Sort by
Relevancy

Free Stories

100%
The Taste of Candy
He twirled around his finger a tattered piece of cloth, It was grimy and faded, the color of the sky when the sun is hidden from view by heavy, festering clouds - pregnant with cleansing tears. As he smiled at me I caught a spark from his lower set of teeth, the upper lip he intentionally curled dow... Read full Story
RazedGlory68 2012-02-27 2,157 Fetish fantasy gay
42%
A night with Rebecca
My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cu... Read full Story
shemale lover 2012-02-28 2,360 anal sex sucking stroking nylons
100%
A Fantasy
Hi baby, You're sitting on a chair with no arms and you're naked. I walk over to you and I'm wearing 5" heels, red stockings and my red panties. You're not hard yet and when I sink to my knees between your legs I lightly kiss the inside of your left knee. My tongue glides up the inside of yo... Read full Story
shemale lover 2012-02-29 2,146 Creampie Blowjob stroking
100%
Bi-Three Way with CD/TV
I was glad she called. It was always great to see her. I was freshly shaved and wearing panties when she called. I was on the bed, reading porn and masturbating with a vibrator and dildo. I had started off with the hard plastic vib. My ass, freshly shaved and smooth, lubed up with just enough Glide ... Read full Story
shemale lover 2012-06-04 2,740 anal Fetish oral Sex Toys
100%
Alex Two: The Next Time
Part Two of ??? (there is another series I'll start too, Hopefully its not too repetitive and my fetishes aren't showing too strongly. heh. That is sort of a prequel to this, I guess. I had forgotten about it till just now when I found it in a misnamed folder.) Alex Two: The Next Time.... Read full Story
AlexShouse 2012-07-12 3,049 tranny Crossdresser Masturbation
100%
A Trip to The Park
With Jesse gone, I didn't know what to do. I felt abandoned and lost, not wanting to do anything at all, especially study for my one last exam of the school year, which was still almost a week away. Before long, I began to think back on the fun we had in bed and, despite its scarcity, how good it st... Read full Story
shemale lover 2012-07-15 2,999 Cumshot Fetish oral sex transvestite
100%
A Weekend Together Chapter 1
My fiancée and I, decide one weekend to indulge in my fetish of cross-dressing. We rented a hotel room down town across the street from the local gay club for Friday and Saturday night. I checked in when I got off work Friday afternoon upon entering the room I stripped of my male clothes and ... Read full Story
shemale lover 2012-07-23 3,677 Fetish oral Sex Toys crossdressing
87%
Feminized By My Mother Chapter 2
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed. "I ho... Read full Story
shemale lover 2012-07-24 12,871 sucking Fetish fucking sissy
100%
Defend Each Other
San Francisco International Airport, San Francisco Ca. Main Terminal area 12:35 a.m. 16 September. Alex sat in the quiet airport terminal, fixing her lipstick in a small compact and checking her make-up, waiting for John to arrive from Japan. John had gone to Japan to convince his investor in ... Read full Story
shemale lover 2012-08-10 3,447 anal Cumshot shemale oral
100%
The Only One
After talking to her online for several hours she invited me over to her house. I got dressed, jump in the car and drove over. I must have been overly excited because my cock was raging hard the entire drive over there. The house was gorgeous, and huge. I thought to myself that this house had to ha... Read full Story
okctshunter 2012-08-18 5,752 Bareback threesome Big Cock
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,217 Stockings Cumshot Masturbation Fetish Blowjob
0%
P.A. for a Day
The gates swung closed behind Charles as he slowly drove his car up the sweeping driveway. Even though he was looking forward to the erotic delights which were in store for him that day, the cares of the world seemed to weigh heavily on his shoulders. As he drove up to the garage he mused about t... Read full Story
shemale lover 2012-09-05 5,693 Crossdresser Masturbation Latex Sex Toys heels
100%
First Time Bi
I never thought that I'd be in this position. I am a 40 year old married man, 5'9" 185 lbs and try to work out regularly to keep in shape. The problem is that I travel constantly for work. It takes a tremendous amount of willpower to avoid the junk food and commit to a workout schedule when I a... Read full Story
shemale lover 2012-10-09 4,844 first time Cumshot sucking cum swallowing
100%
With an 'E'
This story could come under a range of headings, Mature, Couplings, or Transgender. But, I guess, Transgender is best, as I have enjoyed the luxury of satin against my body for some time now. Having Lived alone for the last few years, soft, swirly clothing and satin panties keep me constantly ... Read full Story
