Amy The Tranny Chapter 1 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
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!

Same as Amy The Tranny Chapter 1 Videos

4 years ago
  • 0
  • 26
  • 0

The Cabbie and The Tranny

The Cabbie and The Tranny By Michele Nylons Twas the middle of Manchester one winter night; and the only cab on the rank, The driver was reading a 'Score' magazine; whilst quietly enjoying a wank. He was dreaming that Venus was kissing his penis; and the shaking was making him tired, When a tranny called Lena, with false tits like Sabrina; came over and gently enquired. "How much to Oldham" she said; well the cab driver nearly dropped dead! He got such a shock he let go of his cock;...

2 years ago
  • 0
  • 48
  • 0

Tranny Boy Posse Tales of the Evil FagHag

This is just a story, okay? I don't advocate having sex with underage people and I realize that probably most cross-dressers aren't gay. Yeah, and most females who choose to hang around gay dudes aren't evil either. Most 'fag-hags' seem to be nice people and some may even resent that term of endearment. And it's never been my intention of slandering the Vegan lifestyle, Wicca, Druids, the rest of the occult and all the other great religions of the world. This is just a story, okay? It...

2 years ago
  • 0
  • 34
  • 0

Tranny Motel

Tyrone and Kimberly Woods kissed as all of the guests at their house party cheered them on. It was their first anniversary and they were celebrating this night with family and friends. There were close to forty people in attendance – most of whom had brought some form of alcohol and all of whom had brought a gift. There was great music and excellent barbecue as Kimberly’s dad and Tyrone’s uncle manned the grill. Folks were laughing, dancing, and having a great time. In one corner of the yard,...

4 years ago
  • 0
  • 48
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall slim tranny sitting...

3 years ago
  • 0
  • 57
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall, slim tranny sitting...

3 years ago
  • 0
  • 28
  • 0

TRANNY THREESOME

“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...

2 years ago
  • 0
  • 27
  • 0

Slovene Tranny and Her American Men

Milena Dorin awakened from her slumber. She grabbed her iPhone and pressed the button to see the time. It was 6:14 a.m. She decided to get up and bathe. She walked into the master bathroom of her palatial two-bedroom, two-bath downtown condo. She pulled her douching apparatus from beneath the sink. She cleaned out her 40-inch ass. After completing that task, she hopped in the shower. The steamy, hot water felt good against her milky-white skin. She scrubbed her curvaceous figure with a purple...

3 years ago
  • 0
  • 35
  • 0

TRANNY THREESOME

“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...

3 years ago
  • 0
  • 31
  • 0

Tranny in Croatia

I started crossdressing as a teenager. I had a young mom, who always had some interesting and sexy clothes. I was 13 the first time I took her clothes (she was 31 at the time). I took a metallic silver jacket and some lacy thongs, and I put on her pink lipstick. I took a couple of photos, but they all came out blurry. But I liked how it felt, the only trouble was I did not know what to do... it felt wrong enough to hide it but right enough to get me interested. I dressed up quite often, but not...

4 years ago
  • 0
  • 31
  • 0

Riverbank Tranny Fucktoy

Hello to all of you that read my first true story about outdoor sex. This is another account of a meeting I had in the middle of a city near a river. It was late one summers evening when I met up with this sexy young Portugese stud I had been messaging on a gay dogging site. I had been chatting to Fillipe for a couple of hours, and we were both getting hornier and hornier with each new message that we sent. It was me that asked if he would like to meet that night, and he of course said yes....

1 year ago
  • 0
  • 25
  • 0

Sissy Tranny Annie Slutty Fantasy

I have been dressing since an early age, dressing in my mothers stockings, suspender belt, bra, panties and heels. I used to feel my smooth legs and my cock would get hard straight away. I love how my cock looks when im dressed as a sissy slut and from that early age all ive ever wanted is to have a horny guy in front of me, with his cock hard knowing that he wants to fuck me. My fantasy and dressing got a lot more sluttier when I first in with my first love. Her name was Claire and she loved...

1 year ago
  • 0
  • 36
  • 0

My black tranny wife part 3 final

Heather's dress or lack of was amazing. It was white and floor length in the back. It was open down far enough exposing half of her tight ass. The front was cut open down to her naval it was covered in very sheer lace, so the inside of her tits and her cleavage were easy to see. From her waist down, it was also open. She was wearing a sheer G-string. She must have been excited because you dick was semi hard and it really filled out her panties. If you looked close enough you could see her dick...

