Sort by
Relevancy

Free Stories

92%
My Introduction to Crossdressing
I hope my story is appropriate for this site. It is rather basic in detail, but I have wanted to tell others how I got started for quite some months now. When I was twelve years old I started masturbating. At that time all my fantasies were about girls. Masturbating became quite an obsession with ... Read full Story
young&rampant 2016-03-08 5,829 first time ass cum masturbating
95%
Jordan's First
My name is Jason, I am a 33 year old road worker. The pay is okay but I never had much more than what I needed to live comfortably. I was hoping to save up for a nice vacation and decided the best way to do that was to take on a roommate. I live in a decent sized two bedroom apartment and the seco... Read full Story
Hydra1979 2019-01-25 9,533 Stockings Crossdresser Masturbation Blowjob Lingerie
100%
Crossdresser gets dick for first time
I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... Read full Story
Sissy Ava 2022-10-11 7,559 Stockings Crossdresser Amateur Bareback Big Cock Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Danielle's First Time
Danielle was born in the winter to 1976, but she was born a male by the name of Daniel. Daniel looked like a normal male child aside from liking girly things. Whenever Daniel would play dress-up he'd always dress in his mother's or his aunt's clothes and his parents thought that was cute until Danie... Read full Story
shemale lover 2012-02-03 5,333 cum dildo fingering
95%
Hot Night on the Town: Part 2
Thanks for reading my first post. Here is part two, hope you enjoy! The next Saturday night, I was sitting nervously on my couch, waiting for her to arrive. That morning, I had finally found the courage to call Gina. She was angry at first that I had waited a week to contact her, and told me that... Read full Story
shemale lover 2013-04-19 5,156 first time sex toy suck Creampie Shemale Fucks Guy
100%
I FIND MY ROAD IN SYGKROY
My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... Read full Story
ANASTASIS CD CRETA 2014-12-03 3,691 first time Creampie Blowjob ass fucking 69 cd
100%
Discovering Mistress Sarah's World Part 6
Chapter 15 Joe's first 'female' public appearance as Josie was approaching fast. He was nervous about it. Fortunately Mistress Sarah had kept him busy most of the day so his mind was distracted. Shortly after his mind blowing masturbation session with her in the morning, she left to run errands a... Read full Story
shemale lover 2012-10-03 4,043 first time domination Sex Toys
100%
Blame Abba
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** Part 1 - Well, I knew I was bound to be caught one day .... *** Thinking back - wow! So much, in such a short time, or at least it seems like that. Whe... Read full Story
shemale lover 2012-07-17 3,981 first time Stockings Fetish crossdressing
50%
First Night Nerves Chapter 2
Debbie and I have lived together for over three years. We love each other very much, but as you will have seen from my first story, each of us has physical needs beyond our relationship. We are very fortunate in that we understand each other’s needs and can accept them without feeling threaten... Read full Story
shemale lover 2012-09-23 2,875 anal Creampie handjob
83%
First Time: How I Love Cock
The first time I ever sucked a dick was when I was around 12 years old. I was at a sleep over with a friend. We were camped out in his backyard in a tent and he started things out tentatively by asking about my luck with the ladies, which was non-existent. Then he suggested that since neither of us ... Read full Story
wickeddogg 2019-12-11 33,452 Teen (18+) Cumshot Bareback Blowjob cum in mouth
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 4,806 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
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 13,858 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
80%
What I like
I like cum from cocks, a copious creampie dripping from a pussy, or licked off a warm body. I'm an older guy but I'm still fit, active and horny all the time. I like to masturbate while looking at porn with a prostate stimulator up my ass, wearing nipple clamps and a cock ring after smoking some pot... Read full Story
SylvesterLeChat 2023-08-15 4,366 Masturbation Creampie Blowjob Big Cock Ladyboy Mature small cock sissy cum in mouth
100%
How i became a girl
Hi my name is Mandy and this is my story..in parts. I started dressing when i was in my early teens. At first it was just panties, maybe pantyhose and masturbating with my friend B, but it soon became wearing skirts and heels, little tube tops and sexy dresses, then it was makeup and wigs, and soon ... Read full Story
shemale lover 2011-10-22 3,304 Masturbation Creampie crossdressing 69 pose
50%
municipal worker
