Sort by
Relevancy

Free Stories

94%
CD and BBC Gangbang 1
My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... Read full Story
FionaFucked 2014-10-27 13,465 Group Sex gangbang Interracial cd sissy
94%
Sissy Slut: Gang Favored
I confess I am a nymphomaniac shemale slut who loves being the object of a man’s desires. That's why I was out here with these hookers trying to hook up with somebody to have sex. I'm either having sex or I'm thinking about having sex most of the time I like being a honey. I love having sex with men... Read full Story
Regina10 2021-03-02 7,161 Stockings Big Tits Cumshot Bareback Fetish Blowjob Big Cock Ladyboy gangbang Guy Fucks Shemale cum in mouth double anal
100%
HELPLESS TO MY CRAVING FOR BLACK COCK
This is a totally true account of my addiction to meth and its hand in turning me into the he[pless sissy I've become to my weakness for BBC. My name as a regular male is Richie Budd. But by reading this you'll soon realize that nothing is normal. Not only was I Richard Budd. I spent an equal, if ... Read full Story
Tvtrinity 2021-04-07 9,460 Crossdresser Amateur Group Sex gangbang Interracial transgender sissy bbc Black Owned owned white boy pimped force feminised BNWO
77%
Gangbang im Pornokino - Ein wahrer Erlebnisbericht
Auf Travesta und der Internetseite eines Pornokinos in das ich ofter gehe, gibt es eien Kontaktbereich. Dort postete ich den Termin und die Uhrzeit meines nächsten Besuches. Dazu schrieb ich das ich mal wieder Lust auf einen geilen Gangbang hätte.... Ich kam mal wieder 15 Minuten zu spät in das P... Read full Story
sissy_chantal 2017-04-11 13,280 anal gangbang oral sex nylons high heels
100%
My First Gangbang
For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing wit... Read full Story
shemale lover 2012-07-18 10,669 first time gangbang crossdressing foot fetish
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 7,469 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
60%
Fat Indian Crossdresser Slut Gangbang
I am your typical sissy bottom guy who loves mature men. My proportions being large, club me into the BBW category so only the daring types can enslave me. Mature men in the age group 35-60 attract me. Only young guys with very huge dicks are an exception. This is about a naughty adventure of min... Read full Story
shemale lover 2013-03-19 5,981 Crossdresser sucking gangbang ass fucking
100%
Vanessa and the workmen gangbang
The three workmen were slaving away in the back garden, in the hot sun. Vanessa watched them from the upstairs bedroom window, getting more excited by the second. Under her robe she was wearing a beautiful red basque with a red g-string, black stockings and five inch heels. This was topped off with ... Read full Story
Vanessa Luv 2020-05-12 5,353 Crossdresser Group Sex gangbang Lingerie cum in mouth double anal
100%
The Opening of Villa Olivia
All Stories are 100% true. Names and Locations might be altered to protect the privacy of myself and others. In my last blog post I have given you an overview of what happend in the past months. In the beginning of January we have finished the works on my new "working environment". We call it "Vi... Read full Story
TV_Whore_Olivia 2022-02-21 2,282 Crossdresser Amateur Group Sex gangbang Guy Fucks Shemale Homemade escort sissy prostitute hooker slaves owned Hooker cd
95%
Ginger's First Gangbang
I had been enjoying regular meetings with my older lover, Mr Webster, for some time and the routine typically consisted of meeting up and heading off in his car for sex at some secluded spot in the countryside. He liked me to dress as femininely as possible, in pretty dresses, skirts and heels and a... Read full Story
Ginger__57 2018-03-26 8,301 Stockings gangbang redhead domination Guy Fucks Shemale Ass to Mouth cum in mouth
50%
Out of Town Meeting
Dinner was seamless, the food, the music, the wine, the company. Tony’s out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He’d met up with Chantal, a wom... Read full Story
shemale lover 2011-08-14 3,317 shemales hardcore bdsm
72%
The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
MasterofSissies1 2018-12-04 8,392 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
33%
sex
Hello I am mahan Very handsome and curious. The date goes back to last year. With our sister, Sepehr, from childhood, we were on the floor of Khalmun Arshida's daughter. One day we went out with the scene, Arshida called me and his parents went to Istanbul and that lone. And asked us to go over the... Read full Story
sima2000 2019-04-18 3,471 Amateur Big Tits Creampie gangbang Shemale and Girl pov double anal
100%
Tranny Gang Bang
Gang Banged I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel. Freddy had found me on my internet... Read full Story
shemale lover 2011-11-12 4,550 shemales Group Sex gangbang
100%
Coco love -first group sex-
I had my first group sex with 3 black guys in a hotel. it was a wild first experiences for me, it was 1 of my fantasy to get gangbang by a group of guys, my ass is still in pain getting fuck hard by them, they stretch my ass really good.... all 3 of them had huge fucking dicks couldn't fit my mouth ... Read full Story
shemale lover 2012-09-23 3,833 Group Sex Cumshot deepthroating cum swallowing
84%
Practically gang at a sex club!
