9" 130 pounds, long blonde hair and blues eyes. While it is my hope that each chapter will be entertaining as a stand alone story, I suggest that all new readers go back and read the "Andy And The Team" series, as well as previous entries in the Andi's Adventures Series. They contains a lot of back ground information that will help explain each story. WARNING: THE FOLLWING CHAPTER CONTAINS A BRUTAL RAPE. Andi's Adventures - Part 17 I was sitting at the vanity table in my Mom's bedroom wearing a pair of red lacy boy shorts and my favorite short black robe. I was just finishing my makeup when Mom came into the room. Today was an important day for us. We were going to meet Jillian Rhodes who was interested in hiring my mom as a private nurse for Ms. Rhodes's ailing mother. "I came to see if you needed any help with your makeup sweetheart but I see you may be better at it than I am." "Oh Mom" I replied. "You can help me pick out a dress, I want to wear something conservative but sexy at the same time." As I stood to follow her to the closet, She said "Oh there is just one flaw with your makeup." Before I could ask her what it was, she kissed me deep and passionately. Her tongue exploring my mouth. After several minutes she pulled away and said "Your lipstick is smudged." We went to my room and went through my always expanding but still limited wardrobe. Everything I had was either too casual or looked like a party dress. We went back to Mom's bedroom and started looking through her closet. Thank God we are almost the same size. Mom is 5'2" tall, 120 pounds, short red hair and dark green eyes. So I am 7 inches taller, and 10 pounds heavier. I could still wear almost anything of hers. Some of her dresses were tight on me and a little shorter on me than on her but most were still a respectable length. Mom found the dress she was hunting, it was a black sleeveless dress that came her ankles, but on me the hem was just below the knees. She told me I should also wear black hose and my two inch black heels. I took the dress back to my room to get ready. After taking off my panties and robe, I put on my basic white bra and panty set and a pair of sheer black hose. I sprayed my body lightly with perfume and checked my makeup in the bathroom mirror. I did have to fix my lipstick but other than that I thought I looked pretty good, and maybe a year or two older than I really was. As I came out of my room I met Mom in the hall. She was wearing a dark green tailored dress with a matching blazer, black stockings and heels. The green made a great contrast to her red hair. Needless to say that she looked stunning. We both got our purses and headed for the car. I was nervous as we left the house. I knew Mom wanted this job but she insisted that we meet Ms. Rhodes together and that She tell Ms. Rhodes everything, including that I was born male but have decided I wanted to be female full time. I just hoped that I did not do anything to screw it up for Mom. I got even more nervous when I seen the house we might be living in. It was not a house, it was a small mansion. I later learned that it had 8 bedrooms, not counting the down stairs servants quarters. It also had a pool, a pool house, a hot tub, and several acres of fenced in land. I was surprised it did not have a front gate to keep the common people out. We were let in by a very cute Hispanic maid. I could not help but admire the way she looked in her classic black and white maids uniform. Instead of taking us to the living room, she escorted us to what had to be the home office. There were two chairs facing the desk and the maid told us to set, Ms. Rhodes would be back shortly. She came through the door with a flourish. Ms. Jillian Rhodes were beautiful, A very tall brunette, brown eyes behind designer glasses, long shapely legs, and a bust that had to be 36d at least. She was in great shape for a woman in her early 50's. She was dressed in a very sharp looking dark blue pinstripe business suit. "A business meeting ran late." It was not an apology but a statement. "Good to see you Sara, this must be your pretty daughter Andi." With that she kissed Mom on the cheek with an unexpected familiarity. Ms. Rhodes sat behind her desk as Mom started to explain the situation. She said that she want to be open and honest and she would understand if afterwards if Ms. Rhodes did not want to hire her. I sat there and listened as Mom told Ms. Rhodes about how I was a boy until about a year ago and then the woman inside me came out. That I was now living full time as a young woman. The woman was imposing, I found it hard to meet her gaze. When she asked me a question I tried to answer truthfully but kept my answers short. Usually just yes Ma'am, No Ma'am. When Mom finished, Ms. Rhodes said "Well Sara I appreciate your honesty. I have no problem with Andi's situation. It took courage for her to come out at such an early age." She then asked my mom what school I would be attending