A Black Tranny Fantasy free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sleeping with a black shemale was about to come true. She paused at the bedroom door and smiled at me.

'You like what you see?'

I did indeed, but my mouth was too dry for me to say anything, so I just smiled back and nodded. Sasha looked as good as in the picture I'd seen online on the escort site. Chocolate brown skin, soft, generous lips, a cute smile, big brown eyes -- and a body to die for. With those curves and that pretty face there was no way anyone out on the street could have imagined the surprise that was awaiting under her clothes. According to the profile on the site, it was '8 inches and fully functional'. I couldn't wait to find out.

I'd been checking her out for a while on the website, but only for fun; I never thought I'd actually go ahead and meet her. It was a long-running fantasy of mine to be with a black tranny and occasionally I'd picture her while I jerked off. But I was in a relationship -- it was just escapism. Then my girlfriend and I broke up. At the back of my mind, throughout the trauma of her moving out, was the thought that now I could go ahead and do it, I could live out my fantasy, there was nothing stopping me now. Still, it took me a week of being on my own before I had the courage to go back on the site. I guess I knew that once I was on there, I wouldn't be able to hold myself back. So one night, after I'd had a beer or two, I opened my laptop and typed in the web address, then searched for her profile. I hovered the cursor over the e-mail address linked to her profile for a couple of seconds; then I clicked.

Now what I'd asked for her to do to me in that e-mail was about to become a reality. I'd woken up that morning itching with excitement knowing that today was the day it was finally going to happen. Luckily I'd managed to book an appointment for a Saturday afternoon, so I didn't have to spend the whole day waiting for the moment to come. Instead, I'd passed the morning getting myself spruced up. Before I knew it the time had come to leave. As I sat on the train, I looked at the people around me and inwardly smirked: they had no idea what this clean-cut, well-groomed white boy was about to get up to. But by the time I knocked on her door my heart was thumping like crazy and my mouth was dry. She opened the door and there she was, no longer an image on my screen, no longer a fantasy but a real person. A real, live, breathing woman, with the scent of perfume, with cleavage bursting out of her tank-top -- oh, and with a special something hidden in her jeans that made her a little more than a woman. She introduced herself and kissed me on the cheek. 'You must be Doug,' she smiled. I tried to smile back but she could see I was nervous. 'Come on honey, let's go in,' she said gently.

She took me by the hand and led me to the sofa. We got business out of the way first -- I handed her the money we'd agreed on and she put it in her jeans pocket. Then she smiled at me again. She really was pretty; I'd been worried that in the flesh she'd not look quite like the beautiful woman she'd appeared to be online. But she was perfect. I was really attracted to her

'So you're a first-timer?' she asked.

'Yeah,' I managed, and blushed.

'Oh sweetie, it's OK, I'll be gentle with you,' she said and laid her hand on my knee. 'Now, would you like a drink?'

I accepted, and she brought back a bottle of chilled white wine and two glasses.

'Why don't you pour us some wine while I slip into something more comfortable?' she said.

***

As she walked towards me from the bedroom, I could tell she was enjoying my reaction: I couldn't keep my eyes off her curvy body. She sat down very close to me on the sofa and whispered in my ear: 'I'm going to make all your fantasies come true baby.'

I gulped. And in my boxers, my dick hardened. I desperately wanted to touch her, and when her lips brushed my neck I couldn't resist any more. My left hand worked its way up the silk of her nightie, from her hip to the edge of her breast.

'Mmm, touch my tittie,' she intoned.

I followed her instruction, and as my hand ran over the silk-covered globe of her breast, nerves gave way to lust and my erection strained at my jeans. Her hand touched the side of my neck and she brought her face close to mine. Our lips met, softly at first, then with lingering, lush tongue kisses. My hand continued to stroke her tit. Growing bolder, I slipped the strap of her nightie off her shoulder to expose her breast; I stroked the bare flesh, brushing my fingers over her hard nipple. She moaned softly into my mouth as we kissed. Then she pulled away and pulled the other strap down too. I almost groaned with lust when I saw her perfect breasts, full and round with dark areolas, her nipples erect. I had to kiss them. My mouth was hungry for her nipples, and I sucked eagerly on each in turn.

