Sort by
Relevancy

Free Stories

50%
How I Learned To Love Drag Part 11
At the bull session to begin the week, we kicked around a lot of different skit ideas. Dave brought up the topic of gay marriages. We ran with that concept for awhile. Then we took a stab at the film Spiderman. The possibilities were enormous, though potentially expensive. I suggested we do... Read full Story
shemale lover 2011-12-31 2,275 hardcore erotic encounters fantastic
100%
Sandi Part 3
Sandi and I have been here in L.A. for a couple of days and Sandi and I are taking turns handing out our resumes Sandi is going to Paramount Studios today and I am looking for an apartment or house to rent. She asked," Mike do you have a resume? I know where that studio is where you wan... Read full Story
shemale lover 2012-01-07 2,579 Big Tits Creampie ass fucking
80%
Permanent Stay in Mastersville Part 3
When I woke up I felt incredibly weak and when I tried to move I found out that I was restrained in some way. Realizing this I became wide-awake in an instant. I remembered that it hadn't all just been a bad dream. I really had been caught and enslaved. I tried sitting up in bed, but was help down b... Read full Story
shemale lover 2012-01-08 4,028 toys bondage and discipline heavy reluctant
100%
Sanctuary
Old habits die hard. Jamie Lee was reminded of the truth of that aphorism the day that she forgot to use the ladies room. As a transsexual who’d undergone counseling and was presently taking daily doses of estrogen both to repress her testosterone and to maintain her breasts, softened skin, fu... Read full Story
shemale lover 2012-01-12 2,645 hardcore shemale pissing
100%
Cross dressed slavery
Oh just try it on, don’t act so…stereotypical.” I started to protest again, I mean I was not trying to be a jerk, but I did not feel like serving as Leena’s dress dummy all afternoon. I felt uncomfortable enough around her and her clothes. The way she dressed made me craz... Read full Story
shemale lover 2012-02-01 4,199 Stockings Fetish crossdressing
50%
Trannies Feminise My Bum
"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 developing... Read full Story
shemale lover 2012-02-01 4,170 shemales gay male Group Sex
100%
A Brand New Year
He stood in the center of the party drinking from a bottle of Coors Light. He wore a black t-shirt and pair of faded gray jeans and converse sneakers along with a Flyers cap hat and had a go-T. 25 year old Mike had been invited to this new years party by his best friend Danny who he had known since ... Read full Story
shemale lover 2012-02-08 4,204 Creampie oral sex Guy Fucks Shemale 69 pose
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 4,509 licking sucking cum fuck swallowing
80%
Honolulu surprise
Back in Honolulu, I used to fuck plenty of women as I was young, tan, blond, and in super shape with Triathlons. Mostly I would try to close the deal really quickly after I met someone, just going with “Hey you wanna go fuck?” question after a few minutes of chit chat. You would really b... Read full Story
shemale lover 2012-02-16 3,952 anal Creampie fuck
100%
A Game within a Game Part 4
Dr. Catherine. The next morning when Rob wake-up, Helena sat beside him on a chair, looking anxious. "Good morning, sleepy head. I hope that you slept well. The pills Kim gave you, surely helped." Rob got out of bed, but lucky for him, Helena grabbed him, otherwise he would have f... Read full Story
shemale lover 2012-03-05 4,392 Fetish bdsm Lingerie
60%
Cassandra Chapter 2
The days and weeks seemed to fly by. My new position at Barnes and Bidwell was a dream come true. It provided me with a cute income to cover my personal expenses (Melissa took care of most everything), exactly fit my bubbly, flirtatious personality, and offered me unlimited opportunity to meet - and... Read full Story
shemale lover 2012-03-28 3,431 Group Sex Fetish Latex
100%
Ellen's Candy
Sometimes I get in the mood to suck a dick but I’ve never considered myself gay. I’m @ the very least bisexual but I don’t like to limit myself to that either because I think it restricts my sexuality. I get turned on watching all types of sexual situations that you could think of;... Read full Story
shemale lover 2012-04-02 5,046 Cumshot condom sex
50%
Email Reality
I know I'm neither pretty nor young but even though to the eye I'm visible as an older man that's on the outside it doesn't change who I am inside. The Boeing 737 plane had landed and was just finishing taxing to the gate as I sat wondering, 'was this a good idea?" From my window seat I coul... Read full Story
shemale lover 2012-04-03 2,578 Fetish domination Sex Toys fantasy
100%
Pippa's Story
I was just entering my prearranged destination. It was 11 pm and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only discrepancy being that I was actually a 37-year-o... Read full Story
shemale lover 2012-04-04 3,694 anal Stockings cum oral feminisation
100%
A New Girl
Still half-asleep, I purred happily when I heard the curtains being drawn. I could hear the sound of rain beating against the outside of the window, but the poor weather was the last thing on my mind. Still barely able to believe my luck, I slid my hand down the side of my smooth thigh, delighting i... Read full Story
shemale lover 2012-04-05 4,294 fingering oral sex small breasts cum swallowing
100%
Emily's Punishment
Today I am wearing a white long-sleeved satin blouse, a dark blue knee-length skirt, sheer black stockings and dark blue court shoes with 3" heels. My long, dark hair cascades over my shoulders and down my back. My make-up is perfect and I must admit that I feel fantastic. There is a knock a... Read full Story
shemale lover 2012-04-13 2,527 Stockings Cumshot oral sex
100%
A New Me...