and how were they going to handle a transgendered student. Mom told her what school I had went to last year and that if she took this job she would probably transfer me to the closest public High School. She was still not sure how she would explain it to the principal or how he would react. Ms. Rhodes then asked if she had thought about home schooling me? Mom explained that she had no idea how to teach and she would be busy taking care of Ms. Rhodes Mom to have time to try and teach me. "tell you what, I will throw in a private teacher if you just agree to take the job." I heard my Mom say, "Thank you Ma'am but I can't ask you to do that." Ma'am? I had never heard Mom call anyone Ma'am. Ms. Rhodes broke my train of thought, "You did not ask, I offered. I have a nephew who is a teacher and can't find a job. I would be doing my brother a favor. He is tired of Cameron sponging off of him." Ms Rhodes had stood up and came around to sit on the edge of her desk. She was looking into my Moms eyes, she reached out to caress Moms cheek, "please take the job Sara. I am looking forward to you serving me", then glancing at me like she had forgotten that I was in the room, she quickly added, "I mean I need you to take care of my Mother." Obviously the meeting was wrapping up. As we were walking out, Mom told me to go ahead and get into the car, she wanted to check on Ms. Rhodes mother while she was here. It was almost 30 minutes before Mom came out, she was flushed and had a far away look in her eyes. As we were driving home, I could not help myself, "Mom is there something going on with you and Ms. Rhodes that you want to tell me about?" She blushed a bright red, and stuttered "No, no she just wants me to take care of her Mom. Besides I don't question you about the guy you been sneaking off to meet while I am at work." "Mom!!" "Oh don't be so shocked, You tried to cover your tracks but I am not dumb." She laughed,"Are you seeing that boy Tony again? You were really sad when the two of you broke up. Now you seem happy again." "Ummm, no mom it is not Tony." "Then so who is he? Some boy you went to school with?" "You don't want to know." "Tell me who it is Andi, I am going to find out eventually. You know you do not have to be embarrassed if he is black like Tony." How did I get on the defensive? I had asked her the first question. "Yes he is black, but that is not what you will not like about him." "Andi who is it?" "OK Mom, you want to know, it is Marcus Phillips, Tony's Dad." Mom about swerved off the road, "HIS DAD? How old is he?" "I think he is 38 or 39." "Andi, he is older than I am. You can't be serious." "Mom please do not be mad, I like Marcus a lot, he is good to me. Besides Ms. Rhodes is a lot older than you." "That's different..." She realized that she had said to much. We drove the rest of the way home in silence. ____________________________________________________________ Mom had agreed to take the job. We had decided what we were taking with us when we moved into Ms. Rhodes house, the rest we were putting into storage. It was early morning, Mom had already left for work, She was working her two weeks notice. I was boxing up some stuff in my room. There was a knock at the front door. When I opened the door I got a shock, It was Brian. Brian is one of the reasons I realized I was a girl inside. He was the first guy I had done anything with and he had forced me to have sex with him on several occasions. It seemed so long ago that it all started but it had been less than a year. I was wearing a white tank top, no bra, blue panties and a pair of tight blue jean shorts. I was barefooted, and had my long blonde hair tied in a ponytail. He was leering at me, "Mom said you were moving. I thought I would come over and see if it was true." He pushed his way through the door. "Yes it's true, Mom got a new job and we are moving. I am busy packing so will you please leave." "You mean my favorite slut was not going to give me a proper goodbye? Plus you owe me a proper thank you for bringing out the sissy that you are." I realized thing were going to get bad real fast. Before I knew what was happening, Brian had grabbed my arm and bent it behind me, forcing me face first against the wall. He started licking my neck and biting my ear. He was also grinding his crotch against my ass. I could feel his cock getting harder. Brian was so much bigger than me. He is 6' 10" 290 pounds of muscle He has short brown hair and Brown eyes. "Please Brian don't do this, can't you just leave me alone." "Haven't you learned by now you stupid bitch, I can do any damn thing I chose to do to you and you can't do a thing about it." Why was he so angry at me? It had been months since he had bothered me. I felt him grabbing the top of my tank top and he started pulling hard, ripping the thin material and tearing my top from my body. Brian reached around and started rubbing and pinching my nipples. he was mauling my small breasts and when