Sort by
Top Rated

Free Stories

100%
My first pre-op story
I started becoming interested in transsexuals a couple years ago, when I ran across some websites where I found some crossdressers attractive. I was 19 at the time. This led me to picking up Transformation magazine, a magazine more for the TG community, but they featured some really got centerfolds ... Read full Story
shemale lover 2015-06-03 10,423 anal Asian domination
100%
Shemale Surprise
I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked tog... Read full Story
shemale lover 2011-08-22 5,077 anal Cumshot wanking
100%
My Window Cleaner
My wife had gone away for a few days, so I decided to indulge in a favourite pastime, which I don't often get chance to do. First I took a long hot bath, and shaved very carefully, removing all my body hair, including my pubes and anal hair. I towelled myself dry, and began to dress. I'd been o... Read full Story
shemale lover 2011-08-27 3,203 licking sucking fingering
100%
Bangkok Hilton
A straight guy for 34 years, I had always harbored a special interest in shemales. Not that I would ever admit it publicly. And that's how I met her, in an internet chat room. Cyberspace, where one can indulge in every fantasy in complete privacy. I was in the Big Apple and she in Bangkok. We chatte... Read full Story
shemale lover 2011-08-29 3,623 anal asshole fingering
100%
Angel & Victoria
Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... Read full Story
shemale lover 2011-09-23 5,453 anal Creampie Big Cock oral
100%
Wish cum true
My wife and I have had a strong and open relationship from the start. We have accepted each other and all our wild passions, and we have always been open about our sexual desires. Having said this I will try to express what happened the other night with the same intensity I experienced. I came ho... Read full Story
shemale lover 2011-09-26 6,140 anal first time shemales
100%
Caught again
So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named... Read full Story
shemale lover 2011-10-01 2,772 anal shemales gay male
100%
How My Wife Became a Swinger
Hello, my name is Jackson, Jack for short, and I'd like to tell you about my wife and I and how we became swingers. I've changed the names of people and places to preserve privacy. Just so you know this does involve male on male sex and inter course with a transsexual. So let me begin. For the fi... Read full Story
Loveto 2011-10-12 8,279 anal bisexual gay strap-on
100%
Goddess at the Bar
The beeping began, suddenly, and without remorse. Jan reached over, slapped the off button on her alarm, and lay for a moment debating the merits of rising out of bed. Deciding that waking up would be more productive, she slid out of bed, stood, and walked to the bathroom to take a leak. Emptied,... Read full Story
shemale lover 2011-10-14 4,625 Cumshot asshole dildo
100%
Trying It On For Size Part 2
I looked up and saw the low slung scrotum swaying above my eyes, the long, thick, curved shaft pointing upward just in front of it. I heard a quiet tearing sound,"schshhhtt," looked further up and saw Tanya opening another one of her black foil Magnum condom wrappers. She placed the large,... Read full Story
shemale lover 2011-10-26 5,519 domination bondage anus
100%
Secrets
Jon had invited me to spend another weekend at his place with another of his friends. I always find his friends to be interesting so I accepted. Jon had given me a garage door opener and a key to his home after my first visit. He met me as I parked my car in the garage. He was wearing his usual skim... Read full Story
shemale lover 2011-11-01 5,734 anal Blowjob transvestite
100%
Sexretary
Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still l... Read full Story
shemale lover 2011-11-12 7,925 anal shemale oral
100%
The Wonderful Adventures of Miss K
Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... Read full Story
shemale lover 2011-12-03 5,669 anal oral fingering long dick
100%
Just One of Those Days
Let me start by introducing myself. My name is Amanda, though I sometimes use the shortened version Mandy. I am thirty-three but my sexual awakening didn't really occur until I had turned thirty. Previously I had been a generally shy and quiet girl with a steady and normal relationship. ... Read full Story
shemale lover 2011-12-07 4,570 shemale tattoo shaved
100%
The Neighbor Part 2
I walked into Melissa's apartment and walked into a dream world. The sweet feminine smell of Obsession perfume filled the air, and the room was softly lit with sweet scented candles. "Sweetie, please sit and make yourself at home while I get us some wine to drink." I softly sank into ... Read full Story
