Sort by
Relevancy

Free Stories

100%
Traci the Maid
Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6&qu... Read full Story
shemale lover 2013-07-19 5,744 Stockings Cumshot blonde Uniform Guy Fucks Shemale
88%
Alaska adventure
I was stuck in my parents apartment, living with them and working at a bar downtown for the summer. I got bored hanging out alone in my room,. so I snapped a few pics and put an ad in the TV/cd section on craigslist. I waited a bit and it wasn't long before someone replied. Then a few dozen ... Read full Story
Ville Lohner 2014-02-18 4,989 anal Crossdresser hardcore Big Cock Interracial
96%
CD Jinn Caught
Lately I have been having great times with one of my roommates who found me out and found he really enjoyed being with me when I am dressed. However before any of this happened I had met a guy through a friend on the football team at my college and had a couple great times with him while I was dres... Read full Story
Jinn.V23 2014-05-07 5,913 sex toy Crossdresser Cumshot suck threesome
73%
First Hotel Encounter
we met online and agreed to meet at a hotel. I was so nervous but excited to explore this very wrong side of sexuality. At the front desk, you had your arms around me kissing me deeply as you pushed up my skirt so the clerk could see my pink panty covered rear as he flashed you the "way to go p... Read full Story
CD Lilee 2014-06-06 7,486 Crossdresser anal sex Creampie ass fucking spanking cd
85%
Fucked by indonesian ladyboys
this is a true story of what actually happened to me in bali When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me. i had been clubbing several tim... Read full Story
shemale lover 2014-09-17 62,689 suck Bareback Asian Ladyboy ass fucking
92%
My Life as a Shemale Part10
Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal thro... Read full Story
shemale lover 2015-02-27 3,521 tranny Creampie cum ass fucking spanking whipping
54%
Only Genetic Girl Close To A Trans Women
I rustle for something in my large purse. I pull out and hand me a set of heels. "put them on". You answer "Now?" "yes slut!" I answer back, I want you looking pretty when I fuck you. Well I will guess your heart skips a beat and your cock swells. You awkwardly slip o... Read full Story
KevLoc 2015-03-13 3,283 sex toy strapon spanking dominant
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
Andrellina 2015-09-23 29,719 anal ass rimming cd sissy
76%
My Ts Escorts Favorite Memories 2
There ain't nothing like finding a sexy mistress that makes you do things you wouldn't usually do. I called her up wanting to fuck but instead she ended fucking me really good. I walked in her apartment and she had on a black sexy lace dress she stood about 5'9 super thick hips and... Read full Story
Ur Papi Chulo 2016-02-02 4,263 shemale cum mistress ts escorts tranny experience
85%
First creampie
I was home alone, my gf was at work so I decided to dress up again and this time wear her make-up. I fealt so slutty I had to have some cock, so I invited a guy around who I know, hes nearly 50, and his cock was a nice 7 or 8inches. Anyway, when he came we went straight to the bedroom where he strip... Read full Story
mikey1993 2016-05-09 7,150 anal first time Bareback Creampie oil
88%
If only...
I've been fantasising about your hard cock again. I want to meet you, take you somewhere quiet so that I can get my hands on your hot shaft. I want to push you against the wall, look into your eyes as I unbuckle your belt, unbutton your trousers and slowly slide the zip down. Put my hands onto ... Read full Story
Corrado76 2016-08-02 4,972 Blowjob shemale oral fantasy transgender male
100%
Humiliation & full outing
I'd been meeting 2 older men regularly for a few months when we started to talk of more 'humiliating use of me'. They soon arranged to meet me in a hotel in the next city across from where I was living at the time & I made my way across one night to meet up with them. Wh... Read full Story
sissychloe 2016-09-02 8,103 anal Crossdresser suck humiliation sissy group
83%
Uncles Ranch
My Uncles Ranch Its late May and school is getting out for summer break finally next year marks the start of college but who cares about that. I’m excited to do the basic summer fun like hangout with my friends go to movies and of course get in touch with my shemale side. When I get home my parents... Read full Story
cdsissy18 2018-03-02 2,538 sissyboy sissy slut sissy crossdresser
80%
Too Much Hospitality
Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned t-shirt and some ... Read full Story
ASSEaster5678 2018-09-17 9,036 anal Blowjob transsexual oral sex cum swallowing romance transgendered Consensual Sex Older Female / Males
92%
My First Time