About 6 months ago I went to my local sex club in Sydney. It was only about 8pm and not much usually is going on at that time. On the 2nd story there is called the "Orgy Room" a place where people go and sit on the bed with no locked door and it's just first cum first served. I stuc... Read full Story
shemale lover 2011-06-14 27,393 shemales gay male hardcore
85%
My trip to Thailand
I met Layla on my holiday in Thailand. She was at my hotel bar. We danced a while at first. We were kissing a lot. She had long dark hair at nice looking boobs. I got her up to my room though later and she obviously had sex on her mind too as she touched my hard on a few times on the way to my room.... Read full Story
shemale lover 2011-12-10 2,651 shemales hardcore sex humor
92%
The first sex! A dream for a little sissy slut!
We decided to meet at your place, I enter quickly and immediately go into the bathroom to get ready for our spicy evening. I'm already shaved and wearing stockings, leopard print panties matching bra. In the rush I'm doing makeup, I get dressed in little black dress, barely covering my bum! I put a ... Read full Story
shemale lover 2013-08-09 5,375 Stockings hardcore Cumshot Lingerie domination spanking
77%
Abused as a tranny at a sex party with my mum
I decided to go to the party and be the tranny slut they were looking for. After all, it's nice to be wanted and I really would do anything to keep those photos of me dressed in my mum's stockings, private from my friends. I've never had anything up my ass before, in fact I've never even had sex ... Read full Story
shemale lover 2011-08-20 4,233 taboo hardcore shemale
0%
Helplessly Bound
Hikaru slowly awoke from her deep slumber. She felt her head was so heavy, like having something had weakened her physically. Her vision was blurred and bit by bit slowly getting better, as she tried to investigate her surroundings. It was a dark room, only such a faint light so nothing could be ... Read full Story
shemale lover 2011-12-03 2,845 hardcore Sex Toys bondage
40%
Monsters that crave sex
There wans was a mad docter named hojo who studded how monsters get there mana back when it is used up or even if they even run out like humons do wan day he was working on some experaments to make humens be able to have ever lasting mana with out rest or food so they would never run out and need to... Read full Story
shemale lover 2012-03-04 2,344 hardcore Fetish shemale oral sex
100%
Party Surprise - First sex as a Crossdresser
This is a work of Fantasy. I hope you enjoy. Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly s... Read full Story
shemale lover 2012-05-21 7,099 first time hardcore anal sex Cumshot oral sex crossdressing
50%
A Trilogy of Trannie Tales
Terri and I had been having phone sex with each other on a telephone chat system for several days. We agreed to meet and go to my favorite park one day at around sundown, when most others would be leaving the park. Our intent was to flirt with and fondle each other around the other people, and then ... Read full Story
shemale lover 2012-07-11 3,362 Cumshot Fetish shemale oral sex
100%
Real Experience: Having Sex With A Shemale On 24th
On 24 Aug 2012 (Friday) about 3pm, I messaged a shemale who has posted her brief introduction in one of the product and services directories. I asked whether she was keen on meeting me for crossdressing and other services. I was thinking of having sex then. She welcomed it and quoted her rate as $15... Read full Story
shemale lover 2012-09-15 3,444 anal hardcore cum hand job
100%
Sex with strangers in public bathroom
I always had a sexual fantasy of dressing up as a chunky sexy slut tranny and visiting a known public mens bathroom close to my house and giving oral sex and what ever they wanted me to do for them sexually.Well I finally got up the courage to do it and before I go into my true first time experience... Read full Story
shemale lover 2012-10-01 4,680 anal hardcore Creampie Fetish oral fingering
100%
Womanhood for Jenny
The muted alarm-clock brought jenny awake instantly. She reached over to shut it off. Being ever so careful not to disturb Master, she slipped out of bed and gazed lovingly at the sleeping man. From their earliest intimacy, He had accepted her completely as a woman, His woman, not a trans-gendered m... Read full Story
shemale lover 2012-10-07 5,619 hardcore Sex Toys tg
50%
LE GRAND PASSE-TEMPS DE MAMAN ⚧️ ⚧️
Je me souviens d'une époque plus simple, avant d'être ce que je suis maintenant. Malheureusement, je ne saurai jamais ce qui aurait pu être. Je ne pourrai jamais revenir en arrière. Je ne pourrai jamais revenir à ce qui était autrefois. C'était il y a seulement 2 ans. Je suis Harvey. J'étais à l'... Read full Story
Femboy 2021 2023-04-10 750 Big Cock gangbang Interracial Sex Toys sissy sissification forcé anal mére mere et fils
60%
Ass Whore Laurie, Double Penetrated
Ok, its Friday evening. My C List ad is finally published, "Ass Whore 4 MMM Tops" and waiting....waiting for some horney guys eager to pump up a hot sissy cock whore and willing to be in a group! Lot's of responses (my pics never fail!) but only singles looking for a one on one. So, I... Read full Story
Chasis88 2014-03-27 3,860 Crossdresser hardcore Big Cock ass fucking dp
91%
My Vancouver get a way....
