Sort by
Relevancy

Free Stories

100%
Just Another Sunday Funday
So I just got back from one of my favorite days: Sunday. Most people hate it because it's the day people go to church. But that's exactly why I like it. You see, every Sunday, one of my oldest and dearest lovers invites me to his home while his wife is at church. He also invites several of his frien... Read full Story
shemale lover 2013-04-19 4,872 Stockings Cumshot gangbang cum swallowing rimming
100%
Boat Trip
I waited five minutes, took off the trench coat and began to descend down to the dock/pier. The conservative people on their yachts and groups of guys BBQing on the backs of their boats had to pick their jaws up off the floor at the sight of me. I wasn't certain whether they knew I was a guy or t... Read full Story
shemale lover 2012-07-22 4,790 Cumshot gangbang oral assfucking
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 10,705 first time gangbang crossdressing foot fetish
71%
White fuckslut Tgirl & 3 BIG BLACK COCKS Initiation
You lucky, slutty BBC Tgirl fuckslut, I envy you soooooo much. This is the most erotic and best BBC story on this web site. Pleeease keep writing about your BBC fantasies. What a bargain to get gangbanged by about 30 big black studs for only 15 Euros. I loved it when you begged them to fuck you.\r\n... Read full Story
TgirlJill4BBC 2013-06-03 5,794 Stockings Cumshot Big Cock gangbang Lingerie Interracial Latex
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 8,313 Stockings gangbang redhead domination Guy Fucks Shemale Ass to Mouth cum in mouth
83%
Gangbang
I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV club. Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off. I wore my latex rubber corset: pitch black, very tight, and very heav... Read full Story
shemale lover 2012-12-15 5,716 Fetish gangbang crossdressing
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 5,994 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 5,363 Crossdresser Group Sex gangbang Lingerie cum in mouth double anal
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 9,043 Stockings Cumshot oral sex crossdressing
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,201 Stockings Cumshot Masturbation Fetish Blowjob
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 4,445 Stockings Cumshot oral sex crossdressing
100%
The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
shemale lover 2011-09-20 5,231 shemales Stockings Cumshot
75%
Moms friend 2 - dressup slut
so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her. little did she know I was visiting her best friend to dress up as a whore ev... Read full Story
shemale lover 2012-11-01 4,416 Stockings Cumshot sucking jerking Lingerie
100%
Daddys Bride-to-be
Daddy rings my doorbell. I was waiting impatiently for him, dressed appropriately...today is a special day...today I promise daddy to marry his cock. I am dressed in a silky white wedding dress. Very short and tight, with shiny beads and pearls, along with a veil covering my face, and long white ... Read full Story
lea1234 2014-10-07 5,624 Stockings Cumshot suck cd
66%
The Audition
New York City wasn't a bad palce to be back then. I was a student working at an office job and doing what I enjoyed. That was being a musician. Lots of weekend and night gigs at cocktail parties, lounges and so on. There were a few pianists I worked for as standing time-keeper ( bass play... Read full Story
iluvgurls 2018-11-12 5,435 Stockings Cumshot Fetish Blowjob blonde Lingerie Guy Fucks Shemale cum in mouth
71%
TGirl Initiation by 3 BIG BLACK 12
In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... Read full Story
TgirlJill4BBC 2013-06-04 8,770 Stockings Cumshot suck Big Cock Lingerie Interracial Latex
69%
Sales Training
Gary Michaels had been very successful in heating system sales during his first five years with his company, however the past two years had been very disappointing. So disappointing, in fact, that he had been called on the carpet and told to begin producing or else find another job. Gary really like... Read full Story
shemale lover 2013-07-21 4,930 Stockings Cumshot Lingerie oral sex crossdressing
100%
CD Jinn and Football Jerry
Last weekend my college football team was throwing a party during their off season as a way to relax and take their minds off school and football. I am Jinn a very limited experienced Cross Dresser. I have only ever experienced one man and one strap-on girl. The man was Jerry he was a college foot... Read full Story
Jinn.V23 2014-01-27 5,192 ass Stockings Cumshot Lingerie ass fucking cd
66%
My TV Sex Adventures The Nightclub Whore
The bouncer of the biggest alternative clubs in the city followed me through the 3am streets as I drove to my motel. I imagined how this big guy was going to fuck my brains out. I had just finished sucking his cock in the coat closet and was shocked that he wanted more. I figured it would be a blow-... Read full Story
shemale lover 2012-07-06 3,370 Stockings Cumshot Blowjob rimjob
50%
A Turkish Delight Part 3
The vice regal party continued and I was now trapped at continued well into the night as the guests continued to consume more free alcohol. I don't know which disturbed me the most as I walked from room to room. Was it the glares of the women or perhaps the glances and touches of the men? The women ... Read full Story
