Sort by
Relevancy

Free Stories

80%
T & T
My "Sister" and I have always been close growing up, we've shared "almost" every detail with each other, or so I thought. I say "Sister and Almost" very loosely, but neither have hardly any truth to them. My name is Anthony, most call me Tony, my sister's name is Terran... Read full Story
shemale lover 2012-08-28 5,635 anal threesome Blowjob rimjob
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 6,709 Big Tits Cumshot sucking threesome blondie
100%
Transsexual Sisters Chapter 6
Part 6: A Party to Remember MICHELLE AND NICOLE MAKE A CAREER CHOICE After their tormentors were jailed, Michelle and Nicole felt relieved and happy for the first time in weeks. Whether from curiosity, respect or sympathy for their ordeal they became very popular around the USC campus. They we... Read full Story
shemale lover 2012-09-08 4,518 Cumshot sucking threesome Shemale and Girl deep throat
100%
First Night Nerves
My name is Timothy. I live in a large city in the English Midlands with my girlfriend Debbie. We are both 22 years old and have lived very happily together for over 3 years. We both work in a call centre for a large financial organisation. I am not tall – 5' 4" on a good day – and h... Read full Story
shemale lover 2012-09-22 4,466 anal orgasm fingering
100%
Fucked as Bambi by an old chat friend
This is a very true story... My name is Bambi i am a TV/CD from sunny San diego.. I have been divorced now about a year.. The reasons for divorce were due to just to much separation in our marriage. I had taken a work assignment that took me to New Mexico and it was just the straw that broke the... Read full Story
shemale lover 2012-11-05 6,818 first time anal sex doggy style kissing
90%
First Outdoor Fuck
Sat in my office with nothing to do was making me tired there was no customers to serve which was slowly driving me mad, what was worse was the hot weather outside which always makes me horny, knowing I had all my girly clothes in the boot of my car was making my cock twitch in my cheap nylon work t... Read full Story
shemale lover 2012-12-19 6,745 Crossdresser Outdoor ass fucking pantyhose heels
100%
Hi, My Name Is Hollie Chapter 2
Hi, everybody! It's me again. Hollie. You remember, the 19-year-old herm-girl with a buxom older sister? It's been a while since I last wrote, but wow. Things are moving right along. And in some fun, unexpected directions! Emillie and I have been spending more quality time together, playing around a... Read full Story
shemale lover 2012-12-19 4,654 Cumshot Masturbation shemale and shemale jerking ass fingering
66%
Franks Friend
Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a ... Read full Story
shemale lover 2013-06-05 5,187 Cumshot suck threesome ass licking Guy Fucks Shemale fishnet
55%
MY New Experience with Shemale in Pune
I was browsing on Planet Romeo one day and i came across this profile of Nisha shemale in pune. I sent her offline message and second day i got reply that she is available and she charges around 2.5K. then we exchanged contact numbers and i spoke to her and negotiated with her for 2k and she agreed.... Read full Story
Stud4Shemale 2014-09-17 22,304 Cumshot suck Blowjob shemale oral sex 69
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 8,110 Crossdresser hardcore ass fucking cd
80%
JUERA MARICON
My name is Keven Jeanne and, Yes, I am a Sissy! When I was 13 I put on my mom's panties and some of her lipstick when she was at work. I had longish blonde hair and I ruffled it up - kind of teased it up - and when I looked in her dresser mirror, I almost ejaculated. Because what I saw looking ... Read full Story
Kevyn-JeanneHarris 2015-12-25 6,762 blonde shemale submissive cocksucking
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 9,663 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