I was in a different city, where no one knows me, free. My boi hole started to tingle as soon as I realized I could finally prowl the gay scene of a big city, with two and a half days of zero commitments I had little time to waste. I went to the hotel room in Abbotsford and showered, shaved and trie... Read full Story
badbadboi667 2020-12-14 5,963 Crossdresser Amateur Group Sex Bareback Creampie Blowjob gangbang Ass to Mouth cum in mouth
50%
DE BRO À SISSY ⚧️ ⚧️
Mon ami Magnus et moi nous sommes connus presque toute notre vie. Nous nous sommes rencontrés en pré-maternelle, quand nous vivions à un pâté de maisons et demi l'un de l'autre. Nos familles étaient proches et nous avons grandi côte à côte. Nous nous connaissions depuis si longtemps; nous nous appel... Read full Story
Femboy 2021 2023-03-26 736 Blowjob Big Cock domination Sex Toys feminisation bbc cum in mouth bdsm scene soumission cocu poule mouillé femme chaude
96%
Whore street
It was just too many nights, that I had not been fucked, so I decided for the best way of hunting for cocks, another night as a hooker. First the outfit. Tight pink half shirt that zipped in the front, padded leather bra with "B" cups, black leather mini skirt and thigh high black fishn... Read full Story
shemale lover 2013-07-18 7,801 hardcore anal sex gangbang oral oral sex
100%
Buffy the Shemale Vampire Slayer Part 12
The demons found exits in the walls or floor, vanishing between chinks of stone or through hidden grates or into holes they'd dug for themselves over the long centuries of their residence-or imprisonment-in Baphomet's palace. Only one remained. "My former consort, Baubo," Baphomet intro... Read full Story
shemale lover 2011-08-21 4,369 hardcore asshole Big Cock
88%
A New Spin On Role Playing Games
A New Spin on Role Playing Games By: Shawna Summers shawnavinylltv@gmail.com I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to rol... Read full Story
shawnavinyltv 2018-06-14 10,431 Crossdresser anal sex Blowjob gangbang Lingerie bondage
50%
LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
Femboy 2021 2023-03-25 915 Teen (18+) Cumshot Big Cock gangbang Interracial Sex Toys gloryhole cum in mouth femination forcé poule mouillé Maitress bdsm poule mouillé
76%
Sissy Ghetto bitch part 1
-The Guys 4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching al... Read full Story
shemale lover 2013-06-01 5,949 suck Big Cock cum jerking gangbang doggy style Interracial cd
60%
PRIMEIRA VEZ NO SWING
Olá, Neste conto eu vou falar da minha primeira vez em uma casa de swing,tudo começou quando eu vi um anuncio no site de relacionamento que teria uma noite trans em uma casa de swing, e como eu estava de boa nesta semana e com muita vontade de transar não pensei duas vezes e decidir ir nesta casa, m... Read full Story
Brenda Pavanelli cdzinha 2019-10-24 2,811 Crossdresser Amateur Group Sex Creampie Fetish gangbang Lingerie domination
62%
Crossdressed Lana - Hannover, Germany
Crossdressed Lana - Hannover, Germany Very Sexy & Compliant Sub-Slut Is Searching For Kinky BDSM Live-Dates At Hannover, Germany!!! I Am Bisexual And Want Men, Woman, Couples And Trans For Outdoor, Swingerclub, Porncinema And Public Sex. I Love To Wear Very Hot & Sexy Clothes Like Lingerie, Stoc... Read full Story
Crossdressed Lana 2020-02-06 3,983 Stockings Crossdresser Group Sex Outdoor Bareback Fetish Blowjob gangbang Lingerie domination Latex Sex Toys double anal
100%
Gangbanged at the beach
My BBC friend took me to the beach, where people make sex. We arrived in his van. I was in the back of the van, chained blind folded, with my mouth wide open and a huge horse dildo in my sissy pussy. Suddenly I hear the van door opening. I hear many voices of other men. My BBC friend was telling oth... Read full Story
brunasissyslavedolrj 2022-05-09 4,195 Crossdresser Group Sex Outdoor Fetish Big Cock Lingerie domination Guy Fucks Shemale Interracial Sex Toys Ass to Mouth cum in mouth
76%
She didn't see it coming
I had seen her at a stop light while driving around looking for a spot to eat. She drove a red Pontiac Sunfire, the convertible kind that no self-respecting man would be caught dead in. She was gorgeous, at least from what I saw from my elevated platform of the SUV I was driving. She was petite, ... Read full Story
shemale lover 2013-07-17 4,915 hardcore oral sex big boobs kissing shemale sex
93%
Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
sissymaddiex 2020-09-25 9,612 Crossdresser Amateur Group Sex Cumshot Bareback Creampie Blowjob gangbang Lingerie Homemade sissy cum in mouth double anal
100%
Gangbanged By 3 trannys