shemale lover 2012-01-14 2,953 anal shemale feminization
100%
She took my virgin ass in one wonderful deep thrust
You have not had sex until you have taken a well hung shemale with a full pair of tits bree you like aslut in heat whilst you are wearing ultar sheer lingerie nylons and stiletto heels. I am a western guy living in Jakarta. About 4 years ago a pre op friend of mine was at my place for a weekend. ... Read full Story
shemale lover 2012-02-02 4,318 anal Blowjob teasing
100%
1st Transsexual Affair
Paul's cock was hard as a rock and with a penchant for sleeping in the nude, its fat length pressed against luxurious satin sheets. The dream of searching for a urinal or bathroom now became reality. He stretched, groaned and yawned his way off the comfortable bed and padded across the room. The mar... Read full Story
shemale lover 2012-02-04 4,041 cum fuck oral
100%
My Fantasy
I would want a good group of six people. I’d like to be divided evenly men and women. Of course it would help if all were bi-sexual. That way, I wouldn’t have to look up when a large cock would be near me. I could suck it dry just as easily as I would eat a piece of twat. If some of the ... Read full Story
shemale lover 2012-02-05 2,954 anal Group Sex oral crossdressing
100%
Becoming a Cock Worshipper
I first realized I was bi the summer after high school. Up until then I had only been really interested in girls. Like any high school guy I watched a lot of porn and soon realized that I really liked really nasty deep throat blow job scenes. I especially enjoyed watching a girl choke and gag and... Read full Story
shemale lover 2012-02-29 3,585 Fetish crossdressing
100%
A Game within a Game Part 1
Epilogue Rob came home from work. His wife Jenny was waiting for him. In her hands she held a letter. Jenny said: "We received this letter today. It is sad news from Marion S. We have met her and her husband John a few times - do you remember? John has had a car accident while driving fas... Read full Story
shemale lover 2012-03-05 13,895 Fetish bdsm crossdressing bisexual
100%
Carla Chapter 4
After the shower I staggered to my feet and went into the bedroom and lay down. Carla walked in and kissed me heavily on the lips. "I'm sorry baby, but I need to go to work." I was disappointed. I nervously asked if we could meet again and she laughed, "I am so into you, of c... Read full Story
shemale lover 2012-03-07 3,275 anal sex sucking cum fingering
100%
The Invitation
"You see, we have to come up with something that would be so embarrassing for you that there is no way that you would ever show those pictures of me to anyone, regardless of how d***k you got, or how horny you got or how pissed off at me you were,” Sally went on. “Something that wou... Read full Story
shemale lover 2012-03-20 5,837 Group Sex crossdressing feminization
100%
Becoming Marie
I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory ... Read full Story
shemale lover 2012-03-22 3,288 anal sex sucking Fetish wanking crossdressing
100%
Earning a Dollar
Being an escort was proving to have many advantages lately, being insatiable I'm thankful business was good. The limousine ride to the city seemed so long ago, though it was just 24 hours ago. Here I was getting dropped back off at my humble apartment wishing that somehow I could start the previous ... Read full Story
shemale lover 2012-03-30 2,634 anal Stockings Group Sex cum oral
100%
Fill'er Up
It had been nearly a year since it had all started. The emails back and forth, late night text messages, and the pictures…Ohhhh, the pictures. It had taken me nearly 2 months to get her to send me one. Well, one like I wanted. I remember the very first one she had sent. She was gorgeous. Blac... Read full Story
shemale lover 2012-04-04 3,514 anal Creampie oral
100%
Becoming Paula
I work in an office with 15 coworkers about 11 of them are women. I get along well with my coworkers and go out of my way to be helpful. I find it is more fun to work with friends than to work with strangers. My name is Paul and I work in an insurance claims office processing claims and making recom... Read full Story
shemale lover 2012-04-05 6,253 anal sex orgasm fingering
100%
My CD friend
I had been chatting to people on a ts chat room as I had recently become accustomed to do, when I received a private message from a local cross dresser. She asked me where I was from, how old I was etc and we found out we lived a few towns away from each other, both young guys and both really loved ... Read full Story