Flash back 10 years when I had just turned 18 years old and had just been accepted into the University of Vermont. I was ecstatic because this was my reach school (I wasn't all that smart book wise) and it was the school that my sister Elizabeth (20, a junior) was already attending. My sister and... Read full Story
shemale lover 2012-04-14 5,084 Masturbation Fetish crossdressing
100%
A New Way Of Life
This story begins as many do. I stared to dress at an early age in my mom's things. Then I started to buy my own things as I got older; panties, bras and high heels. I was always small for my age taking after my mom, she was a small woman with a nice figure and so was I. I was only 5'4 and 110lb, bl... Read full Story
shemale lover 2012-04-16 3,852 Fetish crossdressing sissy
100%
Trannys Feminize Dandy Boy
"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... Read full Story
shemale lover 2012-04-24 4,828 gangbang orgasm oral sex feminization
100%
Trannies Feminize Dandy Boy
"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... Read full Story
shemale lover 2012-05-01 4,108 Group Sex Fetish ass fucking oral sex feminization
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 5,073 big dick Cumshot Blowjob fingering jerking off
83%
PF's Black Romp and JoyceLynn's Awakenin
When my wife and I first met, our sex life was fantastic! She was a very sexual lady and always made herself available. She usually wore stockings and garter belt or thigh highs, high heel sandals, and something that was sexy and suggestive. We made love and had sex in every room of the house, inclu... Read full Story
shemale lover 2012-05-17 4,152 Fetish Interracial Sex Toys
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 3,388 anal sex fingering domination oral sex facefucking
0%
Isn't it nice when ................
Well, here’s the thing, I’ve been so busy of late I haven’t had a chance to even think about Antonia being naughty. But next week, I’m going to be hold alone for 6 days and nights so I’ve decided to make up for some lost time. I’ve got two new pairs of shoes... Read full Story
shemale lover 2012-05-22 2,085 Stockings Fetish Lingerie crossdressing
80%
Betrayed Chapter 6
Monday was the most vile, loathsome day of my life – for no earthly reason other than having to be me. The first thing I had to come to grips with was who 'me' was that particular morning. 'Lance' had to put in an appearance at the office. Back to the old routine, go out there and make the big... Read full Story
shemale lover 2012-05-30 3,806 Stockings Fetish Lingerie
60%
Double date fun
It was just normal saturday when the phone rang.I answered it an my mom was on other end.She said can I ask you to do favor for me? I depends on what it is.Well she said, you know Cathy (moms lez lover) she called me and ask me to go out on date tonite.I yea so go, she said want to but her son just ... Read full Story
shemale lover 2012-06-02 2,206 Fetish kissing crossdressing
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 4,673 anal sex Creampie shemale oral sex
100%
Hermaphrodite gang bang park
INTERSEX GANG BANG THIS STORY IS 80% TRUE. I DID NOT CHANGE VERY MUCH OF IT I'm intersex. The medical term used to be “Hermaphrodite.” They even distinguished a “True Hermaphrodite” from “Pseudo Hermaphrodite.” A “True Hermaphrodite has an &ldquo... Read full Story
shemale lover 2012-06-07 5,141 hardcore Group Sex Cumshot
100%
Birthday Present Chapter 4
Chapter 13 [We have been busy with our summer schedule and have not had the time to continue this narrative. However, due to the many emails we have received urging us to continue the story, we have decided to return to the task. And task it is. In our effort to accurately relate what happened an... Read full Story
shemale lover 2012-06-17 2,455 Cumshot Blowjob feminization
100%
Shemale snapped
Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... Read full Story
shemale lover 2012-06-21 6,038 anal sex Creampie shemale Big Cock
100%
Ellen's Candy