****This is not my story but i am uploading on behalf of my friend. Hope you enjoy it.**** My story is 100% true, I have been wanting to touch a big penis for a long time, im addicted to looking and watching guys play with there’s on web cam. One day I decided to search for a nice big cock on Fac... Read full Story
SachinJoy 2018-10-04 10,276 Shemale Fucks Guy Big Cock Ebony
66%
Trannies in Space
There was no spaceport on Jansen's Planet. There had been, but whatever calamity had befallen the world generations ago had also destroyed its port. It was one of so many planets out in the Barrens that had fallen on hard times. So Dekker set down the Barnabas in a clearing in the forest, a remna... Read full Story
ASSEaster5678 2019-01-25 12,685 Shemale Fucks Guy Guy Fucks Shemale Sex Toys space robots
100%
Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
✘Transensual✘ 2019-02-27 6,237 Crossdresser domination Guy Fucks Shemale cum in mouth PRISON FUCKBOY PRISON PUNK prisoner Prison Bitch
100%
Primo appuntamento con Sabrina
Non ho mai incontrato un trans prima di ieri pomeriggio. Mi sono piaciute sempre le femmine ma quando ho visto il profilo di Sabrina su aShemale tube non ho saputo resistere. Quel viso di donna mi attira. E, a dire il vero, mi attirano i suoi video. Così spontanei e naturali. Lei, da sola, che si fa... Read full Story
LoveTSworld 2020-05-05 1,709 Teen (18+) Crossdresser Amateur Cumshot Big Cock domination spanking Homemade balls stretch slut whore ass fingers
66%
Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
Femboy Emmi 2020-05-11 3,967 Small Tits Crossdresser solo Lingerie
50%
a bride for a day
A letter from an admirer who will visit me in time. All girls want to be a bride for a day. I went down to see Amber now isolation is over and we spent two days just fucking, spanking, sucking, peeing, smearing, wanking and just about anything we could think of. Them Amber suggested we have a... Read full Story
amberdoll 2020-05-22 3,227 Small Tits Crossdresser Amateur blonde Homemade
76%
How You Became a CD Slut
It started with your mother’s pantyhose. There was something about them that fascinated you. You were inexplicably drawn to them. You touched the delicate fibres and already your young cock stirred. As you excitedly pulled them on, your erection was now becoming painful. You loved how they enveloped... Read full Story
Daddybear71 2023-03-27 8,575 Stockings Crossdresser Masturbation Lingerie
100%
Karen, My School Teacher Part 3
Regret... Hmm Maybe Not. By FoxyHosed My excuse for a cock got hard again. My horniness got the better off me. I went to lock the front door. I took my shoes, pants and sweater off. I stood in the hallway only in pantyhose and t-shirt. ‘Don't do this. Walk away from this now. But you go to boa... Read full Story
FoxyHosed 2021-02-05 9,166 Crossdresser Cumshot Fetish Blowjob pantyhose pantyhose anal crossdresser guy fucks crossdresser
75%
Sissify Your Boyfriend Manual - transation
original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... Read full Story
shelli_k18 2021-04-20 9,314 femdom sissyboy sissification sissy training FLR hotwife guidelines Modern Marriage Power exchange
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 5,686 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
100%
Quick trip to the park
Monday Morning again, I hate Mondays, why can’t the week start on Tuesday! Thought Justina ,while she stood semi naked in the kitchen drinking her coffee with a semi. I finished my coffee and made my way to my bedroom to get dressed. As I entered my bedroom i spotted my new dress i’d bought on S... Read full Story
Samantha Jewels 2022-01-12 2,759 Crossdresser Amateur Cumshot Outdoor Blowjob Mature crossdressing Ass to Mouth cum in mouth crossdresser amateur
87%
Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... Read full Story
Gwapo67 2022-05-16 5,195 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
My lusty landlord
Gopal Reddy has been my landlord for about 7 years now. I rented his flat back in 2015 at Whitefield, Bangalore and have been staying there with my mom. Gopal Reddy and his wife Manjula are from Anantapur, Andhra Pradesh and they keep visiting us whenever they come down to Bangalore. Both of them... Read full Story
Manusha Tranny 2022-12-12 4,802 Crossdresser Amateur Bareback Homemade Ass to Mouth cum in mouth
100%
Something new
So I’ve been dressing up for a long time, and I’ve been doing videos for a long time and absolutely love it (hope you do to). Well I needed something different to do so I decided to take up an invitation to join a group of gurls on a weekend in Amsterdam!! I have been to Amsterdam about 10 times ... Read full Story
Samantha Jewels 2022-12-14 4,114 Crossdresser Cumshot cum in mouth
100%
Maddie and the public bathroom antics
I had put on my lingerie and my dress underneath my manly clothes and was preparing myself to go to a public bathroom. The idea was to enter a cubicle, take off my boring man clothes and sit there looking like a sexy sissy where I could video myself on my smartphone. I needed some hot new pics, so I... Read full Story