he started violently twisting my nipples it hurt like hell. Finally he let up and backed off. He grabbed me by my long blonde hair and pulled me toward the bedroom. I stumbled trying to keep up with him. When we reached the bedroom Brian started undressing, he told me to do the same. I guess I hesitated to long because Brian slapped me hard across the face, knocking me to the floor. While I was on the floor he took the opportunity to kick me in the ribs knocking the air out of me. Brian finished undressing as I lay there trying to breath. He reached down and pulled me to my knees. I was eye level with his cock. Brian is big, not as big as Tony or Marcus so I was not impressed anymore, but i remember the first time I seen it, It looked enormous, 8 inches long and fat. He pulled my face to his cock and I instinctively open my mouth to accept it. His hand was behind my head and he was forcing more and more of it down my throat. I was still dizzy from being hit and kicked and his cock cutting off my oxygen was not helping. I would be almost to the point of blacking out when he would pull back allowing me to gasp for air, then he would ram it back into my mouth. Finally I heard "Oh Shit here it comes." With that he pulled his cock from my mouth and shot several strands of cum all over my face. The he rubbed his cock over my lips and face smearing cum everywhere. I was still dazed as I felt him pick me up and throw me on the bed. He undid my shorts and pulled them down my legs and off. He reached down and ripped my panties off. He turned me face down on the bed and shoved some pillows under me raising my ass into the air. He climbed on the bed behind me. Without any warning and without using any kind of lube, Brain slammed his cock deep into my ass. I felt his hands on my waist he was pulling me back to him while at the same time he was ramming his cock into my ass. He did not care how brutal he was, he was using me for his own pleasure. Brian had just cum and he was in no hurry to cum a second time. He must have fucked me for 30 minutes before I felt his cock get harder and then he started pumping another huge load of cum into my ass. After he came he just collapse on top of me and laid there for a long time regaining his strength. His cock eventually went soft and the head popped out of my ass. I was praying that he was finished with me, no such luck. He told me to get up. I climbed off the bed. he laid down and told me to kiss his cock, to kiss it, to worship it. I leaned down and started licking the shaft. He had me lick the cum from his balls and pubic area. Then go back to licking his limp cock. Oh God it was starting to get hard again. He made me start sucking him again. I was sucking on the head of it, swirling my tongue around it. I was working my left hand up and down the shaft, squeezing his balls with the right. I just wanted it over. He made me stop. He got off the bed, something on my computer desk caught his eye. It was a fly swatter. He picked it up and told me to bend over. "Please No, Brian have you not done enough to me..." "You stupid cunt, bend over now!!! " I felt his fist hit my stomach and I doubled over. He started swatting my ass and the back of my thighs. I was already in pain but the sting of the fly swatter was terrible. He droped the fly swatter and just started hitting my ass with an open palm. Whack...Whack..Whack....blow after blow. I guess his arm got tired because he finally quit slapping my ass. Without warning he entered my ass again. I was stretched and still had some of his cum in my ass so it did not hurt quite as much as the first time but I was still sore from the first fucking. I guess all of the abuse had turned him on because it was only a few minutes before he came in my ass a second time. When he was done he pulled out. I felt him pick me up and throw me over his shoulder. He carried me to the bathroom and dumped me into the bathtub. He made me get on my knees again and start sucking his cock. When it was hard yet again, he pulled out and started pissing all over me. When he had finished peeing on me, he said "You should thank me for giving you something to remember me by." I did not say anything, I was kneeling there and crying. I felt so used and humiliated. Just like Brian wanted me to be. Brian left me there, got dressed and left. After a long time I managed to get to my feet and turn the shower on. I stayed in the shower until the hot water finally ran out. I dressed in a large sweatshirt and baggy sweat pants and sat on the couch and cried. I called Marcus, he knew right away something was wrong. I whispered I need you and hung up the phone. Twenty minutes later he was knocking on my door. I let him in and threw myself into his arms. Marcus let me cry for a few minutes, he had led me to the couch. He looked me in the eyes and asked what was wrong. I started crying harder. When he hugged me close he noticed I winced. My sweatshirt had ridden up and he