98%
When Fantasy Comes True 2
After my first threesome encounter with Jenni and her friend, getting a golden shower from three trans women was a bonus. Being drunk and now four of us snuggled in bed, i thought the night had ended but i did hope for more. I was not disappointed as Jenni's friend (Sasha) who had been sleeping d... Read full Story
Sara Banks 2018-10-22 12,273 Group Sex Cumshot Bareback Shemale Fucks Guy threesome Blowjob Big Cock gangbang domination Ass to Mouth cum in mouth golden showers golden shower
80%
Randy Candy
I’m not usually into walking the streets but I found this day was too damn hot to work indoors. There is nothing worse than feeling stuffy whilst a guy is up his balls in my ass. The enjoyment quickly disappears for both of us when that happens. So when I had a call from a guy called Rod who wanted ... Read full Story
iluvgurls 2018-11-12 3,436 Cumshot Blowjob Guy Fucks Shemale cum in mouth
83%
Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
gman57 2019-09-25 11,051 Big Tits Big Cock shemale + shemale
100%
The Next Level
Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... Read full Story
Gwapo67 2022-02-01 6,557 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
91%
Banana Fetish
I was 27 and single and enjoying being free sort of the ‘sworn to fun loyal to non’ stage in young adulthood. I lived alone in a 1-bedroom apartment and loved working on my motorcycle which I kept in my living room. Most Friday nights for me were jamming out to music, enjoying a few beers and tinker... Read full Story
AllenB 2023-02-16 10,429 Latina Fetish Big Cock Guy Fucks Shemale Interracial rimming Homemade Ass to Mouth Banana ass eating
66%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 6,564 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
My new Life with Pat. Part 2
While Jean was discussing with the lady from the next table i feel the didlo starting to vibrate and then something like a small ball move up and down into the didlo, it was a prostate massage. I saw Jean playing with a remote control, He increased and deacresed the frequency of vibration and the ... Read full Story
jperrot 2022-08-09 5,484 Amateur Bareback Shemale Fucks Guy threesome Shemale and Girl domination Guy Fucks Shemale slave Ass to Mouth double anal webcams punishment
100%
My Favorite Top Tranny
Kevin:I know you're secret, you have a huge cock under your panties and like to a man that turns into your bitch boy when you fuck. guess what I love a tranny that wants to top. I'm proud so I don't have to keep it a secret. Rosie:*I blush deeply, my cheeks turning bright red, as I try to maintai... Read full Story
KevinRichardJudd 2024-06-27 4,003 Shemale Fucks Guy Big Cock
85%
My latest shemale incident - What a great fuck!
I checked in to my hotel and checked into the excellent vicesisters.com website and searched for shemales in town. I happened across a lovely shemale Andrea and called her on the phone and made a date. She sent me a text saying that she was in a taxi and would be at the hotel in just a few minutes -... Read full Story
shemale lover 2015-03-11 6,231 anal tranny Blowjob
91%
Lakeside Awakening
If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We... Read full Story
shemale lover 2011-06-27 7,789 ass Blowjob shemale
85%
My first time with a shemale escort
This story that was posted at the forum today by our new member got me hard as hell. He writes about his first experience with a tgirl and i can't be more positive that most of us would like to experience this too. Enjoy reading... I recently had my first experience with a shemale. Here's how it ... Read full Story
shemale lover 2011-06-30 180,897 anal cum dildo
80%
I Just Wanted To Chat With Shemales!
