Sort by
Relevancy

Free Stories

100%
Working Holiday and Hardcore BDSM Experience in UK
I recently moved from Thailand to UK. I am living in the UK on a working holiday visa and earning some money. During my time in the UK, I have noticed that Asian guys are very attracted to older British guys. I have been with 3 men in the last 2 months and their ages are 40, 55 and 61 respe... Read full Story
cdmisato 2024-07-12 3,520 Crossdresser Amateur Asian domination Interracial sissy femboy
100%
Porn Cinemas and GinaG
I really like porn cinemas, there is a certain seediness and sleaziness about them that makes them alluring to me. My problem is that living as I do in the south of the UK, there are no porn cinemas anywhere near me. Fortunately, I travel in my job quite a bit and so can get to cinemas in Birmingham... Read full Story
GinaG 2019-01-08 3,557 Stockings Crossdresser Amateur Cumshot Masturbation Blowjob Lingerie Mature cum in mouth shemale + shemale
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 4,284 first time Cumshot Masturbation Fetish Blowjob pantyhose
91%
Verbotene Einfahrt in den Wald
Ich hatte mich entschlossen bei den letzten schönen Tagen des Sommers in den Wald zu fahren um dort ein Shooting mit meinen neuen Strumpfhosen zu machen. Guter Dinge fuhr ich zu einer mir bekannten Stelle in unserem schönen bayrischen Wald. Ich fuhr einen kleinen – offensichtlich ungenutzten – Waldw... Read full Story
Nylon_Lottchen 2020-02-13 4,763 Crossdresser Amateur pantyhose nylon outdoor sex kerl fickt trans
75%
MY BOSS. PART 1
MY BOSS. PART 1 A story by emilio anaya girl lover with penis. I was new in the job. I had wanted so much to work in that company. it was my first day at work and I wanted to make a good impression. The induction was in charge of my boss, a beautiful woman. She is tall and slim, blonde ha... Read full Story
emilio1213 2020-05-20 4,892 Amateur blonde Uniform
75%
My First Blowjob As A CD
My experience with giving a BJ to a friend in need all started when a buddy of mine was going through a divorce . We got together a few times and got drunk and he was feeling down in the dumps and very sad . the one time he told me the worst part of it all was he wasn't getting any sex anymore and t... Read full Story
Rocky8844 2023-11-13 7,132 Crossdresser Blowjob pantyhose sissy cum in mouth
92%
The Girl Next Door Ch. 02 by derezzed ©
Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the sunlight that h... Read full Story
StevelovesTgirls 2019-06-11 12,708 Amateur Big Tits Blowjob Big Cock Guy Fucks Shemale
92%
Showing my femininity
When I was still little guy, my stepfather always told me I wasn't a real boy, but I was his little girl. One day, he was drinking beer with his friends, so he grabbed me by the arm, pulled my shorts down and showed off my teeny cock to them. I remember that all of them laughed at me. They made fun ... Read full Story
Shemale Dill 2020-04-27 8,134 Crossdresser Amateur Group Sex Blowjob Big Cock gangbang Lingerie
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 14,180 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
66%
The colossus and me
The colossus and me... step by step towards completion (1) When my phone rang I was watching the World’s news in TV, only tragedies. It was Lina (cf. my previous story) on the phone. The colossus with an angel heart and an elephant dick. She was in my town for business. And without her saying ano... Read full Story
hippocampus_171 2023-03-07 5,379 Amateur Cumshot Creampie Blowjob Big Cock Mature Homemade Ass to Mouth cum in mouth
100%
HE DIDN'T KNOW I WAS TRANS...