Meanwhile, my hand stroked the top of her smooth thigh, gradually pushing the nightie further and further up. I still didn't quite dare to reach in between her legs though. But then I broke away from sucking her tits to peel off my T-shirt and she leant back against the sofa cushions, her legs slightly spread, inviting me to explore the part of her body I was most intrigued about. I drew close to her, kissed her again, and my hand again reached for her breast. But then she took my hand and guided it to the inside of her thigh. Breathing heavily, my pulse racing, I moved my hand up until I found it, her best-kept secret: a firm, meaty penis. I closed my hand around it, feeling the warm shaft thicken and harden in my grasp. My first ever cock. And it was a very big one.

There really was no turning back now. With her face close to mine she whispered to me, 'Would you like to taste it baby?'

I needed no further encouragement. I dropped onto my knees in front of her, between her parted legs. I pulled the nightie up all the way and her cock sprang up. Finally I could see it: the dark, glossy shaft, darker than the rest of her skin, and the glistening bulbous head. It was huge -- and she still wasn't fully erect. I reached out to hold it. My small white hand made it look even bigger and blacker. I began to masturbate her, and she moaned; her head was leaning back to one side, her eyes closed, and her hands were playing with her tits. I was so horny. I had to have her cock in my mouth. I'd never sucked a cock before, but I'd imagined it many times. I pulled her foreskin down and gripped the base of the shaft. Then I brought my face close to her erect member and licked the tip of the glans. It was smooth, very slightly salty. I kissed the tip. But my mouth was dry, and I knew that if I was going to give her a good blow-job then I'd need more moisture. I reached for the glass of wine I'd poured and completely forgotten about and took a big gulp. As soon as I'd swallowed it, I wrapped my wet lips around the head of her penis and slid them down until I had the whole of that ripe black plum in my mouth. I heard her gasp.

By now she was fully hard, throbbing even. I worked my mouth down her shaft little by little, sucking as I went, my lips stretching to accommodate her girth. Then I slid back up and released her member so I could take a breath. Slick with my saliva, her thick cock stood proud. I couldn't wait to really get to work on it; after another sip of wine, I opened wide and feasted on her engorged shaft, sucking hungrily. I could only manage about half of her length but I knew she was enjoying it.

'Mmm, that's it, suck my big black cock,' she moaned.

My hands on her hips for leverage, I chugged at her tool, my head bobbing up and down. I breathed through my nose so I could keep going. I desperately wanted to make her come in my mouth, I wanted her to fill my mouth with a gush of warm spunk. But she placed her hand on the top of my head and told me to wait. I stopped and freed her cock.

'We need to save this for something else, don't we baby?'

'Yeah,' I said. 'I just really want to taste your come, that's all.'

'Ooh, somebody's not so shy any more,' she said with a smile, and bit her lip teasingly.

I knew what was coming next. And I knew I'd need to be naked. So I stood up, pulled down my jeans and stepped out of them. My erection bulged at my boxer shorts. She leant forward and fondled it. Compared to hers it was modest in size, but it was as hard as hell. Looking up at me she asked if I'd like to come now.

'No, I want you to fuck me first,' I said.

'Can't wait any longer, huh?' she smiled. 'OK, let's get you to the bedroom.'

She stood up and took off her nightie, then -- completely naked -- drew me close and kissed me sensuously. Her breasts pressed against my chest and her erection pressed against mine. Her hands squeezed my ass.

'I can't wait to fuck that cute white butt of yours.'

She took my hand and led me to the bedroom. I slipped off my boxers without any further ado.

'Why don't you get on the bed?' she said.

I sat down on the edge of the bed, unsure. She reached into her bedside cabinet and took out a condom and some lube.

'If you want me to fuck you, you're going to have to get in position,' she teased.

I got on all-fours, my head facing the pillows. I felt the mattress dip as she climbed on the bed behind me. Then I heard the faint sounds of her putting on a condom and squeezing out some lube. The next thing I felt was the cold lube on my anus as she worked it round that area with her fingers. She dipped one inside me, then slid two in. Maybe she was testing to see how easily she'd fit. I was quite tight, but I had been preparing myself -- there was no way I was going to try to take a thick 8-inch black cock without some preparation, so I'd bought a dildo and used it regularly. Still, I was nervous.

'Are you ready baby?' she asked. 'Don't worry, I'll be gentle.'

