Sort by
Relevancy

Free Stories

100%
Kap 1 - Erste Erfahrungen als Crossdresser
Ich lag also auf dem Hotelbett, genoß es die eben erlebten Orgasmen noch in meinem Körper zu fühlen und meinen Saft auf meinem Bauch zu spüren. Dabei dachte ich zurück an die Zeit wie ich mich zuerst zum Crossdresser und dann zur Transe entwickelt habe. Heute lebe und fühle ich mich als Frau auch we... Read full Story
cindy65 2019-10-07 4,333 Crossdresser Masturbation Blowjob Lingerie
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 16,460 shemales Masturbation Fetish
91%
Masturbation fantasies: Amanda, queen of the peep show
A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... Read full Story
ThatEroticWriter 2019-07-24 8,321 Big Tits Cumshot Masturbation Uniform Frottage
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 3,923 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
81%
A Fantasy Fulfilled
I usually comb through the web for cool first experience stories involving men and CD gurls. I realized that I should also contribute my own, however. Mine occurred years ago when I I’d just broken up with a long time girlfriend that I’d been living with since my college days. I was in a financi... Read full Story
jaytop00 2018-04-03 14,072 Crossdresser Blowjob foot licking toe sucking foot-worship first time with a tranny
50%
Minha segunda experiência como CD [PORTUGUESE]
Olá, antes de mais nada quero avisar que minhas histórias são verdadeiras e que eu me descrevi na minha primeira história, por isso não o farei novamente. Minha segunda experiência aconteceu 6 meses depois da primeira, não disse qual idade eu tinha na época, então vou dizer agora, nessa história ... Read full Story
Nyxie 2020-05-04 1,341 Stockings Teen (18+) Crossdresser Amateur Cumshot Latina Masturbation Blowjob Lingerie cum in mouth
100%
A Secret Fetish Chapter 1
When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thi... Read full Story
shemale lover 2012-06-11 4,596 Crossdresser Fetish Blowjob
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 5,844 Crossdresser Cumshot Fetish oral sex
50%
PRIS DANS UNE NOUVELLE VIE
C'était mardi soir, ce qui signifiait que Lena se préparait pour son cours d'aérobic. Bien qu'elle ne travaillait pas, elle était certainement occupée à construire et à maintenir une vie sociale et à faire en général les choses qu'elle voulait. Il n'y avait pas un jour où Lena n'avait pas fait qu... Read full Story
Femboy 2021 2023-01-19 1,144 Stockings Crossdresser Amateur Fetish Big Cock Lingerie
100%
A Win-Win
A Win-Win By Sabrina G. Langton *** Author's Note: Hi, just a quick, crazy story about a wife actively participating in her CrossDresser husbands sex life. Just a bit of fluff, hope YOU like it.) *** We were laying in bed, sex was done, my wife could now relax for the rest of the month ... Read full Story
Brina Giselle 2024-03-31 3,058 anal Stockings Crossdresser Blowjob pantyhose kissing salon
92%
A Surprise Relationship
This is a fictional story, although it is based on people I did know. "Tony" and his twin sister "Kim" are based on a set of twins I knew, who were almost identical. I did have a relationship with "Kim" for almost two years, however, the relationship with "Tony&quo... Read full Story
shemale lover 2013-01-29 5,200 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
CLUB FUTANARI
Lisa Une fille timide de 20 ans avec de longs cheveux, de beaux seins, une chatte humide et un gros secret sous la forme d'une bite géante. Elle a vécu une vie protégée mais est bientôt en route vers un nouveau monde de sexe lesbien. Marie Médecin de plus de 40 ans spécialisée dans les ... Read full Story
Femboy 2021 2023-02-13 1,152 Crossdresser Cumshot Fetish Shemale and Girl domination Futanari
85%
Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
shemale lover 2012-05-13 7,873 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
80%
Funnyjunk account crossdressing
I started cross dressing at a young age, 11-13 range with my female cousins and my sisters clothes and the occasional girlfriends panties stealing. I've always loved it since then. Over the years I started getting more and more into it and started experimenting with makeup and buying my own clothes.... Read full Story
quinn 2020-05-18 4,375 Crossdresser Amateur crossdressing sissy slut sissy crossdresser
100%
Frühes Erlebnis im Kino 2
Mein Gott, kam mir die Woche bis zum nächsten Freitag lang vor. Immer wieder musste ich an die geile Zeit mit dem Mann im kleinen Kino denken: Zum Transporno wichsen, blasen, den gemeinsamen Orgasmus erleben. Jedesmal tropfte Vorsaft aus meinem härter werdenden Schwanz bei diesen Gedanken an den let... Read full Story
