Sort by
Relevancy

Free Stories

71%
My Asian fetish
I have a ongoing fetish and desire to dominate and have as my wife a petite asian sub t girl. I meet her online and fly her here and in the car she reaches over and pulls out my stiff cock. She coooes as she strokes my shaft and tells me how it is just the right size and thickness. She sucks me slow... Read full Story
shemale lover 2012-08-25 4,142 anal sex Cumshot Fetish Asian oral sex
100%
How A straight tatted white guy turned me out to a femboy
So I met this straight white guy on an app (wont say) hes tatted a bit thuggish and likes black femboys I noticed. At that time in my life I really didnt embrace being femme I was kinda in the middle doing the cute gay twink boy thing. He didnt mind me presenting male he did like black guys or femme... Read full Story
Ezra_Kyle25 2024-07-18 5,161 Crossdresser Amateur Ebony domination Guy Fucks Shemale Interracial big ass Homemade sissy femboy interracial fuck
100%
Uncle sweet Lover
Uncle Barney called me this morning and wanted me to keep my evening free. He wanted to meet me at the motel with a surprise for me. I was so excited and could hardly wait. I had to decide on something to wear, but when I thought about it, I realized that I wanted to wear something special. He would... Read full Story
Regina10 2024-02-19 5,419 anal Crossdresser Big Tits Creampie Fetish Blowjob Big Cock Ebony Ladyboy Guy Fucks Shemale Mature big ass femboy
100%
KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
Ghostface drillah 2024-07-04 3,555 anal Amateur Group Sex Big Tits Cumshot Shemale Fucks Guy Fetish Big Cock Guy Fucks Shemale big ass Homemade Ass to Mouth shemale fucks shemale
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
100%
Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
Chrissy Tunnell 2022-02-03 4,142 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
50%
Being Shemale
Every night I wear make up and dress up in a sexy lingerie. I stand in my balcony late night trying to lure men and women driving on the road. Last night a truck driver stopped near my house to inspect his vehicle. During his inspection he suddenly saw a long legged booty women in the balcony inf... Read full Story
babydriver 2024-06-04 4,177 Stockings Crossdresser solo Outdoor Ebony Asian Ladyboy Lingerie big ass sissy femboy
100%
Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
darrell 2022-01-03 4,920 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
100%
Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
Chrissy Tunnell 2022-02-03 5,679 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
100%
My Asian Boy dresses for me
I asked my 18 year old Asian Boy James if he would consider dressing up for me? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting i... Read full Story
shemale lover 2012-07-13 3,007 anal Cumshot Fetish oral crossdressing
100%
Escape to Germany
Before I begin this story, I'd like to tell you something about myself. I'm a young (20) crossdresser of Asian and Hispanic heritage. Slim, petite, with white porcelain skin most people immediately notice, and I'm actually quite pretty for someone with a penis. I'm from a family that is quite well-... Read full Story
shemale lover 2012-09-29 3,901 Crossdresser Fetish Asian domination
42%
First time with a Shemale
I have been curious about shemale's/tranny's for a while now. I finally met one in my small hometown I live in. She was ebony and had beautiful big fake breast and she was so Hot 🔥🔥🔥 and beautiful. We went to her place and she sucked my dick so fucking good and let me beat out her right ass twi... Read full Story
TrannyWarrior 2023-08-30 7,213 first time Fetish Ebony femboy ebony shemale Sexy black trannny
100%
My addiction to anal orgasm,
My addiction to anal orgasm, I love feeling the sensual contact of my corset and my nightie on my skin. In front of the wall mirror in my bedroom, I take suggestive poses to arouse my desire during my lingerie fittings. Feeling vaguely like a woman, I lower my last barrier of chastity by sl... Read full Story
