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shemale sex stories


My adventure at being a shemale's bitch

First let me introduce myself. My name is Garry, I am 20 year old white guy with brown hair, and stand 5ft 10. I am British, but I have been living in the US for several years now, and this is a story about myself and a young shemale called Nikki ..continue reading

My first shemale experince

In my early 20's I was doing a lot of exploring of my sexuality and inturn had a wide variety of experiences. I had numerous partners, I tried just about every sex toy you could imagine at the time. But, I was also much skinnier then, i was 6'3 about ..continue reading

I venture into bestiality

My husband Barry and I (Stella) were a boring couple for the first couple of years of our marriage. We started to experiment after one drunken night at a party which turned into a fuck fest. We found that we enjoyed playing around and it certainly br ..continue reading

An interesting experience at a gloryhole

It was my lunch break on a Friday. I went to a near-by ABS, looking to get my cock sucked, maybe suck one or two cocks myself. What I found was a totally new experience to me. I liked the "view" booths at this shop. There was polarized glass bet ..continue reading


A dominant ladyboy

My trips to any club begin following prior consumption of copious amounts of alcohol and tonight was no different. My mates were similarly constrained when sober so when we staggered into the club our heads were far from clear. We ordered another ..continue reading

Nursing Time

I awoke with Tiffany towering over me. My eyes were seemingly covered in a grey film, but I could tell that it was her by the silhouette of her monster cock that protruded so obviously from her centre. Even now, the engorged tip of it was an inch f ..continue reading

T-Girl rodeo

Howdy folks, we would like to welcome yall to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first e ..continue reading

Exploring Jay's Huge Cock

We entered my house through the garage and came into the kitchen. Jay looked over the place and was impressed by my house but maybe just a bit scared and mostly excited. "Would you like a drink Jay," I asked. "No Jack, just fine thanks. Hungry t ..continue reading

Stacee Needs To Keep Her Job

Stacee’s first week in the job has been stressful. She only had a few of her colleges names memorized, and she was still trying to figure out a good balance between answering the phone and entering the data from the piles of paper work she had sitt ..continue reading


I'm a Chick with a Dick

I know I was always destined to be a shemale. For starters, I didn't have an actual dad; Mum was date raped when she was fourteen. Although she tells me that it was the best thing that ever happened to her because the outcome was me, it must've bee ..continue reading

Opening to new horizons

It was on a sunny, hot summer day. Hanging out with my squad on a lake shore in my hometown in Switzerland, we were just fooling around, playing football and bathing both in the sun and in the lake. We were all young, athletic, handsome young men in ..continue reading

Kinky Tranny

This afternoon I was driving back from visiting a friend in another state. About halfway between us there's a large city that I have to pass through. It's got an ABS where I've had a few good blowjobs before, so I often plan time to stop there for an ..continue reading

Shemale Pickup

I was on a business trip. Alone, wife at home. On the second night I was feeling really horny. But I did not want to go out and get just a hooker; I wanted something different this time. I decided I could taste a hot ass girl with a huge cock. A she ..continue reading

Cucked and Fucked Sissy

My wife and I were out getting groceries and she wanted to stop at the liquor store to get some beer. I had plenty at home so she just went in while I stayed in the truck. A little later she comes walking out with a nice-looking black guy. They are b ..continue reading

Todays shemale shoot

It has been a while since my last shemale shoot. And honestly I think its because I got involved with the last one hard and to the point they asked me if i would marry a shemale and hinted to them. Todays contacted me to get shots to update there pa ..continue reading

TS boyfriend

Well I have a sexy TS friend that I use to meet often, but we lost contact after I got into a relationship. She was a very dominate girl. She was hispanic with the sexiest ass, nice perfect tits, and a cock that I would beg for. She wasn't huge, but ..continue reading

T-Girl

So this is the story of how I lost my virginity to a t-girl. It begins sometime before the actual event in the last days of my marriage to my ex. Me, I am a 36 year old regular white collar Joe. I was married for nearly 12 years after a 3 year court ..continue reading

Submission by The Crossdressers

Thanks to the internet, I've had access to more porn than one person could ever need in a lifetime. It's good and bad because after awhile you become desensitized. Seeing typical porn already became dull, and I'm only 23! I started searching for new ..continue reading

Cum and pussies

Daisy was 20 yrs old and got a summer job as a secretary for a architectural firm her boss Matt was a great guy he was great to work for on top of all that it didn't seem to bother him that Daisy was a male to female transexual. Daisy was 5'7' tall ..continue reading

Gays and Shemales

I lay snuggled next to Walt. I was deliciously sore from his thick eleven inch cock thoroughly plowing my ass. I was feeling wonderful, then this question. While we talked a lot, we still knew relatively little about each other. I knew he'd been mar ..continue reading

Wild tranny porn part 2

"Finish him off." "Our pleasure," Jen said happily. Jen sat down on the couch beside me and patted her lap. "Come sit in mama's lap," she said, stroking her thick cock. I slid across the couch and sat down right in her lap, feeling her dick poking ..continue reading

Wild tranny porn

The lights dimmed and the audience roared all around me. I threw my arms into the air and screamed, just as loud as everyone else in the venue. Beside me, my girlfriend Tara was also cheering as loud as she possibly could. As fog poured out onto the ..continue reading

Shemale step sister

Someone was watching me. It was my 18 year old step-brother Ethan. He was standing right outside my door, peeking in though the almost imperceptible gap where the door handle was too small for the hole it was in. It was a defect born of my dad's dete ..continue reading

Shemale tales, please, fuck my ass !

Once I hit my late teens I knew I had to try cock at some point. When I was drunk I craved it, especially hung over. I wanted to be dominated and didn't put it together that I was a bottom. There were a few instances where I would watch gay porn and ..continue reading

Shemale At The Drive-In

Before I start this I better explain a few things first. I'm not gay, bi-curious, or attracted to men. However, I'm not a gay basher or against gays in any way. I've known some gay boys, and while they've never been close friends I talk with them ..continue reading

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Thanksgiving Vacation

It was a Wednesday. I was loading the van, dressing warm, packing warm clothes, and I knew my nieces and nephews would want to play outside but the only thing I had on my mind was playing football in the snow. It's kind of a get together traditi ..continue reading

My fingernail fetish

We never officially met until the summer after my junior year of college, but for me, we went back almost ten years. I distinctly remembering seeing her at my seventh grade bake sales, which were every Tuesday in the library. I was a kid, awkward ..continue reading

The wedding night 2.

Tyler had bided his time, and here it was, their first wedding anniversary. He had reserved the same room, the honeymoon suite where Melissa and him had consummated the mariage, along with hot sex from her maid of honor Lisa and her bridesmaid Carma. ..continue reading

Short sex story, cuckold

I got thrown a jaw dropping "fantasy" from my wife about two weeks ago, and she seems really into wanting me to do this. My wife and I are married 7 years. Shes 39 Im 43. She’s 5’7”, 165 lbs, long brown hair, and has big natural breasts. Attra ..continue reading

Pussy playland

When I was 18 I had an older boyfriend. His name was Alex. One day I was in his bedroom, going through his things on top of his dresser. Just nosing around, wearing my cuffed jeans and my concert t-shirt. He’d bought it for me last week after I ..continue reading

Sexjob offer

“I have clients, males and females. who would pay very well to have you.” “Very tempting, very,” I told her aroused at the thought. A week later Ada phoned me to follow up. “We need to take some photographs of you if you want to take up ..continue reading