shemale lover 2012-10-10 2,674 anal cum oral
100%
A crazy night
I soon as i got my Dl (16)i would always leave on the weekends my house. I got out of a late movie and i started to drive to a friends house. I was waiting at the corner light when see two sexy ladies standing outside. they saw me stairing at them and one of them winked at me and waved. I parked my ... Read full Story
shemale lover 2012-10-12 2,717 anal Creampie fingering
100%
Amanda and Me
I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go t... Read full Story
shemale lover 2012-10-21 7,109 Cumshot sucking shemale
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 6,964 Fetish cock sucking crossdressing
100%
Anna, Ted & She Male (Carley)
Returning from Anna's class reunion, both Ted and Anna were pleased with their adventures. Anna was able to again experience something really hard and full between her legs and Ted was able to again perform as he did a couple of years ago after being turned on seeing his loving wife with two other m... Read full Story
shemale lover 2012-12-13 4,021 anal Cumshot shemale Big Cock oral
90%
Hi, My Name Is Hollie Chapter 1
Hi, my name is Hollie! Hollie Marie Gibson. But my big sis, Emillie, usually just calls me Holl. She and I were born within a couple of years of each other, and we get along really well. I just wish our body types were a bit closer, so we could share clothes like some sisters do. That would be so co... Read full Story
shemale lover 2012-12-19 5,337 Cumshot sucking big boobs deep throat self sucking
100%
Hi, My Name Is Hollie Chapter 2
Hi, everybody! It's me again. Hollie. You remember, the 19-year-old herm-girl with a buxom older sister? It's been a while since I last wrote, but wow. Things are moving right along. And in some fun, unexpected directions! Emillie and I have been spending more quality time together, playing around a... Read full Story
shemale lover 2012-12-19 4,184 Cumshot Masturbation shemale and shemale jerking ass fingering
100%
Proud To Be A Sissy Chapter 4
As usual, Mr. Clark was sitting in his recliner when I went into his house. "Good morning daddy," I beamed kneeling before him. "Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet." "Thank you daddy," I rep... Read full Story
shemale lover 2012-12-24 7,933 Cumshot sucking Big Cock gangbang bukkake
94%
The Accidental Sissy
My girlfriend and I live in an apartment in small town in Texas. She a good looking 31 year old babe with a great body and sex drive to match. My girlfriend, Suzy is full figured but not fat, just a big girl and I love every inch of her. Me, I'm 6', 185, starting to put on a little of that middl... Read full Story
shemale lover 2013-01-04 9,919 Crossdresser Cumshot Masturbation jerking Lingerie
97%
How I Met Alyssa
I groaned as the sun was shining onto my face. I turned around so I could get some more sleep, but I saw it was 9:22 am and I decided it was time to get up. I got out of bed and went to the bathroom of my little apartment to freshen up a bit. I looked at myself in the mirror and saw a 20 year o... Read full Story
shemale lover 2013-02-12 13,928 hardcore sucking Big Cock ass fucking big boobs
60%
Teasing BIG BLACK COCKS at truck stops
I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows. I love to get out of my mini van and walk around the back parking row at ... Read full Story
TgirlJill4BBC 2013-06-03 7,690 Stockings blonde Big Cock cum Lingerie Interracial Latex
93%
The Tranny Trucker
A gust of freezing wind blasted across my face. I succumbed to worries of frostbite as I walked aimlessly along the side of the highway.\r\n\r\nThe wind of passing trucks nearly knocked me off my feet. This must have been dangerous. It\'s something I should have considered.\r\n\r\nMy parents separat... Read full Story
shemale lover 2013-07-19 6,779 Cumshot ass fucking ass licking oral sex kissing
100%
Business and Pleasure: Seduced CD Pt. 2
I breathed in his musky scent while I squeezed and pulled his ample ass cheeks. I could smell that uniquBusiness and Pleasure: Seduced CD Pt. 2e man scent coming from between his legsBusiness and Pleasure: Seduced CD Pt. 2,Business and Pleasure: Seduced CD Pt. 2 sweat, moisture, precum, cologne all ... Read full Story
shemale lover 2014-07-29 4,110 anal Cumshot Lingerie swallowing cd
100%
Daddys Bride-to-be
Daddy rings my doorbell. I was waiting impatiently for him, dressed appropriately...today is a special day...today I promise daddy to marry his cock. I am dressed in a silky white wedding dress. Very short and tight, with shiny beads and pearls, along with a veil covering my face, and long white ... Read full Story