noticed the bruises on my ribs. In a stern voice, "ANGEL, look at me. what the hell happened?" Between sobs I started to tell him what happen. When I started I could not stop. I told him everything. I don't know why but when I was done, I apologized to Marcus for letting it happen to me. Marcus was shaking with rage. "Angel, you did nothing wrong, I am going to kill that white boy." He started to get up, "No Marcus, please, stay with me, just hold me....please..." He did, he held me for over an hour. He asked me if I wanted to call the police. I told him no I did not want anyone to know what happen to me. He then tried to get me to let him take me to the doctor. Again I said no. He got me a glass of water and brought me some Tylenol. he had settled down a little bit but I was still afraid I may have made a mistake. I was afraid of what Marcus might do. It was almost time for Mom to come home and I told Marcus I did not want her to know what had happened either, he should leave so she would not ask questions. He did not want to but finally agreed to go, as long as I promised to get some rest and call him if I needed him. He kissed me, nothing really sexual, just a sweet caring kiss. As he was leaving I made him promise me he would not do anything that would get him into trouble, because I would hate to visit him in prison. He promised he would not get into trouble, but he would take care of it. He kissed me again and left. I laid on the couch trying to block out what had happened. It did not work. I went back to my room, My ribs were bruised, my stomach hurt, my nipples and ass was still sore. I avoided my Mom that night. I told her I did not feel good and went to bed early. Marcus called and cheeked on me. Mom came home the next evening and found me in bed. I told her I thought I had the flu or something. She woke me up an hour later and told me she had fixed supper and I needed to eat something. I was sitting at the table picking at my food. Mom was talking about what all we needed to do before we moved. "Oh before I forget, I saw your friend Nancy, Brian's Mom, at the hospital today." My blood ran cold and I froze. Mom continued "Brian was mugged last night, they worked him over pretty good. They broke his nose, broke his right leg and he has a bruised kidney. To make things worse, His football coach called, because of his injuries, they are pulling his scholarship and kicked him out of college." I was worried so I asked "do they know who did it to him?" "No, all he told the police was that they were two of them and he thinks they were black but he was not even sure of that." As soon as I could I called Marcus, I thanked him for what he had done. I also told him I would like to thank whoever the second person was that helped him. Marcus laughed an said "Angel, I have no idea what you are talking about, I went fishing with my brother Toby last night." I said "Yea right and I am a virgin." We both laughed hard for several minutes. ____________________________________________________________ I was helping my Mom go through her closet, she was deciding what to take when we moved and the rest were going to charity. As we were doing this Mom spoke up, "Sweetheart, I am sorry about giving you a hard time about Marcus the other day but I am your Mom and I worry about you." "Mom I know you love me, and I am lucky that you do." She smiled at me, "When can I meet him?" "Are you serious?" "Yes sweetheart tell him I would like to meet him. i would say invite him to dinner one night but we pretty well have the kitchen packed up ready to go into storage." ____________________________________________________________ Marcus had just finished making love to me, we were cuddled in bed talking. "Uh Marcus, I told Mom about us." He asked "How mad was she?" "A little upset at first, but then she said she wanted to meet you. Are you mad at me for telling her?" "No Angel, She would have found out eventually, so she really wants to meet me?" "That is what she says." ____________________________________________________________ We were all but finished packing, all the furniture except the beds were in storage. We were taking a break and eating a snack. My cell phone rang and Mom grabbed it checking the caller ID. Handing me the phone she said "It's your boyfriend, I bet you want me to leave so you can flirt." She was laughing. I answered the phone and Marcus told me to give the phone to Mom. I heard her say Hi and then answer a few questions. "OK, that sounds good, see you Saturday night." She handed the phone back to me. She informed me. "The three of us are going out to eat Saturday night and get to know each other." ____________________________________________________________ I was so nervous, Me, My Mom and my boyfriend were all going out to eat. I wanted to look good, I put on my beige bra and panty set, beige garter belt and white stockings. I wore a white silk blouse, and a knee length pleated black skirt. When