3 years ago
  • 0
  • 26
  • 0

Couple Finds Another Plus Tranny

While I was in the military, there were many opportunities to see some of the wild and crazy sites and people of the world. One time in Japan a bunch of us in a mixed group (men and women) went to a show that featured transsexuals. These were men who now dressed and acted like women. All of the men/women featured had breast implants to additionally make you believe they were real. The show was very exciting with each of the trannies on stage showing us they were as good looking without their...

4 years ago
  • 0
  • 63
  • 0

First time with a Tranny

Stevie had always found it relatively easy to get girl friends. Not all had been good experiences. He always felt that after sex he just wasn’t satisfied. Maybe he wanted something different. Some people are perfectly fine about being gay or bisexual, but for others, it is a scary mine field. Stevie was one of those people. People had commented on him being gay for years and he always felt ashamed. He denied it, of course, but as time went by the thoughts about the whole subject haunted him. He...

Gay Male
3 years ago
  • 0
  • 37
  • 0

Amy made an offer to her brother 1

It was a bright sunny day. Alex and his family including his mom, dad and his sister Amy, every one were sitting near the pool having nice time. Alex was seventeen and was not feeling much comfortable around the pool, and it was not because he didn’t like to be with his family but it was just that he was having problem hiding his erection in his shorts and the reason for that erection was Amy. Amy was twenty-one years old and she was quite a hot girl. She had blonde hair, nice skin, tall enough...

Incest
2 years ago
  • 0
  • 43
  • 0

Amy made an offer to her brother 1

It was a bright sunny day. Alex and his family including his mom, dad and his sister Amy, every one were sitting near the pool having nice time. Alex was seventeen and was not feeling much comfortable around the pool, and it was not because he didn’t like to be with his family but it was just that he was having problem hiding his erection in his shorts and the reason for that erection was Amy. Amy was twenty-one years old and she was quite a hot girl. She had blonde hair, nice skin, tall enough...

Incest
1 year ago
  • 0
  • 48
  • 0

Young Tranny at Great Grandmas Funeral

“What’s going on,” inquired the 34 year-old construction and building inspector.“Nothing,” smiled the high school senior with the 22-inch dark brown wavy hair extensions and gray contacts. “What’s up with you.”“I want summa that.” he leaned forward trapping her between his heaving chest and the counter.“What?”“That sweet potato pie over there,” he winked.“Oh, okay! I’ll cut you a piece.”“You do that,” he said not moving an inch and running a forefinger down her weave.She darted her eyes away,...

3 years ago
  • 0
  • 25
  • 0

Threesome with a tranny and a woman

I have a friend with benefits that I have been with for a few months. Her name is Bree and she is a tranny. I figured out I was Bi a few years ago so I started looking around for guy's to have sex with. Like others, I found guys who seemed to want to get together but would not pan out for some reason or another. That's when I discovered tranny's and new I wanted to be with one. So I started to look around for one and that's when I met Bree. She was beautiful 5'3" tall, dark hair and a tight...

2 years ago
  • 0
  • 27
  • 0

Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women...

1 year ago
  • 0
  • 15
  • 0

My first but not last encounter with a tranny

My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...

She Males
2 years ago
  • 0
  • 28
  • 0

Amy Lusty Wife and Mother

Chapter 1 Hello, guys!!! If you think you know your wife or girlfriend pretty good, you'd better take another minute or two and consider whether you really know her or not. I'd love to have a dollar for every husband who thinks he can describe his wife and that he's got her all confined in his own little package. Believe me, from personal experience, very few of you guys really know what your wives or girlfriends are up to when you're not around to keep an eye on them. What am I trying...

4 years ago
  • 0
  • 30
  • 0

Tranny Wife Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred...

3 years ago
  • 0
  • 24
  • 0

My first tranny

I had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the...

3 years ago
  • 0
  • 20
  • 0

My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.In August 2007 I was 24...

1 year ago
  • 0
  • 30
  • 0

Dream Tranny

Dreams can be strange, sexy things. Your wife may be a stunning knock-out, way the fuck out of your league, but I bet she ain’t your dream girl. No, your perfect fantasy angel has the big tits and pretty face you love so much, but she’s also got something extra: a big ol’ dick between her legs. Sorry, wifey, but tonight may be a good evening to spend with DreamTranny.DreamTranny.com is a site with history. They’ve been around since 2000, making them one of the older shemale porn operations on...