owltranslover 2022-04-20 1,831 Latina Masturbation Bareback Shemale Fucks Guy threesome Blowjob
100%
The Mole
Police work is a paramilitary occupation. Uniforms, rank, weapons, discipline…It can be exciting and interesting for some and boring for others. Some officers seem to find lots of action during their career (or maybe it finds them) while others never use their sidearm except for target practi... Read full Story
shemale lover 2012-01-26 6,342 brunette Crossdresser Fetish
66%
Andrea CD: La Primera (1ª Parte)
Ha pasado mucho tiempo desde aquel lejano día en que tuve ocasión de poder quedar por primera vez. Hasta entonces me dedicaba a ver sobre todo fotos de Chicas CD en lencería, con tacones, en posados,… Hasta empezar con esta atracción que me producían las chicas crossdressers y travestis dedicaba mi ... Read full Story
BloqNumVLC 2018-01-26 3,835 Crossdresser Amateur Primera vez
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 3,446 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
100%
Cross dressing Aunt
CD Aunt Well, my uncle was a crossdresser, but the group is Aunt CD, so it is all kind of confusing. Back in the mid 80's I was fresh out of high school and was offered to spend the Summer with my uncle in TX, he was only 10 years older than I and was offering to let me stay with him so I could work... Read full Story
PARUSHFAN 2023-06-14 6,369 anal Crossdresser Amateur Creampie Blowjob sissy cum in mouth
69%
How i started feeling like a girl
It was early in my puberty, I was the youngest in my group of friends and many of my them were already dating and having sex with the neighborhood girls. By this time I was beginning to learn more about my body and I noticed more about girls, especially my neighbor's girlfriend, I'll call her Camila... Read full Story
Leah Peaches 2020-01-06 7,306 Teen (18+) Crossdresser solo Amateur Latina
100%
Shawshan part2
The summer weather has finally let up and cool evenings where you need a sweater are among my favorite times of the year. Charlene left now from prison and served her time for drug possession. We had become close friends as well as cellmates over the last few months. She no longer cuts her hair as ... Read full Story
Jon Paul 2021-05-20 3,098 Latina Masturbation Bareback Shemale Fucks Guy threesome Guy Fucks Shemale shemale + shemale
78%
My Journey and The Pleasure of Fucking a TG/CD/Sissy
I used to think I was crazy. Maybe a part of me thinks I still am. Whatever the case, I'm not going to stop, and I'm going to continue what I'm doing for a very long time. Why? Because it feels so damn good. As I sat there while my latest little Sissy slut was servicing my thick an... Read full Story
JOAT 2018-04-12 12,432 tranny transexual crossdressers sissy t-girl T-Girls sluts
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 11,636 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%
Bi Pantyhose Passion
I've had a Pantyhose Fetish for over 30 years now, and love wearing them on a daily basis. But back in the summer of 1995, I suffered a heat stroke, and almost died, when I recovered, I vowed I would stop fantasizing, and live out these dreams and fantasies. I had been masturbating while dress... Read full Story
shemale lover 2012-06-04 4,009 first time Cumshot Masturbation Fetish Blowjob pantyhose
100%
Ladies who Lunch - At the Gloryhole
Ladies who Lunch - At the Gloryhole By Sabrina G. Langton *** Author's Note: Hi, just a quick little story to make us all wet and squishy. Three mature crosssdressers have a little more excitement than they are used to after lunch. I hope YOU like it... *** The Boynton Tavern So w... Read full Story
Brina Giselle 2024-01-06 5,071 Crossdresser Blowjob transgender mature crossdresser gloryholes
100%
Danielle's First Meeting
Daniel stood on the front porch and waited for his date to arrive. Well, Daniel at this particular time was actually Danielle. You see, Daniel was a crossdresser. Danielle was his female alter ego. He was 37 years old, medium build, average you might say and stood 5-feet-10-inches tall, weighing in ... Read full Story
shemale lover 2012-06-18 4,149 Stockings Crossdresser Cumshot shemale oral sex
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,433 Masturbation Blowjob blonde ass fucking big boobs
92%
Crossdressers first time with a guy
Hi, im new to this. this happened about 3 years ago now. I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from th... Read full Story
