Amy The Tranny Chapter 1 free porn video

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I met Amy at an adult theatre in town.
She was dressed to nines in a mini skirt, tight
halter top, and pumps leading up a pair of fishnet
clad legs. I invited her into a private booth
and once inside, went over her price for some
adult fun. She told me I couldn't fuck her as she
was on her period but I knew something was up and asked
her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just a quicky or a longer more relaxing session back at her place. Of course I opted for the latter and we quickly left and headed for her little apartment.

I was a bit surprised at how nice her pad was, decorated like a little girls room with stuffed a****ls all over the furniture, pink blankets and throw covers over under them. She explained that her parents had kicked her out 6 months earlier after she came out to them, and had moved in shortly after. She supported herself with welfare and turning tricks on unsuspecting johns who thought she was a girl. Amy was very passable. She was native, long straight jet black hair, tiny frame, little nubs for tits, and long slender, hairless legs that never seemed to stop! I sat on her couch as she went and poured me a drink. When she came back, I slowly sipped my whiskey as she did a sensuous strip tease.

Amy wore a black garter belt holding up her fishnet stockings, black lace thongs, and matching black lace bra that covered her natural little nubs. I took in her beauty as she slowly danced in front of me and started groping my little dicklette through my pants. I almost sprayed a mouthful of whiskey when she bent over and pulled her thongs out of her tight asscrack to reveal her cock tucked up behind her, nestled into her butt crack! She must be HUGE I thought! When she turned around and let her panties fall to the floor, my guess was correct as her 8" SOFT cock dangled freely in front of her! My mouth watered as I imagined taking her flaccid member into my mouth and feeling it spring to life! She slowly gyrated in front of me, occasionaly peaking over her shoulder to smile seductively at me. After ten minutes I couldn't take it anymore and grabbed her around her waist and pulled her into my lap, quickly puling her face to mine and thrusting my tongue into her mouth, frenching her. She had stripped down to her garter and stockings, and was nude besides that. As we kissed I could feel her gyrate against my thigh and when I realized she was beginning to get hard, stopped kissing her and moved her up so her crotch was in front of my face, her semi-hard cock just inches from my face. I slowly pulled her towards me as I opened my mouth and gently lifted the end of her foreskin covered dick into my mouth with my tongue. I engulfed it quickly and reveled in the feeling of it going diwn my throat, knowing it wasn't even hard. Savoring the flavor of sweat mixed with a bit of urine, mixed with a bit of sticky precum. When I felt her balls hit my chin, I started suckling her piece of meat like a baby goat at it's mother teet. I felt it beginning to stiffen up, and quickly sped up my pace, until it finally reached it's 10" glory, punching it's way down my throat, threatening to gag me! I then started sucking it with earnest, cupping Amy's big, low hanging ball sack with my right hand, as I reached around with my left and gently ran it up and down her tight ass crack. Amy moaned her approval when she felt my digit rubbing her surprisingly tight butthole, and the more I probed, the more she moaned, and when I finally felt my finger pop through her butt ring, I felt a huge glob of precum ooze out the end of her prick onto my tongue. When I finally found her prostate and started poking at it, she was gushing precum at a very steady pace, letting it build up in my mouth before savoring it's salty flavor before swallowing it down. By this time, Amy was holding my head and face fucking me, totally lost in pre-orgasmic bliss. When I eased another finger up her tight butt, she couldn't take it any more and threw her head back and thrust her hips foward, burying her ten inch wang down my throat before letting it spew a HUGE load of cum making me gasp for air as it flew down my gullet! I kept sucking and fingering her backside until her legs finally gave way and she fell into my lap, placing her head on my chest, allowing me to catch my breath and savor what cum was left in mouth.

After a few minutes of rubbing Amy's naked back and savoring the taste of her cum, she lifted her head and apologized to me for not getting me off first! I assured her that what we had just done was more satisfying to me then getting my rocks off, she smiled and thanked me, telling me I had just given her the best orgasm of her life! I laughed and called her a liar and she shrugged her shoulders and said she was telling the truth, and started to unzip my pants and snake her hand into my trousers, cupping my little hardon with her tiny hand. I whispered into her ear that I was really tiny down there, and she replied it didn't matter, she loved small dicks and often fantasized about being with a guy like me that only had 2.5" hard. I thought she was just being nice, but it turned out, she actually did enjoy little cocklette's! Anyways, Amy continued undressing me, helping me strip completely nude, sitting back down on her couch, totally naked.

