Sort by
Relevancy

Free Stories

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 4,291 Teen (18+) Fetish crossdressing
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 4,016 Cumshot oral sex cum swallowing sissy
100%
After Church
I was just horny. All of the time. I just wanted to fuck someone in the worst way. 18 years old, never had a date. Too skinny, too weird. I wore my hair long, not a very hairy body, not very athletic. Just a skinny kid who didn't get any attention. Lot of church girls in the bible belt but they were... Read full Story
shemale lover 2012-08-19 5,967 Teen (18+) Fetish oral sex crossdressing
50%
Discovering Mistress Sarah's World Part 5
Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization i... Read full Story
shemale lover 2012-10-03 3,657 Group Sex oral fingering domination
100%
Discovering Mistress Sarah's World Part 8
Part 8 -- Complete Surrender Chapter 21 Leaving Behind Joe's Life Mistress Sarah was very pleased with Josie's training and feminization. She was anxious to have complete reign over him so she sent him home a day early to pack up his things and prepare to leave behind his life in the Philadelp... Read full Story
shemale lover 2012-10-04 5,065 sucking cum strapon
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 4,168 Fetish oral sex cum swallowing jacking
100%
Am I Who I Think I Am?
I was strolling around the mall today wearing one of my favorite girly toe rings with my girly-boy shorts and sandals. I was in one of those moods. I wasn't feeling very manly today and haven't been for quite awhile, but not sure how to feel. When I feel like this. I try to be as feminine as I dare,... Read full Story
shemale lover 2012-10-19 4,202 sucking cum orgasm
100%
Anastasia's Life So Far
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barbi... Read full Story
shemale lover 2012-11-27 10,921 Fetish crossdressing feminization
100%
Angel Chapter 2
Angel Jones stepped off the train and hoped she was in the right place. It was noisy and confusing in the terminal, a far cry from the relatively quiet station in her home town where she had boarded the train that morning. One hand clutched a small suitcase that contained her makeup and clean linger... Read full Story
shemale lover 2012-11-30 4,195 oral sex tgirl feminization
100%
Love to Fantasize
I love to fantasize; it is one of the greatest things on the face of the earth. I have many fantasies, tho I have given up on a couple since I married my wife. I am a white male of 27 years, and since I was sixteen, I have had many erotic fantasies stemming from reading my parents adult story magazi... Read full Story
shemale lover 2012-12-20 3,719 Cumshot sucking ass fucking deep throat cd
100%
yes, Mother give it to me
"Do your fucking job right, Henry! Jesus Christ, what are you, five years old? If I ever have to call you in here again, you're done! You hear me? You'll never work in this business again! Now get the hell out of my office." Mona could feel every set of eyes on the floor anxiously awaiting the pi... Read full Story
ASSEaster5678 2018-11-28 12,689 Guy Fucks Shemale
100%
Chapter 1 - My Cuckold Life
I have a small penis. In fact, I have a very small penis. I’ve been in permanent chastity for over 7 years. My wife and her lovers call it my “caged clitty” and that’s about right as far as it being a useful penis. I suppose I should start at the beginning. I’ve never been much of a man. I’m ... Read full Story
Sissy Annabelle 2022-08-23 6,012 Crossdresser Interracial sissy chastity Cuckold Husband
100%
The Best Valentine's Gift
The Best Valentine's Gift By Sabrina G. Langton *** Author's note: Hi, just a little sexy story... cocktails, a three-way and some role play... the usual, I hope YOU like it... *** Ding dong. "Hello," "Sabrina hi, come on in, you are all dressed up and looking fabulous already... Read full Story
Brina Giselle 2024-05-22 1,749 Crossdresser pantyhose transgender high heels bbc three way
85%
Jenna & Stephen Part 1
Jenna and I have been friends for nearly 15 years. We dated ever so briefly about 12 years ago, but nothing more than kissing and heavy petting occurred before she decided it wasn't going to work out. At the time I was heart-broken, but looking back now, I realize she was correct that we weren't rig... Read full Story
shemale lover 2011-09-01 4,096 dildo orgasm
0%
Jo, Shemale Goddess! Part 2
Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had... Read full Story
shemale lover 2011-09-05 3,759 anal sex asshole tgirl
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 4,709 shemale tattoo shaved
75%
Old Folks Part 2
It had been eleven months since that day when I arrived at Honey and Frank's house. It was about 1am at night as I stood in a quiet street waiting for Frank to pick me up. I had just finished with my last client for the night a good blowjob with him ending up cumming on my face. I was touching up my... Read full Story
shemale lover 2012-01-10 6,794 transsexuals erotica romance crossdressers
96%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
shemale lover 2012-01-14 30,783 strapon porn
50%
The Greatest Lie Part 1