shemale lover 2012-04-05 3,838 anal sex Creampie spanking cd rimjob
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 5,030 anal sex oral sex cum swallowing deep throating
100%
Neighborhood Restaurant Surprise - Kimi
I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I ... Read full Story
shemale lover 2012-04-11 4,914 anal sex Cumshot fingering oral sex small breasts
100%
A New Life Part 2
The next few days I spent packing and repacking. I would need to watch what I packed as I was taking a plain to meet Sara and Tom. Most if not all my toys would either need to be mailed or stay behind. I had packed five suit cases all of them filled with female clothing and shoes. My carry on was pa... Read full Story
shemale lover 2012-04-13 2,878 Cumshot Sex Toys cum swallowing sissy
100%
A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stock... Read full Story
shemale lover 2012-04-26 3,820 anal Fetish oral fingering domination Sex Toys
100%
Explore the Inner Woman In You
I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... Read full Story
shemale lover 2012-05-06 3,244 first time anal sex Creampie crossdressing
100%
Best of Both Worlds
Keith, 37, and Linda, 35, are very liberal people. Both enjoy sex although Keith had bi-sexual fantasies, he would never act on them, but also thought his wife was maybe a little shy and too submissive. Keith was a fairly attractive man, but his wife was still gorgeous at her age. With her long b... Read full Story
shemale lover 2012-05-09 3,672 anal sex threesome Blowjob Sex Toys
100%
The Bitch Bites Back
Pamela stood huddled in the dark doorway, halfway down the back alley. It was cold and a light drizzle had settled in, the sheets of fine rain just discernible in the dull light of the single working lamp halfway down the alley. Pamela was in her mid forties and fighting a losing battle against t... Read full Story
shemale lover 2012-05-12 7,254 anal sex Cumshot oral sex wanking cum swallowing
100%
The Trip
I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d join... Read full Story
shemale lover 2012-05-20 3,693 anal sex Fetish fingering fisting
100%
Olderman and mature crossdresser Part 2
We left the park and drove to his house which was very nice.I knew he was wealth when he picked up due to his car was new jag. He fixed me drink and we sat on his couch and kissed and made out an heavy petting.He kissed my neck driveing me nuts as he did I rubbed his cock thru his pants which was ha... Read full Story
shemale lover 2012-05-26 3,776 Crossdresser anal sex Cumshot oral sex Mature cum swallowing
100%
A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
shemale lover 2012-06-05 8,255 Group Sex Cumshot oral sex assfucking
100%
Caught and Used
I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and ... Read full Story
shemale lover 2012-06-09 5,185 anal shemale Lingerie crossdressing
100%
Head Cheerleader Mikki Part 3 Michael is Back
To understand this story you must read the previous chapters. It's Sunday morning and I'm just waking up. I'm in bed alone. As I get up I see myself in the mirror. Still dressed in powder blue lingerie and a blonde wig. I wonder where the girls are. I leave the guest room and go into mine. I stri... Read full Story
shemale lover 2012-06-14 2,558 anal sex Cumshot Fetish
100%
A Sissy's New Daddy
Walking in the door the Friday after my eighteenth birthday, everything seemed great. My parents had gone out of town for the weekend and I was for the first time a truly free man. My older brother had decided not to come home for Labor Day holiday which I was kind of bummed about, we didn't get alo... Read full Story
shemale lover 2012-06-16 10,527 anal sex cum oral sex crossdressing
100%
Caught by Neighbour Chapter 2
- 1 - The next day I woke to the sound of birds outside, and sun streaming through the windows. It was Sunday, and normally I'd have been up and about early with Sam. But with her still away, I'd slept in late. I lay in bed, unmoving, stunned by the previous day's bizarre events. I scarcely belie... Read full Story
shemale lover 2012-06-20 3,790 Stockings Crossdresser anal sex Cumshot
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 5,998 anal sex Creampie shemale Big Cock
100%
A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
shemale lover 2012-06-21 4,664 anal sex Cumshot oral sex rimjob
100%
Fantasy Reversal Chapter 4