Sometimes I get in the mood to suck a dick but I’ve never considered myself gay. I’m @ the very least bisexual but I don’t like to limit myself to that either because I think it restricts my sexuality. I get turned on watching all types of sexual situations that you could think of;... Read full Story
shemale lover 2012-06-23 4,412 Cumshot shemale cum swallowing mouth fucking rimjob
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,186 big dick tranny anal sex Cumshot orgy facial oral sex
100%
Caught by the Past Chapter 3
After sucking his cock you sit on the sofa supported by a fluffy white cushion, shoes kicked off, legs curled under your lap. Dressed like a sissy whore you relax as best as you can, your arse muscle stretched wide open by the butt plug. But you've become accustomed to all the strange feelings... Yo... Read full Story
shemale lover 2012-06-28 3,081 Fetish oral sex crossdressing
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 7,185 shemale oral facial facefucking
100%
Blame Abba Chapter 4
Part 10 Jeff again It was about half an hour before closing time that Saturday. Eric had just sent me off since we were very busy and I hadn't had a break since we opened. I sat in the back room, behind the bar, sipping on my lager. Then Jeff appeared, looking very sheepish, at the door. "... Read full Story
shemale lover 2012-07-18 2,408 Fetish crossdressing
100%
Blushing Bride Chapter 5
Chapter Five: The Wedding Night I guess it's natural to be full of nerves and second thoughts on your wedding day but I'm not sure how many grooms have the sort of thoughts that I was having on the morning of my wedding. It wasn't that I wasn't very much in love with Gina, my beautiful fiancee, m... Read full Story
shemale lover 2012-07-21 4,578 Fetish oral sex crossdressing
100%
Fender Bender Chapter 2
The bright sun shining through the window woke me up, for a moment I was confused and disoriented. Then it all came back to me. I had sex with Mark and Susan James last night and I was still wearing a pink baby doll nighty and matching panties she had given me to put on before we went to bed. I w... Read full Story
shemale lover 2012-07-26 4,208 Teen (18+) Fetish crossdressing
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 12,294 Cumshot Masturbation oral sex
70%
A Sissies Humiliating Confession
This is a real life situation that happened this past weekend. I am sissy slave jennifer and i am owned by my beautiful Mistress Rita. Mistress Rita loves nothing more than putting this pathetic lil sissy through the most humiliating situations She can get away with. I once confessed to Mistress tha... Read full Story
shemale lover 2012-08-02 5,317 Fetish domination sissy
100%
Fifties Housewife
I walked in Timeless Fashions to see if anything new had arrived. Sheila smiled and said, "I have some new things I think you'll love." She waved me to follow her behind the counter and into the back of the store. Sheila has known me for a few years now. I fumbled into her store trying ... Read full Story
shemale lover 2012-08-03 3,594 anal Cumshot Creampie orgasm
100%
Z is for Zoë
My name is Zoë. Sometimes. At least that's how I like to think of myself. A sexy name for a sexy lady. Again, that's how I like to think of myself. For the last 18 years or so I have lived a sort of a double life. Most of the time I'm Alan, a guy who works in the medical profession - let's just... Read full Story
shemale lover 2012-08-10 3,928 Cumshot oral sex cum swallowing sissy
100%
Deer Hunting with Daddy
Every year, a group of my family members, mostly uncles and male cousins, all pack up our gear and head into the mountains every fall for the yearly deer hunt. I had been going since I was 5. All the younger cousins slept inside an uncle's trailer, while the adult's and older cousins slept outside i... Read full Story
shemale lover 2012-08-20 4,973 cum fingering oral sex rimjob
100%
Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
shemale lover 2012-08-23 3,271 first time threesome Blowjob fingering
100%
Sabbatical or Continuous Gang Bang? Chapter 2
I awoke several hours later still laying on top of Rick his arms holding me tight to him. His cock had gone flaccid as we slept and slipped out of me. I felt like I had run a marathon and my ass pussy felt like it had a marathon run through it. I slipped out of Ricks arms onto the bed and went into ... Read full Story
