Sort by
Relevancy

Free Stories

100%
Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
shemale lover 2011-11-30 6,724 Fetish domination bondage facefucking
75%
Barbie Jo Adventures Part 2
Friday Night After work I picked up the pictures and went home to get ready. I got the call from Wanda this afternoon at work. She first apologized for kicking me out of her house last Saturday night, Halloween, without letting me clean the cum off my face. Knowing that I would have had to walk h... Read full Story
shemale lover 2012-02-17 4,590 Fetish crossdressing fantasy
100%
A Letter to my Master
A letter to my Master telling him how I felt after the other night Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must... Read full Story
shemale lover 2012-03-16 4,139 Fetish orgasm fucking crossdressing
90%
A Sissy (S)exercise Fantasy
I stopped going to the gym about six months ago, when money got tight and I had to find ways to reduce my expenses. I usually don't get to the gym much in the spring or summer months anyway, so it was an easy expense to cut. I hate going into the office all sweaty, so I avoid working out in the morn... Read full Story
shemale lover 2012-06-14 9,656 Cumshot Fetish domination oral sex sissy
85%
Caught by Neighbour
- 1 - It was a beautiful warm day, and I had it to myself. My wife Sam was interstate on business for the week, and not due back for another five days. For me that meant housework to be done, but plenty of time to enjoy my own space, and entertain one particular hobby. I smiled to myself, and not... Read full Story
shemale lover 2012-06-20 4,932 Cumshot Fetish oral sex crossdressing
100%
A Trip to The Park
With Jesse gone, I didn't know what to do. I felt abandoned and lost, not wanting to do anything at all, especially study for my one last exam of the school year, which was still almost a week away. Before long, I began to think back on the fun we had in bed and, despite its scarcity, how good it st... Read full Story
shemale lover 2012-07-15 3,325 Cumshot Fetish oral sex transvestite
100%
Blame Abba Chapter 3
Part 7 First date I do like making entrances, that was one of the best. I didn't wait for anybody's reaction, I just strode across the bar as easily as my tight skirt would allow. I didn't see Patrick at first, but Jeff was there, and he was looking at me. I had assumed none of my mates would be ... Read full Story
shemale lover 2012-07-18 3,704 first time Fetish oral sex crossdressing
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 2,712 Fetish crossdressing
100%
Bobbi from Tennessee
Six months ago ... "I'm leaving now, Bob," Sue called out as she left. "I'll be back in a couple hours." Bob waited until he heard the garage door close before going to their bedroom. He looked through Sue's underwear drawer before deciding on a sexy pair from Victoria Secr... Read full Story
shemale lover 2012-07-22 4,034 Cumshot Fetish oral sex
100%
T Is for Teresa
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! It was when I was still living at home, or at least staying there in the college holidays, that Mum came home and found me and Jack Horton lying on the living room ... Read full Story
shemale lover 2012-08-28 6,555 Crossdresser Cumshot Fetish Blowjob
100%
Down the Path Part 5
I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at me briefly. Then he looks again, giving me the on... Read full Story
shemale lover 2012-09-17 5,583 Fetish cum oral domination
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 4,368 sucking Fetish domination Sex Toys
100%
Dormitory Fire Drill
The bed in Beverly's dorm room was narrow. It forced their naked bodies close. That was fine with Les, it increased the intimacy. As they spooned together, Les's arm draped across her waist and fondled the bottom of her left breast. His face pressed into the hair at her neck and inhaled the wonderfu... Read full Story
shemale lover 2012-10-31 3,568 Fetish orgasm Lingerie
100%
Down On Your Luck
What can I say, I'm an ordinary guy down on my luck a little when it comes to the fairer sex, in fact its been about four months since I was last with a woman. There's no obvious reason for it, I'm 6 foot plus, well built and fairly good looking in a rugged way, just since my fiancée left me ... Read full Story
shemale lover 2012-11-09 3,604 anal sex Fetish cum domination
88%
Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
Transadmirer 2016-01-02 10,405 Creampie Shemale Fucks Guy Fetish cum domination gangbang sex
93%
Nancy finds out...
Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve read “Caught in the Act…” Once ag... Read full Story
caroletv31 2018-04-23 8,909 Stockings Fetish Ladyboy Lingerie Shemale and Girl high heels cum in mouth
100%
Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
Dani_does_Dallas 2021-08-18 5,513 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
100%
Tight Spot
XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... Read full Story
Gwapo67 2022-07-22 6,254 Big Tits Bareback Creampie Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination cum in mouth
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 4,801 Fetish bdsm Lingerie
50%
A Murder Misstery
When I rolled out of bed that fateful morning, I had no way of knowing that it would be my last day as Matt McCoy. After showering and dressing quickly (how I long for those days!) I bolted out the door for my train, looking forward to another manic day on the floor. Although I was one of the younge... Read full Story
shemale lover 2012-03-20 5,261 Fetish crossdressing feminization
100%
Fender Bender
It was the first week of June and school was out for the summer, I was 18 and had just finished my Senior year. One night while we were eating dinner, My Mom and Step dad informed me that they were going away for a week. When they got married they did not go on a honeymoon so they wanted to take one... Read full Story
shemale lover 2012-07-26 8,680 Teen (18+) Fetish crossdressing
100%
Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
shemale lover 2012-10-19 3,719 Cumshot sucking Fetish
94%
Penitentiary Pussy-Butt Boy
Hi: My name is Bobbie. Would you like me to tell you how I became a Penitentiary Pussy-Butt-Boy? Well, it all started with a robbery gone wrong. I wasn’t even in the bank when the guard got shot and I still got almost as much time as the others. So, not long after the trial I was sent to the sta... Read full Story
NaughtyBobbie 2014-04-11 15,389 hardcore suck Big Cock Interracial crossdressing
75%
Dissidia Final Fantasy
Floating in an ocean of azure blue and ivory white clouds, a single castle main castle levitates in the epicenter of the area in front of the three travelers, while a smaller castle hovered adjacent to it. Traveling on a beam of concentrated magic that connected their previous world with this one, t... Read full Story
BoyVixen 2016-03-28 5,636 pussy oral sex dickgirl
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2012-05-07 5,174 shemale Big Cock oral sex cum licking
100%
The Perversion of Bev - Part 1: The Beginning
“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... Read full Story
shemale lover 2011-10-11 4,868 anal first time shemales
85%
Duchess of Lamore Part 2
First Morning in the Palace The next morning he awoke in a strange bedroom. Portions of the night before slowly seeped into his brain. There were girls, he remembered that. There was that drink. That drink had messed him up. He shifted around on the huge bed and felt his head screaming at him. He... Read full Story
shemale lover 2012-12-02 3,557 jerking oral swallowing
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 6,590 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
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 30,685 Teen (18+)
80%
A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
shemale lover 2011-12-06 11,878 Bareback cum ass fucking slave
73%
Black Girls Have Big Dicks
She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long l... Read full Story
shemale lover 2012-06-27 21,636 anal sex oral sex black cock
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 12,948 Cumshot Masturbation oral sex
50%
Trying It On For Size
I was twenty minutes early for my one o'clock appointment so I found a shady spot in the parking lot of the upscale chain motel, kept the engine running to power the air-conditioner on the warm Sunday afternoon, took a few deep breaths and tried to relax. My mind wondered back over the series of eve... Read full Story
shemale lover 2011-10-26 8,157 asshole licking sucking
83%
Teacher Student Confidentiality
It was raining cats and dogs outside as Ms. Catherine Walker (Cat by her friends) graded her Accelerated Integrated Geometry test scores. Her was long and flowing and her sweater was purposely pulled low to embarrass the male teachers with her cleavage. Her cock twitched as she shifted her leg to a ... Read full Story
shemale lover 2012-02-11 14,394 anal Blowjob black fiction
69%
Kits Adventures in the North
**Crossdress Story** It had been about six months since I'd had any chance to dress, any chance to feel sexy and been even longer since I had any kind of sexual contact. Work tends to do that; gets in the way and screws about with "me" time. Luckily, though, it was only a temporary job... Read full Story
shemale lover 2015-08-31 5,768
80%
Chinese Extremes Part 2
When he woke up, it was like waking from a very vivid dream. Oddly enough he quickly accepted that it had not been a dream, but he did find the determination that had been missing the day before. It may have been a longtime sexual fantasy of his to be feminized against his will, but in the real worl... Read full Story
shemale lover 2012-01-17 6,338 torture extreme bondage and discipline
66%
Dirty Business Trip
Chapter 1: The Transsexual Hotel Encounter "Yes, I am checking in," I said, putting my credit card on the desk. The woman behind the desk took the card and looked at the name. She was about 5 feet 10 inches tall with dark black hair and brown eyes. Her skin was beautifully tanned and he... Read full Story
shemale lover 2012-09-26 13,112 Group Sex Cumshot shemale oral
91%
Panty Town
Chapter One -- Jamie Jamie Sanders did not think he was a sissy. Growing up, he played with trucks and showed his innate male aggression though soldiers games with the other boys. He climbed trees and watched baseball with his Dad and brother. Unfortunately, by the time he was in eighth grad... Read full Story
shemale lover 2012-01-29 19,764 Big Tits sucking ass licking fucking
100%
Barbie Jo Adventures Part 6
Saturday When I woke up, I was alone in Harley's bed. I went to the bathroom for the usual thing when you first wake up in the morning. I looked at myself in the mirror and saw me, a guy. I felt embarrassed being in Harley's house with no makeup on. I had a quick shower, borrowed Harley's razor t... Read full Story
shemale lover 2012-02-18 4,568 cum oral face fucking
100%
Epiphany
My girlfriend Tonya was out of town for the weekend. She was meeting some college friends and going shopping and carousing in the city. A typical girls' weekend. I kissed her good bye at about 4:30 pm on Friday. We had become pretty close in the year that we had been dating. She was a cute blonde wi... Read full Story
shemale lover 2012-04-17 9,655 Stockings Cumshot oral sex crossdressing
100%
Eve Quest
Chapter 1 My name is, or maybe we better make that was, Andy Moore. Until recently my personal identification was in the name of Jamie Jo Moore and everyone I knew called me Sissy. My parents died in an automobile accident when I was twenty-four years old leaving me an estate of around $3,000,... Read full Story
shemale lover 2012-04-21 6,665 domination oral sex transvestite
100%
A Tale of Cum and Passion
It was an anonymous meeting, set up through a popular Internet site. The profile specified I was looking for a transsexual or a transgender woman with nice legs and feet. Basically I was looking for a chick with a cock to satisfy my fetishes for legs, stockings, feet, cock, and cum. Victoria walk... Read full Story
shemale lover 2012-07-06 4,275 anal sex Cumshot shemale oral sex
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 17,680 Crossdresser sucking Big Cock ass licking big boobs
50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,615 anal shemales Group Sex
100%
Betrayed Chapter 4
I really wasn't surprised when Dianna directed me into the parking lot at Ringers. It was only a few blocks across town from my new home; a five-minute drive, if the traffic wasn't killing at the time. Consciously, it had not been a factor in my decision to take the new place. Sub-consciously... wel... Read full Story
shemale lover 2012-05-29 5,356 Cumshot orgasm condom sex
76%
Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
shemale lover 2012-09-02 24,351 Cumshot Blowjob fuck fingering big boobs
85%
My dream pt 2
A few hours later I woke up and realized that I had fallen asleep. Sydney must have also fallen asleep as she was still in my arms. I tried to get up with out waking Sydney but that wasn't possible. She woke up and quickly put on her nightie so she could walk me to the door. When we entered ... Read full Story
Sydney Sun Min 2017-12-26 18,387 Shemale Fucks Guy
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,736 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
80%
Summer Fun
Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating ... Read full Story
shemale lover 2011-08-20 5,414 anal sex ass licking crossdressing
81%
Made me a slut
I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a... Read full Story
shemale lover 2012-01-05 7,141 shemales Group Sex interracial sex
100%
Silk Scarf
Michael sat at the table playing with his drink. He’d gotten his first real paycheck today and decided he deserved a dinner in the best restaurant he could afford. Of course which what they were paying entry level trainees at Donaldson & Rhobes, his choices quickly narrowed to a few. So he... Read full Story
shemale lover 2012-02-05 4,745 ass fucking oral sex Guy Fucks Shemale
75%
Erotic Cummings
For the last few years, my ex-wife and I have engaged in a torrid affair. You see I am a avid cross dresser, who enjoys playing the role of a uninhibited female sex slut, who shares herself with women. This game allows my ex (Amanda), to keep most of her marriage vows intact, while allowing her to e... Read full Story
shemale lover 2012-03-23 3,351 anal cum oral Sex Toys
100%
Eve Quest Part 3
Sometime during the night I was released. That exquisite pain at the point my limbs were release must have dulled my recollection of the events. I'm reasonably sure I was given the Toilet command and I hope I did a good job. In any event, I was still on the bathroom floor when I heard my mistresses ... Read full Story
shemale lover 2012-04-21 4,763 transformation oral sex cum swallowing
100%
Buying Heels
I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... Read full Story
shemale lover 2012-09-30 5,043 Stockings Cumshot oral sex crossdressing
75%
Fucking Insatiable
* Draenei futanari, as many of us have become intimately aware, are fucking insatiable. For many of the same reasons, they also have a tendency towards entitlement and ego issues. This is hardly surprising, being a magically-fueled blue-skinned space-babe with positively porn-star T&A and a d... Read full Story
shemale lover 2012-12-07 5,998 sucking gangbang Futanari
80%
Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
shemale lover 2011-12-23 9,879 transgender toys bondage and discipline heavy