I looked each way as I exited the room. Thankfully, the elevator was only about four doors down and the hall was quiet. With my bag in tow I walked to the elevator pushing the button, my reflection in full view in the polished elevator door. I stood there, for a few moments as if in a trance as I... Read full Story
shemale lover 2012-06-29 2,524 anal sex Creampie crossdressing
100%
A Toy Party Story
Toy Party Story Recently I met with a person whose sole desire was to be fully dressed and transformed for me. We spent quite a bit of time on the phone discussing why feminization was such a powerful fantasy for him. He explained that he felt so vulnerable and powerless as a woman and that it... Read full Story
shemale lover 2012-07-09 4,227 Big Cock oral sex feminization
100%
Darla's Diary: Slutfest 1993
Vacation Day One At last!! Another fantastic two weeks of freedom...the freedom to do as I pleased and dress as I pleased because it was my VACATION TIME!!! This year was better than other years because it was the first time my wife and I had two weeks vacation each. Just like she does every othe... Read full Story
shemale lover 2012-07-14 3,672 oral facial cum swallowing anus
100%
A Wife Comes Around
Let me start by explaining that I was the prude wife. I wasn't very experienced in the sex department, and also very naive, when we were married, although neither was he. We had sex but mostly missionary position or me on top, nothing adventurous like doggy style, which in my naivete then I thought ... Read full Story
shemale lover 2012-07-25 3,868 fingering oral sex Sex Toys
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 4,179 Teen (18+) Fetish crossdressing
100%
Fender Bender Chapter 5
My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I had just turned 18. Mom and my Step Dad were away on vacation leaving me home alone. The past several days I had been very lazy and sleeping almost to noon. So it was no surprise ... Read full Story
shemale lover 2012-07-26 2,969 Crossdresser Cumshot Fetish oral sex cum swallowing
100%
Fender Bender Chapter 7
The main Characters are as followed: My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I turned 18 a few months ago. Gary is almost 6', 185 pounds. He has short blonde hair and dark blue eyes. He has a nice tasty 7 1/2 inch cock... Read full Story
shemale lover 2012-07-27 2,937 Creampie ass fucking domination oral sex sissy
100%
Finally
It started when I was a little kid. In first grade, we had to put on a show for our parents - we all had to dress in bunny costumes, like the one in "A Christmas Story", and sing "do the bunny hop" on stage. Even though I was only five, I was mortified - how sissy!! But the... Read full Story
shemale lover 2012-08-04 2,867 Cumshot oral sex cum swallowing
100%
Finally A Real Man
After my divorce I found I had some time to indulge in my many fetishes and fantasies. Those being; cross-dressing, smoking 120s and man to man sex. None of these were a factor in my separation however. It wasn't long before I was on line ordering lingerie and shopping locally. This has been going o... Read full Story
shemale lover 2012-08-06 4,586 anal Crossdresser oral
100%
Desiree and Big John
It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but... Read full Story
shemale lover 2012-08-20 4,207 first time anal sex transvestite cum swallowing
100%
Brad's Bitch
The phone rang. I pulled it from my jeans pocket and saw that it was Brad. Shit! I really didn't want a call from him right now. Maybe I should just ignore it. But somehow he always knew when I'd just ignored his calls. And then that was even worse. I answered it, thinking only fleetingly about &... Read full Story
shemale lover 2012-08-21 4,669 cum oral sex missionary style
100%
Caught Cheating Chapter 2
By this time, Hailey had taken the bus home and was punching in the code to her apartment building when her phone rang. Removing it from her purse, she answered it. Her friend Samantha was asking if she could go to the mall tomorrow. Hailey said sure but told her that she had to be back before 6 o'c... Read full Story
shemale lover 2012-10-07 4,045 Fetish oral sex cum swallowing jacking
100%
Alleys
My mother told me never to take a girl into an alley at night. She went on about how dangerous they were, with strangers lurking in dark doorways waiting to do horrible things to the people who wander in alleys. Alleys can be dark, imposing and dirty especially in the city. I spent my youth avoiding... Read full Story
shemale lover 2012-10-14 4,147 anal fuck orgasm