Amy started kissing my chest, while she softly stroked my dicklette and tiny ballsack. I just leaned back and enjoyed the feeling of this young, tight little tranny explore my overwieght saggy body. She grabbed my man titties and sucked them like they were women's breasts, moaning all the while. I was oozing precum onto her pink throw blanket as she continued exploring my body with her mouth and hands. I reached down and cupped her tight little tranny ass in my hand, amazed at how firm and tiny it was, and how close it was to a females behind, one could never tell the difference I figured as I caressed it and then gave it a playful little love tap. Amy squealed a bit at that, so I continued to slap it a few more times, turning her light brown orb a little red. She had positioned herself on the couch so she was on her side, face buried between my meaty thighs, body off to the side, exposing her little bum for me to gently spank. Amy began to nestle her nose into my hairy ass crack and I could feel her breath in, sniffing my sweaty crack! Having a smell fetish of my own, I knew what she doing and it turned me on even more. I lifted my ass off the couch to give her better access to my hairy crack, and she quickly pushed her nose in, sniffing my day old butt sweat! I began rubbing my finger through her ass crack and brought it to my nose, relishing the smell of her ripe ass sweat! She pushed me down and positioned herself over me in a 69 position allowing us both to sniff each others sweaty cracks and play with each others hard cocks. Amy was sniffing away at my ass as she gently tugged on my dicklette, as I did the same to her, pulling on her hard cock, amazed at it's size! We both started rimming each other at the same time and as I jammed my tongue up her tight butthole, I felt a huge glob of precum ooze out onto my chest. I quickly scooped it up withmy finger and rubbed it the length of her crack, making it glisten. I went back licking it, savoring the taste of her precum mixed with her butt sweat. Meanwhile, she was going to town, licking my sweaty crack, holding my legs apart with her hands, speading me apart almost painfully to be able to bury her face as far into my fat ass as possible. I could feel her tongue slither it's way up my hole, and felt it began going in and out, fucking my butt hole with her tiny tongue! I did the same and could feel her cock pulsing in my hand and decided I wanted to feel her massive cock in place of her tongue.

I relunctantly stopped Amy's attack on my ass, and asked her to fuck me bareback. She smiled and truned me around getting up behind me, placing the tip of her red hot fuck pole at the entrance of my asshole. I begged her to thrust it into me and fuck my brains out, which Amy gladly did! She rammed her 10" pole into me, spearing me with it, splitting my ass apart with it's thick girth. I gritted my teeth as I let my anus relax and become accustommed to the huge cock invading it. After a minute or so, the pain in my ass turned to pleasure and I was again pleading with Amy to fuck my ass as hard as she could. She grabbed my hips and started fucking me like a two bit whore, burying herself balls deep and I could feel her big ballsack slap against my own tiny sack, giving me that sick feeling in the belly one gets when kicked in the nuts! I closed my eyes and let my mind go blank, enjoying the ass pounding I was getting, wishing it would never stop. My wish was almost granted as Amy lasted almost a half hour, having just came earlier, fucking me hard most of the time and slowing down to catch her breath a bit before gonig at it again! When she was finally ready to cum I begged her to shoot in my ass, and she didn't disappoint me! She was screaming as she let loose a huge load into my ass. I could feel it shoot deep into my bowels and the feeling of her cock spasming was unreal and it would swell almost 2 inches with each spasm! Amy collapsed onto my back after and I leaned forward, resting on her couch while she caught her breath.