I'd worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
mika96 2023-05-11 6,813 anal Amateur Bareback Creampie Blowjob femboy Ass to Mouth
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 8,158 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
100%
First intercourse with a man
If you read my previous story, “First time with a man”, I gave my first blowjob. What I didn’t mention at the time, was that I was on my way to work about 2pm in the afternoon, (I worked the swing shift). That afternoon meet up was just to see each other, talk and maybe meet again later. But my e... Read full Story
Mistysis 2020-10-23 7,350 Crossdresser Amateur Bareback
100%
Reaching Paradise on Game Night
Reaching Paradise on Game Night by Sabrina G. Langton * Author's note: Here is one of my most popular stories. I get so many messages and emails about it and it makes me thrilled. I am so glad it has taken on a life of it's own. 'A wife learns a little too much about her crossdressing hus... Read full Story
Brina Giselle 2024-08-08 2,293 anal Stockings Crossdresser Blowjob pantyhose transgender wife dress-up
90%
On the Run
“Your first mistake was stealing hundreds of thousands of dollars from me. Your second mistake was thinking you could get away with it.” As I stood trembling before his desk, Mr. Atwater regarded me as if I were a bug on the windshield of his Lexus. “Do you have anything to say for... Read full Story
shemale lover 2012-09-01 11,478 Crossdresser Cumshot Blowjob jerking pantyhose
100%
A true first time.
I want to preface this reiterating that this is a real story about my first ever experience with a shemale. It's a memory I will hold forever as it was everything I could have hoped for and, as I may share in the future, lead to other experiences, too. A little history of before the first meet ac... Read full Story
Gtaaddict3 2023-11-21 9,072 first time cock suck Blowjob shemale Big Cock trans oral fantasy virgin escort big first time
100%
Downsizing
Being frail and weak is a gift that not many men see the beauty of. Most consider it a punishment or something of that nature. There is another gift that many men don't see. That gift is affirmative action. Most other people lose the chance at some excellent jobs because of their race, creed, sex, e... Read full Story
shemale lover 2012-11-10 3,875 Cumshot sucking Blowjob
100%
In Need of Some Sex
In Need of Some Sex By Sabrina G. Langton *** Author's Note: Hi... Just a teensy tiny story. I'm sure you know what I, um, well we like. Just a little sex in the night to make the heart grow fonder. Just two people meeting for the first time, definitely not the last. A nice intro to a new rel... Read full Story
Brina Giselle 2024-09-18 498 Crossdresser Blowjob pantyhose kissing transgender crossdresser with men
50%
all girls want breasts
All girls want breasts - a lifestyle Sissygurl and her boobs. Let’s start with saying a Sissygurls tits are important to her. Whether you call them breasts or tits it is the same thing. For all women, her breasts are a very important and visible sign of her ‘womanhood’ and regarded as a key a... Read full Story
amberdoll 2020-09-14 2,722 Small Tits Crossdresser Amateur blonde Homemade
85%
BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
bkkldby 2019-06-17 14,338 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
100%
Fucked by Dany Suad and sucked her off
I'm just back from Glasgow and finally had the chance to make an appointment with Dany Suad. I always found her wide hips, voluptuous thighs, her hot ass in combination with the strong cock extremely attractive. Her face is also very pretty. I booked an hour with a cumshot. She was wearing sexy unde... Read full Story
Bigpruegel69 2024-02-23 7,239 Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob cum in mouth
100%
My first sexual experience with a man
My first time having sex with a man, learning to be a girl that I felt inside. I was 20 years old, just moved to the UK, with my wife at the time as I was stationed at one of the bases there. I had been dressing up and wearing panties and stockings and bras mostly up till that time. I had a coupl... Read full Story
Mistysis 2020-10-19 4,182 Blowjob
100%
Linda and Cum on Heels
I was told by a cute guy today they would love to cum in a pair of my strappy heels............this was my answer to him. (I hope you enjoy what happened in what could have been unfortunate circumstances) Actually a person did. I had picked him up from the Lincoln University area and we went off ... Read full Story
Linda Tiffany Vista 2024-05-07 2,371 Stockings Crossdresser Amateur Blowjob blonde
100%
From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... Read full Story
CDJaneBooty 2022-04-01 10,418 first time Crossdresser Amateur Cumshot Bareback Creampie Blowjob Big Cock gay Homemade Ass to Mouth curious first time with a man
96%
New Job, New Life as as Sissy Slut