lea1234 2014-10-07 5,638 Stockings Cumshot suck cd
88%
Tgirl BBC slut Jill teases BBCs at truck stops
I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows. I love to get out of my mini van and walk around the back parkin... Read full Story
TgirlSlut4BBC 2015-02-15 4,563 tranny Big Cock dp bbc
100%
Shooting with a tranny
I was bored one day so i decided to rent out a transsexual e****t. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacke... Read full Story
shemale lover 2015-05-01 3,938 tranny suck jerking ass fucking ass licking Guy Fucks Shemale
97%
Purple Kiss, part 3
Continued... As I reached out for Tiffany's hand, she snagged the towel I had wrapped around my waist and threw it to the floor, “no need for that, cumslut.” The group of women surrounding the doorway applauded once again then dispersed. Most of the women headed downstairs, but Janet, Kimb... Read full Story
Transadmirer 2016-01-15 6,970 Shemale Fucks Guy Fetish Blowjob cum gangbang domination
63%
A Slice of Life - Ch. 1
Written by Nobody Home. All comments and feedback welcome! 1. It is dark out, night descending upon a wintery, snowcapped city backdrop. Cold against the windowpane, I feel my head shoved into it and my hand makes a streak against the glass. My would-be attacker tears my panties off of my slen... Read full Story
Nobody Home 2016-12-20 4,973 ass fucking cumming Guy Fucks Shemale cd sissy
100%
2 Traileros
Una noche buscaba divertime con alguien y publique un anuncio donde buscaba a un hombre mayor que me hiciera su putita y le gustara verme vestida. A los 20 minutos un hombre me envio un mensaje diciendome que es camionero y estaria esa noche en la ciudad. Eso me exito mucho y le pregunte donde podri... Read full Story
chz 2018-10-17 4,462 Crossdresser Amateur Group Sex Cumshot Bareback Creampie threesome domination Ass to Mouth cum in mouth
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 32,476 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
100%
The Girl Next Door Ch. 03 by 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 Alexis's arm casu... Read full Story
StevelovesTgirls 2019-06-11 18,268 Amateur Shemale Fucks Guy Fetish threesome Blowjob domination Guy Fucks Shemale Ass to Mouth shemale + shemale
90%
My neighbor's daughter!
This happen to me when I was 40 years old about 10 years ago. It’s after this I started to Crossdress. About 6 years ago, after the passing of my wife, I moved in a neighborhood closer to work. What I liked about this neighborhood is that the vegetation is well established and it's private, nice... Read full Story
Stephanie_logan 2019-06-28 11,355 Crossdresser
91%
My Own Private Carolina (Part 1)
I returned to my hometown for what I assumed would be the last time. My mom finally decided to sell our old family home and move into a condo at the beach. It only made sense for her to do so. Since my father passed away seven years ago, there was nothing left to keep her there, and it was really fa... Read full Story
ThreeFlow 2019-07-30 8,141 Small Tits cum in mouth chubby shemale Swallowing Cum
90%
Nicole
This story is about my first time with a transgender. I had no previous experience with a transgender until 35. This happened on a Saturday morning when I was walking in the streets of Tokyo and I saw this foreigner woman and she seemed to be lost. As an English speaker and not knowing that she was ... Read full Story
cttyy 2019-11-16 17,132 Shemale Fucks Guy Big Cock domination cum in mouth
100%
My first BBC experience
I stand 5 foot 8 and weigh 138 lbs. With a perky butt, long natural eye lashes, and clear smooth white skin I would always receive comments from women how jealous they were of my features but never did they want to pursue an intimate relationship with me. But I also didnt have much interest in them ... Read full Story
Jenny Hurle 2020-04-29 13,600 Crossdresser Amateur Bareback Creampie Big Cock Ebony self sucking
66%
Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
Femboy Emmi 2020-05-11 3,343 Small Tits Crossdresser solo Lingerie
80%
Transsexual Savage
John had walked for eleven days. He was headed towards Fort Winston at the Hiat River, and he still had about three days ahead of him. The Hiat River was the natural border that separated the civilized world, where he came from, and the savage and brutal wilderness, where the natives lived and pract... Read full Story
Anal Orgasm 2020-07-10 6,056 Big Tits Outdoor Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Guy Fucks 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 3,354 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
87%
I love cock!