sissymaddiex 2023-01-06 4,458 Crossdresser Amateur Cumshot Masturbation Bareback Blowjob Lingerie cum in mouth
83%
the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
oliviabecket23 2023-07-04 7,302 Crossdresser Lingerie domination Sex Toys femboy forced webcams
100%
Straight Boy Cock
This is my fantasy. I want it to go like this. I meet a straight guy while I’m putting gas in my car. He offers to pump my gas for me because he’s a kind gentleman. So I let him. I can tell he wants to fuck me and I want to “repay him” so I take him home with me. He has no idea that i’m trans. I und... Read full Story
CocoBombPussy 2023-11-03 7,895 anal sex fantasy Love transwoman trans pussy Straight Boy Cock
100%
Towel Boi: Agreement Signed
Ralph moved the mouse to wake up the computer. He navigated to his legal docs account and downloaded a generic pre-existing relationship agreement. He asked for the spelling of the new hire’s first and last name. “First name K-A-S-E-Y. Last name S-T-E-V-E-N-S.” “Got it,” acknowledged the owner. ... Read full Story
Faggyboi and Puzziboi 2023-11-14 6,399 Crossdresser Bareback Creampie Blowjob Guy Fucks Shemale Interracial small cock big ass sissy femboy
100%
Bimbo Bombshell - Chapters 1-2-3
Bimbo Bombshell - Chapter One: Singled Out! Even though it was Friday, the bar wasn't particularly crowded that night. I never knew what hit me. This Gorgeous Blonde bombshell, starts flirting with me right a my table. I found myself wondering why this glamorous beauty, had chosen me. I was... Read full Story
Hardrock51Fifty 2024-06-23 7,015 Stockings Big Tits Shemale Fucks Guy Fetish Blowjob blonde domination Guy Fucks Shemale blonde shemale PDA Public Displays of Affection
100%
She Loves Dirty Talk Too
Sexy TS Girl: Hiii! How are you? Thanks for being my new friend. I have so much love forssz you, my friend. Don't hesitate to like and comment one or two photos of me that you like. We can also chat... Love, love, love you, sexy man. HardRock: I really enjoyed looking at your galleries.... Read full Story
Hardrock51Fifty 2024-05-17 4,342 anal Amateur Cumshot Creampie Shemale Fucks Guy Blowjob Big Cock domination Guy Fucks Shemale Ass to Mouth cum in mouth dirty talk
100%
MISTRESS'S TERROR
The night had ended EXTREMELY PLEASUREABLE with BILLY, RYAN & PETER in a literal BANG and I was HAPPY. Now that BITCH I were married with our diamond 2 carat engagement rings and diamond wedding bands we were LESBIAN LOVERS. We were perfect together, Aunt Susie had groomed me into a SHEMALE DOMINATR... Read full Story
BITCHGURLvr 2024-07-01 5,897 cock transsexuals smoking cigarette
100%
My Noisy Upstairs Neighbors Part 2
In my previous post, "My Noisy Upstairs Neighbors," I shared the story of how I finally confronted my upstairs neighbors about the constant noise they were making. However, this encounter took a devastating turn, leading to a traumatic and deeply violating experience, when they raped me and filmed i... Read full Story
Chrissy Tunnell 2024-07-16 3,692 Crossdresser Cumshot Fetish domination Guy Fucks Shemale Mature Frottage sissy femboy
100%
Caught outside in lingerie. Truth and Fantasy
There's a wood near my house. The path up to it is quite steep so it isn't used very much. I had gone up there early one morning last summer to take some photos and video clips. I have a camera on a tripod and use a self timer to take the photos. I have a long trench coat that I wear if I need to co... Read full Story
EmmaHuntcock 2024-09-23 2,651 Amateur Outdoor Lingerie sissy
100%
Making A Sissy - The Story Of Melvin & Ryan
Making the Sissy Faggot the story of Melvin and Ryan The beginning chapter 1 I am Ryan I am forty years old and recently separated from my wife of twenty years. The separation has been a rough and the worst experience in my life up to that point . Unbeknownst to me at that time I was about to ... Read full Story
CandiLovecocks 2024-11-27 775 domination humiliation submission sissy faggot degradation
100%
Chastity contract
The journey to becoming the perfect chastity slave is an exciting one! Many people who enjoy the control of wearing a chastity belt also enjoy having a clear set of rules and expectations to abide by. For this reason, many keyholders choose to implement a chastity contract. While it’s easy to get... Read full Story
Sophie Softcock 2024-12-04 612 chastity device on shemale Chastity Devices chastised
88%
How I developed a crush for transvestites
I am a 33 years old woman who loves sex very much. My name is Desire. With my boyfriend Errol we have a very happy and open relationship. Since I am also a bisexual from time to time we make love with another woman. We also had group sex a few times. Last week I left home to go to my girl friend ... Read full Story
bigtranslover 2013-12-23 7,210 shemales asshole
94%
Lonely in L.A.
