Sort by
Relevancy

Free Stories

100%
Threesome goes clubbing
Ft. Lauderdale is probably the most LGBT friendly city on the east coast. So many nice restaurants and clubs that welcome all and have many LGBT employees as well. Lydia and I have been married several months, we had met Joanne an absolute amazing transgender girl during a weekend trip to the Baha... Read full Story
Jon Paul 2021-07-08 5,079 Big Tits Cumshot Bareback Creampie threesome Guy Fucks Shemale cum in mouth
100%
Making Love Vs. Fucking
We all know the difference between making love and fucking, but for those that may not here is my take on the subject. When my partner makes love to me it is slow, gentle, sensual....he does it not only to make himself feel good, but to satisfy me as well. Making love is selfless and sacrificia... Read full Story
Chrissy Tunnell 2022-01-28 2,290 Crossdresser Amateur Masturbation Bareback Creampie Fetish Blowjob domination Guy Fucks Shemale Homemade
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 3,289 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
100%
The Seductive Seed of a Tranny MILF
The Seductive Seed of a Tranny MILF SugarandSalt Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spo... Read full Story
Gwapo67 2022-05-03 7,412 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
91%
The Girl Next Door Ch. 03
derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... Read full Story
Gwapo67 2022-05-13 5,641 Bareback Creampie Shemale Fucks Guy threesome Blowjob cum in mouth
91%
Southern Hospitality Ch. 02
XtinaSmith2017 Laura felt herself lifted lazily from the arms of sleep, her body relaxed and floating on a small cloud of pleasure, her mind filled with images, sensations, not pulled from whatever dream she had just been having but instead, memories, memories from the night before. Memories of... Read full Story
Gwapo67 2022-05-16 4,339 Bareback Creampie Shemale Fucks Guy Big Cock Mature
100%
Blind Date
XtinaSmith2017 Anthony awoke to a piercing buzzing tune, a nice enough melody, but one he had come to despise shortly after he had made the mistake of making it his alarm. The culprit, his smart phone, was plugged in on the nightstand beside him and was in the process of making him gleefully aw... Read full Story
Gwapo67 2022-07-01 5,283 Bareback Creampie Shemale Fucks Guy Blowjob
100%
First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
Trapbomb1 2022-07-29 6,418 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
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 4,067 Masturbation Shemale and Girl redhead Guy Fucks Shemale cum eating anal creampie couple & shemale
50%
UNE RELATION À DISTANCE ⚧️ ⚧️
Les relations à distance sont difficiles, surtout dans ces premiers mois très importants où vous passez chaque instant à parler, toucher, embrasser et baiser. Lorsqu'il s'agit d'une longue distance, 20 heures sur 24 sont généralement passées ensemble nus et au lit; le seul moment où les vêtements so... Read full Story
Femboy 2021 2023-02-21 489 Stockings Crossdresser Group Sex Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale 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 4,859 Amateur Cumshot Creampie Blowjob Big Cock Mature Homemade Ass to Mouth cum in mouth
100%
Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
Samantha Cummins 2023-04-18 5,780 anal Stockings Cumshot Creampie Lingerie femboy Ass to Mouth cum in mouth
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,075 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
Fucked By BBC pt 2
It has been 3 weeks since I became a bbc cocksucker, since then I have learned to enjoy the taste and the feeling of a cock in my mouth. I have also learned the guys name on the 2nd day of being used by the guy, his name is Darren. One day while I was at Darren's giving him a blowjob he tells me ... Read full Story
kinkyguy18 2023-11-03 6,159 Group Sex Bareback Creampie Blowjob Interracial sissy Ass to Mouth cum in mouth
100%
Being taught a lesson .......... I think!