I was nearing my thirtieth birthday and times were getting tough financially. I had gotten laid off from my job and was collecting unemployment and doing some part-time work helping out friends with odd jobs. One of them suggested that I look into cleaning houses. I've always been very neat and peop... Read full Story
shemale lover 2012-12-23 9,676 sucking Uniform domination swallowing spanking
100%
Lady In The House Ch. 02
A story by Michele Nylons, Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do yo... Read full Story
✘Transensual✘ 2019-01-11 4,897 Stockings Crossdresser Fetish Big Cock Uniform Lingerie domination PRISON PUNK prison sex Prisonboycum Prison Bitch
100%
Karen, My School Teacher Part 3
Regret... Hmm Maybe Not. By FoxyHosed My excuse for a cock got hard again. My horniness got the better off me. I went to lock the front door. I took my shoes, pants and sweater off. I stood in the hallway only in pantyhose and t-shirt. ‘Don't do this. Walk away from this now. But you go to boa... Read full Story
FoxyHosed 2021-02-05 8,757 Crossdresser Cumshot Fetish Blowjob pantyhose pantyhose anal crossdresser guy fucks crossdresser
100%
Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
FoxyHosed 2021-02-17 7,954 Crossdresser Cumshot Masturbation Fetish Blowjob Big Cock redhead pantyhose feet toes legs cock ass pantyhose legs
100%
Karen, My School Teacher Part 5
The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... Read full Story
FoxyHosed 2021-03-15 7,273 Crossdresser Cumshot Outdoor Masturbation Fetish Blowjob pantyhose legs pantyhose cd
100%
Jennifer's first taste of cum
This is another in a long of line of true stories about my crossdressing experiences. This encounter happened back in the 90s. It was Saturday night and I was on the road to the Queen Mary in Studio City. For those of you who were into the scene back then, you know what a happening place the Mary... Read full Story
JenniferJones 2019-01-22 8,813 Crossdresser Amateur Blowjob cum in mouth
50%
Tea-Girl's Repeat Performance
It was the last night before my girlfriend was due back from the Hen Night she was on, and I had already washed her clothes from my previous day's fun with the electricity meter reader, during which I made a mess of her satin thongs, pantyhose and white body-tight top. I wanted to relax, with a bott... Read full Story
shemale lover 2012-09-01 3,762 Cumshot Masturbation Blowjob fuck pantyhose
84%
The One That Got Away
I was out on a Friday night seriously just looking for a couple beers and a burger. I had a lot of work to do around the yard and house on Saturday and was having some guests for brunch on Sunday. Full weekend, tired from the week. I went downtown to a new gastro pub I’d seen reviewed in the local p... Read full Story
Giantsquid 2017-05-15 5,791 Amateur Bareback Lingerie guy on shemale
100%
TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
SpankydeBautumn 2021-02-22 3,804 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
100%
Linda and Cum on Heels
I was told by a cute guy today they would love to cum in a pair of my strappy heels............this was my answer to him. (I hope you enjoy what happened in what could have been unfortunate circumstances) Actually a person did. I had picked him up from the Lincoln University area and we went off ... Read full Story
Linda Tiffany Vista 2024-05-07 2,614 Stockings Crossdresser Amateur blonde Lingerie cum in mouth
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 4,575 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
100%
Part 2..My First time (Cont).
Part 2. I remember asking Andy if being made love to would hurt me, (note I said made love to and not being fucked) and he said it would hurt the first time but after that it should be ok so I asked him to make love to me. He asked me what position I would like and I replied I had no idea as this w... Read full Story
Nicole-Andrea 2022-10-05 4,409 Crossdresser Amateur Bareback Lingerie
100%
From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,520 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
75%
Aunt trip
In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... Read full Story
Rebba 2024-04-25 3,540 Shemale Fucks Guy Blowjob Big Cock Ladyboy Guy Fucks Shemale shemale fucks shemale Fantasy Tale
96%
New Job, New Life as as Sissy Slut Chapter 2
I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really ... Read full Story
shemale lover 2012-12-23 7,558 Cumshot Uniform Lingerie ass fucking domination
77%
Porn site meeting and fucking ;)
We started talking on a site. I knew you were for real when you sent me a message introducing yourself. We only spoke for 2 days before we decided to meet up and I was excited to play with a real little slut. You told me the only things off limit were anal and scat otherwise i could do what I wanted... Read full Story
BalkanLoco91Ri 2019-08-26 5,071 Teen (18+) Amateur Cumshot Masturbation Bareback Blowjob Big Cock Uniform domination Homemade pov Ass to Mouth cum in mouth
