Date: Tue, 9 Feb 1999 09:32:53 -0800 (PST) From: Lindsey Scott Subject: Strange Pick-Up [TG] * * * * * * * * * * * * * * * * * * * * * * * * * * * Strange Pick-Up (a sequel to "Strange Brothel" and a prequel to "Strange Thursday") by Lindsey Scott (lindsey@rocketmail.com) February 1999 D I S C L A I M E R "Strange Pick-Up" contains graphic sexual scenes between consenting adults. It is not intended for readers under 18 or those who are easily offended by pornography. If you are under 18, or if you are offended by pornography, please do not continue to read this story. All rights reserved: Permission is hereby given to distribute this story via electronic means only, for non-profit use. This header and the rest of the story must remain intact. All rights for this story remain the property of the author. I would appreciate comments and suggestions, but not flames, which will be ignored. * * * * * * * * * * * * * * * * * * * * * * * * * * * Strange Pick-Up (sequel to "Strange Brothel" and prequel to "Strange Thursday") by Lindsey Scott (lindsey@rocketmail.com) I first met my good friend Sharon at Luther's on a Friday night many years ago. Back then I was a very convincing sexy young woman. I was sitting on a bar stool watching the crowd and watching the crowd watch me. Dressed in a black leather micro-mini and black lace top that did nothing to hide my black bra, there were several people that were watching me. Luther's is an interesting bar. It has quite a mix of people. There are a few Harley's parked outside and some people think that it is a biker bar. Others think it is a gay leather bar. Others think it is a hideout for transvestites. It is also know as a place to find male and female hookers. And some people think it is the best place to look for group sex. It is definitely a wild and crazy place where the music is loud and the sexual energy is high, very high. I saw Sharon when she came in with her boyfriend, Dennis. She was beautiful. Dark eyes and long black hair that hung down and curled around her breasts. She was wearing a slinky black dress held up by spaghetti straps that begged to be pushed off her shoulders. Her hard nipples were poking holes in her dress that could be seen from across the room. She was beautiful. Unfortunately, she was with a man who definitely looked unpleasant. He looked like he had a frown tattooed across his face. I had seen him in the bar before and had avoided him. I had turned around to take a sip of my cognac and was watching in the mirror when Sharon came up to me. She brushed my arm with her hard nipples and licked her lips seductively. She looked cool and in control, but when she started to speak her nervousness was obvious. "My boyfriend saw you and... No. I saw you and I wanted to... No. What I am trying to say is..." She stammered and then stopped talking, although her mouth was still trembling. I stared into the deep pools of her dark eyes. I contemplated her soft, lipsticked lips, her wet tongue, and her slightly open mouth. I moved my eyes down to stare at her hard nipples on her luscious, pert tits. The tight dress was so thin that I could see the edges of the areoles around her nipples. I followed the soft, sensuous curves of her body down to the hem of her short dress and then down her long legs to her black high heals. Then back up to her pussy. I stared intently and could not see any panty lines. Could this beautiful woman really be standing in front of me in this bar with no panties? "So you want to ask me about sex." I say and she gasped at my forwardness. I placed my right hand on the inside of her right thigh, just below the hem of her short dress. I stared into her dark eyes. Her lips were moving as if she was trying to speak, but her brain was not supplying the words. I slowly slid my hand up her thigh. Up above the hem of her dress. Up. Up. Pushing up the hem. Her lips started to quiver as she wrapped her arms around me and spread her legs to allow my hand access to her wet pussy. I was right, no panties. Her body shook as my fingers touched the wet entrance of her hole. I held onto her body with my left arm as I slid two fingers all the way inside her. When my thumb landed on her love button her body convulsed again. I worked my fingers in and out of her dripping wet hole. My thumb vibrated back and forth on her pulsating clit. My ring finger was prodding her tight little rosebud. She quickly started to pant. I was enjoying myself. Finger fucking a beautiful woman while standing at the bar. It was going to be a good night. A couple of people behind her stopped to stare as I worked on her pussy. It was a little early for this sort of activity to be happening at the bar, although I am sure that it was already happening in various dark corners. My hand worked hard on her pussy, her clit, and her asshole. She was responding quickly. Her breathing was quickening. I kept up the vibrations to her love button and her breathing became ragged. Her drenched pussy contracted hard on my fingers. I shoved my fingers in as far as they would go. Her legs went weak and her