Sort by
Relevancy

Free Stories

100%
I Fooled Everyone But the Black Pimp Part 4
Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... Read full Story
cdtampa4u 2023-05-17 5,436 Crossdresser Blowjob Interracial sissy bbc
100%
Ravaged by Daddy
For anyone who loves wearing high heels and dressing up to get ravaged by your hungry Daddy. I imagine you laying on your side as I run my strong hands up and down your smooth, soft legs and across your feet. I slowly slide them upwards until I'm caressing and squeezing your thighs. You watch me ... Read full Story
TheWinkster 2023-08-29 5,767 anal Cumshot Bareback Creampie Guy Fucks Shemale
94%
Trans Bookstore Adventure
I was walking near the corner of Polk and Post Streets past an adult bookstore when I noticed an attractive transgender standing on the corner. I walked up and struck up a conversation. I told her she was attractive. She asked me if I wanted a date. I asked her if she was functional. Then I asked he... Read full Story
shemale lover 2011-08-11 4,804 asshole Blowjob dickgirl
100%
Exotic Erotic Janaina
As the music played in the background, Janaína, the lovely Brazilian babe and her partner slow danced together. Their bodies moved almost as one and from across the room a tall handsome older man looked on. Behind his glass of wine he admired them, the way they moved together, the way his coc... Read full Story
shemale lover 2011-08-13 3,683 anal first time fingering
100%
Hot Part 3
It's hard to explain, but sucking his dick that night ignited something within me. There was clearly a sense of control over him, but the feel of his warm meaty flesh sliding across my lips and filling my mouth was intoxicating. It's as if I'm addicted to it now. The truth is that I have never wa... Read full Story
shemale lover 2011-09-09 3,455 Cumshot asshole oral sex
42%
Bambii's New World Part 2
There I was filled with cum. I had just been fucked and used like the total whore I was turned into. And even though I thought it was wrong in my mind, other parts of me were saying it was right. My cock wanted to explode, but my sheath wouldn't allow it. My pimp, James, said I'd be able to relea... Read full Story
shemale lover 2011-10-07 4,997 anal sex asshole Creampie
75%
Something For Everyone Part 2
Josh was the first of the three to wake up. He left the two women in bed and took a long hot shower. The water felt good as it cascaded over his body, and he soon found himself wondering what was going to happen next. The sex had been fantastic, but it wasn't what he had been expecting. He finally d... Read full Story
shemale lover 2011-10-20 3,141 fingering oral sex stroking handjob
50%
The Chronicles of Drodge Mallea
Drodge awoke feeling fuzzy headed and stiff. Actually, "awoke" wasn't quite right -- "came to was more like it. She sat up in the lavishly furnished boudoir, stretching her athletic 6-foot frame as she did. Running a hand though her short, thick copper locks, she slipped out of the... Read full Story
shemale lover 2011-10-24 3,455 Cumshot shemale Big Cock
100%
My New Outfit
My sister knows that I have been dressing in girls clothes for four years now ever since she caught me in her black string bikinis and white patterned tights when I was 14. Needless to say, I freaked out but she was completely cool with it. Ever since, we go shopping for new clothes together wheneve... Read full Story
shemale lover 2011-10-26 3,519 anal Creampie crossdressing
94%
She was a he
I was recently divorced, 39 years of age and living in an apartment in Sydney's inner eastern suburbs not far from the famous red light district of Kings Cross. After two failed marriages, I was footloose and fiance free and as lusty as a rampant bull on speed. I chased after anything wearin... Read full Story
shemale lover 2012-01-24 7,334 Cumshot Guy Fucks Shemale Frottage
100%
My Master
I could hear your footsteps from down the hall, growing louder with each passing moment. The sound was all that I could hear from my dark prison, inside your room alone with just my thoughts. Suddenly the footsteps stop and silence fills the air. Left in a moment of silence I start to fidgit ... Read full Story
shemale lover 2012-01-24 5,285 sucking pissing domination bondage
100%
The Shop