How did I end up on my back in my own bed, legs straight up with my ankles over her shoulders, ready to have my ass fucked from a lost bet? A bet that Alma clearly cheated at as we discover. I was off to Thailand for a 16 week course in Thai massage at a school recommended highly by a friend I ha... Read full Story
Curious_billy 2023-11-12 7,674 anal Amateur Group Sex Bareback Creampie Shemale Fucks Guy threesome Big Cock domination Homemade Vintage cum in mouth
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
Regina10 2024-04-27 1,239 anal Crossdresser Big Tits Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy gangbang Guy Fucks Shemale
100%
Sweet Encore
I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... Read full Story
Regina10 2024-05-09 237 Crossdresser Big Tits Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale big ass Ass to Mouth
75%
Home Alone With Shemale
I sat alone at my kitchen table. I drank a cup of coffee, smoked a cigarette. I was wondering what to do with my day and then my cellphone rang. It was my girl friend Carla. She asked if it would be okay to stop by, with her new boyfriend. I sensed something in her voice, but I didn’t know ... Read full Story
shemale lover 2017-06-22 13,441 anal Creampie shemale
94%
My Girlfriend's Cock
I have had many girlfriends over the years but the one I have now is very different. Her name is Kim and she has a cock that is as big around as a beer can and about 8 ½ inches long. Kim is a beautiful woman with a cock. When we first started dating I had know idea that Kim was packing a b... Read full Story
shemale lover 2011-09-08 6,503 asshole Creampie fingering
100%
Angel & Victoria
Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... Read full Story
shemale lover 2011-09-23 5,426 anal Creampie Big Cock oral
100%
Me & Miss Cocker
A few weeks ago, I moved into the final year of school. Our English teacher had left at the end of the previous school year, and we had a new teacher, Miss Cocker. Now to say Miss Cocker is a babe is an understatement, she is about 6.2' tall and she has long voluptuous legs, which are usually sto... Read full Story
shemale lover 2011-10-30 3,688 Creampie transsexual ass licking oral sex
100%
Jon Story
When I learned we would be in Rio for a few days, I was overjoyed. Rio de Janeiro would have just what I was looking for. While on leave in Australia, I had developed a yearning for special girls, and through careful research, Rio seemed to be someplace very special indeed. It first started... Read full Story
shemale lover 2012-01-26 4,701 Creampie tits fucking big
80%
First Time With a Teacher
Jake an average senior boy got C's in most of his classes but he was failing his Creative Writing class. One day he came into class about 10 minutes late and when the teacher, Ms. Wess, asked him why he was late he responded with 'Sorry Ms. Wess, my mom was being a bitch and made me clean the dishes... Read full Story
shemale lover 2012-01-27 3,617 sucking Creampie cum fucking
100%
A Brand New Year
He stood in the center of the party drinking from a bottle of Coors Light. He wore a black t-shirt and pair of faded gray jeans and converse sneakers along with a Flyers cap hat and had a go-T. 25 year old Mike had been invited to this new years party by his best friend Danny who he had known since ... Read full Story
shemale lover 2012-02-08 4,152 Creampie oral sex Guy Fucks Shemale 69 pose
100%
A Holiday Job Part 2
“Anne” was stunned by Nico’s offer. When Paul had discovered that his sister had left taking the wrong suitcase, the idea of becoming her for a week had been very appealing. The job in the bar, the innocent flirtation with Jorge the cute waiter over lunch had all been very enjoyabl... Read full Story
shemale lover 2012-03-10 2,280 anal sex Creampie fingering crossdressing
100%
A Job in the Theatre Chapter 12
Paula could feel her stomach as they pulled into the circular drive. She was nervous about seeing Sarah for the first time, almost more than seeing Ted. They got out of the car and were about halfway to the door when Sarah appeared. Paula smiled hesitantly. She could see Sarah's eyes go straight ... Read full Story
shemale lover 2012-03-14 2,031 Creampie cum oral sex
75%
Shemale secretary fucking
Ms Boss had said that I was to see her secretary concerning "letting of some steam". She and I had been at each others throats lately and Ms Boss didn´t like her two slaves to argue. So we were left alone in the break room after most people had gone home. And we were not to leave un... Read full Story
shemale lover 2012-03-28 3,682 anal sex Creampie deepthroating
100%
Smooth Sensation
God I was glad to be home, a two-hour train nightmare. Every stop from Liverpool Street London on the 6pm slow train to the dreary little Essex village that was the only place I could afford to rent a studio flat. My only consolation was the bag of goodies I brought in my lunchtime and the anticipat... Read full Story
shemale lover 2012-04-08 3,089 anal Creampie oral transvestite skinny
100%
A Night At the Party Part 2
Sharon and I went back into the main hall of the New Years Ball and mingled with the crowd. We drank more champagne and nibbled on food from the buffet. I could smell the cum that the guy I blew had left on my chest mixed in with the glitter I had on me and every now and then someone would look at m... Read full Story
shemale lover 2012-04-17 2,368 Creampie oral sex assfucking
88%
Robbed And
I was in the ensuite off the bathroom applying the last of my make-up to complete my transformation from Martin to ‘Michele’ when I heard the disturbance. My wife Kerry was waiting for me in the bedroom nursing a gin and tonic. We had just returned from a boring party and I had convinced... Read full Story
shemale lover 2012-04-23 7,969 Creampie Fetish crossdressing nylon
66%
A Perfect Cuckoldress Wife
My wife rose slowly, before lowering herself down his length again. Her head tipped back, she squeezed her breasts, playfully teasing her own nipples. Her eyes opened, lustfully admiring the chiseled ebony body of her lover. Balanced skillfully on her stockinged toes, she began picking up the tempo ... Read full Story
shemale lover 2012-04-30 4,882 Cumshot Creampie Fetish crossdressing
100%
Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
shemale lover 2012-05-05 2,782 tranny Creampie Big Cock Ladyboy fingering oral sex
100%
My First Cock
I always knew I really was meant to be a girl. For a while I thought I was simply gay, but I loved wearing thongs and bras. I loved masturbating while pretending my asshole was a vagina. I never made it a secret. I'm very flamboyant and girly. I still managed to have lots of friends in high school. ... Read full Story
shemale lover 2012-05-19 3,858 anal Cumshot Creampie fingering oral sex crossdressing rimjob
47%
Dr. Visit.