shemale lover 2013-06-06 10,119 first time Teen (18+) hardcore anal sex fingering Interracial cd
95%
Me dressed as a Gurl
this happened about 25 years ago when i could half way pass i went to this night club for crossdresser, transexuals and transvestites west of balboa park one thursday night it wasn't has busy has on a friday or week end but there was a nice crowd mustly crossdressers a few trannys it was not to late... Read full Story
shemale lover 2013-07-02 5,335 Crossdresser hardcore Creampie ass fucking cd
94%
Rebound fuck
I split up with this girl (well, CD) about two weeks ago. Like many here there is something about crossdressers that really gets me going and I had been dating this girl for a few weeks based on sex alone, but I found it hard to engage with 'her' when she wasn't dressed up. Strange I ... Read full Story
bareambition 2014-09-17 3,845 anal Crossdresser suck fingering cd
86%
The receptionist
After a long exchange of mails and chats on skype i was asked to meet a cd girlfriend at a hotel in London for a week end of fun , we decided for a saturday and sunday meeting , i take charge to book the hotel room , but because i was also into a shopping day for lingerie and shoes i booked for a Fr... Read full Story
Suellen blonde 2014-10-20 5,963 Crossdresser Amateur Lingerie doggy style rimming cd
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 5,609 Crossdresser domination PRISON PUNK prison sex Prison Bitch
100%
Junior's Department
Junior’s Department The long-haired young male browsing alone in the ladies’ junior’s department caught his eye and he stopped walking to the store exit. He stepped behind a display rack across the aisle, then watched him approach a mirror and scan the area before holding the skirt and blouse up ... Read full Story
AuthorJordanSkythe 2022-01-20 2,608 first time Stockings Crossdresser romance femboi
88%
Sucking Off Straight Guy
I got sent a message on twitter and it was a guy and his profile picture was him and his girlfriend and he message said I really think you are hot can I have a blowjob I said thanks but don't you have a girlfriend to suck you off he said I do but I have been watching a lot of Crossdressers suck... Read full Story
sexyoliviacd 2022-12-15 5,237 Crossdresser sucking Blowjob crossdressing hotel Straight Guy
86%
My first time as a Femboy CD
My name is Nick aka. Nicole. I am a 20 year old gay femboy crossdresser and this is a little story of how I started dressing to become Nicole and my first sexual experience besides masturbation. I grew up living in an apartment complex with my mother and sister, who was 2 years older than me. M... Read full Story
Nicole_femboyCD 2014-12-03 190,076 first time Crossdresser suck Blowjob oral cd
87%
The Neighbour
I made my way up the driveway, after having a few with the guys to end off the week. I was in no hurry to get home because I knew there wasn't anything going on tonight. The wife was out of town for the weekend and the other guys had stuff of their own going on. So I made my way up the rest of the d... Read full Story
shemale lover 2012-12-21 9,692 Teen (18+) Crossdresser sucking Sex Toys handjob
100%
The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
shemale lover 2013-01-10 17,101 Crossdresser sucking Big Cock ass licking big boobs
66%
My encounter with hot sexy crossdresser in Pune
Dear friends Im 6ft tall fair handsome male with big thick cock and mad fan of shemales and crossdressers. I love feminine boys or cross dressers. I was searching for CDs on G4m and while searching I came across this guy who loves to cross dress. his all pics are hot and sexy and he has done a por... Read full Story
daynightfun7 2013-07-15 6,218 cd
0%
Crossdreaming Thoughts
Last week I crossdressed for a while. Wore tight dark green jeggings, and two different shirts. I was barely able to squeeze these huge fucking J cup tits into a basically skin tight size XS stretchy nylon beige tshirt, and the other was an olive green turtleneck of the same tight fit. Wore both ins... Read full Story
Maika Arreola 2018-03-02 4,212 Crossdresser Amateur Big Tits Big Cock Mature Homemade
83%
My Start
In the beginning, when I was younger and trying out my sexuality and starting to understand what I wanted and liked and craved and needed, I played with boys and girls. But in short order, I decided I wanted something in between. Which is how I would find myself sneaking into clubs in Manhattan in t... Read full Story
Giantsquid 2019-01-14 8,875 Stockings Teen (18+) Small Tits Crossdresser Group Sex Bareback Blowjob Lingerie cum in mouth
87%
My first experience with cross dresser....