I don't do this. I simply don't. But I was emboldened by theloneliness of being in a strange city without any friends around. I was taking my first trip to Los Angeles for an appearance on a game show. I'd be getting up bright and early the next morning and was spending the evening alone in a hotel... Read full Story
bigtranslover 2014-02-13 7,589 anal transsexual
90%
My Great Adventure
One morning after dressing in sis’s clothes and she is a hot one.....black fish net stockings and 5” patenet leather pumps and corsets to die for and a pair of padded inserts to enhance her already endowed breasts, I needed some excitement besides the usual pulling of the wang and using ... Read full Story
shemale lover 2014-12-19 6,836 shemale rubbing ass licking
62%
Chatroom trick
I couldn’t believe I was doing this, as I stood by her front door I struggle to find breath on a surprisingly clear day. It had started some months ago, and internet chatroom, boy those things can be dangerous. I had spoke to Mary almost every night, soon chats turned to sex then to fantasies.... Read full Story
shemale lover 2015-03-21 4,745 shemales Fetish bdsm
100%
Shaffy and Me
I was on my way home and was just going by the park when I heard a lady scream and shout ‘help’ and being the knight in shining armour that I am, I went to investigate. When I entered the park I spotted a rather attractive blonde being forced over a bench by a long haired yob, so I yanke... Read full Story
shemale lover 2011-07-25 7,992 Cumshot ass licking deep penetration
75%
Mistress
My wife (Airlia) and I are open minded when it comes to sex. We are pretty much into everything, but at the moment we found ourselves going to a mistress for a bit of fun. We have been to our mistress four or five times so far and we both enjoy watching the other getting abused, especially Airlia wh... Read full Story
shemale lover 2011-08-27 6,681 fingering Sex Toys facefucking
50%
Satan Shemale Bimbo Sissy Doll Chapter 1
At just 22 years of age Johnny was bored and disgusted with his life. He would spend his nights in satin and leather with his face made up in a long blonde wig. He would become Sindra, a creature of the night. Sindra would pull on her long black kid gloves and masturbate to photos and fetish cart... Read full Story
shemale lover 2011-08-28 4,972 Fetish shemale sentimental
80%
How I Became Vanessa Part 1
I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to... Read full Story
shemale lover 2011-09-09 4,673 anal sex shemale dildo
100%
How I Became Vanessa Part 3
Hello dear readers, I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life. * At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all t... Read full Story
shemale lover 2011-09-09 4,081 cum transsexual oral sex
44%
Gargantua
Women do not have penises or testicles. These sex organs are specific to men. As the boy in Kindergarten Cop demonstrates, even young children are aware of this most fundamental fact of life. However, in the genre of erotic fantasy art known as futanari, hermaphroditic "dickgirls" defy nat... Read full Story
shemale lover 2011-09-12 8,046 Futanari dickgirl big cocks
33%
Being Barbi's Bitch
After ten wasted years of foolishly trusting in love to 'cure' me of my femininity, I had only just begun to re-embrace the sissy inside me when something made me reach out to an old friend. What made me do it, I really don't know. Although I was once again revelling in even the smallest aspects of ... Read full Story
shemale lover 2011-10-01 9,384 Stockings sucking domination
100%
Additional Thoughts on Sodomy
Although, in the world (or worlds?) of pornography and erotica, it is politically incorrect, perhaps, to suggest that the body, whether male or female, is not built for anal intercourse, the fact is that anyone who has participated in this act (especially on the receiving end) or who has enjoyed wat... Read full Story
shemale lover 2011-10-05 4,395 Creampie sperm anus
62%
All Night Forced Sex Part 1
I woke up in the morning at half six had a shower then got dressed. Then I was off to uni I drove to uni as I do every morning. I then had a pretty normal day at uni during our 2 hour break between one of our lectures we all went for a drink and got pretty drunk before going it was a good laugh as e... Read full Story
shemale lover 2011-10-09 10,116 cum dildo domination
97%
High School Friend Has A Secret
I had just walked inside my apartment after a 10 minute walk from the grocery store in the blistering cold. It was a frigid Denver day in the middle of February, the kind that forces you to sit cooped up inside all day. My roommates were still back in our hometown visiting old friends and family. We... Read full Story
Loveto 2011-10-12 13,967 transsexual femdom strap-on
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 2,693 shemales Fetish bdsm
100%
Kayla and Tracy: The Layover
Kayla and Tracy strode across the marble-floored lobby, their heels clicking across, and suitcase wheels rolling across, in rhythm as they walked up to the desk. They seemed incredibly out of place in the relatively quiet hotel room. Kayla, of course, always stood out, especially when platform heels... Read full Story
shemale lover 2011-10-31 4,573 big dick tranny asshole
100%
Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
shemale lover 2011-11-17 5,516 cum domination crossdressing