72%
ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
SpankydeBautumn 2021-01-29 11,571 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
80%
Amber
The summer after high school I moved into this cheap hotel downtown. I'd been working in the mailroom for a large company, and really needed to get my own place, but I didn't have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I ha... Read full Story
ambersissy 2021-04-23 5,570 Crossdresser Amateur Big Cock Guy Fucks Shemale Interracial cum in mouth
100%
Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
shemale lover 2012-08-30 3,964 brunette cock Masturbation Blowjob shemale big
100%
School's Out
Steve asked me if I'd like to come to our school reunion. We were both twenty and being schoolmates seemed a long time ago. I agreed before he told me it was fancy dress. 'Your girlfriend, Sally's ok about this?' I ask dubiously. I knew Sally well, not that we got on particularly and she was ph... Read full Story
shemale lover 2012-09-03 5,126 Teen (18+) Masturbation Blowjob Uniform little cock
100%
Sally's First
My heart was racing a mile a minute as my hand reached for the door knob to open a whole new world to me. Although I had been dressing for about 15 years, at 23 I still hadn't been outside or let anyone in on my secret. The last 3 years had been hell for me as I had started to play with dildo's a... Read full Story
shemale lover 2012-08-29 4,797 big dick Cumshot pantyhose cock sucking
94%
My first incredible CD experience
Following my experience with Gloria I hooked up with some other shemales. The experiences were good, but nothing worth writing about...that is until I met Andrea. While on one of my typical business trips I visited a local drag club a few towns over. It was a very clean place and since it was a Frid... Read full Story
Joe Francis 2018-06-18 9,495 Crossdresser Amateur Blowjob redhead cum in mouth
96%
It All Started
IT ALL STARTED a fanticy by CDlishmis It all started when I was just a little guy, my older sisters and their friends used to dress me up as their real life Barbie doll. I at the time saw nothing wrong with it. (I still don`t.) ... Read full Story
cdlishmis 2020-01-07 10,122 Crossdresser Amateur Blowjob Lingerie CAUGHT!
100%
TO BE OR NOT TO BE – PART 3
TO BE OR NOT TO BE – PART 3 by Spanky de Bautumn Part 2. At the hotel in New York City, Sunny meets the bellhop, Antonio, and they go out for a drink when he gets off of work. The call came at exactly seven. I had woke up about five minutes before and was watching Antonio sleep. All of the oth... Read full Story
SpankydeBautumn 2021-02-23 2,671 Small Tits Crossdresser Amateur Cumshot Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,651 Stockings Small Tits Crossdresser Cumshot Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,603 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
FAIT POUR OBÉIR ⚧️ ⚧️
Mettons les choses au clair. Je ne suis pas gay, pas une poule mouillée ou un pédé, je suis un hétérosexuel normal de 30 ans, d'accord ! Alors pourquoi vous demandez vous si j'écris ceci vêtue d'une robe bleu foncé, de bas noirs avec porte-jarretelles, d'une culotte bleu clair avec un motif à pois b... Read full Story
Femboy 2021 2023-03-26 1,212 Stockings Blowjob Big Cock Lingerie Sex Toys humiliation cum in mouth feminisation forcé poule mouillé SOEUR DOMINANTE chasteté forcé Féllation forcée
100%
I Love To Love You
I Love To Love You Baby By Sabrina G. Langton Author's note: I have published this story on two other sites. I always said it was slightly aurobiographical, but reading it back it is a pretty accurate account of my summer of '88. There are only 3 things that I changed. 2 are itsy bitsy tiny deta... Read full Story
Brina Giselle 2023-09-24 5,222 anal Crossdresser Blowjob kissing transgender virgin romantic earrings
75%
TV-TV
My girlfriend Gloria and I had just moved into an apartment together, having gone out for six months or so, before making the committment. We moved in furniture from each of our apartments, after deciding what would go best in the new place. With the exception of a television, we really had eve... Read full Story
shemale lover 2011-12-16 6,849 Blowjob transformation tg
76%
Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
shemale lover 2012-09-01 10,587 Cumshot Blowjob Big Cock Uniform cum swallowing
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,528 Cumshot threesome Blowjob Big Cock condom sex
78%
Big Changes
Big Changes Jess was getting tired of hearing about all the female problems his sisters or his girlfriend were having. It seemed all they talked about was their sore breasts or their cramps or their bloating. At times he would just tell them to keep their problems to themselves, that he ... Read full Story
PattiCake 2017-12-05 10,737 Teen (18+) crossdressing amateur hrmones