Sort by
Relevancy

Free Stories

83%
My first time with a guy
MY FIRST TIME WITH A GUY Another true story it’s kind of long but I think you will enjoy it I lived west of Lake Worth Florida. At that time we were surrounded by 1500 Acres of woods. There were 10 of us and we all had dirt bikes and would go out riding all the time.. On Saturdays we had a game ... Read full Story
Stephanie101 2024-04-26 4,165 anal Crossdresser Outdoor Blowjob cum in mouth teen (18+)
100%
Sex With Not Just 1, But 3 Females
When I was 18 years old, I was still occasionally going to the Highbridge toilets in Lincoln on a Saturday and getting paid for having sex with guys be it sucking cocks or being sucked off, dirty chats, wanking them off or giving or taking anally. I never turned down any form of payment, money or... Read full Story
Linda Tiffany Vista 2024-05-07 2,383 Stockings Crossdresser Amateur Lingerie cum in mouth teen (18+)
100%
Becoming a Chrissy - Chapter 2
I had always felt like I had a hot body for a girl. I was naturally blonde and smooth; I guess I had been blessed by my parents’ Scandinavian genetics. My pubes were always just a small fuzz—easy to shave and keep a clean bikini line. Same thing with my armpit hair. And my ass? Completely smooth and... Read full Story
mindlessrobot45 2024-05-13 3,921 Crossdresser gangbang Shemale and Girl cum in mouth shemale fucks female teen (18+)
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 3,495 Stockings Crossdresser solo Outdoor Ebony Asian Ladyboy Lingerie big ass sissy femboy
100%
Pour me rencontrer
Je suis une travesti de 60 ans, plutôt dominatrice, mais aussi très salope. Je ne reçois pas, je me déplace chez-vous en journée en semaine (en prévoyant à l’avance) uniquement en région parisienne. Je ne suis jamais disponible le soir ou le week-end. Il faut me recevoir entre 10h30 et 17h. Je me... Read full Story
Alexvicious 2024-06-14 821 Crossdresser domination Latex Mature
50%
Two cocks and a pussy
I'm alone in my apartment and super horny, so I decide to have some kinky alone fun time. I strip and shave my body. I'm smooth now. I put on a sexy thong and bra. Next I put on a garter belt and super sexy thigh highs. Next I put on a super short and sexy skirt, lastly I put on a lace blouse. Next ... Read full Story
spreadforalldik 2024-07-09 1,981 anal Crossdresser Group Sex Cumshot Bareback Fetish Blowjob cum Lingerie pantyhose crossdressing Ass to Mouth cum in mouth
100%
Unexpected Threesome Experience
Last weekend I hook up with a British man. He was 40s year old and we were supposed to meet at a hotel. When I arrived at the hotel, he was there, we talked briefly, and then we started having sex. He suggested I wear a blindfold and I accepted because I enjoy doing it. While I was blind... Read full Story
cdmisato 2024-07-16 2,414 Crossdresser Amateur Group Sex Asian sissy
50%
Long time threesome with chastity after nightclub
I often go to LGBTQ nightclubs these days. Because I can relieve stress by crossdressing, wearing sexy clothes and dancing. I especially enjoy grinding with guys while wearing mini skirt and locked up in chastity. The reason I wear a chastity when I go to nightclubs is because I want to mak... Read full Story
cdmisato 2024-08-05 1,753 Crossdresser Amateur Group Sex threesome Asian Interracial
0%
I had a hard time for scam
I got scammed recently and it was a really hard time. Someone saw my xhamster profile and messaged me saying he wanted to give me an ad promotion. I was really happy that this opportunity came to me because I needed money and I started contacting him. He introduced himself to me as a Durex ... Read full Story
cdmisato 2024-08-21 1,052 Crossdresser Amateur Asian sissy
50%
"Sissy Ricky."
This is from an email I received from a sweet girl who recounts this true experience: "When I was 10 I had a friend, Ricky, who had four sisters. The two oldest had left home already, the younger two, a few years older than he was, lived still at home. As their parents had theater jobs that kep... Read full Story
ALEXEAMES 2024-09-03 371 Crossdresser Amateur Fetish Lingerie Homemade sissy femboy babysitter boyish teen (18+)
50%
it all started back in school
i used to get fucked by 5 different boys and one man i was always the one being fucked they would all leave there big hot loads in me sometimes twice in a row this ended up being nearly everyday after school the care taker caught us under the stage i thought we where going to get in so much trou... Read full Story
sissyslut paul 2024-09-04 272 Crossdresser solo Amateur Cumshot Masturbation pantyhose sissy cum in mouth