Sort by
Relevancy

Free Stories

66%
My girlish desires
My girlish desires, I am happy to spend my weekend at home to live my life as a woman. I apply a depilatory cream to my body, which I leave to act for a few minutes before going in the shower. I take this opportunity to do an enema to avoid unpleasant surprises during my girl games. Then, using ... Read full Story
sandratvtg 2023-01-19 3,842 Stockings solo Cumshot Creampie Fetish Big Cock Lingerie Sex Toys
100%
The House of Lesslie Part 2
I. I woke up. Even after having taken over the House of Lesslie weeks ago, each morning was still the same, and came with the same feeling of disorientation, in need of a few moments to adjust to the realities around me, as new as they were. The bedroom around me was still darkened by heavy... Read full Story
shemale lover 2011-10-14 4,583 Fetish domination nipples
66%
Lost Girlfriend
I was on my way over to see Kelli, my current "squeeze", we'd been dating only a few weeks, but it was working out great so far. We hit it off well at the nightclub and dated a few times at some local hotspots having a good time in each others company. Kelli is a petite, yet medium ta... Read full Story
shemale lover 2011-12-03 4,568 anal transsexual oral
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 6,785 shemales Group Sex interracial sex
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 4,276 cum oral face fucking
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 3,057 anal cum oral Sex Toys
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 9,187 Stockings Cumshot oral sex crossdressing
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 4,942 Cumshot orgasm condom sex
66%
Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
shemale lover 2012-09-23 6,443 sucking cum massage
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 4,610 Stockings Cumshot oral sex crossdressing
50%
For The Sensual
For the sensual, description is everything. The collar. The collar is custom-made; one of two; her request. This particular one matches the corset. The corset—the "bustier." The collar. Literally, no choker here. She is disciplined. Her collars merely evoke ownership. She belongs. Sh... Read full Story
shemale lover 2012-11-14 3,133 anal kissing facefucking
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 3,243 jerking oral swallowing
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 17,157 Crossdresser sucking Big Cock ass licking big boobs
100%
Property To Be Pimped
It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... Read full Story
shemale lover 2013-01-17 7,091 Stockings Crossdresser sucking dildo Interracial
80%
Tranvestite In Trouble Part 2
How could i have been so stupid? Here i was, trapped by a guy twice my size and weight, dressed as a sexy secretary, just as he'd asked me, kneeling on this filthy floor, with his solid 8" cock buried deep in my mouth, gagging me. Andrew was clearly loving acting out his scenario, with hi... Read full Story
shemale lover 2011-09-16 2,555 shemales Fetish bdsm
100%
Transvestite in trouble - the internet porn quee
Bright light filled the room, waking me from my unconciousness. so bright it took a while for my eyes to focus. When they did the first site i saw was myself, in the wall sized mirror opposite me, strapped to the chair. It was me only now i had masses of long blode hair, tied up in 2 pigtails, lo... Read full Story
shemale lover 2011-10-22 2,383 shemales Fetish bdsm
100%
Story for adults Part 5
Alice's life continued like that for a couple of years until one day Mistress Angela got fed up with Janice. Janice had never really been into the S&M-bit and in time this began to annoy Mistress Angela. At the same time Mistress Angela began to regard Mistress Jensen as just another freeloader.... Read full Story
shemale lover 2011-12-20 4,166 bondage and discipline heavy feet reluctant
66%
Debbie Part 4
As morning came round Mistress found her newest sissy-slave completely incoherent with pleasure and pain. Debbie was thrashing and screaming, her eyes wild and unseeing, a thick mixture of lubricating gel and blood running out of her ass, down her legs. The computer connected to the box controlling ... Read full Story
shemale lover 2011-12-22 3,567 transgender toys bondage and discipline heavy
50%
Debbie Part 6
Debbie was awakened by someone holding a hand over her nose and mouth, so that she couldn't breathe. She struggled, weakly tossing her head before opening her eyes. She looked straight into the eyes of Dr. Jacobsen, smiling evilly down at her. He continued to hold her head so that she couldn't breat... Read full Story
shemale lover 2011-12-23 4,300 transgender toys bondage and discipline heavy
100%
Permanent Stay in Mastersville Part 2
I had some time to think about this as she dragged me out the front door and threw me into the backseat of her car, shut the door and left me there as she went back into the house. I sat there in the car thinking about what would happen to me, if Mistress had really meant what she had said about tur... Read full Story
shemale lover 2012-01-08 4,294 toys bondage and discipline heavy reluctant
66%
Chinese Extremes Part 1
Phil had been looking forward to the competition for weeks and now that it was over, he felt slightly disappointed. Not that he really had anything to be disappointed about. He had advanced to the third round in the Karate tournament where he had met an admittedly better opponent. So it wasn't that ... Read full Story
shemale lover 2012-01-16 4,562 torture extreme bondage and discipline
66%
Chinese Extremes Part 4
The ride to Master's residence was completely uneventful for Lien. The whole way she lay in the trunk of his limousine, hooded and gagged, with her legs strapped together and her arms secured with the armbinder. The trip may have been uneventful, but Lien wasn't bored. She spent the whole trip fanta... Read full Story
shemale lover 2012-01-17 4,477 torture extreme bondage and discipline
100%
Becoming Jodi
So i wake up Sunday morning Suzie is already up she's on the internet looking up voice training for me she says if Jodi is here to stay people will need to hear her talk now that she's going to be working at the store. she was only wearing a pair of shorts no top my man hood was still tucked up whic... Read full Story
shemale lover 2012-02-16 3,280 sucking cum swallowing
88%
Feminized by My Girlfriend
About 6 months ago I joined a gym because I have never had a very masculine body and now that I just turned 21 it was time to finally get off my butt and try to build some muscle. That is where I met my girl friend Brook who stands 5' 9", has a fantastic body and a gorgeous face. She looks like... Read full Story
shemale lover 2012-07-14 16,385 Fetish oral Sex Toys feminization
80%
Fifi's Long Wait
Around about 3 weeks ago, Sid had managed to acquire his very own maid; however, 'she' was not your normal run of the mill domestic worker. Oh no, Fifi liked to dress as a maid to fulfill her submissive cravings and the most notable difference was the fact that she had a penis. When working as a mai... Read full Story
shemale lover 2012-08-03 4,663 Cumshot oral sex Sex Toys
75%
Denial: First Comes Addiction
Mark ran a website design business from home. His wife Janine was a fairly successful horticulturist specializing in several exotic flower species and selling them to high class florist shops and also did consulting for a successful interior decorating firm. Mark was nothing special to look at, t... Read full Story
shemale lover 2012-08-16 4,641 bdsm transformation
100%
Denial: Third Comes Conversion
It had been a few weeks since Mark had became Miranda full time. He no longer had any of his own clothing and had taken a place as servant in the home. Janine had been slowly beginning to work Mark over by using 'creative discipline' and during the last day few weeks had began altering his behavior ... Read full Story
shemale lover 2012-08-16 3,513 jerking oral sex sissy
100%
New Girl
'Hey girl, watcha doin?' To this day, I don't know why I answered like I did. 'It's Jess!' 'Pleased to meet you, Jess! I love that show too! You actually look like Jess from that show 'New Girl'!' 'You're kidding me, right dude? I don't look at all like Jess, and that is not even my ... Read full Story
shemale lover 2012-12-22 5,726 Uniform Lingerie cd softcore
72%
Mistress Carol transforms me into a cum slut
I sat on my car and put on my heels, smoothed down my mini skirt and checked my hair growing out nicely and currently in a blonde bob. I was breathing fast and felt my small, c size, breasts move up and down. My nipples were erect and sensitive the piercings quivered slightly in my halter top. Decid... Read full Story
shemale lover 2013-05-17 15,512 Stockings Cumshot dildo fingering domination swallowing
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 13,682 Masturbation cum orgasm cumshots prostate
80%
Owned sissy girl
I met the mature dominant couple that I now call Mummy & Daddy on the internet. Their ad said they were looking for a full-time live-in mature sissy plaything. After we made contact they invited me to their house. I was instructed to bring any sissy clothes with me and to refrain from orgasm for... Read full Story
Andrina62 2015-09-23 28,851 anal ass rimming cd sissy
68%
I meet my new Mistress for the first time
I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way... Read full Story
Tania Harvey 2017-06-26 8,001 Amateur gangbang 3some shemale on shemale dominating
72%
Wie sich schlagartig mein Sex Leben änderte... Teil 1
ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... Read full Story
Holly Swallow 2019-03-20 7,640 Stockings Small Tits Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob blonde gangbang domination Interracial Sex Toys humiliation Homemade sissy girlfriend chastity cage Ass to Mouth cum in mouth chastity sissy amateur crossdresser fendom
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,844 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
38%
Am I gay?
Please help me. I'm confused and unsure if I am gay. I feel so ashamed of myself. I don't want to be gay but I was molested by my neighbors at 6 years old and from then on I would wear my mom's panties or sniff my sisters while masturbating. Cumming would always make me feel guilty for what I have d... Read full Story
Chinaysissyslut 2020-02-24 6,086 Stockings Teen (18+) Small Tits Crossdresser solo Amateur Masturbation Asian Ladyboy Lingerie Homemade webcams
58%
Mish's ultimate CD fantasy
I wanted to type out my ultimate sissy fantasy whilst i'm here, high off my nut. Hoping to hear some others, and do tell if you've ever lived it out! First up, I would get my body ready, shave completely except my head (of course), do my nails in a slutty pink nail polish, and then once they'... Read full Story
SissyCDMish 2020-02-11 4,026 Crossdresser Masturbation fantasy Drugs
100%
My wonderful life with Pat : The tattoo
Few hours later Marie and Pat arrived, Marie ordered me to stand-up and kiss me hardly with her tongue rolling in my mouth. She say me goodbye and thank you so much for dinner and the marvelous night, Pat is really lucky with you. I was so surprised i reply by a shy thank you. After Marie has le... Read full Story
jperrot 2020-09-18 4,407 Amateur Outdoor Shemale Fucks Guy domination Ass to Mouth cum in mouth
100%
The New Nii
The bedroom door opened and the two lovers walked down the hall into the living room side by side. Deena was wearing her nightshirt that she wore a lot, and Jeffery was nude, and he picked up his clothes that I had put on the chair and began to get dressed. “Jeffery is going to go and get dinner an... Read full Story
Setinkhan 2021-05-28 5,422 Crossdresser Fetish threesome Big Cock Shemale and Girl domination Interracial Sex Toys
90%
Camming Down the Rabbit Hole Ch. 08
A familiar sensation greeted me as my eyes opened and a yawn escaped my mouth, that oh so delicious feeling of my morning wood straining against my silk night ware. It was becoming an ever occurring pattern that no matter how large the orgasm the night before I would wake with the hardest of cocks, ... Read full Story
Dani_does_Dallas 2021-11-15 3,770 Stockings Small Tits Crossdresser Amateur Cumshot Masturbation Fetish Uniform Lingerie Homemade self sucking pov cum in mouth
100%
How I Became Chrissy the Caged Sissy
I am a sissy, or femboy, or tgurl, or shemale? Well either way I like wearing female clothes and being treated like a girl, especially in the bedroom, and now I also like being locked up in a chastity cage that I wear 24/7 now. This is the story of how I became a caged sissy: "Put it on and ... Read full Story
Chrissy Tunnell 2022-01-27 4,010 Crossdresser solo Amateur Masturbation Fetish Blowjob Ladyboy domination Guy Fucks Shemale Sex Toys Mature Homemade
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 4,998 shemale gangbang facial
100%
I Fooled Everyone But the Black Pimp Part 4
Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... Read full Story
cdtampa4u 2023-05-17 4,911 Crossdresser Blowjob Interracial sissy bbc
100%
My desire continues after Greg's departure
After Greg,my first black lover,moved away,I THOUGHT that my "experiment" was a passing one. Was I ever wrong. I'd be in bed holding the recent centerfold up with one hand and my other stroking away,yet,when orgasm neared,my thoughts invariably turned to Greg and specifically,his big bl... Read full Story
shemale lover 2014-07-13 3,986 shemales interracial sex Fetish
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 5,499