weight pushed her clit hard down onto my thumb. She shook and started to scream and then bit my shoulder as her entire body convulsed in a good orgasm. After a few seconds, I slowed my hand and eased my grip. She removed her teeth from my shoulder, but hung onto me for support. I removed my hand from her pussy and her breathing slowly returned to normal. After a couple of minutes she regained her composure and stood upright. "Nice to meet you," I said as I smelled her pussy juice on my fingers. "What were you going to ask me?" I offered her my fingers and she slowly sucked her own juices off of my first two fingers. "I'm Sharon," she smiled. "My boyfriend likes to watch and he wanted me to come over here and offer you $200 to go home with us and have sex with me while he watched." "I'm not a hooker." "Sorry, you can think of it as a modeling fee. I'm sure he'll be taking lots of pictures." "It could be arranged. Do you do this often." "We've done it a number of times with guys. Dennis watches and then enjoys sloppy seconds. He even likes to eat their cum out of my pussy. But the last time, we took home a big biker. He was really hot and had a big cock and I asked him to take my anal cherry. Something I've asked Dennis to do a bunch of times, but he's not into anal sex and, as you know, I'm very anal sensitive." She winked. "Suddenly, Dennis wanted my cherry and the two of them started fighting over it. Bad scene. They bloodied each others noses. I had to call the cops. By the time the cops got there the biker had split. Dennis was all pissed off and didn't want to fuck me. So I got down on my knees and sucked off both the policemen. Anyway, after the fight, I think Dennis wanted to watch me have sex with someone who wasn't going to break his nose. Why don't you come over and meet Dennis, he's at the little booth in the corner." I followed Sharon to their booth. She slid in next to Dennis and I slide in across the table. Dennis looked at her with disgust. "I saw you get'en it, up by the bar. You're such a slut." He put his hand under the table and reached over to her pussy. I couldn't see, but he must have shoved in several fingers at once. Sharon face registered some pain and discomfort at first. But as he continued to finger fuck her wet pussy she relaxed and began to enjoy it. He stared into her face and worked on her pussy for about five minutes until she started whimpering and came again. Dennis finally looked at me and said, "She's such a slut. A real nympho. I fuck her several times a day and she still has to have other men. Now she wants me to pay you with her hard earned cash to have sex with her while I watch. Incredible. What a slut! " I did not like this guy, but they had indicated that I would be fucking Sharon and not Dennis. So I agreed, but only after they agreed to give me their names and address, which I wrote on a napkin and gave to the bouncer as I left. The bouncer is a big ugly man who scares most people. I happen to know that he is a pussy cat. But in exchange for an occasional blow job, he checks up on people. If I give him a name and address as I am leaving he calls me around noon the next day to see if I got home. If I'm not home he goes to the address to look for me. Very convenient. A girl can't be too safe these days. As you can imagine Dennis was not to receptive to the arrangement, but Sharon complied quickly. I was really hot when we got to Dennis and Sharon's appartment. Sharon and I were french kissing all the way up in the elevator. Dennis looked disgusted and stared at the wall. As soon as we walked into the appartment, Dennis assumed the director position. "All right, you two girls fix you lipstick and stand over there by the couch while I get the camera ready." So we fixed our lipstick and waited for Dennis to get ready. While I was waiting I looked at the photographs on the walls. Most of them were photos of Sharon coated with cum. Dennis knew how to take good porno shots. I stared at Sharon wondering what the photographs would look like tonight. As Dennis was getting his camera ready he took off his pants. Through his underwear I could tell he was reasonable well hung and semi-erect. Dennis was finally ready. So I reached down and grabbed the hem of Sharon's dress and pulled it off over her head in one swift motion. There she stood in all her naked glory. What a woman. I fell on her pert breasts and begun to lick and suck her erect nipples. Dennis started taking pictures. From the way Sharon moaned and wiggled, I could tell that her nipples were very sensitive. I move down kissing and licking until I got to her delicious navel. Going lower I buried my nose in her sweet smelling snatch. All the time I was doing this Dennis was snapping away with his camera and now his hard cock was sticking out of his underwear. I pushed Sharon down on the couch. She laid back with her ass on the edge and spread her legs wide. I crawled between them and spread them wider. What a delicious snatch. I blew softly on her clit and watched it grow as she became more aroused. I leaped in with my wet tongue