Gangbanged By 3 trannys This is a story about the night I was Gangbanged by 3 trannys. I was at a Transgender after hours clubs that was filled with hot ass Tgirls. This tall white gorgeous woman was eyeing me the moment I walked in. She was wearing this fitting blue dress that showed off ... Read full Story
My Shemale Attraction 2022-12-11 8,008 Group Sex Shemale Fucks Guy threesome Blowjob gangbang Ass to Mouth cum in mouth
100%
My gardner plowed me
My wife and daughter had left to spend a week with my mother-in-law in Brazil. So it was time to breakout my secret wardrobe. Having two women in the house made it easy to keep a sexy supply of clothes. Add a wig and some makeup, I'll soon be lookin pretty hot. I started by shaving my body and ta... Read full Story
shemale lover 2012-04-14 4,379 gangbang oral sex 69 position crossdressing
92%
MY Party Favor Fantasy
My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... Read full Story
pennypenny 2019-01-08 6,964 Stockings Crossdresser Group Sex Cumshot Masturbation Bareback Creampie Fetish threesome Blowjob Big Cock gangbang Lingerie redhead domination Guy Fucks Shemale Sex Toys Ass to Mouth cum in mouth double anal
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 4,826 shemale gangbang facial
85%
Good hardcore fuck with a shemale from Vancouver
Our reader Tommy writes about one of his adventures with a shemale. Sure, it turned out to be not as romantic, but, as he says, nevertheless it was a good hardcore fuck! Thanks to him for this great story. One night on biz in Vancouver I saw some adverts in the paper for shemales and got hot and ... Read full Story
shemale lover 2015-03-25 5,398 anal Blowjob cum
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 11,499 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
100%
Gemini Sluts and Gang
My good friend Renee and I had set up a double date gang bang for tonight now that she was finally out of the closet and ready. She has decided that life is too short to remain in the closet and miss out on all the fun. Renee and I have so much in common. Besides loving sex, we both have a fetish f... Read full Story
Regina10 2021-04-09 4,188 Group Sex Big Tits Cumshot Bareback Fetish Blowjob blonde gangbang Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 4,704 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
Riding the Lakefront Part 2
The event that actually changed my life began when I needed to piss about 6:30pm while on my bikeride. Tightfitting bike shorts were worn because of the padding in the ass area. But had I worn a pair of shorts with a zipper, none of this would have happened. Had I not worn a zippered tight biker shi... Read full Story
shemale lover 2012-04-11 2,079 hardcore pissing
91%
Birth of a New Sissy Part 1 Encounter
I met Jeff one day at the nearby tennis courts. I could never have imagined what the result of that meeting would be. I suppose I should tell you a bit about me. I'm a happily married 34 year old. About average in most respects. A little spare tire trying to form around the middle but in decent ... Read full Story
shemale lover 2011-11-17 5,116 cum Sex Toys crossdressing
100%
Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
shemale lover 2012-06-18 5,409 anal sex Creampie oral sex cum swallowing
50%
Taping a Train
Ever since I took the leap and became and transformed my body into the one I was supposed to have I have never been happier. I love my soft skin, long dark hair. When ever I can I will look in my mirrors at home while naked and rub my hands up and down my body, feeling my big D cup breasts then runn... Read full Story
shemale lover 2012-04-12 2,881 anal Cumshot Uniform gangbang oral
100%
My Gangbang
It was junior year of highschool. There was this one girl who I liked but was too afraid to do anything about it. Her name was Jessica. I thought she was too "cool" for me. She always hung out in a group of 3 other girls. She was short, about 5'2, her body was alittle plump, not too fat, b... Read full Story
shemale lover 2012-05-09 4,418 anal Group Sex Cumshot oral
100%
Sabbatical or Continuous Gang Bang?
My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... Read full Story
shemale lover 2012-08-28 5,361 Crossdresser Cumshot Fetish Blowjob gangbang
93%
Theatre Part 1
After cruising the city for a bit we stumbled upon an adult theatre and went inside to beat the heat and have some fun. The theatre wasn't too full as we took seats in the center of a row. While watching the screen Maria and I started to play with each other. As the action on screen got hotter Maria... Read full Story
LongLegBlonde 2012-11-15 4,805 gangbang domination Interracial gay cuckold
66%
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 5,447 sucking gangbang Futanari