It was the beginning of the summer vacation.. we all guys headed for the beach to party and get wasted!! I had my friend Jimmy sharing the room with me. I knew him from school days so we used to get along very well. Until one night we were getting ready for a party I just saw a stockings and a fema... Read full Story
My rod 2019-03-18 6,613 Crossdresser
100%
How I have become a girl
I just want share my story of becoming a girl, which I really enjoy at the moment. I am now sitting in my heels, fishnet bodystocking and my alpha male just went home. Yes I was fucked hard and i now love men. My ass is burning, but that is what I wanted the whole of my life - wearing women's clothe... Read full Story
SlutMonica99 2019-06-11 5,193 Crossdresser Amateur Bareback Big Cock
77%
Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
Regina10 2020-09-16 5,278 Crossdresser Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Ass to Mouth
76%
Woman of my dreams is making me the woman of my dreams (pt 1)
I met Amber one day while I was out at the beach. She was so far out of my league – a 5’4” slender and toned stance and exquisitely tanned body with a bikini that left very little to the imagination. She was unbelievably hot, so it was no surprise that I was tongue tied when she walked past me and s... Read full Story
jenrip 2021-03-29 7,450 Stockings panties crossdresser lingerie woman on 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 4,818 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-06 1,170 Teen (18+) Crossdresser Amateur Fetish Lingerie
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,317 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
UNE FAVEUR INOFFENSIVE
Cela a commencé comme une faveur inoffensive; Je n'avais aucune idée que cela changerait toutes nos vies. La colocataire de ma femme à l'université et son mari avaient emménagé dans notre communauté et dominaient bientôt notre vie sociale. Nous étions à peine sortis de l'université de... Read full Story
Femboy 2021 2023-02-07 876 Stockings Crossdresser Fetish Shemale and Girl domination Guy Fucks Shemale
100%
Joy of crossdressing
I still can’t believe this happened. This wonderful encounter happened back in August 2022. Wow; I was totally taken by surprise (100% understatement) my friend and I were just out looking at Gurly shops like we do more and more often these days in the town of Colchester. I was wearing my cream ... Read full Story
Cindy from Essex 2023-02-08 4,925 Stockings Crossdresser Amateur heels footfetish
50%
SOUS LA DIRECTION DE MAMAN ⚧️ ⚧️
Jaime n'avait jamais eu beaucoup de chance avec les filles au lycée. C'était venu et reparti, et maintenant il profitait d'un dernier été avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un salaud ou un douchebag, c... Read full Story
Femboy 2021 2023-03-18 941 Teen (18+) Crossdresser Cumshot domination Sex Toys cum in mouth
50%
LA CRÉATION DE MONICA ⚧️ ⚧️
Je savais. En regardant en arrière maintenant, je me rends compte que j'ai toujours su. Je n'ai jamais rien fait à ce sujet, jusqu'à ce que je sois prêt mentalement, émotionnellement et physiquement. Je suis né Matthew J. Smith au milieu des années 70 en Amérique centrale aux États-Unis. J'ai grandi... Read full Story
Femboy 2021 2023-03-30 800 Stockings anal sex Masturbation Fetish Blowjob Big Cock Lingerie Sex Toys feminization cum in mouth poule mouillé poule mouillée et fille poule mouillée poule mouillée
50%
A Shock at the Adult Theatre
I am very often thursdays in the adult theatre, because stylde crossdresser have free entrance at this day. I used to go there by public transportations, because I have no car. In the rear area of the shop we are able to change our clothes and to style up and storing our bags in a locker. About a... Read full Story
SilkeTrav 2020-01-20 7,822 Crossdresser Amateur Outdoor Masturbation Lingerie Homemade
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 7,328 Crossdresser hardcore ass fucking cd
50%
Andrea CD: La Primera (y 2ª Parte)
Llegué al bloque de Andrea a las cuatro menos cinco. Espere a que fuese la hora acordada para llamarla y decirle que ya había llegado. Me indico el bloque y el piso y la puerta. En aquella construcción eran cuatro los bloques de viviendas, lo que dio cierta confianza en cuanto a pasar desapercibido.... Read full Story
BloqNumVLC 2018-02-01 3,240 Crossdresser Amateur suck Blowjob oral sex
90%
Why does cock look so good on a girl ?
Horny and looking for something to jerk off on, of started surfing porn sites looking for just the right hottie. Pornstar Christie Lee really gets my juices going so I clicked on her. I started watching the video I was familiar with and knew would get me off when I decided to check out all her video... Read full Story
Verdura08 2022-10-17 6,018 Crossdresser Amateur Cumshot Big Cock ts posing huge dildo
50%
HypnoSissy: Partie 1
DEVENIR COCKSUCKER Alors que je prenais le sixième chargement dans la gorge, quatre autres étaient déjà déposés dans mon cul et il me restait encore une file d’au moins six à attendre leur tour pour déposer leur chargement dans l’un de mes deux dépôts de sperme, je ne pouvais pas m'empêcher de ... Read full Story
Femboy 2021 2023-01-24 852 Crossdresser Fetish domination