Then I felt the tip of her cock, smothered in lube, pressing against my hole. It probed gently but my asshole didn't open; then she pushed a little harder and suddenly the muscles of my anus gave way, and the head of her cock slipped inside me. It stung like hell and I grimaced. No matter how much I'd trained, the thickness of her tool still came as a shock. I guess she could feel that I was tight, though, because she waited a little, then only very slowly pushed a little more inside. The stinging had subsided slightly.

'You OK baby?'

'Yeah,' I moaned, half in discomfort, half in pleasure.

She continued to ease herself into me gradually until I was full up. Then, slowly, she began to slide in and out. Very slowly at first. The pleasure was beginning to overcome the pain. I was starting to really enjoy the feeling of her cock inside me, her meaty black cock stretching my asshole. This was it, I was getting fucked by a black shemale. I moaned again, this time with pure pleasure. She picked up the pace a little. Her hands on my hips, she pumped herself into me rhythmically, filling me right up then easing out in a smooth motion.

'You like that?'

'Oh yeah,' I groaned. 'Fuck my ass baby.'

'You like me fucking your ass? You like my big black cock in your white ass?'

I could only groan in response. She moaned as well, pumping my ass faster now, pulling my hips towards her on each stroke so she really slammed into me. I cried out in pleasure and pain each time her cock plunged into me.

'Wait,' I called out. She stopped. 'I want to watch you fucking me.'

She pulled her cock out of my ass, and I moved quickly to the edge of the bed, lying on my back and holding my legs wide behind the knees. She got off the bed and came round holding the lube, which she squirted onto her erection and onto her hand to rub around my anus again. This time I could watch as she stood and placed the tip of her shaft at the opening of my asshole and, her mouth open with pleasure, slid it inside me. It was much easier this time. I feasted my eyes on her breasts as she pounded into me; they bounced a little with each thrust and this set my prick, which was already hard, to the point of bursting. She reached down to jerk me off. With an asshole full of cock, a skilled hand-job and the sight of her black tits bouncing, I was in heaven. I groaned loudly, uncontrollably.

'I want you to come in my mouth, please come in my fucking mouth,' I cried out.

She pulled out of me and took off the condom, then reached for a pillow which she put under my head. Then she got onto the bed, straddled my chest and placed her cock in my open, willing mouth. It was hot, harder than ever, ready to explode. She thrust her cock in and out of my mouth as I sucked and moaned with pleasure. Then -- suddenly -- I felt it buck, and thick, warm, salty spunk gushed into my mouth. I swallowed as much as I could, greedily sucking at her for more.

My own cock was also ready to burst and it only took a few strokes of her hand before I spurted onto my stomach. I lay, completely spent, and she lay next to me, her hand on my chest.

'So how was your first time, baby?' she whispered in my ear. 'Did you like getting fucked by me?'

'It was perfect,' I said. It was true: my fantasy had come true, and it was way, way better than I could have ever imagined.

Same as A Black Tranny Fantasy Videos

4 years ago
  • 0
  • 13
  • 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
  • 26
  • 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
  • 20
  • 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
  • 23
  • 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
  • 26
  • 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...

2 years ago
  • 0
  • 16
  • 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
  • 13
  • 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
  • 19
  • 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
  • 20
  • 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
  • 17
  • 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
  • 16
  • 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...

1 year ago
  • 0
  • 28
  • 0

A Goth Boys Hot Tranny Fantasy

So, dude and dudettes, rock on. Well, your boy BigBabyBrett has one hell of a fuck story for you. Well, as you know, my band The Ministry of Evil was touring the states, and we came to the hellraising community of Waterloo. So, we set up shop in McElroy Auditorium, which was on the ground of some cattle congress bullshit, oh and trust me, with what i am gonna tell you, a lot of beefsteak was shared. So, we rocked the place out. During one of the Ministry's hit songs, as i was rocking to the...

3 years ago
  • 0
  • 37
  • 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
1 year ago
  • 0
  • 27
  • 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
  • 10
  • 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...

1 year ago
  • 0
  • 12
  • 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
  • 8
  • 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
3 years ago
  • 0
  • 17
  • 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...

2 years ago
  • 0
  • 14
  • 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
  • 10
  • 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
  • 16
  • 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
2 years ago
  • 0
  • 11
  • 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
  • 9
  • 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
  • 15
  • 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...