The greatest lie that they tell you is that what happens in high school doesn't really matter: that life begins in college. I pretended to agree, though I never believed it. For as you will see, I am the world's greatest liar. "Take Sadie Hawkins Day, for example," I said to my buddy Qu... Read full Story
shemale lover 2012-01-18 6,882 taboo hardcore crossdressing
85%
The Greatest Lie Part 14
For me, my hometown, L.A., is not the sexy, sweaty night clubs of West Hollywood nor the porn scene of the North Valley. Though I feel more at home there, that side of L.A. is not my home but rather the world into which my transsexual destiny exiled me. Home is the leafy, moneyed boulevards and s... Read full Story
shemale lover 2012-01-20 5,975 cum transsexual fantastic
83%
Tilted Kilt Chapter 4
Like most mornings after a late shift at the Tilted Kilt, I awake around 11 am and lay in bed as the day comes into focus. The sheets felt cool on my nude body and I realized my roommate, Shari, had left the air conditioner on before she left for work. It's Summer in San Diego and the days of late h... Read full Story
shemale lover 2012-01-25 3,580 Cumshot sucking transsexual fucking
100%
Slaves Wanted
Right, if you're reading this, then you are probably already interested in being a good little slave slut. Now I'm going to take you one step further. I'm recruiting slaves now; I don't care if you're a man, woman, cd, tv or shemale, I need you to submit yourself to me. . .now. Here is what yo... Read full Story
shemale lover 2012-01-30 4,588 sucking cum Sex Toys bondage
100%
Barbie Jo Adventures Part 3
Saturday Afternoon The sound is ringing in my ears as I drag myself out of a deep sleep. I look over at my clock and realize it's not the right time for my alarm. As I come more to life, I pick up my phone. "Hey gorgeous, how you feeling?" Booms a voice through the receiver, making my h... Read full Story
shemale lover 2012-02-18 2,989 anal sex cum jerking off
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 2,689 anal sex Cumshot Fetish
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 3,065 Creampie ass fucking domination oral sex sissy
0%
Tara's Adventures
Part 1 I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them. Then a period of time developed whe... Read full Story
shemale lover 2012-08-11 5,172 anal Group Sex oral domination sissy
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,336 Stockings Cumshot Masturbation Fetish Blowjob
100%
Discovering Mistress Sarah's World
Chapter 1: Meeting Mistress Sarah Joe's heart pounded fiercely as he stood at the door to his Mistress's house. He did not expect to be so nervous at his first meeting with her. After all he had known her for over a year. Mistress Sarah had been gracious enough to allow him into her world. He was... Read full Story
shemale lover 2012-10-01 5,808 Fetish domination cum swallowing feminization
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,359 anal tranny Cumshot oral
100%
Andy Becomes Mandy
Polly and Andy had met some weeks before (A chance reunion. She arranged for Andy to call by and this is her story of the next encounter. I waited a week after that first meeting with Andy. We had known each other for quite some time and flirted often but I would never get involved with colleague... Read full Story
shemale lover 2012-11-28 3,957 sucking orgasm Lingerie
100%
Anniversary Surprise
"Can they really work? Elaine, it would be cool and crazy if they did. But it's impossible. Just impossible." Bob was referring to the anniversary present Elaine had just given him. Purchased at an antique store, the transformation rings were hundreds of years old. Bob felt embarrassed ... Read full Story
shemale lover 2012-12-14 5,165 cum kissing
93%
Proud To Be A Sissy Chapter 7
"You're being really dirty little sissy slut today," daddy chuckled and asked, "What's gotten into you?" "Making up for the last few days I guess," I giggled hugging him tightly, "and I missed you too." "I missed my little sissy too." He repl... Read full Story
shemale lover 2012-12-24 7,504 Crossdresser Cumshot Blowjob Big Cock ass fucking
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
sagga 2018-09-18 30,257 Teen (18+)
66%
Mistress Jasmine Made Me a Slave
Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So plea... Read full Story
shemale lover 2011-09-23 9,237 asshole bdsm fingering dominant
0%
The Surprise Call
"Thanks for the wonder full time we had together last night Army Bear, it was awesome! I hope, we keep in touch as we both agreed," I sent my toy boy an email the day after our Valentines date. I was still thinking about of our hot night/morning together, I couldn't keep him out of my mind... Read full Story
HotVersatileTs 2011-10-04 4,048 sucking domination ts foreplay
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 8,494 anal bisexual gay strap-on
94%
The Babysitter's Secret
The story that I am about to tell you took place on a day that started out very ordinary, but would end up as the least ordinary day of my life. Until that particular Winter day, I thought I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated... Read full Story
shemale lover 2011-10-24 21,004 Blowjob perky tits handjob titfuck
93%
The Babysitter's Secret Part 2
Two months had passed since Jenny and I had first made love on that fateful, snowy night. At least once a week, occasionally many more, Jenny and I had found time to be alone and indulge in our secret affair. I had never believed any sexual experience could be greater than our first time together bu... Read full Story