and licked her quickly from her pink little rosebud asshole to her pink little clit. Her body leaped in response and I began seriously licking her pussy. Dennis continued to photograph us, stroke his cock, and give us stage directions, "Roll off onto the floor. Pull off Lindsey's panties and do 69!" We did as directed. But when Sharon pulled up my tiny skirt and pulled down my panties, my erect cock sprang out and hit her in the face. She screamed like it had bit her. "She's got a... he's got a... she's got a cock!" Now it was mine turn to be surprised. Luther's is a well known transvestite bar. Well over half the women there have cocks. Didn't she realize where she was? Then Dennis let out a long list of expletives and called me every derogatory name I had ever heard. [I will spare the gentle readers the exact details.] I was confused, didn't this couple just hire me to fuck her while he took photos? After more screaming and shouting I started heading for the door. "Where are you going?" Dennis demanded with a number of additional expletives. "Look, you hired me at a well know transvestite bar. I assumed you realized that I had a cock; however, if you are no longer interested, I'll give you back the two hundred dollars and I'll leave. It's still early we can all still go out, find other partners, and have a good time." Dennis was getting madder and madder. He started threatening violence. But I put a quick stop to that by stating, "Remember, the bouncer has your name and address." Dennis's face was purple with rage but he stopped moving toward me. Now it was Sharon's turn. "Please let me suck his cock. He's got a nice cock. If you don't want to have sex with him I understand. You're not gay. You can still take pictures. You like to take pictures of me sucking other guys cocks." Dennis calmed down a little bit, then started shouting stage directions again. "O.K., sit over there in that chair. Sharon get down on your knees and suck his cock. Lindsey, you can have sex with Sharon, but don't you even think about having sex with me. I don't want you to even touch me. I'm not gay!" This suited me fine. If he wasn't interested in having sex with me, then I wasn't interested in having sex with him. Although his cock was still sticking straight out. Interesting. I followed the stage directions and sat in the straight-backed chair that Dennis had pointed at. Sharon got down on her knees between my legs and pulled my panties out of the way. I was only semi-erect when she sucked my cock into her warm and inviting mouth. It did not take her long to make me fully erect. She was good. I rested my hands on her shoulders as her head bobbed up and down in front of me. Dennis was taking pictures and stroking his cock, which was now beginning to leak pre-cum. I was also leaking pre- cum into Sharon's warm, wet mouth. She was working my cock over good with her lips and tongue. Suddenly, I realized that Dennis was standing right beside me taking pictures and his cock was only an inch from my mouth. So I blew on it softly. Dennis jumped and screamed, "Don't you dare touch my cock!" Sharon kept turning on my cock, but Dennis kept making me nervous. I scooted away from Dennis and leaned my head back as I got closer to coming. Sharon was making me warm all over. I closed my eyes to try to forget about Dennis's presence. Then I felt something on my cheek. I opened my eyes to discover that Dennis has touched my check with his cock which was now dripping strings of pre-cum. "Don't you touch me! Don't you even think about sucking my cock!" he said as he slowly jacked his engorged member in my face. I watch as his cock slowly dripped pre-cum onto my face. I realized that this man was seriously confused. I tried hard not to move. I didn't want to upset him. But he had me trapped on this chair while his girlfriend sucked my cock. I watched as he slowly pushed his cock to my lips and said, "Don't you dare touch my cock!" I could see the anger in his face. Finally he starts screaming. "That's it! I told you not to touch it, but you touched it, now you have to suck it!" He grabbed my head with both of his hand and shoved my face onto his hard cock. I'm a well practiced sword swallower. So he didn't really hurt me as he forced his way down my throat. But he clearly didn't care. I relaxed as best I could as he abused my throat and his girl sucked my cock. It was truly strange. I could taste the pre-cum, I hoped it wouldn't take this man long and it didn't. He cock exploded in my mouth. My mouth was full. I tried to swallow, but cum dribbled out both sides as his anger quickly subsided. As he relaxed, I could relax. As I relaxed, I filled Sharon's mouth to overflowing with my cum. Dennis got out of the way and Sharon climbed onto my lap. She frenched me hard with her full mouth of my cum. I frenched her back with my mouth filled with Dennis's cum. Our tongues tangled, our lipsticks smeared, and our faces became sticky messes. I realized that Dennis was again photographing us. Sharon and I separated our mouths and a long string of cum that connected our