2 years ago
  • 0
  • 20
  • 0

A Goth Boys Hot Tranny Fart Fantasy

So, dude and dudettes, rock on. Well, your boy DarkViperFartSniffer has one hell of a fartsniffing story for you. Well, as you know, my band The Ministry of Evil was touring the states, and we came to the hellraising community of Waterloo. So, we set up shop in McElroy Auditorium, which was on the ground of some cattle congress bullshit, oh and trust me, with what i am gonna tell you, a lot of beefsteak was shared. So, we rocked the place out. During one of the Ministry's hit songs, as i was...

1 year ago
  • 0
  • 19
  • 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
  • 34
  • 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...

3 years ago
  • 0
  • 10
  • 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...

3 years ago
  • 0
  • 10
  • 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...

1 year ago
  • 0
  • 11
  • 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...

3 years ago
  • 0
  • 15
  • 0

Amy The Tranny Chapter 1

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 boothand once inside, went over her price for someadult fun. She told me I couldn't fuck her as shewas 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...

4 years ago
  • 0
  • 12
  • 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...

3 years ago
  • 0
  • 16
  • 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
  • 14
  • 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...

2 years ago
  • 0
  • 11
  • 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
  • 13
  • 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
1 year ago
  • 0
  • 8
  • 0

One of my tranny fantasies

I wish I could meet a good man who had his own home and lived alone with a job good enough that he'd never have to worry. He likes girls like me and wants someone who can spend the occasional weekend. I'd have my own room there with satin sheets and girly decor . A dresser with all my jewellery and wigs and make up as well as a huge wardrobe full of girly outfits for any occasion. I turn up and let myself in with my key and immediately shower . Shave and perfume myself ready for my...

3 years ago
  • 0
  • 17
  • 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
  • 14
  • 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
  • 12
  • 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...

2 years ago
  • 0
  • 12
  • 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
  • 9
  • 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
  • 19
  • 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
  • 13
  • 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
  • 22
  • 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...

3 years ago
  • 0
  • 23
  • 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...

4 years ago
  • 0
  • 19
  • 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
  • 7
  • 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...

1 year ago
  • 0
  • 15
  • 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
3 years ago
  • 0
  • 14
  • 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
  • 12
  • 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...

1 year ago
  • 0
  • 17
  • 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
1 year ago
  • 0
  • 15
  • 0

Tranny Night Out

Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...

1 year ago
  • 0
  • 25
  • 0

My New GF has a Cock Tranny

I'm your run of the mill middle-aged white guy; divorced, decent job, plenty of hobbies, and your standard list of perversions. I love women. I love the way they smell, I love their bodies, I love their personalities, and I really love having sex with them. I've had a few bisexual encounters in my day, mostly back in college, and while I have no phobias about man-on-man action, I have never been attracted to the same sex. Although admittedly, the sight of a large, erect cock has always made my...

2 years ago
  • 0
  • 32
  • 0

Young Tranny Ch 6 Vegas Sugar Daddy Pt 1

Young Tranny Ch. 6 Vegas Sugar Daddy Pt 1.This is the first half of the sixth story following "How I Started," and shares my experiences between the ages of 19-29. These are prelude stories to the series of "Playtime Stories" I wrote. I hope you enjoy them and comment publicly or privately - it turns me on for some reason! These stories (especially this one) are mostly true so enjoy! I LOVE COMMENTS!!!!This pic is from around that time... enjoy!Over the next two years I worked and played in the...

2 years ago
  • 0
  • 16
  • 0

Advice for dating a tranny for the semistraig

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for...

1 year ago
  • 0
  • 7
  • 0

my first tranny pt 1

you always remember your first time. I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched a pair of tits. the first time I ever ate pussy. the first time I fucked a woman in the ass. & I'll always remember the first time I was with a tranny.her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was....

2 years ago
  • 0
  • 9
  • 0

A True Life Tranny Experience

My real name’s Benny, and I’m a 32 year old very passable bi transvestite that has an insatiable craving for receiving another guy’s cum. I’m 5ft 7in tall, quite skinny (10 stone ‘ 140lbs to you Americans), and have perfected the mannerisms of a ‘real’ woman in every way, without going over the top by acting too effeminate like some ‘Nancy-boys’ tend to do. That means that when I’m fully dressed and wearing my wig and makeup, I walk,...

Porn Trends