87%
Big Booty Black Boy Gets cheated on
I have been secretly bi throughout my life. But nobody has known. I have had several girlfriends and all. One physical trait that I developed at the age of 18 was a big booty. It grew so much that I couldn't hide it much. One time I went to the gym with tight clothes and my curves were obvious. A lo... Read full Story
Flatch 2015-10-29 7,344 tranny ass Ebony
85%
Got addicted to watching shemale porn
I am considered to be very straight. I don't look at guys and think "Gee I'd like to suck his dick" or anything like that. I seperated from my first wife about 5 years ago. After seperating I got on line and downloaded a hell of a lot of porn. I am talking hours of porn. Can't r... Read full Story
shemale lover 2015-11-01 8,967 asshole shemale oral
50%
Mistress Melody Visits
Today is the day that Melody arrives. We have been talking over the phone for a while now before we arranged a meeting. I have cleaned the house from top to bottom. I have scented candles and I also got a dozen roses and sprinkled the petals from the front door to the bedroom. I leave the house and ... Read full Story
shemale lover 2011-09-10 3,016 cum dildo ass licking
100%
Poolside Fun
It was a perfect day for lounging by the pool, the temperature was just right and the sun was shining brightly with billowy clouds of white decorating the sky. With manicured hedges, the neighbors couldn't see a thing, which made nude sunbathing a perfect option. Chancellor had invited a friend over... Read full Story
shemale lover 2011-09-17 3,381 Cumshot Big Cock deep penetration
85%
First Time With A Dominant
I had long been interested in BDSM, specifically female domination. After downloading a shemale dominatrix video by mistake, I became interested in a dominant shemale. I consulted the internet looking for something, and when my wife was away for the week for business, I finally decided to go ahead a... Read full Story
shemale lover 2011-09-23 22,848 asshole Big Cock domination
63%
Domination Island Part 5
The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole. These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and drip... Read full Story
shemale lover 2011-09-24 25,899 shemales Lingerie domination
50%
Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
shemale lover 2011-10-07 4,447 hardcore celebrities oral extreme
100%
Tranny Attack
Tears of pain pricked my eyes as Julia drove her huge black cock into my ass. In my wildest dreams I had never expected myself, an all-American straight white male to be in this situation, beaten, bound, and being ass-fucked by a transsexual with a huge cock. I am a normal sort of person, happily... Read full Story
shemale lover 2011-10-15 7,036 anal Cumshot Big Cock Ebony
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 4,145 anal sex orgasm cum swallowing
100%
Joanna the Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
Joannacd1 2011-11-07 4,223 tranny Crossdresser Ebony
80%
Chelsea cumdump series intro
Let me begin by telling you a little about myself. My name is Chelsea, I am a 24 y/o transexual, and I abso-fucking-lutely LOVE sex. Cock, cum, the works. The majority of this and the stories to cum are actual facts and events from my life. I have always had a feminine body, even before my transitio... Read full Story
ts_chelseacumdump 2011-11-19 3,814 Bareback shemale slave
84%
Black Master, white sissy Part 1
Every one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit... Read full Story
shemale lover 2011-11-21 10,512 shemales gay male bdsm