Premium Shemale Porn Sites
3 years ago
  • 0
  • 24
  • 0

Stag Night Tranny Gang Bang

I really still don’t know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!! I’d met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn’t dress himself and described himself as an ardent ‘admirer’. He’d approached me at the bar one night and we’d got talking. Although I was much much older than him it only seemed...

2 years ago
  • 0
  • 22
  • 0

Stag Night Tranny Gang Bang

I really still don't know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!!I'd met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn't dress himself and described himself as an ardent 'admirer'. He'd approached me at the bar one night and we'd got talking. Although I was much much older than him it only seemed...

3 years ago
  • 0
  • 30
  • 0

The Perils of Pauline Tranny at the Truck Stop

Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour lamps bathed the parking lot in an orange hue. The blacktop was slick with rain and puddles had formed in the numerous potholes. The lot was quiet; as it usually was at 8:30pm on a Tuesday...

2 years ago
  • 0
  • 36
  • 0

First Time with Tranny

So this is the story about how I got my first experience being a bottom, and why it was with a tranny.I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

4 years ago
  • 0
  • 64
  • 0

Im a Meat Packing Girl Tranny

I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog for a beautiful woman. I must admit, I've jerked off more than a few times to shemale porn on my computer at home, wondering what it would...

2 years ago
  • 0
  • 56
  • 0

My Tranny Schoolgirl Fantasy

As I sat on my couch, i was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty tranny schoolgirl who would do what i like. All of a sudden, I heard a sexy female voice say to me, "Hey Brian, you bad boy, you big stud." I woke up, and there was this hot tranny girl who was dressed as a naughty tranny schoolgirl. She had nice lovely pigtails, a very sexy tied tight white top, in...

3 years ago
  • 0
  • 19
  • 0

My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a trannyI was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

4 years ago
  • 0
  • 23
  • 0

Nate and his tranny neighbour Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; ) Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty...

2 years ago
  • 0
  • 23
  • 0

Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend. I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced...

4 years ago
  • 0
  • 22
  • 0

Tranny Delight

I had been feeling particularly horny one day and waiting for Joe to come home I got to thinking about having sex with a black woman and then watching as Joe took her and then thought even more that perhaps a black tranny might be a bit more fun. So when Joe came home I easily talked him into going down to the alternative nightclub we had visited once before and off we went. Upon entering the club I saw that it was as crowded as usual and Joe and I took up a small table and settled with our...

1 year ago
  • 0
  • 25
  • 0

Amy Affair with her older Brother Wife

It June and 18 year old Amy lives in Arizona and just graduated from high school and is off to university in the fall. Amy always wanted to go out to state university but her parents don’t want her on own. So the parents and Amy come to an agreement that she can only go to university out state if she moves to California where her old 23 year older brother Matt lives with his 23 year old wife Amanda. Her parents want her stay the older brother place which Matt and Amanda seem to be alight with...

Lesbian
2 years ago
  • 0
  • 28
  • 0

Revenge on a Tranny

Revenge on a Tranny My relationship with my partner Julie had been strained over the last twoof our ten years together. For a period of six months we?d stopped having sex.I thought she might leave me but I figured that if she was going to find anotherwoman then there was nothing I could do about it and besides, I had a womanor two I knew I could fall back on for affection if I ever found the need.I was a good lover, but there seemed to be something that Julie needed sexuallythat I couldn?t...

1 year ago
  • 0
  • 26
  • 0

Amy seduces brother

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
  • 0
  • 25
  • 0

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
  • 0
  • 28
  • 0

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
2 years ago
  • 0
  • 51
  • 0

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
4 years ago
  • 0
  • 39
  • 0

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
  • 0
  • 32
  • 0

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
  • 0
  • 28
  • 0

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...

4 years ago
  • 0
  • 29
  • 0

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
  • 0
  • 28
  • 0

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
  • 0
  • 26
  • 0

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...

3 years ago
  • 0
  • 27
  • 0

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
  • 0
  • 18
  • 0

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
  • 0
  • 32
  • 0

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
  • 0
  • 25
  • 0

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
  • 0
  • 36
  • 0

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
  • 0
  • 36
  • 0

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
  • 0
  • 20
  • 0

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...

2 years ago
  • 0
  • 27
  • 0

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
4 years ago
  • 0
  • 26
  • 0

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
  • 0
  • 23
  • 0

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
  • 0
  • 28
  • 0

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...

Porn Trends