I turned 50 and the Dr. called and said I needed to make an appointment for my birthday physical. Well my birthday fell on a Friday and my appointment was the doctors last one of the day. I was sitting in the waiting room and saw all the employees left the office. I asked the last one exiting if I ... Read full Story
shemale lover 2012-05-22 3,693 anal sex Cumshot Creampie oral sex doctor
100%
False Imprisonment
Having visited a morning magistrate's court in one in one of the UK's major cities some years ago, I was a little surprised at the way many cases especially of prostitution were pushed through at such high speed. Thinking back on my visit day the bones of this story emerged. I am sure what happened ... Read full Story
shemale lover 2012-05-24 3,725 Creampie oral sex transvestite
100%
A Real Fantasy
It was a boring Wednesday evening. I was away from home on business. With nobody to talk to and nothing good on the TV I decided to go for a walk. I walked for a few blocks and noticed the neighborhood was changing from hotels and bars to strip clubs and adult bookstores. I had never been to a strip... Read full Story
shemale lover 2012-05-28 5,533 anal sex Cumshot Creampie facial oral sex
100%
A Reluctant Gang Bang
Hi all! I have been cross dressing and playing with men for many years now. One of My first experiences was being gang fucked by about 9 guys at an adult arcade. I was 18 at the time and it kind of traumatized me as it was pretty much a gang rape at an adult arcade. I was dressed up in a white flowe... Read full Story
shemale lover 2012-05-28 8,266 anal sex Creampie Fetish gangbang crossdressing
100%
Catching Up
It was with mixed emotions that I listened to the message on my voice mail. It was the familiar sound of Mark, a long time friend whose call I had missed earlier that afternoon. Now as I heard it, for the third time, I felt my stomach slowly relax from the uneasy twist that had taken hold the minute... Read full Story
shemale lover 2012-06-04 3,426 anal sex Creampie fingering
100%
Fender Bender Chapter 4
My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I had just turned 18. It was Tuesday evening and I had stayed home alone all day. I had a lot to think about. I was relaxing and listening to some music on the stereo. Mom had just ... Read full Story
shemale lover 2012-07-26 2,981 anal Creampie oral sissy
75%
Chrissie Learns A Harsh Lesson Part 2
I returned to the small adjoining room as he had instructed me and once again I amazed at the accumulation of S and M devices. The difference this time was now i was expected to select three different spanking implements that he intended to subject me to. I suppose I could have just refused and en... Read full Story
shemale lover 2012-08-21 2,174 anal hardcore Creampie oral facefucking
100%
After Gym Class Chapter 4
My brother drove off while Sara and I were still relaxing in the hot tub. "Oh God, I have to get home before my parents freak out," said Sara. She leaned across the water to me, and we kissed passionately. "Oh Sara, I don't know what to say. Today was wild, crazy, and oh-so-fucking... Read full Story
shemale lover 2012-08-23 3,900 Creampie threesome orgasm oral sex
100%
Passionate One Night
His name was Shawn. He was a cute, very cute, guy that was living in Houston when he was making his way to the small town of Llano, Tx. He was planning to meet family so he could go dove hunting. I had posted an ad that night to see if any of these dirty minded straight boys would respond. He respon... Read full Story
shemale lover 2012-09-13 2,339 Bareback Creampie oral sex cd
100%
My first sex
I left home when I started college and had to take a part-time job delivering advertising leaflets in order to pay my way. I had been doing the job for a couple of weeks when one houseowner, mowing his front lawn, asked me if I would like to do some Saturday gardening. He named the wage and I rea... Read full Story
shemale lover 2012-09-23 4,205 first time Group Sex Creampie oral
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 2,462 first time tranny anal sex Creampie
88%
My very first experience with my classmate
