Sort by
Relevancy

Free Stories

0%
After Dinner Delight
The following morning Del and Tori had a late breakfast in the hotel's upscale restaurant before Del went home. They had arranged to meet at seven for supper, deciding to get dressed up and go out somewhere nice. Del lazed around her apartment till mid afternoon, got cleaned up, dres... Read full Story
shemale lover 2012-01-29 3,971 sucking pissing Lingerie handjob
50%
Devastating and dominating
Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... Read full Story
shemale lover 2012-01-29 5,117 Masturbation sucking Creampie Latex fucking
50%
A Bit of a Kiss and Cuddle
This is a story about my first time with another man, so if that makes you uncomfortable, well, frankly, I don't care. Don't get me wrong, I wasn't under age or anything at the time, I was 20, but some people, for some reason, don't like that kind of thing. Personally, I find it hot as hell (N.B thi... Read full Story
shemale lover 2012-02-08 2,462 cum fuck oral swallowing
100%
A Brief History of Tina
1 - Monday It really has been one hell of a week and more to come maybe, though I really am not sure how this is all going to work out. An awful lot has happened since last Monday, I am just beginning to make sense of it. Or at least, some sense. On Monday I decided to 'shake myself out of it'... Read full Story
shemale lover 2012-02-08 4,687 licking sucking cum fuck swallowing
100%
Force Feminized up Asshole
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's d... Read full Story
shemale lover 2012-02-13 6,637 anal Group Sex Fetish cum feminisation
100%
A busy Friday night
I had been looking forward to this weekend for a month. My wife was going to visit some friends in NYC, and I was staying home, by myself. Yup, just me and all of my favorite things, like stockings and panties, and sexy little outfits. The torture was finally over, and the Friday she was to leave, a... Read full Story
shemale lover 2012-02-28 3,865 anal gay male Fetish
100%
My brother's biggest surprise!
Lilly did not like her new step-brother at all, Todd was the worst sort of punk, bad attitude, cocky, arrogant and he thought he was God's gift to women. His father had married her mother nearly a month ago, and Lilly hated it. He called her names like "teentwat","shitster" and ... Read full Story
shemale lover 2012-04-08 5,197 hardcore anal sex Creampie oral sex
87%
A Picture Perfect Sissy
"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted wh... Read full Story
shemale lover 2012-05-27 10,663 Stockings anal sex Fetish Interracial sissy
100%
Head cheerleader Mikki
At 16 i was your average kid in high school. Decent grades played sports. I was on the volleyball and swim teams. I was about 5'7" 130 lbs and in good shape. My girlfriend  was 19 and used to be the head cheerleader at our school. She was gorgeous. Her names Donna and she was a freak when ... Read full Story
Mikki A. 2012-06-18 4,135 anal Cumshot oral Sex Toys cd
50%
Black Mafia - 1975
Bucky Collins downed the last of his whiskey and collected his chips to cash in. His cousin, Don Lee, who served as his driver and bodyguard escorted the Black Mafia attorney-slash-lieutenant to front door. His leisure trip to the Big Apple had been fruitful. Tonight, his winnings totaled $2,300.00.... Read full Story
shemale lover 2012-07-01 3,438 anal sex Creampie shemale oral sex
100%
Abducted and Turned Out Chapter 2
2: Fun time So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sleep. I slept surprisingly well considering I had just spent a long night out selling my ass. I tho... Read full Story
shemale lover 2012-08-10 4,579 Crossdresser anal sex sucking Creampie facefucking
100%
Totally dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-10-27 5,628 anal Group Sex Cumshot Creampie Big Cock oral
100%
How I Became Vanessa Chapter 3
Hello dear readers, I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life. * At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all t... Read full Story
shemale lover 2012-11-01 3,515 anal sex Cumshot sucking dp
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 4,206 anal Cumshot shemale Big Cock oral
76%
B.D.K. Chapter 1
In retrospect, it was nothing short of a miracle that I'd known Kelly for four years without any suspicion towards her secret. We met freshman year of college on a co-ed soccer team, quickly developing an open rapport and becoming close. We didn't spend every waking moment together, but we did meet ... Read full Story
shemale lover 2012-12-20 8,732 Blowjob Big Cock ass licking big boobs handjob
90%
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 chattin... Read full Story
shemale lover 2014-12-03 4,718 tranny hardcore suck Big Cock cum ass fucking deep throat
72%
The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
MasterofSissies1 2018-12-04 8,701 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
100%
Jennifer
WhiskeyIsGood I woke with a start, startled by a loud banging sound from downstairs. The floor shook from the vibrations, causing me to sit upright in my bed and glance towards my bedroom door. What in the hell, was going on down there? My question was quickly answered, by another loud bang, foll... Read full Story
Gwapo67 2022-09-13 6,025 Big Tits Bareback Shemale Fucks Guy Blowjob blonde Big Cock
97%
Leona
I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have... Read full Story
shemale lover 2011-06-25 45,004 anal Blowjob cum
78%
Emily and Jane