So, the guys and I packed and finally headed to Amsterdam. Of course, we got drunk and wasted as soon as the plane has touched the ground and the four of us rented an apartment, bought loads of six-packs and decided to paint the town red. Especially the Red District. The nights turned into wild p... Read full Story
shemale lover 2015-12-15 5,732 tranny Big Tits deepthroating
85%
A Girl Called Eddie
Carrie had always treated me like her little sister, even though we were only third cousins. Though she was only two years older than I was and not of exceptional physical stature, I had allowed her to dominate me for as long as I could remember. Not that she was exceptionally cruel or abusive in an... Read full Story
shemale lover 2011-08-14 5,887 anal sex asshole Lingerie
85%
Buffy the Shemale Vampire Slayer Part 10
Buffy Summers was certainly no virgin. She'd lost her virginity to Angel, a vampire, thereby releasing him from the Gypsy curse that, as punishment for his having brutally killed the favorite daughter of their tribe, had restored his soul, that his conscience might torment him as he recalled the tho... Read full Story
shemale lover 2011-08-21 6,832 cum tgirl stiff cock
85%
Hot Part 2
Last weekend, I had just taken a shower and was getting ready to go out for the evening. It was a bit early, so I decided to lie down and get some rest. Thoughts of what I saw on the internet a few hours earlier went through my mind and, in hindsight, never realized how much a simple mouse click wou... Read full Story
shemale lover 2011-09-09 4,283 Blowjob Big Cock fingering
100%
First Real Cock I Got
I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes. I had picked up a mini dress, fishnet and a small top that was letting my belly free. I g... Read full Story
shemale lover 2011-09-20 3,411 anal first time shemales
100%
Pay the Genie Part 2
Scott leaned back on his couch and enjoyed the magical efforts of his new best friend, Ura the ebon genie goddess. His jaw ached slightly from paying for the oral loving he was then receiving, but as always it was worth it. It had been a few days since he found the magical pocketwatch that contained... Read full Story
shemale lover 2011-10-12 3,979 asshole shemale oral sex
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%
She took her licks getting there,now she loves to do the licking
I miss my cock. Sometimes. I had one once - one of my very own, connected right to me - but now it's gone. Never thought I would miss it. I'm sure you've guessed by now that I am a full transexual. I had the boob job and started hormone treatment years ago and felt much better as a shemale than a... Read full Story
shemale lover 2011-11-15 2,480 transsexual orgasm boob job
100%
Mistress Jasmine made me a slave forever
I should have been honest. I mean I should have known that lies have short legs and now they had caught up with me. The worst was I had not only lost my place in my bed but had also lost my place with my wife. Somebody else occupied these places now. Let me tell you how everything went. More ... Read full Story
shemale lover 2011-11-26 11,907 Big Cock orgasm domination
100%
Young Hercules: Versatile Stud by The Fan
Prometheus Academy. It sat atop a hill, dominating the vast region of Thessaly, Greece. It was the most prestigious school in the area. The most famous men and women of the world came there to get their education. The sons and daughters of kings and queens, ... Read full Story
shemale lover 2011-12-01 3,669 anal Creampie jacking off
57%
My Neighbor Took My Cherry
I had a neighbor who was a beautiful lady at my apartment I lived at in town. Her name was Sally Williams. She was 25 and she was 5'9" weighed 128 lbs had 30 c cup breasts i would guess she had dark brunette hair down to her back and amber eyes. She called me over and asked,... Read full Story
shemale lover 2012-01-15 28,744 anal shemale cum
100%
Special Shemale Fun
Everyone in the hallway jumped slightly, turned and quickly looked at the tall girl near the sound of the slamming locker. Satisfied that there was no crisis at hand, the kids at the school mostly went about their business. Of course, there were the few admirers that glanced at the girl at the locke... Read full Story
shemale lover 2012-02-06 5,657 sucking shemale massage
100%
A Dickgirl Part 2
Ginny was mortified. For the first time in her life she hated her body. Why the fuck did she have so little self-control? Why couldn't she hold her body back? Why couldn't she be like normal girls? She cried all the way home, her tears drenching her shirt. She stopped by the time she got home, bu... Read full Story
shemale lover 2012-02-27 7,209 Cumshot sucking Big Cock Shemale and Girl
71%
Shemale fun
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... Read full Story
shemale lover 2012-03-16 3,153 cum oral sex 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 3,189 anal sex Group Sex blonde oral sex
100%
Jack & Jill - his first time with a transexual
Jack and Jill meet It was when I went to the patio to enjoy a cigar after dinner that we met. On the road for business, I found a decent bar and grill near my hotel where I was welcome to enjoy a fine smoke. I had dinner and then moved outside for a relaxing smoke in the cool weather. I lighte... Read full Story