shemale lover 2012-07-16 1,922 anal Stockings Cumshot Big Cock crossdressing
90%
Satin Blowjob
I was soooo horny. One of my ultimate fantasies was coming true; I was in her bedroom... she was supposed to be away for the weekend and I had found my way into her walk in wardrobe. I couldn't help but take my clothes off. I had then run my fingers across all of her outfits hanging up. From her ... Read full Story
shemale lover 2012-09-03 6,262 Stockings Cumshot Blowjob Big Cock Lingerie
90%
Professor to Sissy Slut
I had just turned thirty-four and I was miserable. My wife of twelve years had left me for another man and was living with him. We were not yet in the process of filing for divorce and I was hoping she would have a change of heart. I was still in love with her but I understood why she had left. We h... Read full Story
shemale lover 2012-09-04 4,646 Stockings Cumshot Blowjob fingering ass licking
50%
Quid Pro Quo Chapter 1
She had spent the better part of the summer in that chaise-lounge, and Paul smiled to himself as he saw her there again, stretched-out and lounging lazily by the pool. His neighbor's wife Isabella was truly a gorgeous woman, and while she had spent much of the summer months out by the pool, Paul had... Read full Story
shemale lover 2012-09-06 3,475 Stockings Cumshot Big Cock cum swallowing ass fuck heels
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 5,109 Stockings Cumshot blonde Uniform Guy Fucks Shemale
76%
A night out with Tamanna
We had been chatting online for a few weeks , when Tamanna said she would love to come it with me. The doorbell rang at my flat and I wobbled on my stripper shoes to the door. The butt plug Imwas wearing made me squeeze my ass cheeks together and gave me a wiggle in my black latex dress to die for... Read full Story
shemale lover 2014-07-21 4,550 tranny Stockings Cumshot Lingerie Latex
100%
Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
Samantha Cummins 2023-04-18 5,789 anal Stockings Cumshot Creampie Lingerie femboy Ass to Mouth cum in mouth
100%
Cuba
A trendy upscale bar in La Jolla on a warm Friday night was not what I had planned. It's not usually my crowd, but a friend asked me to join him and I didn't really have any plans for the evening. What the hell I figured, I might even meet someone interesting. It's a warm summer evening with a li... Read full Story
shemale lover 2011-10-24 3,459 Stockings Cumshot oral
100%
Emily's Punishment
Today I am wearing a white long-sleeved satin blouse, a dark blue knee-length skirt, sheer black stockings and dark blue court shoes with 3" heels. My long, dark hair cascades over my shoulders and down my back. My make-up is perfect and I must admit that I feel fantastic. There is a knock a... Read full Story
shemale lover 2012-04-13 2,504 Stockings Cumshot oral sex
60%
Friday meeting
This story has just happened, I had been browsing a well known tv site when i looked into the phsyical meet section and there was a tv who lived fairly close to me and wanted meets weds/sunday from 12 till 3pm and only accomodates but will not meet outdoors as she has her own place she cannot unders... Read full Story
shemale lover 2012-06-19 2,542 Stockings Cumshot oral sex crossdressing
100%
My TV Sex Adventures Blow Job Slut
“Suck me you fucking whore!” The guy saying that was filling my mouth with his hot nine inches of thick Latino lusciousness. I met the guy whose name still escaped me only minutes earlier in a drag bar in a southwest city. He had been nice enough and he was good looking and fit. More im... Read full Story
shemale lover 2012-07-06 2,186 Stockings Cumshot Blowjob
100%
Vacation Alone
All packed with a few special items just in case, I'm off to the mountains for a late summer vacation. I'm leasing a small cabin on the lake for just myself. After an exhausting drive I decide to start a bath, light a few candles. I pour a glass of chardonnay. All alone for a weeklong relaxation tim... Read full Story
shemale lover 2012-09-08 3,218 Stockings Cumshot threesome Big Cock cum swallowing
52%
CD first time getting fucked by a guy
It starts I was 20 years old I love to wear women's clothes it felt great to wear them the panties on the bra the wig the make up the sexy slutty clothes one night I was getting ready to go out with the girls to a club I got on a black and purple thong and bra on then some black stockings on th... Read full Story
Thomas768 2014-05-03 4,685 Stockings Cumshot suck Big Cock Lingerie ass fucking facial cd
100%
Casino Girl
I had been working as a casino dealer for several years and would occasionally meet some very attractive women and chat. Asian women have always been attractive to me, whether the exotic appearance or maybe because my Mom was Pacific Islander, and a lot of people thought I was Asian. Mia was a bit... Read full Story
Jon Paul 2022-01-03 2,658 Stockings Cumshot Bareback Blowjob Asian Ladyboy Guy Fucks Shemale
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 7,170 Stockings Big Tits Cumshot Bareback Fetish Blowjob Big Cock Ladyboy gangbang Guy Fucks Shemale cum in mouth double anal
50%
QUELQUE CHOSE DE NOUVEAU ⚧️ ⚧️
e me suis transformé en un fétiche de travestissement de poule mouillée de Tumblr à l'époque. J'avais l'habitude de m'habiller avec la lingerie de ma femme, de regarder sissy hypno, de discuter avec des hommes. Mais j'avais besoin de plus. Donc, comme "cadeau gag" parce que je n'étais pas du tout sé... Read full Story