I seen my Mom I told her she looked way to sexy to meet my boyfriend and we both laughed. She was wearing a blue blouse and a white skirt that came to just above the knee, it had a slit on the side. When she walked you could see ample amounts of legs that were encased in silky tan pantyhose. When Marcus came to the door to pick us up, he had not one but two bouquets of flowers. He kissed Mom on the cheek and told her he was glad to meet her, He then kissed me softly on the lips. Marcus looked GOOD!!! He is over 6 feet tall, muscular chest and has a shaven head. he weighs 240-250 pounds. He was dressed in a black Polo shirt and was wearing Khaki pants. He drove his truck tonight, I don't think the 3 of us could have fit on the motorcycle, but it might have been fun trying. Marcus took us to a fancy Italian restaurant. he was a gentleman all night, opening doors, pulling out chairs. He was charming and my Mom seemed to really like him. As we were driving home, Mom said that she would love to invite him in for coffee or a night cap but since we were moving the house was bare. Marcus announced that we would go to his house then. When we entered he told us to take a seat and he would make coffee or did we want something else to drink. Mom asked for a glass of wine. Marcus brought out three glasses and a bottle of red wine. He pour us all a glass. He made a toast to my Mom and to me. We sat and drank wine while Mom and Marcus continued to talk which turned to flirting. We finished the bottle and Marcus asked me if I would go to the kitchen and get another bottle of wine. When I returned, Mom was sitting on Marcus's lap and they were kissing, His hand was on her thigh. Mom realized I had returned and tried to pull away. Marcus laughed and held her in his lap. He started kissing her again. I did not know what to think, I was jealous, kind of angry, but a little turned on. It was hot watching Marcus and Mom making out. Marcus toll me to pour my Mom another glass of wine as he started squeezing her breast through her clothes. "No Marcus, we can't, you are Andi's boyfriend." She tried to resist but her resistance was fading. "Angel come here and kneel in front of us. Take my shoes off please." I got on my knees and untied his shoes, taking each of them off. Then without being told I took off each sock. He stood up pushing Mom to her knees beside me. Marcus was in total control. He told us to remove his pants. Mom and I both reached for the zipper at the same time. She let me have the zipper as she unbuttoned his pants. we slide them down his legs and he stepped out of them.As i folded his pants and put them to the side Mom was caressing the bulge in Marcus's shorts. She reached up and took the shorts by the waist band. Pulling them down she exposed Marcus's semi hard cock. I laughed as I heard her gasp. She started kissing and licking his cock. I started licking and sucking on his balls. His cock was rock hard by now. Mom had the head in her mouth and was sucking on it. She pulled her mouth off of his cock and she started licking one side of it, I started licking the other side. Our lips met and we started kissing around Marcus's cock. Then we started kissing in earnest. Tony stepped back and sat down. We were going at it hot and heavy. Marcus was sitting there stroking his cock watching us. "ENOUGH, stand up both of you." We did as we were told. "Now undress each other" I started unbuttoning Moms blouse as we kissed again. I slide it off of her shoulders and reached behind to unhook her bra. Marcus told me to suck on her breasts. I went from one breast to the other, kissing, licking, sucking on them. My hand found the zipper of Moms skirt pulling it down, letting her skirt fall to the floor leaving her in tan hose, black panties and 3 inch black heels. I felt Mom trying to unbutton my blouse but she was having trouble with the buttons and got frustrated, finally she just pulled at my blouse sending buttons flying. She pushed up my lace bra and sucked a nipple into her hungry mouth. Mom was sucking my nipples and playing with my ass. As she kissed my tummy she pushed my skirt down and I stepped out of it. She then started licking my "clitty" through my panties. I was on the verge of cumming when Marcus told us to stop. He sounded like a director making a porn movie. he made Mom stand up, he ordered me on my knees. He was playing with his cock when he told me to get on my knees again in front of my Mom, I did as I was told. i was ordered to remove the pantyhose and panties from my Mom. I slide them down her legs and off. I was directed to kiss my way back up her legs, as I planted soft wet kisses on my Moms legs I looked over at Marcus and his cock was rock hard and leaking pre cum. When I got to her thighs I plaster sloppy wet kisses on both legs. I blew on Moms hot wet pussy sending shivers through her body. I spread her pussy lips with my fingers and licked deep into her cunt. She had her hand behind my