sandratvtg 2024-07-02 3,458 anal solo Fetish Lingerie femboy chastity cage rosebud GodeXXL
50%
my fetish runs my life
I live in solitude, unable to cum out, a dresser drawer full of frilly, silken underwear, a well maintained soul patch and a limp cock, I need a dom so bad, a liv =e in, a pink room seclusion and conversion, fed female hormones, a cage to crush my shriveling cock, an enlarged, long butt plug that in... Read full Story
badbadboi667 2024-12-04 541 solo Amateur Lingerie Homemade femboy
71%
meijiao dream
My father and I live on farms, mountains, forests, beaches. In the sunshine, I twisted my naked carcass to provoke Dad's animal desire, and the anus cave was large. Never close because Dad's meat stick sprays semen Wear neck collar, nose hook, hand shackles, foot shackles, bells, breast rings, st... Read full Story
Bluesyangiip 2019-05-07 4,461 Crossdresser Fetish Asian Ladyboy Guy Fucks Shemale Mature
50%
Towel Boi: Heading to Work
“Goddamn, white boi! You got the best fuckin’ ass,” declared the father of two. His steel manly form perspired as he moved hard into the bottom. “Look at all that butt shake! Twerk it for me, baby boi!” “Yes, sir,” cooed Kasey, gyrating rhythmically. “Hell yeah! It’s like fucking two big ol’ ma... Read full Story
Faggyboi and Puzziboi 2023-11-17 6,603 anal Crossdresser Bareback Creampie Blowjob gangbang Lingerie Guy Fucks Shemale Interracial sissy femboy bbc
28%
Current Fantasy
I really wanna get fucked for the first time and my dream way of doing it, always wanted to do a porn. The dream is that I go there and get done up in such a way, I am unrecognizable, just looking the best. Have a tranny come in and do my make up, the way she likes it and gives me a preview of what ... Read full Story
martley 2023-06-30 6,033 anal Amateur Group Sex Cumshot Fetish Big Cock Lingerie big ass Homemade femboy shemale fucks shemale cum in mouth
100%
Old but new
Years had passed since high school, and Alex found himself wandering through the familiar streets of his old neighborhood. The crisp autumn air carried a sense of nostalgia. As he passed Tony’s Sandwich Shop, he felt a pang of curiosity and decided to step inside. The shop hadn’t changed much—the... Read full Story
Gorg2gorg 2024-07-30 3,873 anal Amateur Cumshot Bareback Fetish Blowjob shemale Big Cock 69 sissy femboy cum in mouth
100%
The Day I Went SheCock Crazy
I summed up courage to meet up with my old shemale flame Fransicca (she is a Malaysian but living in indonesia) ... messaged her, she sounded excited and asked if i minded her friend joining us. 'Why not' i said. It was settled. we booked a villa for the next day. I checked in early. cleaned up ... Read full Story
Sara Banks 2021-04-26 7,113 Group Sex Cumshot Outdoor Bareback Shemale Fucks Guy Fetish Blowjob blonde Big Cock Asian Ladyboy gangbang
50%
Fluffy Takes a Walk
It neared dusk at ValueStar Motor Lodge which sat smack dab in the middle of the hood. Inside of Room Twelve, an average height, chubby, brown-skinned femboy repeated the douche. He let out the stream of lukewarm water and turned around to study the toilet as the hip hop music blared in the backgrou... Read full Story
Faggyboi and Puzziboi 2023-04-09 5,705 Crossdresser Big Tits Guy Fucks Shemale big ass sissy femboy BB fagg faggyboi puzziboi
71%
Thai Ladyboy Interview
An Afternoon With Some Thai Ladyboys I spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who util... Read full Story
shemale lover 2012-08-11 13,008 Fetish Asian Ladyboy
96%
Fucking A Cute Asian CD
I've always wanted to fuck a cute young tranny. I love their femininity - those gorgeous gurl bodies and the way they are into the lifestyle. Such a turn-on. I pulled my cock out of my boy Kevin the other night and the two of us collapsed in a heap, satisfied with what we'd just done. As we lay in... Read full Story
shemale lover 2014-01-29 9,454 Cumshot suck Asian jerking oral fingering
91%
My First Ladyboy
I was working in Bangkok a couple of years ago. As was the normal practice all the guys would finish work on a Friday afternoon and head to the local bar for a couple of beers. This particular Friday we were in the usual place chatting and having a nice relaxing time. When she walked in. Taller t... Read full Story