He was amused by the sight...of me in lingerie..standing on the porch,it was obvious he was in a shock (or state of extacy?) and couldn't take his sparkling blue eyes off my firm body inside the dress...he closed the door behind,like he was worrying if someone could see us ..I don't know why but i f... Read full Story
shemale lover 2012-10-01 3,786 anal first time Creampie
88%
Book Store Bop By Cumhunger
A lady friend of mine Kelly had been riding to work with me for the past week and every evening on the drive home we past an adult book store.I mentioned something to her in passing that the lot always seemed to be full.She looked at me with a mischivous grin and said... yeah all the guys who's w... Read full Story
shemale lover 2012-10-14 3,067 anal Creampie voyeur
86%
Wife Catches Me With A She-Male
It all started out one day I was sitting around in my apartment watching adult porno on the VCR. My wife had just left for work. I was horny and my cock was hard so I started jacking off. I was lying on my back pumping my cock hard when I started to cum it had been a week or so since I had any pussy... Read full Story
shemale lover 2012-10-22 5,838 Cumshot Creampie shemale jerking
100%
Why TS Gurls are Better
It was going on 2am and me and a friend had just left another bar and ended up at one of the last clubs open in the city. I was pretty intoxicated and tired of walking around the city. I bought an energy drink at the bar and sat on a near by love seat as my friend danced with a couple blonde girls w... Read full Story
shemale lover 2012-10-27 3,969 tranny anal sex Creampie
100%
Donna is Donna but John is Joan
I’m an average size guy. Five ten, almost thin, and at thirty years of age, very little facial hair. My beautiful wife was four inches shorter than me, thinner and as she had pointed out many times before, my arms were as skinny as hers. She always talked about me dressing up girly with her be... Read full Story
shemale lover 2012-10-28 3,234 anal Creampie facial oral sex
100%
The dream that became real
ok wear should i start? I guess we could start while I was at work. While I was at work at the movies i walked in on my coworkers haven sex only iut wasnt normal sex i had no idia latoya was a hermaprodite. They didnt notice me cuse i was watching them all of a sudden i seen a 13inch cock go i... Read full Story
shemale lover 2012-11-06 3,094 anal Creampie oral
100%
Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
shemale lover 2012-11-10 2,862 anal sex Cumshot Creampie oral sex
100%
White Mistress & Black Male Slave
Right now, I'm staring into the eyes of my favorite person in the world, a sexy black man named Pierre D'Arnaut, as I slam my member up his tight ass. For I am a sadistic biracial transsexual with dominatrix tendencies who can't get off any other way. My name is Claudia Fils-Aime and I heartily auth... Read full Story
shemale lover 2012-11-21 5,174 Creampie domination Interracial
100%
An Unexpected Surprise Part 1
Mark's search for 'local color' ended when he entered the neighborhood bar called simply Sam's. It was going on 7 pm as he sat at one of the small tables near the back of the establishment. He was hoping to see some women in pantyhose in a place like this. The hotel bar he had come from was filled w... Read full Story
shemale lover 2012-11-22 4,240 tranny Creampie oral sex
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 3,644 first time Creampie Blowjob ass fucking 69 cd
88%
Seattle Weekend
Saturday morning and such a beautiful day nice and cool morning I went for a run. I consider myself in fairly good shape for my age but I try and make it to the top of a hill in our neighborhood. I get winded fairly quickly. Coming down the hill I ran into a nice looking athletic girl, maybe 38 year... Read full Story
Jon Paul 2018-08-09 9,837 Big Tits Cumshot Bareback Creampie Blowjob Ladyboy Guy Fucks Shemale cum in mouth
72%
Transsexual Dream - I’m Her Slut
Transsexual Dream - I’m her slut! For the slut that I am, I felt so exposed… I was bent over the desk in a little storeroom at my office with my ass cheeks spread wide in a hope to stretch my virgin ass hole. I wanted to please my hot babe… my babe who has a dick that she had just surprised me ... Read full Story
iluvgurls 2018-11-14 4,957 Cumshot Creampie Shemale Fucks Guy Lingerie