lips slowly sagged and fell on our breasts as Dennis continued to snap away with his camera. "Great photos! he exclaimed. Sharon was still sitting on my lap. She started to rub her drenched pussy on my sticky cock. She opened her mouth to show me the cum that was still inside of it and said, "Fuck my wet pussy! I want to be fucked. I need to be fucked!" I was just about to slide my cock into her pussy, when Dennis stopped us and made us go to the bedroom because the "light was better." I was thinking this is a weird scene, but he is paying me for a photo shoot. So I followed Sharon into their bedroom. In the bedroom, Sharon laid down on her back in the center of the bed with her legs spread wide apart. "Lindsey, fuck me with your girl-cock!" she said as she slide two fingers deep into her pussy. "I need it. Now!" she begged as she continued to work her fingers in and out of her drenched pussy. "Give it to me hard!" She lifted her legs and spread them wide apart. She grabbed her knees and pulled them toward her chest to open her hole. Her wet pussy gaped open. Her little pink virgin asshole looked very inviting. "Later," I thought. I climbed on top and spread her thighs even farther apart. My cock was hard as I plunged it deep inside her being. She gasped and squeezed me hard with her pussy. Oh, I knew this was going to be good. I started fucking her hard with a lot of in and out, while Dennis started taking photographs. Out of the corner of my eye, I could watch Dennis taking photos and stroking his cock. I watched him as I pistoned into Sharon. She was hot. Her pussy was eating up my cock. Dennis was breathing hard. He had stopped taking photographs. My cock kept leaping deeper and deeper into Sharon's pussy. I wanted to fill her with my wet, sticky stuff, but progress toward orgasm was slowed by Dennis's odd behavior. Suddenly, Dennis ran to the closet beside the bed and started pulling stuff out. What was he looking for? I was fucking Sharon, but getting more and more nervous. I watched him and fucked her. He pulled out a large duffle. I pulled out my cock and shoved it in. He fumbled with some keys as I continued my in and out. When he finally got the lock unlocked he picked up the duffle and dumped the entire contents on the floor and started rummaging around in the mess. He screamed and I was worried he might have found a gun. But all he pulled out of the mess was a jar of anal lube. [If I had know what he wanted, I would have told him to get the tube from my purse. What a silly boy.] He jumped on the bed as I continued to fuck his girl. The man who was not into anal fucking, smeared my ass with an enormous amount of lube and jumped on top of me. His cock found its mark and he speared me quickly, slamming me hard into Sharon's wet pussy. She screamed. As he started to pull his big, thick hard cock out of my ass, my cock started to slide out of her pussy which clamped down on my cock. Then he forced his hard cock back into my ass, forcing my cock to the bottom of her pussy. She screamed. His cock. My ass. My cock. Her pussy. Again and again and again. It was one of my most favorite sexual positions. My mind and body were out-of-control as my body was thrown back and forth between a pole and a hole. My cock was just an extension of his cock. My ass was just an extension of her pussy. The two of them kept slamming together and I was the middle of the sandwich. I was a complete orgasm waiting to happen. Then it happened. I could feel her pussy start to vibrate. Her body start to quiver. She started screaming, "Fuck me, fuck me, fuck me!" as he pounded me deep into her body. She screamed. Her body shook and squeezed my cock. My brain exploded as I tried to grab hold of his cock with my ass and squeeze my entire self into her pussy. Her body continued to vibrate as I explode inside of her. My sphincter gripped his cock hard and he shouted, "Fuck" over and over again. I could feel him as he tried to force his way into the center of my being and fill me with his hot, sticky goo. His volcano erupted in hot spurts of cum. He clawed at my body trying to force himself further and further into my hole. Our bodies shook. Wave after wave of orgasm passed through us. We collapsed into a puddle. O that warm post-orgasmic glow. Slowly his cock contracted and slid from my stretched-open, well-lubricated, gooey hole. His body weighed heavily. I rolled him off me and he snored in that wonderful post-orgasmic sleep. My cock slid from her gooey hole and she pushed me off her body and fell asleep between her two lovers. We all slept with smiles on our faces. I was the first to awaken. Dennis was snoring loudly. I got up and stretched. The floor beside the bed was littered with the contents of Dennis's duffle: dildos, vibrators, butt plugs, paddles, hand cuffs, spreader bar, lubricant, poppers, a strap-on dildo and harness, adhesive for breast forms. My mind was groggy. Breast form adhesive? For her? For him? Strap-on dildo and harness? Who was that for? And the butt plugs? He didn't like anal sex. My mind was too full of haze to figure