shemale lover 2011-10-24 6,588 Stockings shemale oral sex bisexual
0%
A Slut Awakens
The day began like any other; I woke up, showered, wrapped my towel around myself and sat down to begin applying my makeup. I stared at myself shocked at the transformations I had undergone the past few weeks, my beautiful feminine body so smooth and curvy it could put even the most finely molded ho... Read full Story
shemale lover 2011-10-31 4,171 anal sex orgasm cum swallowing
77%
Caramel And Devin
I began crossdressing at 12, but it wasn’t until I was 17 when I dressed up completely for the first time. When my parents went away for the weekend to Atlantic City, I took advantage of the opportunity to explore my feminine side to the fullest. As soon as they left the house that summer morn... Read full Story
shemale lover 2011-11-10 4,213 Cumshot sucking fingering
50%
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
shemale lover 2011-11-13 5,117 Group Sex Cumshot sucking doggy style
100%
Just One of Those Days Part 2
Hello again. My name is Amanda, though sometimes I use the shortened version Mandy, when the mood suits me. I'm 33 and have stayed single for three years, since I discovered that Richard, my boyfriend, was not only cheating on me with dozens of women, some my so called friends but was al... Read full Story
shemale lover 2011-12-09 3,182 cum massage shemale sex
50%
The Greatest Lie Part 11
"En Francais", they say "plus ca change, plus c'est la meme chose:" the more things change, the more they stay the same. When Tran and I got back to Minneapolis from our trip to Thailand for our sex change operations, it was every bit as dark, frigid and depressing as it had been... Read full Story
shemale lover 2012-01-20 5,132 cum transformation erotic encounters
0%
The Greatest Lie Part 13
Does Life Imitate Art? I love technology, in spite of the stereotype about girls. Although I was a guy, at least outwardly, until a year ago, I think I was always inwardly a girl. According to the stereotype, we girls are supposed to be indifferent to anything more technical than the designer cov... Read full Story
shemale lover 2012-01-20 4,719 femdom erotic encounters consensual
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 9,840 Stockings Big Tits fucking foot fetish
100%
Barbie Jo Adventures Part 5
Friday Night I've gone all week as Joe; no one at work has said anything to me about Monday morning. So I assume I got away without being exposed as a cross dresser. I was working late all week and finally Friday is here. I am so horny and anxious to become Barbie Jo. Hopefully someone will call,... Read full Story
shemale lover 2012-02-18 4,263 sucking Fetish cum swallowing
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 3,379 anal sex sucking cum fingering
80%
Office Policy
“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... Read full Story
shemale lover 2012-08-30 8,340 anal ass sucking threesome tits fingering sex blondie
100%
Working with Trista Chapter 2
Day 3: That morning I was awakened as my phone rang; Trista was calling me telling me it was time to get up. She said that she would be over shortly. I hoped it was to let me out of the chastity device. That moment couldn't come soon enough, and neither could I! A few minutes later Trista knoc... Read full Story
shemale lover 2012-09-24 3,749 sucking cum Sex Toys
100%
Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
shemale lover 2012-09-25 8,972 Cumshot sucking Creampie shemale
83%
An Arse To Die For
I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept l... Read full Story
shemale lover 2012-11-10 4,357 anal tranny oral
100%
Angel Chapter 4
On Friday morning, Angel Jones woke up smiling. She was happy because it was the last day of the work week, and because there would be a dance at the Gay, Lesbian, Bisexual and Transgendered Association that evening. She had been anticipating the event ever since her first night there, seeing it as ... Read full Story
shemale lover 2012-12-01 4,157 Blowjob condom sex
100%
When Curiosity Fills
I sat in alone in my office at 11:00 p.m. on a Thursday night in April, preparing an important motion in a multi-million dollar malpractice suit. After editing the final draft I sat back and took a deep breath. I was exhausted, and, oddly enough, pretty horny. The wife was out of town and somehow I ... Read full Story
shemale lover 2012-12-08 8,590 anal shemales cum
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,501 Masturbation Blowjob blonde ass fucking big boobs
100%
Sissy Crissi Chapter 1
Chapter 1 -- One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need ... Read full Story
shemale lover 2013-01-30 7,853 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
CD And Trucker
At least four things went through my mind the moment I heard Hank ask me to go along with him. - One my wife was gone for at least 2 weeks so that was no problem. - Two, with wireless connection and my laptop I could take my job on the road. - Three, I had hardly any clothes in my bag that I was ... Read full Story
shemale lover 2013-04-30 9,502 Cumshot fingering domination spanking cd