I lunged backwards to get more of him in me. I heard him grunt as half of him slipped passed my tight sphincter muscle. The pain was in the back of my mind, somewhere but this unbelievable feeling of lust had taken over me. I looked over my shoulder (what a sight that must of been, a 18 year old ... Read full Story
shemale lover 2012-04-12 4,109 anal sex Fetish crossdressing facefucking rimjob
100%
A Not-So-Small Piece of Heaven
I'd never really been one for going out to bars to pick up women, but tonight was a bit different. It was my buddy's birthday, and he decided to invite me and a couple of other friends out to go bar hopping with him. Living in Miami, there was always something going on after the sun went down, so th... Read full Story
shemale lover 2012-04-28 4,172 Blowjob shemale handjob
90%
My Pet
I went into the pet store very excited. I was really going to do this! I walked up to the girl behind the counter. She was pretty and looked very young to be working in a place like this. Hi. I'm interested in the pets in the back. Oh? What kind of pet were you looking for? The kind that... Read full Story
shemale lover 2012-05-02 5,653 big dick Cumshot Blowjob fingering jerking off
100%
Catherine's Girl
Catherine Roman's chauffeur pulled in front of my house in a black Escalade to transport me to Mrs. Roman's country estate for a weekend visit. Because of a surprise snowstorm, I had canceled my Friday appointments. Nevertheless, I wore my business suit and traveled lightly at Mrs. Roman's behest. C... Read full Story
shemale lover 2012-06-04 3,870 licking sucking orgasm
71%
A Schoolgirl's First Time
I’d been emailing and phoning Dan for several weeks when he first suggested that we meet up. It was very exciting and I couldn’t wait. My every waking hour was spent thinking about it. The only odd thing was the request he’d made. “Can I ask you a bit of a kinky favour?&rd... Read full Story
shemale lover 2012-06-10 4,676 Cumshot Fetish Uniform oral sex crossdressing
100%
Dirty Angel
"Are you really gonna go through with this?" I asked skeptically. "Yes, I am," said Scott, in his end-of-discussion voice. "And what if you're recognized by someone you know?" I said. "Then I'll simply tell them that I'm doing this to get into the fraterni... Read full Story
shemale lover 2012-09-23 3,532 Cumshot jerking off facefucking
92%
Wife Meets a Trannie
This story started when a long lost college buddy of mine contacted me because he recently moved to the same city I live in. Last time I saw him was 14 years ago in college. He has married and now lives about 30 minutes from me. We arranged for a sync-up and invited him and his wife to our home. My ... Read full Story
shemale lover 2012-10-15 4,775 Cumshot shemale orgasm oral sex
92%
The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
crossdresser55 2019-09-18 12,630 Stockings Crossdresser Shemale Fucks Guy Fetish Sex Toys
100%
The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
shemale lover 2011-09-20 5,895 shemales Stockings Cumshot
100%
Cuba
A trendy upscale bar in La Jolla on a warm Friday night was not what I had planned. It's not usually my crowd, but a friend asked me to join him and I didn't really have any plans for the evening. What the hell I figured, I might even meet someone interesting. It's a warm summer evening with a li... Read full Story
shemale lover 2011-10-24 3,724 Stockings Cumshot oral
100%
Amy The Tranny Part 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 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 per... Read full Story
shemale lover 2011-12-14 5,179 shemales hardcore anal sex Big Cock
100%
The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
shemale lover 2012-03-26 3,599 Stockings anal sex oral sex spanking
100%
A Night At the Party Part 2
Sharon and I went back into the main hall of the New Years Ball and mingled with the crowd. We drank more champagne and nibbled on food from the buffet. I could smell the cum that the guy I blew had left on my chest mixed in with the glitter I had on me and every now and then someone would look at m... Read full Story
shemale lover 2012-04-17 2,817 Creampie oral sex assfucking
100%
XY story
"'Lighter 108 to Beta Centauri 2 is now boarding. 'Lighter 108 to Beta Centauri 2 is now boarding." "That's you, honey." said Mommy Brannen. Kaitan picked up hir bag and then stood on hir toes to hug hir mothers. "I'll 'wave you as soon as I get there." Momm... Read full Story
shemale lover 2012-05-11 4,058 big dick orgasm oral sex hermaphrodite fiction