• Hey guys I’m Jay, let me tell you how I learned I love cock. My first time was in college, and I know they say it’s a time to experiment. But boy did I learn a lot about myself. Like most kids I had a part time job for some extra cash. One of the guys in my department was an older heavyset guy nam... Read full Story
lkusex 2021-06-03 5,761 Amateur Masturbation Big Cock cum in mouth
100%
L'amica di Paola
Un' altro sabato sera finalmente è arrivato, è stata un' altra settimana dura da trascorrere, ho una voglia pazzesca di rivedere Paola. Ho voglia di sentire il suo cazzo nella mia bocca, ho una voglia furiosa di farmi scopare, di sentire il suo membro penetrare la mia figa sissy, una voglia pazzesc... Read full Story
Sissy Mari 2022-03-11 2,021 Crossdresser Amateur threesome Lingerie Homemade shemale + shemale sissy slut sissy crossdresser slut crossdresser slut whore
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 5,704 Bareback Creampie Shemale Fucks Guy threesome Blowjob cum in mouth
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 4,106 Masturbation Shemale and Girl redhead Guy Fucks Shemale cum eating anal creampie couple & shemale
66%
Samantha sissy TGTF
Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... Read full Story
Samantha sissy world 2022-09-20 4,204 Teen (18+) Crossdresser Big Tits transformation transgender feminization pov sissification Cartoon magic Gender Bender
50%
PREMIÈRE ÉTAPE FÉMINISANTE
Aujourd'hui, ma mère et moi sommes allés acheter des maillots de bain dans un grand magasin local. C'était en début d'après-midi et nous avions pratiquement l'endroit pour nous tous seuls. En entrant dans le magasin, nous sommes passés devant une grande colonne couverte de miroirs, et je me suis ... Read full Story
Femboy 2021 2023-01-27 740 Stockings Teen (18+) Small Tits Crossdresser Fetish Lingerie domination Sex Toys
100%
I Fooled Everyone But the Black Pimp Part 4
Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... Read full Story
cdtampa4u 2023-05-17 4,793 Crossdresser Blowjob Interracial sissy bbc
100%
Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... Read full Story
Beryl 2023-12-12 6,670 first time Stockings Crossdresser Bareback Blowjob Big Cock Lingerie redhead sissy cum in mouth
80%
Lift!
Have you ever been stuck in a lift with a pretty chick who later turns out to be a shemale? Well, it’s going to be a nice time, I assure you! Today was fucking damn day! It’s been one of ugliest days in my life. My company sent me, as a representative to take part in some high level f... Read full Story
shemale lover 2014-06-07 6,797 Blowjob shemale deepthroating
78%
Wild halloween night
First sorry everyone it’s been a several month since I been here was busy with my life. Anyway Halloween comes once a year and we all wear custom and I know personally lots of guys like to wear female custom. I am cross-dress and love Halloween, this Halloween was wild first ever wild Hallow... Read full Story
shemale lover 2014-09-21 4,918 shemales sucking interracial sex
89%
Christina
There's this street in the heart of town where I live that's looming with shemales at night. Sometimes my friends and I would just drive through, just to have a look at them, and boy are they ever hot! Some of them are better looking that the average woman! Anyway, one day I gathered the courage to ... Read full Story
shemale lover 2014-09-23 5,884 sucking rubbing
60%
My amazing Filipina girl
Today's post is not a usual ladyboy sex story that we all got used to, but something more romantic, down-to-earth and non-porn. Thanks British Buy for sharing this story and being so brave in making your fantasies real and finding your true love. I wasn't looking when I found her. I wasn't reall... Read full Story
shemale lover 2015-01-25 7,545 shemale Asian Ladyboy
86%
How I became a ladyboy convert
Our friend Brian went to Thailand 3 years ago and had his first experience with a ladyboy details of which he would like to bring to Your attention now. He proudly tells he became a ladyboy convert after his first time and we have no doubt he did! On a trip to Thailand about 3 years ago I had my ... Read full Story
shemale lover 2015-02-07 8,449 Cumshot Asian Guy Fucks Shemale
90%
I will go back there!
Gotta thank our reader Amanda for this lovely ladyboy sex story. As an openly gay women I had heard so much about Katoeys in Thailand and that they were affectionate and prepared to do most things. I have to go to Bangkok on a marketing junket so decide to test the waters. The first bar I walked ... Read full Story
shemale lover 2015-02-11 3,874 Asian Ladyboy Shemale and Girl
85%
My second time with ladyboy Nan
If you like the idea of a girl going at it with a ladyboy and follow the ladyboy stories section of our blog for some time, you should remember the story about Thai ladyboy Nan that our reader Julia wrote. Well, this is her second report and I hope you enjoy it as much as the first one. This time... Read full Story
shemale lover 2015-02-15 9,223 Asian Ladyboy Shemale and Girl