head and was grinding her pussy all over my face. We heard Marcus say. "That's enough for now." It took a lot of effort on both of our parts to do what we were told. Marcus stood up and took Mom by the hand and led both of us to the master bedroom. He pulled a chair out of the corner and told me to sit down. He seen the pout I had on my face. "I want you to watch me and your Mom for right now, you can join in later." Marcus had Mom lay down on the bed and he climbed on top of her. He kissed her deeply and squeeze her right breast. They continued to kiss and explore each other with their hands. I could not help it, I started rubbing my sissy clit. It was hard and just 4 inches long so it could not really be considered a cock. Marcus told Mom that he was going to fuck her now, all mom did was groan. He then told her to guide it into her pussy. She gripped his cock and lined it up with her pussy. She was very wet from all of the forplay and though Marcus was 10 1/2 inches long and big around, his cock slid in easily. I heard Mom moan "Oh my god...." Marcus drove the entire length of his cock into my Moms pussy and held it there, after giving her time to get use to the size of his cock, He started working it in and out of her slowly. Marcus had his hands under Moms legs holding them up in the air as he fuck her. Her breasts would bounce sexily as he work his cock in and out. I had one leg up on the arm of the chair working on my clit. I would occasionally put my hand to my lips licking the pre cum off of them. Marcus was starting to pick up the pace. He would grunt as he thrust into my Mom. Mom was alternating between moaning and squealing. I started breathing hard and knew I was about to cum. I was hoping to hold off and cum the same time Mom and Marcus did. When Mom screamed "OH GOD I AM CUMMINGG!!!!!!!!!!!!!!!!" I shot hot cum all over my hand. Some of it hit the floor but I caught most of it and started licking it out of the palm of my hand. I noticed the look of bliss on Moms face as Marcus continued to fuck her. I wondered if that was what I looked like when Marcus fucked me? Mom came a second time before Marcus rammed his cock deep and filled her cunt full of his cum. After a while he rolled off of Mom and they laid there trying to catch their breath. Marcus looked at me and said "Andi why don't you help us clean up." I crawled on the bed and I decided to clean Marcus first. I licked the head tasting his cum and Moms pussy. I licked his balls then the shaft. He had temporarily gone soft but my tongue and lips fixed that, he was hard as a rock once again. Marcus told me to stop. He got on his knees and crawled behind me. Mom said" OH Andi don't tell me you can take that monster in your little ass?" Marcus laughed and told her that I had done it several times in recent weeks. Then he reached down and ran his fingers through Moms pussy and then worked his fingers into my ass lubricating me. I bent my head down and started licking the cum out of Moms pussy. It was a wild taste, something I know I could get addicted too. Marcus was working a third slippery finger in and out of my ass. I was still a little sore from what had happen with Brian and Marcus was going slow. While I had my face buried in Moms pussy licking wildly, I felt Marcus remove his fingers and replace them with the head of his cock. I stared pushing out as Marcus worked his cock into me slowly. I was licking the soft folds of my Moms pussy getting every drop of cum than Marcus had shot into her. I would occasionally flick my tongue over her clit and feel her body jerk. Marcus was going slow and easy but eventually stared to pick up speed. Mom was groaning again, she was about to cum a third time. My Mom grabbed the back of my head and went stiff. I could taste her juices and knew she had cum again. Her body then went limp and I looked up and saw she had a glassy far away look in her eyes. Marcus was slamming his cock into me and was grunting harder than he did when he fucked Mom earlier. My clit stiffened and I came again. My ass tightened around Marcus's cock and that sent him over the edge as he shot a load of cum deep into my ass. We all collapsed and fell a sleep, our bodies tangled together. I awoke to movement, Marcus was fucking Mom again, this time doggy style. I started to watch but was exhausted so I rolled over and went back to sleep. Mom fixed us all breakfast the next day. After we ate, I gave Marcus another blow job before we got dressed. Mom watched and played with her pussy, she gave occasional tips where she thought I could improve. Mothers, they think they know everything. Marcus dropped us off at our house and told my Mom that if we needed any help moving to give him a call. Then gave us that dazzling smile of his, and said If we needed ANYTHING, give him a call. Kissed us both and drove away. ___________________________________________________________ More to come, especially if I continue to get positive feedback.