anything out. Dennis was a strange character. I got up and started to poke through his black bag of tricks. Sharon heard me and woke up. When she saw what I was doing, she quickly got up and whispered for me to stop. "What's the matter?" I asked. "Dennis doesn't let anyone near that bag. It's always locked. I touched the outside of it once and he got really angry and threaten me. So don't touch his stuff." "So all of this is his stuff?" "Yes. Leave it alone. I don't want to see what he will do if he wakes and you are looking at it." "So who does he use the butt plugs on? And who wears the strap-on dildo?" She was puzzled. "What is this breast form adhesive for?" I picked up a bag and looked inside. "Whose bra is this?" I said as I removed a large, well padded bra. I stared at the bra and at her small body. It didn't fit her. I stared at him. It was his size. Under the bra were some extra large pink satin panties. "Whose are these?" I said as I held them to her body. They didn't fit. I stared at Dennis. They would fit Dennis. I picked up an envelop. Opened it and removed some Polaroids. I smiled as I looked at them. I showed them to Sharon. There were pictures of Dennis with his face made up like a woman. There were pictures of Dennis wearing a dress and high-heels. I though maybe the photos were from a stage production. Then there was a picture of Dennis in a pink lace nightie and a raging hard-on. There was a picture of Dennis with panties wrapped around his cock as it was spurting cum. I looked at the back of the pictures. Each was labeled on the back "Denise" with the date of the photo. Sharon kept looking at the photos over and over. Her face was a giant question mark. "I don't understand." "Your boyfriend is a transvestite," I answered. "You mean, he's gay? That doesn't make since. He's always bad-mouthing gays and gay sex and he has a complete aversion to any type of anal sex." "Excuse me, I didn't say he was gay. I said he was a transvestite. He is a man who like to dress like a woman. And about that aversion to anal sex. He just used his jar of anal lube to fuck my ass and he seemed to enjoy it. I do think it is his cum seeping out of my asshole and dripping down my thighs." She shook her head. "I don't understand." "Why don't you wake him up and ask him?" I said as I rummaged through his things. I pulled out the pink nightie that was in the photo. "Why don't you ask him to model this for us like he did in the photo?" Things were starting to click in my brain. Things were finally starting to click in her brain as well. She started to paw through the contents of his bag. A wig. High-heels. Stocking. Garter belt. A dress from the photo. Another nightie. She held up a pair of crotchless panties and stared in disbelief. "What does he do with these?" I was feeling mischievous. "Wake him up and ask him." She started to walk toward his sleeping body. "No, wait!" I whispered and I hurried to retrieve the strap-on dildo from the pile of sex toys. "That might change him forever," She giggled. I found a very lifelike phallus that fit nicely into the harness and helped her strap it on. I carefully adjusted the leather two-strap model that left both of her holes exposed to my touch. I dipped my fingers into her warm, wet pussy. She shivered as I felt my slippery cum inside of her. She was hot. She meowed like a cat in heat as I pulled my gooey fingers out of her open hole and slide them to her tight, little rosebud. She pressed her ass down against my fingers. She wanted it, but I pulled away and said, "Go wake him up. I bet he wants it in the ass as much as you do!" Armed with the evidence and the power of a stiff cock protruding from her naked body, she moved toward him with determination. She was holding the photos and a pair of lacy, pink crotchless panties in one hand as she bent to wake him with the other. "Denise. Denise, time to wake up. Denise, time to wake up and get dressed." "O.K., I'm coming" he said drowsily without opening his eyes. Then he jumped! He stared at Sharon. "What did you call me?" He stared at the panties and yelled, "How dare you touch my things!" His face turned beat red with anger and then he saw her cock. He froze. She reached down and slowly stroked her cock. "Denise, I want you to put on these pretty, pink panties and explain to us guys about these pictures. Then I'm going to use my cock on you and you are going to like it." His face was almost purple with rage. Slowly he dropped his eyes to the floor. He stammered. He stuttered. His mouth moved, but there was no noise. Then he broke and started to cry. He buried his face in her stomach and wrapped his arms around her as he sobbed and sobbed. "I'm sorry. I'm sorry. I'm sorry. I'm a failure. I'm a failure as a man. I don't want to me a man. I wasn't suppose to be a man. My parents wanted a girl, but instead they got me, a failure. I'm just a pretty, little girl masquerading as a man. But I can't keep up this charade. I'm a failure as a man." He looked up at us through his teary eyes, "Help me. Help me be the woman I was suppose to be. Help