My little dicklette was still rock hard, as Amy's softened to it's 8" inside me, still oozing sperm and occassionally spasming as the foreskin finally retracted over the sensitive head. I felt Amy's slender finger softly stroke my dickie along the underside, causing it to leak massive amounts of precum. She finally pulled out from my behind and I turned around and sat down, guiding her sweaty crotch towards my face. I took her flaccid member in my mouth and sucked off the cum and juice that coated it. As I sucked her cock clean, Amy reached down and tugged on my little dicklette before finally sitting down and making me get up in front of her so she perform one of the best blowjobs I've ever had in my life! I came in under a minute, and after my dickie softened up and disappeared into my crotch, Amy took me by the hands and pulled me towards her face so we could share a nice cum filled kiss. After a few minutes we pulled away, and jumped into the shower. After dressing, I asked how much I owed her and she said she didn't want me to be a John as she didn't date Johns! Amy then looked at me with wide eyes waiting for a reply which I said was a YES and I ended up taking her out for dinner, followed by another session at my place after, but that's another story!

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100% fiction! Mom & Dad had gone out on the weekend and we had to stay back because of the endless assignments we had from college. It was just me and my younger brother alone in the house. Some days back I had forgotten to knock on the door of Jeremy's room and had entered the room only to discover that he had come out of shower without his towel on. I had a glimpse of his massive cock hanging partially limp and had turned around to avoid an embarrassing situation. He might have noticed me...

Incest
2 years ago
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Flat Mates Chapter 2 My first visit to a Tranny Club

FLAT MATES Chapter 2: My first visit to a Tranny Club Having told Gloria that everything was "cool" between us, she then proceeded to shock me with her next statement. "If you wouldn't be embarrassed to be seen out in public with me," Gloria continued, "why don't you come with me to the club tonight? The band you say you like so much are playing again and I am sure you would enjoy yourself." "I'm not sure," I answered. "I would really like to hear the band but I'm not confident...

1 year ago
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Truck Stop Tranny Sluts

My girlfriend and lover Candi and I were driving back to her place for some steamy tranny sex after a night of partying at a tranny/gay bar in town when we passed a truck stop on the highway. Buzzed and horny as we were, we laughed about stopping in the lot and doing so hookin’ as a means to get us some trucker cock. After a minute or two of silence, Candi said lets do it and before I could answer she was turning back for the truck stop! Candi and I are both bisexual crossdressers and we pass...

Crossdressing
1 year ago
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Amy seduces younger brother

This is a true account of what happened between me and my brother Jeremy. I was just over 19 then and Jeremy would have been nearing his 17 when this happened. We are both of same height and gel very well with each other. Mom & Dad had gone out on the weekend and we had to stay back because of the endless assignments we had from college. It was just me and my li'l brother alone in the house. Some days back I had forgotten to knock on the door of Jeremy's room and had entered the room only to...

Incest
3 years ago
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Trucker the Tranny

Jermaine Simpson drove his white 2010 Peterbilt raised-roof big rig into the truck stop just outside of the city. He called his friend, Mariah.“Hey, baby,” the dark-skinned transsexual answered.“What’s up boo? I’m at the truck stop,” Jermaine shared.“Okay, oool! I’m on my way.”“Awesome! Can I get a shower at your house?”“Of course!”“See you in a few.”“Bet!”Jermaine’s nine-and-a-half-incher was already hard. He loved fucking her whenever he was down this way. Once he had taken her on a six-day...

1 year ago
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Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

She Males
3 years ago
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Amy Passed Their Way

Amy Beckwith, sportswriter for the New York times, got up from her desk, stretched, put on her coat and headed for the door. Another edition put to bed. It was now ten PM. Bored and lonely, she resisted just going straight to her flat. Instead she took a cab to ‘Jack Dempsey’s’ bar. If you had made a name for yourself in big time sports, and were in New York City, you made it a point to stop in at Dempsey’s. Though Amy stopped there several times a month, very few people recognized her as the...

3 years ago
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Tranny in Toronto Chapter 2

Introduction: Read first two stories on my profile. I cant seem to find the conversation we had by e-mail. ~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy...

2 years ago
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My first time with a tranny

It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and...