We met him on Twitter for a long time, we chatted on the phone and on Twitter for a long time, then he invited me to his house and I went and he fucked me but it wasn't good, he ejaculated inside me and I went to the room and masturbated in front of the large mirror it was a different experience... Read full Story
Beyza_Trans_Girl 2022-02-01 1,604 Stockings Crossdresser Amateur Masturbation Creampie Fetish Lingerie Guy Fucks Shemale Mature Homemade
100%
sex-agenarian's onanic lust
An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... Read full Story
hippocampus_171 2024-03-09 2,977 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
54%
The day i bought my fleshlight and it was better then i expected
We have all been there, you want something bigger and better than just jerking off, not sex but something that you can enjoy solo. We have all seen that famous American Pie scene where Jim decides the apple pie will feel amazing to fuck and proceeds to shove his dick into it and if I really think ab... Read full Story
BalkanLoco91Ri 2019-08-07 4,377 Teen (18+) solo Amateur Cumshot Masturbation Creampie Big Cock Lingerie Sex Toys Homemade
100%
Got my ass pounded in Miami by a tranny escort
Got my ass pounded in Miami by a beautiful tranny escort with a 10 inch thick cock. Years ago I was in Miami for a business trip. Four days just me in my hotel room. I decided to treat myself to some of the X rated channels that my hotel provided. As usual I went straight to the tranny porn.... Read full Story
My Shemale Attraction 2023-01-03 6,514 Amateur Big Tits Masturbation Creampie Shemale Fucks Guy Blowjob
78%
A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
Mabel Cecilia 2019-05-06 7,727 Small Tits Crossdresser Amateur Cumshot Latina Masturbation Creampie Blowjob blonde Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys Mature self sucking Solo Shemale cum in mouth double anal shemale + shemale
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 4,757 Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob cum in mouth
50%
Larissa blond blown in Frankfurt
Very friendly already on the phone. She was very chatty. Asked when I wanted to come and I said at 12:00. I meant if she squirts and she answered yes, but costs 50 € extra. She then said that at 12:00 maybe her landlord will come, the bed would be broken. If he hadn't been there by then, we would ha... Read full Story
Bigpruegel69 2023-12-17 4,888 Cumshot Masturbation Creampie Blowjob cum in mouth
100%
I need some advice
I’m so emotional today. I haven’t been able to spend quality time with my bf in weeks. Let me explain. Me and my girlfriend both work from home now so I haven’t been able to get away for long to see my side nigga. Today was supposed to be the day we actually got to spend the day together. My girlfri... Read full Story
Wet boy kitty 2021-02-01 2,352 Crossdresser Amateur Cumshot Masturbation Bareback Creampie Ladyboy Lingerie Ass to Mouth cum in mouth
100%
A Strong Man at Work
In life, some people seem to get pleasure out of pissing others off. I think you know what I mean. We've all been there. The first time I laid eyes upon Joan, I thought she was a low-class, boring and obnoxious person. Where I come from, people like that are pretty common. Who am I? Stefan. A tall a... Read full Story
shemale lover 2012-07-05 3,350 anal Creampie shemale
0%
Mike and Chris Together
Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... Read full Story
shemale lover 2012-02-07 4,995 anal sex Creampie Shemale Fucks Guy Guy Fucks Shemale
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 10,367 Masturbation Blowjob blonde ass fucking big boobs
83%
Epic weekend with stepbrother
Ok so me and step brother both graduated and where ready to celebrate we decided we are going to Vegas. We where both virgins so we couldn’t think of a better place to loose it. How where supposed to loose it was supposed to be a much different story. His was supposed to be like any young handsome ... Read full Story
Wet boy kitty 2021-01-29 4,270 Small Tits Crossdresser Amateur Masturbation Bareback Creampie blonde Lingerie cum in mouth
68%
My first shemale attraction
My first shemale attraction In high school a group of friends and I obtain a copy of Hustler magazine. Each week one of us will take the magazine home for the weekends, then give it to the next following classmate. It was the weekend of my turn. I rushed home to get started on my masturbation. I ... Read full Story
My Shemale Attraction 2017-07-05 10,308 tranny Masturbation Fetish shemale jerking
100%
Castro - shemale goddes
Nobody would have believed the scene was true, her slender, smooth and tanned legs crossed in such a deliberately provocative way as to reveal a glimpse of crisp white panties. Her tightly fitting, classically styled little black dress cut to ensure firm large breasts were displayed to maximum effec... Read full Story
Law12 2018-03-04 4,876 Masturbation Bareback Creampie Ass to Mouth cum in mouth Supernatural
95%
Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
horny.hiker 2019-04-30 14,572 Stockings Masturbation Creampie Shemale Fucks Guy Lingerie rimming Ass to Mouth escort ts no lube anal fuck just saliva
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 4,062 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
73%
First Hotel Encounter
we met online and agreed to meet at a hotel. I was so nervous but excited to explore this very wrong side of sexuality. At the front desk, you had your arms around me kissing me deeply as you pushed up my skirt so the clerk could see my pink panty covered rear as he flashed you the "way to go p... Read full Story
CD Lilee 2014-06-06 6,836 Crossdresser anal sex Creampie ass fucking spanking cd
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 2,239 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
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 7,036 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
83%
His First Tranny
He quietly said "Is it true you have a dick?" I looked directly at him and told him he should put his hands under my skirt and find out.I got hard right away. I love the way my dick feels rubbing against my panties. He put his palm over my panties and starts stroking my dick. His eye... Read full Story
shemale lover 2015-09-21 9,514 Creampie fucking dick
82%
I am a Shemale's Slave
I live here to serve a shemale and I know the role. I am not a sissy dresser or anything like that and she is not rough on me but whenever she wants to fuck me or wants me to suck her cock I do it and if she wants to watch her shemale friends pleasure themselves on me I let them do it. I have... Read full Story
shemale lover 2011-10-16 9,397 anal Creampie oral cum swallowing
66%
First time
I once met a sexy tranny when i was out walking and she enticed me along a forest path and into some bushes where she began to slowly undress me. I was wearing very soft satin and lacey lingerie underneath my normal clothes, she knelt down in front of me and slowly took my soft satin cock into her m... Read full Story
shemale lover 2011-11-07 2,267 Creampie Lingerie transvestite
86%
A wild adventure
I was driving down the Pacific Coast Highway one day in my pickup. It was sunny, and beautiful, a perfect California day. Only problem was the traffic. You could barely move. Still, you could hear the waves and the gulls and I was feeling good. I had noticed the blond in the convertable ... Read full Story
shemale lover 2014-07-23 5,451 Cumshot Masturbation shemale stroking handjob
100%
Continua mi mundo Tv
Como les decía a mis 20 años ya era otro mundo, ya compraba mi propia ropa intima femenina mas que todo ropita muy chica, pues siempre he sido muy delgad@, a esta edad aun era virgen pero con hombres ya que aproximadamente a los 17 le robe un consolador a una tía, "les admito que ha sido uno de ... Read full Story
Carla Travesti 2018-12-10 2,461 Small Tits solo Amateur Latina Masturbation Fetish Ebony Sex Toys morena flaca venezolana deportista morbosa
100%
ROBERTO’S SECRET by Spanky De Bautumn
Cody Daniels was only trying to help her country; she never dreamed things would come to this. She was patriotic and felt compelled to do whatever asked of her to aid in the capture of the terrorist known only as "Roberto". But lying in his bed, bound and gagged, Cody wondered why she let herself go... Read full Story
SpankydeBautumn 2021-01-22 4,690 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale
100%
Meeting Amanda Ch. 2 - The Next Day
After a hot evening together, the story continues https://www.ashemaletube.com/story/meeting-amanda-6595/ ------------------------------------------------------------------------------------------------------------- “I could really use a shower,” Amanda said while she... Read full Story
rforasht 2022-09-07 4,135 Masturbation Shemale and Girl redhead Guy Fucks Shemale cum eating anal creampie couple & shemale
100%
Why I desire transsexual cock
I've thought about what it must feel like to have jus for a bit, a transsexual cock inside you. How ones nervousness is turned into extreme horniness upon seeing her cock for the first time. The thoughts that must race thru your head. How big is her she-cock?. Do I touch it? Do i lick the length of... Read full Story
Curious_billy 2023-01-19 6,653 Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock domination Homemade cum in mouth
100%
How could I forget my first time .......
"Ok, ok, ok stop. No more. It hurts a bit" I said. "Just relax your ass baby. Push out like you have to go poo", my date said. How did I end up like this? A straight A college student, a devout Christian with a nice gf like me ends up in bed with this sexy woman ...... Ok wait, I thought she wa... Read full Story
Curious_billy 2023-10-29 8,318 anal Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Big Cock domination Homemade cum in mouth teen (18+)
63%
My Ultimate Fantasy...