shemale lover 2012-08-28 3,657 anal Crossdresser Fetish Interracial
100%
Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
shemale lover 2012-08-30 3,685 brunette cock Masturbation Blowjob shemale big
75%
Sanctuary
Old habits die hard. Jamie Lee was reminded of the truth of that aphorism the day that she forgot to use the ladies’ room. As a transsexual who’d undergone counseling and was presently taking daily doses of estrogen both to repress her testosterone and to maintain her breasts, softened s... Read full Story
shemale lover 2012-09-03 2,834 Crossdresser Masturbation Big Cock
80%
Transsexual Sisters Chapter 1
Pierre, a French diplomat and his wife Kathleen, a former Miss Ireland were expecting their first child any day. Kate's Doctor. Francois de la Trios told them she was carrying a girl and the parents were thrilled. They decorated the child's room in pink décor. When it was time to go to the... Read full Story
shemale lover 2012-09-07 2,961 Big Cock transsexual big boobs handjob
100%
Voodoo
I was walking though a neighborhood, looking for a house to brake into, I came up on to this house it was small, I think about a three bed roomed house, I walked up the path, then I walk around it to find a open window or door and I found an open window leading into the cellar. Yeah, I am Alex Ha... Read full Story
shemale lover 2012-09-09 3,816 Cumshot Blowjob Big Cock Ebony domination
66%
W Is for Wendy
"Will, I need to talk!" My cousin Amanda pushed past me through the hall and strode into the lounge. I'd not been expecting her, not at all. I made sure the front door was closed and then turned and followed her. When I got as far as the lounge she was already sitting on the sofa with a... Read full Story
shemale lover 2012-09-09 3,334 Stockings Crossdresser
90%
My True-Love Story
My name is Kim Young. I'm a happy and healthy nineteen this year. This is my very first story (but not my first "submission!") My story begins five years ago, when our neighbors moved in next door. I'll always remember that sunny April afternoon in Omaha, when they climbed out of their ... Read full Story
shemale lover 2012-09-10 5,572 Crossdresser Blowjob pissing Lingerie handjob
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 3,865 anal orgasm fingering
100%
Bringing Daddy's Work Home
"Whew! I can't believe this shit." Marilyn Walker, recent high school graduate, stared into the reflection in the bathroom mirror and breathed deeply, thinking to herself about her latest situation. Here, she was standing in the bathroom of the office of some city bureaucrat whose name ... Read full Story
shemale lover 2012-09-25 6,809 Cumshot transsexual oral sex
100%
Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
shemale lover 2012-09-28 3,919 sucking Fetish domination Sex Toys
100%
Building Pandora
It was over that quickly. In the course of one woman's lifetime, she had destroyed the entire human race. It started in 2008. A researcher named Dr. Panela Dora discovered a symbiotic life form living in the bloodstream of almost every species of shark. It was discovered that this life form, dubb... Read full Story
shemale lover 2012-09-29 2,821 first time Cumshot fondling stroking
100%
With an 'E'
This story could come under a range of headings, Mature, Couplings, or Transgender. But, I guess, Transgender is best, as I have enjoyed the luxury of satin against my body for some time now. Having Lived alone for the last few years, soft, swirly clothing and satin panties keep me constantly ... Read full Story
shemale lover 2012-10-10 2,693 anal cum oral
100%
Always Be Closing
Hi, my name is Tom Jacobson. I am 23 years old 5'9" with light brown hair and a slim build. I currently work as a software engineer for a rapidly growing outsourcing company. This is my first job out of college, but I've already been promoted twice. I am now the lead engineer on my team, which ... Read full Story
shemale lover 2012-10-17 3,436 Cumshot oral cum swallowing