2 years ago
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Tranny in Toronto Chapter 2

~~~ Since I lost my virginity to a couple I met on Craigslist (read my past story) and I not only had a wonderful time, but got paid as well, I decided to post my own ad on Craigslist. It was a simple ad, a tranny in Toronto looking for fun time. He saw my ad on Craigslist and decided to message me to see whether or not we could get together or not. His name was Marc, a young black boy who lived in Scarborough. He said he was a shy guy, a virgin, and he watched a lot of tranny videos...

2 years ago
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Alan Gets A Tranny

-------------------------------------------------------------------------- I went to Alan's house after work one day to talk to him. His mom was single and she need a male figure to discuss masturbation since she had caught him doing it. I rang the bell. I heard footsteps on the stairs and then the door opened. "Hi Alan." "Oh, hi Mr. Jones." “Can i come in?” “Sure,” he said holding the door open. “Alan I have to be home soon, so let me just say this quickly: I know your mom caught...

2 years ago
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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

3 years ago
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My Tranny Teacher 4

This is a fantasy story. Every day left me feeling more horny and excited for our next tutoring session with Ms. Bennett (Becca). I was hard about 90% of the time just going thru all of my special clothing and deciding what I could get away with wearing to school that would light up my teacher and make her clitty into a full stiff dick that I could put to use. After looking at everything I decided that black lace top stockings would be exciting and could not be noticed under my school clothes....

3 years ago
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Threesome with a tranny and a woman part 2

I had just finished fucking and sucking with Bree ( the tranny) and Tammy ( the woman) and we all wanted more. If you did not read the first story please do that so you know what's going on. We were laying there getting our breath back and I looked at Tammy. Now that I knew she was a woman I really looked her over. She was about 5'3" with a fantastic body and shoulder length blonde hair. She had big tits with extra large nipples that looked like pencil erasers only longer. She had a little...

2 years ago
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Tranny Arschfick in der Jugendherberge

Fabianes ersten ErfahrungenFabiane, die ursprünglich einmal Fabian hieß, war eine Tranny und hatte gerade ihren 20. Geburtstag gefeiert. Sie war Berufsschülerin. Als solche übernachtete sie regelmäßig die Woche über in dem Hotel, in dem ich an der Rezeption arbeitete. Dieses Hotel war zwar an sich eine Jugendherberge, aber ganz im Stiele eines Hotels. Somit hatte ich mit vielen jungen, coolen Menschen zu tun. Mit einigen entwickelten sich manchmal Freundschaften, so auch mit Fabiane. Sie kannte...

4 years ago
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BuildaTranny

Garvey Williams kissed the pretty, effeminate, white boy he had had been secretly fucking since they were high school sophomores. Back then, Garvey was a standout wide receiver with high prospects of moving on to Division One. He had progressed as everyone thought and Jamie Collier, the femboi, followed him to the large state university. Garvey and the Mustangs earned a national championship his junior year. The football prodigy decided that he should enter the NFL draft immediately following...

4 years ago
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My first tranny girl experience got me hooked

I have always wanted to have sex with a tranny. I find these women sexy. In my daily life I dont know any, so I look online find a tranny to fuck. As I look online I find a sexy Cuban t-girl advertising sex. I instantly give her a call and arrange a time to go meet. One thing that turned me on is that she just moved from Cuba and had an spanish accent that turned my dick rock hard. Once I get to her home she leads me to the bedroom. She is 5'5 about 125 pounds. My girlfriend is 5'9 160. So my...

1 year ago
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Fun Time With A Top Tranny

So since I got a good rating for my first sex story, I shall write another one about my first time with a tranny. This happened last year. She was 25, and I was 21. So I am Ash, I am 22, I pretty good and masculine looking. I am mostly a bottom though. I have always been a huge fan of shemales and ladyboys. Respect them and also lust for them :p anyway, so I was in dubai last year and I thought that there might be much more shemales and easier to meet since the place was quite forward with a...

Gay Male
3 years ago
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Tranny Night

Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...

4 years ago
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First Time With Tranny

I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn't get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...

2 years ago
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Amy Terry Tom and OthersChapter 10

It would be hard to say who was the most excited on Friday. Lucy and Andrew were excited because they were going to Ipswich and they'd see Emily Jane and meet Tom (not to mention the others on board and probably Jenni and Annie too). Amy was excited because she would be seeing Tom to invite him to live with them and she hoped he would want to. She was also aware that she was quite looking forward to seeing John Shepherd again. John Shepherd was excited and he was definitely not thinking...

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