88%
Dark Temptation
Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... Read full Story
shemale lover 2012-06-22 6,275 shemale Ebony oral sex
88%
Call me
Shortly after I'd finished college I had a job with an import-export business whose main office was located near the cultural center. This area of the city was home to a small arts college, a large public library, several bookstores a small upscale hotel and a couple museums. I often spent my lunc... Read full Story
shemale lover 2012-08-15 5,254 anal sex Cumshot facefucking
83%
Demoted and... Chapter 3
3) Sales call "Timmy, can you come in my office, please." Carrie squawked through my speakerphone. I should have never shown her how to use the phone system. I went around the glass and into her office. "Take a note, please." She instructed. I sat down in one of the chairs ... Read full Story
shemale lover 2012-08-17 3,263 Cumshot Blowjob assfucking
100%
Fantastic Weekend - First Touch
It finally worked! After a year of posting ads on Craigslist, and what I'd decided was my last attempt, I got results. It was short and to the point, "Panty Sub Seeks Oral Top." As is normally the case, I got a lot of one-line responses and picture requests, but buried in there were two gu... Read full Story
shemale lover 2012-08-31 3,656 Stockings Crossdresser Cumshot Blowjob Lingerie
100%
Pleasantly Surprised
It was Friday night and Robert was sitting at home alone. His roommates were both out on dates, and his girlfriend, correct that ex-girlfriend, had moved all of her things out three weeks ago. It had been one of the dullest months in his adult life; four weeks of sitting in front of the television, ... Read full Story
shemale lover 2012-08-31 6,708 Big Tits Cumshot sucking threesome blondie
100%
Transsexual Sisters Chapter 2
MICHELLE AND NICOLE TRANNY SISTERS Part 2: Living with lesbians During freshen orientation the girls kindly declined approaches from many men and some women. They needed to find their bearings and were not ready to reveal any hidden secrets yet. They first needed a place to stay and searched t... Read full Story
shemale lover 2012-09-07 4,529 Cumshot Creampie Blowjob Big Cock tits licking
83%
Working for a Living
Pulling into the job site, I noticed the house was really taking shape since I'd last been here. It would only be a month until my mountain home was completed and I started to move in to the place. Getting out of the truck, I pulled my jacket up tight against my neck as the cold wind tried to bite m... Read full Story
shemale lover 2012-10-04 3,593 first time anal sex Cumshot kissing
94%
My Night with Luisa Tavares
I flew to Curitiba just to be with Luisa Tavares. She greeted me at the door to her apartment in a bathrobe. She had just taken a shower and invited me to do the same. When I returned from the shower, I found her sitting on the bed completely naked. She is so beautiful, such gorgeous breasts and... Read full Story
hotspur 2019-09-23 12,109 Shemale Fucks Guy domination shemale fucks male big shemale cock Luisa Tavares
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 10,390 Stockings Big Tits fucking foot fetish
100%
A Dare Gone Right
'Well, Paul, if you're not man enough, just say so!' 'Come on, that's not fair, Isabel. I've never dared you to do anything this risky,' I replied. 'Oh yeah? Walking around the mall in a pink latex micro-skirt and no panties wasn't risky? My balls were swinging around for all to see!' 'Yeah... Read full Story
shemale lover 2012-02-26 3,914 dildo Sex Toys
100%
Caught Dressed
Caught Dressed by Jordan Skythe Chapter One He turned in fright as the bedroom door opened, and frantically pulled his comforter off the bed as Bradley entered. “That was locked!” Brad straightened and smiled. “Woah! Hi!” “What the hell!” Brad motioned to the door frame. “You do know there’s... Read full Story
AuthorJordanSkythe 2022-01-20 4,125 Stockings Crossdresser Bareback Blowjob Uniform Lingerie
100%
Hot Part 1
I should have realized something was going on when it first started. I was her stepfather and Angela was about 16 years old the first time she started to hug around on me. This went on for several years until she became of age. After her 18th birthday, she started wanting me to kiss her on the lips.... Read full Story
shemale lover 2011-09-08 5,562 Small Tits anal sex Creampie