shemale lover 2013-08-09 13,446 Cumshot Asian Ladyboy big boobs
93%
Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
brownsissyboi 2020-05-15 8,579 Teen (18+) Crossdresser solo Amateur Cumshot Masturbation Fetish Asian Lingerie Homemade
20%
Extend Sissy
Extend pls! https://sissy.fun/sissy-bimbo-whre-mayatsarina-chained-up-big-butt-tranny-wth-toy-in-asshole/ , https://xxxposed.fun/prostitute-fucktoy-slave-bimbo-mayatsarina-for-rent-cheap/ , and also this https://xxxposed.fun/dumb-bimbo-whore-may... Read full Story
MayaTsarina Bimbo 2024-03-14 8,831 big ass sissy femboy Exposed Sissy exposed
66%
Ladyboy dominatrix
If you read my other stories you know I'm intersexed and I was a ladyboy prostitute when I was um, very young. I don't condone such activities. They were sick perverts who used me. True I got a lot of money and expensive gifts but that doesn't make it right. They should all be castrated. Th... Read full Story
shemale lover 2012-10-15 10,458 Fetish Asian domination sissy rimjob
100%
Big cock heaven.
I live in Vancouver and saw a beautiful trans escort online and couldn’t resist setting up a meeting. I met her at a hotel and she was just as beautiful in person as online. She was Asian and had the most wonderful big tits and ass. Her cock was a solid 8 inches, uncut with a big mushroom head, whic... Read full Story
Eyecandy64 2024-02-06 6,967 anal Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Asian
90%
Big Daddy
BASED ON ACTUAL EVENTS As is the case with most hard drug users, you start off small and end up making your way up. Since I was 15 I had been smoking weed. One of my friends had introduced me to some other drugs like meth or coke a few years later. The weed was still a big influence but it all se... Read full Story
shemale lover 2012-06-09 6,453 Crossdresser Cumshot Fetish oral sex
50%
Transvestite father异装癖的父亲和儿子被农民工虐待
'migrant worker S, good at foul language and humiliation, SP, heavy hands, is it acceptable?' On the SM dating software, a message popped up. Migrant worker S. What the hell? I casually click on his information, 39Get 186 and 76, dynamic is full of handsome muscles, muddy shoes, a glimpse of gar... Read full Story
Oldslut Sissy 2024-08-21 2,340 Amateur Big Cock Asian Sex Toys Mature sissy chinese
50%
lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 5,224 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
50%
Eromenon vs mature whore
An eromenon for a mature whore When I looked up to see whose mannequin hands was serving my, I was surprised to find a girly-boy: ‘Something else,’ (s)he smiled, dragging his/her long, colourless varnished fingers across the tablecloth. I couldn't hold myself: ‘You've got the most beautiful ... Read full Story
hippocampus_171 2024-11-09 686 anal Crossdresser Amateur Blowjob Sex Toys Mature small cock big ass sissy femboy Ass to Mouth cum in mouth teen (18+)
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,893 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
100%
Towel Boi: You're Hired
Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... Read full Story
Faggyboi and Puzziboi 2023-11-14 6,636 anal Small Tits Crossdresser Amateur Bareback Blowjob Guy Fucks Shemale Interracial small cock big ass femboy
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
66%
BBC Takes sissy slut and uses her properly.
I'm a dominate alpha man who loves to humiliate sissy girls and punish them when they aren't perfect submissive sluts. I want them to worship my big black cock and beg me to let them lick it then grab them by their hair and shove my cock deep inside their throat, making them gag. I like filling siss... Read full Story
lemondropz 2023-11-27 8,372 anal Crossdresser Bareback Creampie Big Cock domination Interracial sissy submission femboy bbc Ass to Mouth chastity
88%
Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
Regina10 2024-02-14 5,815 anal Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Lingerie Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth