Sort by
Relevancy

Free Stories

75%
Bike time and BekkaCD
Well it was a warm July evening last year during Muskegon Bike time. I was feeling all warm and fuzzy from the few drinks that i had earlier in the day. I had chose to post a ad on craigslist seeking a couple harley riders that would be into having some fun with a gurl such as myself.Well to my surp... Read full Story
shemale lover 2015-08-29 5,453 anal shemales Group Sex
82%
My shemale weekend
I arrived at Chandra's apartment about 2pm. She greeted me at the door wearing a pair of short gym shorts and a tube top. She kissed me and let me in. My cock grew hard immediately and all I did was walked into the apartment. Chandra led me into the livingroom whenre her roommate Jizelle was sitting... Read full Story
shemale lover 2015-09-05 9,632 shemales Group Sex interracial sex
100%
Buffy the Shemale Vampire Slayer Part 9
Buffy had emerged, at last, from the cavernous planet-pussy awash in semen, only to find herself in a landscape filled with phallic plants. The strange stalks could elongate instantly, swelling and stiffening to whatever dimensions were needed to reach and penetrate their prey-and, Buffy realized, &... Read full Story
shemale lover 2011-08-21 3,391 shemale Big Cock deep penetration
71%
A Night of Makeup, Cock and Cum - froam Annamalice
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further, I... Read full Story
shemale lover 2011-11-21 5,289 shemales Group Sex Fetish
100%
Marilyn's Family Reunion
The warm humid September air blew through the windows of the speeding silver Nissan Pathfinder as it cruised along the Belt Parkway. With the Marshall Mathers LP blaring out the stereo, Sharilynn whipped her SUV along as the wind whipped her ponytail and her plain white t-shirt. As little Mai lay sl... Read full Story
shemale lover 2012-01-02 4,588 sucking Shemale and Girl cum swallowing
0%
Janine
Janine was born Johnathan Lee Morgan. He became Janine seven years ago. See, I've known Janine (or John) since high school. He and I were great friends. He was the first person I ever told I was bisexual. And he was very receptive to it. Since high school, I have dated both men AND women bu... Read full Story
shemale lover 2012-01-18 3,442 Big Tits Big Cock Shemale and Girl
60%
A Trans-Lesbian Montreal Love Affair!
St. Catherine’s Street in downtown Montreal is one of the world’s most vibrant streets and entertainment corridors. Known for its energetic, exciting and often crowded venues, it is lined with quality restaurants, theatres and many popular nightclub establishments. St. Catherine’s ... Read full Story
shemale lover 2012-02-12 5,168 Big Cock oral orgasm lesbian
100%
The Triple X cocktail - Wife Shares Shemale With H
"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an ... Read full Story
shemale lover 2012-02-21 3,873 Group Sex Creampie face fucking tit licking
85%
A Glory Hole for Tranny G
I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each ... Read full Story
shemale lover 2012-03-07 3,559 Group Sex licking sucking cum gagging
95%
Three for Fun
I was on my way home from the bar one night when I noticed a group of ladies standing on the corner talking. As I approached one yelled, “hey sexy looking for the time of your life?” I stop for a minute and stare at the three beauties in front of me. “Well the time of my life does ... Read full Story
shemale lover 2012-03-26 7,245 Big Cock oral sex cum swallowing fisting
100%
The Boy is A Girl Now
When I turned 16, I decided to go to a gay bar to see what the deal was. I had not been with anyone ever but I was curious and very much feminine. I stole my older brothers ID and caught the Bus to go to the Ballgame, so I told my mom. Then I wound up at the gay bar just as they opened that night at... Read full Story
shemale lover 2012-05-09 3,836 anal Group Sex sucking rimjob
100%
A Visit To The Booths
I walk nervously into the booths area. My heels clacking on the floor, as I enter the darkness. I pull my dress down, as its already riding up my ass. There are a few men waiting in the first hallway, checking me out as I walk past. I smile and head into the bigger area around the corner. There are ... Read full Story
shemale lover 2012-07-20 3,865 anal sex Group Sex crossdressing facefucking slut
100%
Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
shemale lover 2012-10-21 8,860 anal Cumshot shemale oral
100%
Jenny, Melissa and Me
I’m watching you on the screen, Jenny, as you pull down your pretty nylon panties with the floral prints and spread your legs. Your brunette hair hangs down around your lovely eighteen year old face, smiling as your labia open wide and you begin to rub your clitoris, all the while smiling, and... Read full Story
shemale lover 2012-10-28 2,638 anal Group Sex Fetish oral
94%
Fooled by the Wrapping
It has been about 8 months now since my husband left me. No big blowup, or much arguing. He admitted he had been having an affair his third. I admitted that I had spent an evening with a young man. He had a long talk, and agreed to move out, we could live our separate lives. I kept the house, he agr... Read full Story
shemale lover 2013-03-28 8,758 hardcore sucking Big Cock Shemale and Girl Interracial
92%
My Dream pt 3
Our first invitation arrived at the end of September. Sydney spotted it first and tossed it into the trash with out looking at it. She didn't tell me what it was and I didn't bother asking. The next invitation arrived two weeks later. This one Sydney opened and after reading it she passed ... Read full Story
Sydney Sun Min 2018-01-04 16,709 Group Sex Shemale Fucks Guy Shemale and Girl Sex Toys
50%
Domination of Bjarne
Dear Diary. At the behalf of my lover Bjarne alias Cigar54, I will ease the curtain of my bodouir and invite the curious reader inside to a little piquant seance that we had together during his recent visit over here. Bjarnes visites always begins with kissing deeply, while my hands find the way to... Read full Story
Louice 2018-03-02 3,548 Amateur Shemale Fucks Guy domination Ass to Mouth
86%
Alex’s Bottom Slut
So when I was younger, I worked at a pizza place as a delivery guy. It was a pretty boring job for the most part but that all changed one night. I got a delivery to just outside of our range but decided to take it anyways because we were slow. When I got there a very tall and muscular black woman in... Read full Story
Jsmithsub 2019-11-18 57,158 Group Sex Cumshot Shemale Fucks Guy Blowjob Big Cock Ebony gangbang domination Interracial Ass to Mouth cum in mouth
100%
Vanessa and the workmen gangbang
The three workmen were slaving away in the back garden, in the hot sun. Vanessa watched them from the upstairs bedroom window, getting more excited by the second. Under her robe she was wearing a beautiful red basque with a red g-string, black stockings and five inch heels. This was topped off with ... Read full Story
Vanessa Luv 2020-05-12 5,776 Crossdresser Group Sex gangbang Lingerie cum in mouth double anal
100%
A Disturbing Desire of Mine
A Disturbing Desire of Mine. The adrenaline rushing, as I go in to change. Picking out a real slutty number, I wanted to display. The thrill of deciding what I should wear, has me on edge, I have to contain my arousal because I've started to leak. Two tight rings should stop the flow. Th... Read full Story
Cirkle7 2021-04-23 2,139 Crossdresser Bareback Fetish Blowjob Big Cock
50%
The first requirement of a deal with Dominatrix Persephone.e
There was a number of requirements before I even consider'd fucking that sissy ass, firstly, I expected dedication to be shown and to prove that the sissy could obey my orders, after a trial period, then I consider to force my big dick down the throat of the that sissy, and then fuck brutally and ex... Read full Story
Dominatrix Persephone 2024-06-21 2,909 anal solo Cumshot Masturbation Shemale Fucks Guy Big Cock Shemale and Girl domination Mature sissy shemale fucks shemale teen (18+)
100%
Erin and the Shemale
Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras we... Read full Story
shemale lover 2011-08-24 4,880 shemale Big Cock oral
100%
Shemale Maid
Colleen rushed through the mansion's open gate and headed towards the main door. She opened her mini leather bag and searched frantically for her keys, although she knew she was hopelessly late. Was it her third or fourth unsuccessful attempt in a row to get there on time? Or had there been more? Oh... Read full Story
shemale lover 2011-09-13 5,324 licking sucking Big Cock swallowing
100%
Emily and Steve Part 9
Over the next few weeks things really started to settle in at work. Emily was being more than accepted, she was being lauded. Emily, feeling much more comfortable as a woman, started being a much better worker. The quality of work that Emily was producing was far superior to Mike's work. She was fea... Read full Story
shemale lover 2012-04-07 2,955 anal sex Group Sex blonde oral sex
92%
T-Girl Meets T-Girl
It was a silent car ride home. He looked at her, she looked out the window. She looked at him, his eyes were on the road. Neither of them broke the silence. It stayed that way until he parked in her mom's driveway. The soft-spoken young man told his girlfriend, "Goodnight Ashley. I'll call y... Read full Story
shemale lover 2012-08-29 6,332 anal sex Cumshot shemale and shemale domination blondie
89%
Shemale looking for black
I was at the bar for the night. relaxing, putting down a couple drinks. I had started talking to another guy at the bar. we had a lot in common. after a good couple of laughs, a woman came up and joined in. we were suprised, she was really hot! we sat around for a cpl minutes, talking and laughing. ... Read full Story
shemale lover 2013-05-23 5,936 Cumshot Big Cock jerking facial big boobs
71%
TGirl Initiation by 3 BIG BLACK 12
In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... Read full Story
TgirlJill4BBC 2013-06-04 9,264 Stockings Cumshot suck Big Cock Lingerie Interracial Latex
96%
A Trip to the Beach
I had known Stacy for about three years, but I had never known about her little secret. That day when it was revealed changed everything for me, and for Stacy too. We were the greatest of friends, spending almost all our time together. We had come as close to each other as lovers but as two women, n... Read full Story
shemale lover 2013-07-21 10,630 hardcore Cumshot Shemale and Girl oral sex kissing
89%
Shocking shemale surprise
I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came ... Read full Story
shemale lover 2013-08-09 13,472 suck shemale Big Cock oral swallowing stroking
87%
Why you should never cam
* Sorry for the poor writing but since it is the summer and I am taking sometime off to reflect before starting school next year I thought I would write up about what had happened to me the summer before. It is currently a work in progress and if spot any spelling mistakes or errors feel free to cor... Read full Story
jennychen 2014-09-02 5,401 cock shemale Big Cock Asian
57%
That girl with long cock
She opens the door and says hello and as I walked in this dim lit room with smells of candles and perfume in the air. It put my body at ease. She closes the door and immeditaley she says your mine now. She stood tall 6ft1 long dark tan legs wrapped in sexy pink fishnet stockings that ran from th... Read full Story
blkmale83 2014-10-06 7,611 tranny Stockings suck Blowjob Big Cock oral
100%
Getting Fucked By Jeff
Getting Fucked By Jeff I was sitting at the bar one night having a drink and wanting some dick when a man sat next to me and said “Hi, I am Jeff.” Smiling at him, I said” Hi, I am Penny.” Jeff and I chatted and he bought me another drink. After a while, Jeff said” In all honesty, I only boug... Read full Story
pennypenny 2019-02-25 6,559 Crossdresser Amateur Cumshot Bareback Creampie Fetish Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth cum in mouth
90%
A Schoolgirl Fantasy
As I sat on the couch watching some boring show, 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 transexual schoolgirl who would do what I needed. All of a sudden, I heard a s... Read full Story
OldHungDude67 2019-03-04 5,734 Amateur Cumshot Blowjob Uniform Guy Fucks Shemale Homemade Ass to Mouth
80%
fuck by my best friend's family
= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... Read full Story
Onikky 2019-06-25 9,659 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
50%
Giving Up My Freedom For A Fantasy
I arrived at his house early to get ready. I had specific instructions on what I was going to be wearing for the session and I had been locked up in chastity for nearly a month. He had left the door open for me, I entered and walked up the stairs and entered the bathroom. I was to take a shower and ... Read full Story
Sissysophie780 2019-07-08 5,047 anal sex Fetish Blowjob Ass to Mouth cum in mouth chastity blackmailed fingering.
85%
Loving Strangers
In the past I had never failed to disclose my sexuality to a new male prospect. I looked good in my tight dress that showcased my woman's ass, and the spike heels that made me look so fuckable. I knew from past experience that guys could get really pissed and violent when they found out you weren't... Read full Story
Regina10 2020-06-23 4,818 Cumshot Bareback Fetish Blowjob Big Cock Guy Fucks Shemale Ass to Mouth