I'm very proud and happy to publish another jewel today, a story about two shemales from 26-th century, Emily and Jane. Props for this truly delightful story to our forum member, Ila. Excellent work bro! It is the 26th century. Human genetics has advanced to the point where anyone born male or fe... Read full Story
shemale lover 2015-04-11 4,460 anal licking cock sucking
85%
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 2011-08-26 5,830 Cumshot asshole fingering
100%
His Perfect Shemale Partner Part 1
I am in senior year of school and anyone who has been to school at 18 will know it is not a pleasant time to be working when your friends are all out drinking and enjoying themselves but I needed to go back to school to go the university I wanted to go to. I am a tall fairly muscular straight guy wh... Read full Story
shemale lover 2011-08-28 5,193 anal Cumshot sucking
100%
My Surprise
Here I was in another strange town; the hotel was as usual just one of Those places you sleep in and I was bored and fed up with travelling A drink I thought I need something to relieve the boredom. An hour later I was in a bar in now what was the name of this town ?, Drinking alone in the corn... Read full Story
shemale lover 2011-08-31 5,601 Small Tits sucking pussy
100%
Adventure with a Couple
A friend of mine, who thinks that i lead an exciting sex life (okay, i DO, lol) has asked me to relate an incident from my experience where i had a session with a couple. So, R, here goes. i guess i should relate a bit about myself, so that you understand how this affair took place. i am a 41 yea... Read full Story
shemale lover 2011-10-15 4,594 Big Tits asshole Uniform Sex Toys
84%
Page Sixty-Nine
When my wife suggested that we rent out the guest rooms above the garage to a college student it sounded like a good idea. It was very much like a small apartment, with a bedroom, bathroom, and small living room. No kitchen of course, but we could share ours and it seemed like a good way to make... Read full Story
shemale lover 2011-10-20 6,043 cum oral deep throat fucking
100%
The Birthday Gift
I wasn't really looking forward to my 30th birthday. It's not that I was worried about getting old. Trust me, I'm not one of those guys who go looking for new gray hairs every week. Besides, I was plenty happy with my body at the time. I stood about 6' 2" and had a pretty muscular build. I wasn... Read full Story
beedoubleuthree 2011-10-21 6,745 anal threesome Blowjob cum strapon
100%
The Birthday Gift
I wasn't really looking forward to my 25th birthday. It's not that I was worried about getting old. Trust me, I'm not one of those guys who go looking for new gray hairs every week. Besides, I was pretty damn happy with my body at the time. I stood about 6' 2" and had a pretty muscular build. I... Read full Story
shemale lover 2011-12-29 4,816 cum transgender bondage and discipline
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 2,856 cum oral sex swallowing
72%
Becoming My Wife's Wife
"Baby, you know how much I love you. There's just something missing that I feel like I need in my sex life." My stomach turned as soon as I heard Sherry say those words. I remember it like it was five minutes ago. We had just finished having unbelievable sex and she was sitting naked on... Read full Story
shemale lover 2012-04-01 20,741 cum fuck Sex Toys
60%
The Clinic
I got out of my cab and looked up at the Clinic. It was a small, nondescript hospital. I was still pretty nervous about this treatment since I wasn't even sure of the details. But it was either this or go under the knife. This problem had to be dealt with. I picked up my bag and went into the lobby.... Read full Story
shemale lover 2012-05-02 5,910 Cumshot Big Cock jerking off oral sex cum swallowing
100%
Shemale on wheels tour
Being a sexy naughty city girl like myself…I get allot of attention from the boys. I always enjoy getting the attention of the small town boys that are not used to seeing a sexy bitch like me roll though town. They jerk off to girls like me online all the time. But having me right in front of... Read full Story
shemale lover 2012-05-17 3,573 anal sex fingering domination oral sex facefucking
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 7,406 shemale oral facial facefucking
100%
A Valentines with a Bang...x
Time had seemingly flown by since meeting the man I was to fall head over heels for on a drunken night in the town centre, the type of guy you would never expect to be dating a transvestite but here I was waking by his side as I had done for the past 6 months or so since we moved in together after m... Read full Story
shemale lover 2012-07-16 3,226 anal sex cum 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 6,179 anal sex Cumshot shemale and shemale domination blondie
69%
Business Trip
I was out of town on a business trip and was settled into my hotel room. After a hard day of meetings I decided it was time to unwind. Never going anywhere without my sexy clothes I began to get dressed. I was going to head to a local bar and have some drinks, maybe see what fun I can get into. I br... Read full Story
shemale lover 2012-09-29 4,286 Cumshot sucking crossdressing
100%
Five Into Three Does Not Go
Kristina It is waspish in the late evening out in the open in Portsmouth Harbour as we step out of the vehicle and walk over to the private section of the docks, the sign says Ceres St docks. Dark has long since fallen but lights, white, yellow and orange light up the skies. The feeling is one of... Read full Story
shemale lover 2012-11-07 4,675 cum oral sex Sex Toys