me be the woman, that I want to be. Help me. Make me a woman. Please. Please." His pleading was entirely lost to his sobbing. After several minutes of sobbing, he finally reached for the panties to put them on. "No!" Sharon said firmly. "First you have to stop this male masquerade. Into the bathroom." I was surprised at her strength and wondered what she was planing. I could see the fear in his eyes as he stared at her strap-on phallus. He walked slowly into the bathroom. She was right behind him with her strap-on and I was right behind her with my erect member. She pushed him into the shower got out her supply of depilatory. "Now we are going to get rid of all your ugly body hair." She said and then mumbled, "I hope I have enough." We proceeded to work on removing all of his body hair. I think Dennis shed a few tears as he watched his black hair go down the drain, but Denise was being born. A couple of times in the process, Sharon made Denise get down on her knees to suck her strap-on cock. I got the camera and took a few hot pictures. After the depilatory, we checked Denise's body for stray hairs and them made him shave his face. After he shaved. She made him get down on his knees again to suck her strap-on, while I took a couple more picture. Finally, Sharon told him to suck my cock. I was already extremely turned on and my cock had been dripping pre-cum for hours. I knew I wouldn't last long. But Sharon was insistent that Denise become a good cock-sucker, so she got down on her knees to show him how to suck my cock. I gripped the edge of the sink while the two of them took turns swallowing me. He would go down on me and she would lecture and take a picture and then she would demonstrate the right way to do it. Back and forth it went with the two of them devouring my cock. I was about to scream from the pain of holding back, when Sharon began to lecture, "Now Lindsey is going to fill your mouth with cum and you are going hold the entire load in your mouth and continue to pump his cock until he is completely finished cumming." I don't think she was done with the sentence before I was gagging Denise with my giant load. Sharon quickly snapped pictures as my sticky white stuff overflowed Denise's mouth and began to dribble down his chin and throat. When I had as much tonguing on my sensitive cock as I could stand, I removed my cock. Sharon made Denise open his mouth to show the camera my cum. After a few more pictures, she commanded Sharon "Give it to me!" and she frenched him hard. Their tongues battled for my sticky load for several minutes, until Sharon broke loose and then gave my cum back to me. The taste of my cum in someone else's mouth always makes my cock demand more. My cock was hard and It wanted to fuck. I battled Sharon's tongue to get my load back. When I had enough of it, I let go of her and deposited my cum back in Denise's mouth and frenched him hard. When I let lose of his face, I decided, "I think this girl has a little problem with facial hair. It's time to shave again." Sharon agreed, so Denise shaved again while Sharon and I gathered clothes to dress our cute, little cock-sucker. We rummaged through the duffle bag and found a set of matching pink satin and lace bra, crotchless panties, and garter belt. We added a blond wig, breast forms, white stockings, and pink high-heals to the stack and took them to Denise as he was finishing his second close shave. Denise was no stranger to this clothing and we were able to dress him quickly. Denise's face when bright red and his cock when rigid as soon as his cock touched the satin panties. Sharon and I giggled about Denise's predicament and discussed helping him, but we decided to wait and make him suffer. When we finished dressing him and we made him walk back and forth in his high heals. He appeared well practiced with the heals, but was quite embarrassed about the hard-on that continue to protrude from out of his crotchless panties. We set Denise down in front of Sharon's dresser and started to work on make-up. We quickly found that Denise had been practicing with a little girl shade of pink eye-shadow and was proficient with mascara. He added his own little girl pink lipstick without us telling him. But Sharon was quick with the camera and caught him as he was finishing his face. Denise posed for a few more camera shots. With his football player build, it would be difficult to convince anyone that he was natural female. But he wasn't bad looking for a transvestite. I'm sure he could pick up a man at a bar with little difficulty. Now that Denise was properly dressed and made-up, it was time for a few last photographs before we made him a woman. We pushed him to his knees and made him smear his pretty pink lipstick up and down Sharon's strap-on, while I took photos and Sharon encouraged Denise to get the strap-on good and wet for the main event. Denise's face was red with embarrassment, but his cock was rock hard in anticipation. We made Denise fix her lipstick, before he got back on his knees to smear his lipstick on my cock while Sharon photographed