Femboy 2021 2023-03-25 864 Stockings Blowjob Lingerie Interracial feminisation gloryhole strapon fuck plug anal cage de chateté domination fémi poule mouillé salope forcé a me protitué
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 2023-03-25 924 Teen (18+) Cumshot Big Cock gangbang Interracial Sex Toys gloryhole cum in mouth femination forcé poule mouillé Maitress bdsm poule mouillé
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 6,974 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
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 7,482 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
33%
Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
shemale lover 2012-06-09 4,968 anal Cumshot oral deepthroating
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 4,839 shemale gangbang facial
50%
DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
Femboy 2021 2023-03-23 658 Stockings Lingerie Shemale and Girl Guy Fucks Shemale Interracial cum in mouth shemale + shemale
100%
Blushing Bride Chapter 6
Chapter Six: Wedding Presents I was on an incredible high for a couple of days after my wedding. Like many bridegrooms on the day, I had felt very nervous, both about the day itself and the years of married life that stretched out before me. Only, I had a little more to be nervous about than many... Read full Story
shemale lover 2012-07-21 3,911 Cumshot Fetish oral sex
83%
Tranny gang bang
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to ... Read full Story
shemale lover 2015-02-27 6,205 tranny Cumshot suck gangbang facial oral sex bukkake
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 3,997 Stockings Crossdresser Group Sex Outdoor Bareback Fetish Blowjob gangbang Lingerie domination Latex Sex Toys double anal
100%
Proud To Be A Sissy Chapter 4
As usual, Mr. Clark was sitting in his recliner when I went into his house. "Good morning daddy," I beamed kneeling before him. "Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet." "Thank you daddy," I rep... Read full Story
shemale lover 2012-12-24 7,907 Cumshot sucking Big Cock gangbang bukkake
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 5,368 Crossdresser Cumshot Fetish Blowjob gangbang
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 9,630 Crossdresser Amateur Group Sex Cumshot Bareback Creampie Blowjob gangbang Lingerie Homemade sissy cum in mouth double anal
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 4,198 Group Sex Big Tits Cumshot Bareback Fetish Blowjob blonde gangbang Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
50%
MARIAGE CLASSÉ ADULTE ⚧️ ⚧️
1. 'Alan à Alisha...' La salle de bain était embuée et le miroir s'embuait alors que je me dirigeais vers la baignoire. Là, dans toute sa gloire, était assise ma magnifique épouse Liz qui occupait déjà un coin de la baignoire, seul le haut de son torse était visible avec toute la mousse qui l'ent... Read full Story
Femboy 2021 2023-02-21 598 Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie Guy Fucks Shemale Interracial
66%
A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
KaceyKlarissa 2024-03-08 2,819 anal Big Tits Cumshot Creampie Blowjob blonde gangbang big ass sissy Ass to Mouth cum in mouth bimbo bimbofication
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 2,891 anal Cumshot Uniform gangbang oral
100%
Wife Converts Husband Chapter 4
Seeing as how Shelley is the money maker in our household, it is my job to keep the house clean, so every morning I get up and make her breakfast while she gets ready for work and since my feminisation, my wife has made me dress up as a sexy French maid while I do the housework. Shelley bought me... Read full Story
shemale lover 2012-10-18 3,797 anal Cumshot oral
93%
Interracial Sissy Story
(Some prior notes about me, this story and my writings: If MALE bisexuality, crossdressing or interracial sex bother you, don't even bother reading this further, much less commenting. Many have had secret fantasies about what it would be like to be the opposite sex, during sex. Some of my influences... Read full Story
shemale lover 2015-05-01 14,897 first time ass Cumshot suck cd sissy make up
80%
Spankys mother cloths torn off on stage reveal she has cockoc
Erotic website remake of the little Rascals short film remake of Beginners Luck. The audience is laughing hysterically at Spanky attempts to open his stuck helmet. Spankys mother, a blonde beauty peeks out at the audience from the stage wing, as the crowd’s loud laughter, nervously biting her finge... Read full Story
kucksissylicktoman 2020-06-16 4,877 Big Tits Cumshot Masturbation Fetish Blowjob blonde Big Cock gangbang Lingerie Guy Fucks Shemale cum in mouth shemale + shemale
84%
The Gang
I had always thought of myself as female in spite of the fact that I was born with male genitlia. Even in my earliest memories where I had witness sex, I identified with the female in the relationship. As a small young child, I had always longed for womanhood each time I heard a woman sing or especi... Read full Story
Regina10 2020-06-29 8,563 Group Sex Cumshot Blowjob Big Cock Ebony gangbang double anal
50%
"SISSIFIED": 12 JOURS DE SISSY-MAS
JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... Read full Story
Femboy 2021 2023-01-20 1,085 Stockings Crossdresser Amateur Fetish Blowjob Big Cock Lingerie domination Sex Toys cum in mouth