shemale lover 2012-04-09 5,749 anal sex oral sex cum swallowing deep throating
100%
First sexual experience with shemale
For a long time me and my girlfriend had fantasized about a threesome with a shemale. We even brought in her didlo for fun one time and i found myself very excited by it. After that, thats all i thought and fantasized about. Soon it was to a point that I wanted to experience a sheamale alone. My ... Read full Story
shemale lover 2012-04-09 4,482 first time big dick oral sex cum swallowing 69 position
100%
Burning Desire
Maia quickly hung up on Veronica and ran around, not knowing quite what to do. She ran to the oven and opened it, allowing a huge volume of smoke to escape. Her turkey was smoldering, obviously overdone. Coughing and blinded by the smoke, she ran to open the window. The alarm still sounded loudly. M... Read full Story
shemale lover 2012-05-07 2,932 Big Cock fingering oral sex small breasts cum swallowing
60%
Amy's Surprise 2: Enter Karissa
What did you think? Amy asked. Well, let's see, I started to answer, You gave me the best blowjob I've ever gotten, sucking your dick was about the best thing ever, and sharing your cum with you was incredible.all in all, I'd say it went well. Amy smiled and walked over to sit with me on the couc... Read full Story
shemale lover 2012-05-08 4,947 anal sex shemale Sex Toys
100%
A Revenge Fuck Part 2
Frankie had been a great sport about the entire affair. She had taken me in, she'd showed me how to become and be the beautiful woman, Josie- she had completely made me who I was, even against her will. And then she was also there to shoulder support in my emotional crisis when things did not work o... Read full Story
shemale lover 2012-06-03 5,259 anal sex Creampie shemale oral sex
100%
Birthyday Party Chapter 2
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... Read full Story
shemale lover 2012-06-24 2,591 anal sex Cumshot shemale fingering oral sex
89%
Father-In-Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
shemale lover 2012-07-04 7,862 shemale oral facial facefucking
100%
Boys will be Girls
Jack sat at the bar, his eyes moving about the dimly lit room as he sized up the possibilities. He was relatively new to town and had yet to draw a circle of friends around him. He was the sort of fellow that typically drew others toward him. He was handsome, athletic and wealthy, but it was his fri... Read full Story
shemale lover 2012-08-16 5,288 anal sex Cumshot oral sex cum swallowing
100%
Dinner with Honey
Meeting people online can be quite a feat sometimes. One never knows if the person is really who they claim to be through their words. So, when the time came to meet in person, she hadn't set any great expectations. "It'll be in a public setting. It's a group meeting, so if it doesn't work o... Read full Story
shemale lover 2012-09-21 3,780 anal sucking transformation orgasm stroking spanking
84%
Alex to Alice Chapter 1
Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... Read full Story
shemale lover 2012-09-25 5,053 Cumshot domination oral sex
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 9,195 anal Cumshot shemale oral
100%
Donna is Donna but John is Joan
I’m an average size guy. Five ten, almost thin, and at thirty years of age, very little facial hair. My beautiful wife was four inches shorter than me, thinner and as she had pointed out many times before, my arms were as skinny as hers. She always talked about me dressing up girly with her be... Read full Story
shemale lover 2012-10-28 3,782 anal Creampie facial oral sex
100%
Anna, Ted & She Male (Carley)
Returning from Anna's class reunion, both Ted and Anna were pleased with their adventures. Anna was able to again experience something really hard and full between her legs and Ted was able to again perform as he did a couple of years ago after being turned on seeing his loving wife with two other m... Read full Story
shemale lover 2012-12-13 4,557 anal Cumshot shemale Big Cock oral
90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 8,434 anal Crossdresser Blowjob domination ass fingering
100%
The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
shemale lover 2013-01-10 17,881 Crossdresser sucking Big Cock ass licking big boobs
100%
Steve to Stephanie Chapter 1
This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve... Read full Story
shemale lover 2013-01-29 4,234 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
Unconditional Love Chapter 8
After a two' hour nap, Alison and I awoke and the first thing we did was make our way to the bathroom to freshen up. I started up the hot water and climbed into the shower and' once she finished relieving her bladder Allie climbed in with me under the hot water and we embraced each other. We kiss... Read full Story
shemale lover 2013-02-04 6,762 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
80%
Perfect First Date
i would make dinner for us at my house and we would relax get to know each other better and wed eventually end up sucking each other till ever ounce of fluid in ur bodies was drained, intertwined your cock deep in my throut,as i slowly work my tongue around your cock, you begin to breath harder and ... Read full Story
Tsunami777 2013-04-09 4,329 anal sex Cumshot Creampie Shemale Fucks Guy facial