the scene. I enjoyed the sucking and wanted to cum again, but we were all anxious for the main event. We placed Denise on his back in the middle of the bed. He spread his legs wide apart and pulled his knees up toward his augmented chest. I took some more pictures, including a before shot of his asshole. I smiled knowing from the appearance, that Denise was not entirely a virgin. It looked like his hole was not a stranger to the collection of dildos, vibrators, and butt plugs in the duffle. I spread anal lube on Denise's hole. He moaned as I easily worked two fingers deep inside him. Yes, his hole had seen some action before. Sharon was giggling at the whole scene. I had to help position Sharon and her strap-on over Denise's ass. Sharon was clearly new at this. She had no idea how to fuck Denise. So I had to guide Sharon's ass and strap-on into the proper motions. Denise gasped as the strap-on entered his ass, but it was a moment before he started to scream and protest. It looked to me like he was making a big commotion because he didn't want anyone to know how many times he had worked his toys into his own hole. I smiled knowing the truth and said, "Stop your protests! You have been shoving that dildo up your own ass and enjoying it. So shut up and enjoy it again!" With that, Denise stopped complaining and started looking like he was enjoying being fucked by his girlfriend. With my help Sharon worked the strap-on deep inside Denise's rear passage. She pushed until the balls were up against Denise's ass. Then she struggled to figure out which way to move to pull the strap-on out. It was going to take her a while to learn how fuck like a man. Meanwhile Denise was panting and he finally whimpered a little, "Fuck me." "What did you say?" I asked. "Fuck me. Fuck my ass." "I believe you mean to say, `Sharon, please fuck my pussy with your hard cock.'" "Sharon, please fuck my ass. I mean, please fuck my pussy with your hard cock." He whimpered. As Sharon struggled to figure out how to fuck. Denise started to beg her, "Fuck me. Fuck me. Fuck me with your cock!" Sharon was struggling to figure out her new roll. So I decided to help by smearing Sharon's little rosebud with anal lube and worked my index finger into her hole. She jumped and backed her ass onto my finger, while successfully pulling her strap-on out of Denise's ass. I pushed down and my finger was back in her ass and she was in his ass. Then she backed up. And I pushed down. She started moaning, "Oh yes. Oh yes. That feels so good." And Denise responded to the fucking by continuing to moan, "Fuck me. Fuck me. Fuck my ass. Fuck my pussy. Shove it in me again." Then I inserted two fingers into Sharon's tight ass and continued with the up and down. Sharon squealed and squirmed. She started to pant and said, "Fuck me. Fuck my ass. I kept asking Dennis to fuck me in the ass, but he wasn't man enough. I need a real man's cock in my ass. I want you to shove your hard cock in my ass!" How could I turn down that request. I was up on the bed and had my hard cock positioned on her rosebud in seconds. "Fuck my ass!" she screamed as she tried to back herself onto my cock. I pushed and she screamed. I shoved hard into her tight virgin hole and she screamed again and shouted, "Take me! Take me! Rip me open! Make me a real woman!. I shoved hard and she screamed. Most of my cock was in her hole and she was pushing back. I shoved again and again as she shouted encouragement. I shoved hard again and was balls deep. I pushed hard and made Denise groan under the weight of our bodies. Sharon's strap-on must have been balls deep as well. The look on his face convinced me that he was enjoying it. I slowly pulled my cock out of Sharon's ass as she whimpered, "Fuck me. Fuck me. Fuck my ass." When I was almost all the way out, I changed directions and shoved hard. They both screamed as I plunged deep inside Sharon and forced her deep into Denise. I pulled out and shoved back in. Out and in. Sharon was whimpering. She was the middle of the sandwich and enjoying the position. She was finally getting her sensitive ass fucked. Denise was kept groaning and moaning, "Fuck me. Fuck me. Fuck me." His balls were being squashed hard with each of my trusts into Sharon's ass. But his ass was enjoying the fucking that it was getting from her dildo. I kept up my in and out. My cock was hard and I was enjoying fucking a cherry ass. Sharon kept shouting encouragement. Denise kept groaning. I kept up my in and out. After a several minutes, Sharon's asshole was stretched open and I was thrusting in and out with ease. She was panting and I suspect her clit was being abused by the back end of her strap-on. Suddenly she screamed and her ass squeezed my cock hard. I think she was startled by her own orgasm. Her body shook and repeatedly griped my invading organ. I shoved my cock into her as hard as I could. I erupted hot cum deep into her bowel. She was no longer a virgin. Sharon was screaming in the middle. Denise started screaming on the bottom. I was on the top and let go with both my cum and my shouts. We were