Let me start with the details... I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at ... Read full Story
bigtranslover 2013-12-25 6,445 first time shemales Masturbation
80%
Crossdressing fun
I always love to crossdress when Im horny I love the feeling of being a woman and seducing a man. Older men have always attracted me here is my fantasy. I dress up one day with a red thong red bra black nylons short skirt and blouse and get online. I find a man who likes me and is ready to play. I c... Read full Story
shemale lover 2014-11-07 3,792 first time shemales Masturbation
47%
My Shemale Fantasy
This is my fantasy is I meet a sexy tranny with what considers really fucking sexy. Is she has a shaved 5-6 in cock and smooth balls. I take all my clothes off so I can really enjoy see tranny cock for my very first time. When sha has stripped this hot sexy tranny sets beside me. I gentle stroke the... Read full Story
Jimishard 2017-11-07 4,062 Masturbation oral anal. Cumshot
95%
My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
iconicirish 2023-05-11 8,497 Stockings Amateur cock Masturbation sucking Blowjob Big Cock Lingerie Latex transgender sissy
81%
A LadyBoy For My Wife
I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... Read full Story
shemale lover 2012-06-23 10,430 Group Sex Masturbation shemale Ebony facial
100%
At Jake's Cabin
Jake and I had been secretly seeing each other for about a year. We took every chance we could get to go and fuck. Jake’s famly had a cabin on a private pond in northern Minnesota. He had asked me to go up there with him for spring break. He told the fam that it was a guy’s weekend to fi... Read full Story
shemale lover 2012-08-17 3,028 anal Cumshot Creampie threesome oral
80%
Perfect First Date
i would make dinner for us at my house and we would relax get to know each other better and wed eventually end up sucking each other till ever ounce of fluid in ur bodies was drained, intertwined your cock deep in my throut,as i slowly work my tongue around your cock, you begin to breath harder and ... Read full Story
Tsunami777 2013-04-09 3,722 anal sex Cumshot Creampie Shemale Fucks Guy facial
56%
My sexy Shemale Cousin
This is 100% True and whyim cumming in my pants while writing it This weekend on my birthday My sexy ass cousin came over I Loved my cousin From the first day i saw her And that was also the first time i beat my dick to her And i Knew she loved me cause i always saw her hold her crotch every tim... Read full Story
TheKingOfLadyboys 2014-01-27 30,124 suck Creampie Shemale Fucks Guy ass fucking cum swallowing
75%
My first taste of tranny cock.
So got my first taste of tyranny cock over the holidays. My wife found a sexy tgirl on Craigslist something we have wanted to do for awhile now. It was so great she was super sexy blonde huge tuts and a fat 9 inch cock that she used on both of us. Best time of my life she fucked me while my wife suc... Read full Story
Trannylover6983 2018-01-04 9,842 Big Tits Bareback Creampie
100%
A SLUT is born...
I've always had this magnetic attraction to slender pointy hi-heel stilettos for as long as I can remember. Even when I was just a kid of around five years old, I used to get these strange feelings between my thighs every time I saw a young teenage girl strutting and teetering around on these f... Read full Story
caroletv31 2018-04-23 6,766 Stockings Amateur Masturbation Ladyboy Lingerie cum in mouth
87%
Me and my Trans friend have a threesome with a Tgirl
I was with my trans friend and we went over to her other trans friend's house and I met her for the very first time. We were hanging out and having a few drinks. She asked us what music do I like and I said metal. She plays Disturbed and Rammstein on her stereo system. Then she started playing with ... Read full Story
Miss Steek 2023-10-09 5,736 anal sex Masturbation threesome Blowjob music drinks Cumming twice Social visit Forplay
100%
A Slut Is Born
I've always had a magnetic attraction to slender pointy hi-heel stilettos since way back when. And then these wonderful sensual sexy feelings between my thighs every time I see a young lady strutting and teetering around on these fabulously erotic pointy heels. It all started in the 1950s era. The e... Read full Story
shemale lover 2012-06-23 3,073 Cumshot Masturbation Fetish
100%
My favorite time with a man as a Tgirl
I was in the dance clubs with my friends and we were very sexy dressed in heels and low tops and I was in high heels and a mini dress that was flowers all around it. My ass looked so big and round in that dress. It was low on my big boobs and very tight so my boobs looked like they have coming out. ... Read full Story
shemale lover 2012-09-29 2,504 first time tranny anal sex Creampie
88%
The first tranny I looked for
So i've had some tranny experience unwittingly. I respond to this ad on craigslist from this 19 year old tranny who lives fairly far away, but her picture was so sexy I decided to take the hour drive. So I drive to her parents house, nervous the whole way, when I get there I get out of the car. Ston... Read full Story
shemale lover 2012-11-04 2,891 anal sex Creampie little ass