all screaming and jumping and finally collapsed onto each other in a giant pile. As my happy organ relaxed, it slowly slid out of Sharon's recently virgin asshole. I slide off to one side. Denise had been at the bottom of the pile and was groaning complaints about being squashed. Sharon tried to climb off Denise, but she was confused by her new mode of attachment. So I helped her by unbuckling her strap-on harness. She slide off to the other side of Denise. There was a big sticky mess on Denise's stomach and a big smile on his face as he laid between us, still completely impaled by the dildo. Although Denise had been shouting as I fucked Sharon and she fucked him, I hadn't realized that he had cum until I saw that sticky mess. He must have really enjoyed getting Sharon's strap-on up his ass. We were all tired. I think Sharon fell asleep. Denise was snoring softly as I got up to get the camera. I wanted to take a picture of him lying there in his blond wig, white stockings, and matching pink bra, crotchless panties, and garter belt. I took photos of the two of them lying there. I took some close-ups of Denise's crotchless panties with both his cock and the dildo sticking out. I was sure that the two of them would enjoy them later. I reached up and pushed the dildo a little farther into Denise's ass. He smiled in his sleep. I pulled the dildo out a little and he frowned. I pushed it in. He smiled. I pulled it out. He frowned. What a great little game. I decided to go for the larger game. I yanked the dildo out of Denise's ass. He woke with a start. I grabbed his legs and pulled his ass to the edge of the bed. "Now it's time for a good fucking." I pushed his legs up and out of my way and started smearing anal lube on Denise's ass. Sharon jumped up and ran for the camera. She took pictures of me putting my finger into Denise's ass. Then of me putting two fingers in. Then three fingers in. My cock was rock hard and it wanted some action. As Sharon took pictures, I shoved my cock straight into Denise. He was too startled to react much. His ass was warm and inviting. It offered little resistance and I was balls deep in seconds. I began my rhythmic thrusting. All the way in. Almost all the way out. All the way in. Almost all the way out. I was enjoying myself. Sharon put the camera down and jumped on top of Denise. Shoving her pussy into his face she said, "Lick my pussy. Make me cum." She rocked back and forth and he worked his tongue inside her. The she shifted forward and shoved her ass forward and said, "Lick my asshole. Suck his juicy cum out of my fresh- fucked ass." She rocked back an forth. I shoved in and out. She shoved her pussy back in his face. "Lick me! Lick my pussy! I thrust in and out. She frigged her clit on his nose. "Clit!" "Pussy!" "Ass!" "Pussy!" "Clit!" "Pussy!" It was surreal. One of the funniest sex scenes I have ever been a part of. There I was with my slim frame; long blond hair; and black bra, garter belt and stockings. I was sliding my cock into the ass of a homophobe with a football player build and saying in a rough and low voice, "This girl really needs a good fucking!" and "I'm going to make a women out of you tonight." And this homophobe was sucking my cum out of his girlfriend's ass and squealing with delight as I fucked him in his ass. Every time I think about it I have to laugh. I was enjoying myself. I kept thrusting in and out of Denise's ass as Sharron rocked back and forth on his face. Since I had cum several times that night already, I was in no hurry to cum again. Sharron, however, brought herself off on Denise's face about four times. Each time I thought she was going to stuff Denise's head either up her pussy or up her ass. I enjoyed watching her getting off. I enjoyed fucking Denise, especially because of all the things he said about gays and anal sex, only a couple of hours before. Denise was enjoying it also. His cock was rock hard. I watched Sharon. She was getting ready to cum one more time. So I grabbed Denise's hard cock and started stroking it as I fucked him. Sharron was rocking back and forth on Denise's head. I was fucking his ass again and again. Stroking his hard cock up and down. His body started to shake as he let out muffled screams. Sharon started frigging herself hard on his face while screaming, "Lick me! Lick me! Lick me!" I could feel his ass tighten and his load build in his cock as it began to expand. Sharon screamed as she began to cum and tried to stuff Denise's head into her pussy one more time. I continued to stroke Denise's cock as I aimed it toward Sharon. As Denise erupted his ass clinched my cock hard and then he released his load. The first spurt hit Sharon in the face. Part of it with straight into her open mouth. The second spurt got her tasty tits as I began to unload my load deep in Denise's ass. I tried to shove my body up his ass and my cock into his stomach as he landed another spurt on Denise's quivering body. I spurted. He spurted. Sharon screamed. I spurted. He spurted. Sharon screamed and we all collapsed into a sticky pile for the night.