Sort by
Relevancy

Free Stories

100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,718 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
100%
Shemale fantasy with female squirting
I just finished my mornig coffee at the breakfast bar in the kitchen when the door beel rung. My wife opened the doo and it was one of her hot friends. She invited her to sit at the bar beside me and serve her a coffee. Right before she gives her the coffe she slips something into the brew. Her ... Read full Story
TRTRAIN 2023-05-21 3,851 anal Stockings Amateur Big Tits Big Cock Lingerie Shemale and Girl pantyhose Mature Homemade Ass to Mouth cum in mouth shemale fucks female
100%
L'EXAMEN DE LA PROSTATE
Il a finalement pris rendez-vous chez les médecins pour l'examen de la prostate. Sa femme le harcelait depuis des jours, après qu'un de leurs amis eut récemment reçu un diagnostic de cancer de la prostate. En entrant chez les médecins, il a dit qu'il était ici pour un examen réservé p... Read full Story
Femboy 2021 2023-02-02 1,606 Stockings Big Cock Lingerie Shemale and Girl domination Sex Toys cum in mouth
100%
Meeting Amanda
I’m a happily married man. My wife Tess and I have been together since we were teenagers. We were each other’s first real lovers and being in our mid-thirties by now, we still madly in love with each other. Tess and I always are very honest and open to each other. Both in normal life and sexual... Read full Story
rforasht 2022-07-20 7,844 Big Tits Cumshot Shemale Fucks Guy threesome blonde Big Cock Lingerie Shemale and Girl redhead Homemade Shemale fucks couple
50%
LA VENGEANCE D'UNE SOEUR ⚧️ ⚧️
"Maman, maman," cria Michael. "Aide-moi!" Mary tourna la tête vers les cris de son fils pour ensuite entendre Melissa crier: "Sortez d'ici, espèce de pervers!" Mary se précipita dans le couloir jusqu'à la chambre de sa fille où elle trouva Michael passant devant elle, suivi de près par une bro... Read full Story
Femboy 2021 2023-03-26 1,330 Stockings Big Cock Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys strapon feminisation du fils SOEUR ET MERE DOMINANTE FILLE ET MERE LESBIENNE
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 14,386 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
50%
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 4,720 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
50%
A LA DÉCOUVERTE DE L'AMBRE ⚧️
J'ai toujours aimé la lingerie féminine. De regarder des catalogues à voir des copines le porter, j'ai adoré le look et la sensation de la lingerie sexy et soyeuse, mais pour moi, cela a toujours été plus profond. À 18 ans, j'ai essayé ma première paire de culottes, oh mon Dieu, c'était merveilleux ... Read full Story
Femboy 2021 2023-02-17 1,265 Stockings Crossdresser Cumshot Bareback Fetish Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
100%
DÉBUTS INNOCENTS
"Avez-vous pris votre vitamine, ma chère ?" Ellen a appelé de la salle de bain. Je me frottai le sommeil des yeux et ramassai le flacon de pilule, roulant un gros comprimé dans ma paume. "Ma pilule de cheval ? Je le fais maintenant." "Avez-vous déjà remarqué une différence ?" "Non. Les vitamines ... Read full Story
Femboy 2021 2023-01-26 1,344 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale
100%
FUTA CUCKS LE PETIT AMI ⚧️
Olivia grimaça alors que les sacs de courses s'enfonçaient dans ses paumes. La journée avait été longue, et l'ascenseur en panne ne lui apporta aucune joie alors qu'elle se dirigeait vers le premier des sept étages qu'elle devait gravir. Une collègue de travail avait mentionné la liv... Read full Story
Femboy 2021 2023-02-11 1,145 Stockings Blowjob Big Cock Lingerie Shemale and Girl domination Futanari
100%
Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
Regina10 2020-09-14 4,464 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth 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 4,712 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
50%
SISSY AWAKENING
- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... Read full Story
Femboy 2021 2023-02-17 1,564 Stockings Crossdresser Outdoor Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
100%
UN RENDEZ-VOUS ROMANTIQUE ⚧️⚧️⚧️
Alex mordilla sa lèvre en fixant le test d'anatomie devant lui. Après une semaine épuisante de finales et de sessions d'étude nocturnes, c'était enfin son dernier test. La liberté était si proche qu'il pouvait presque y goûter. Sa jambe rebondit anxieusement alors qu'il remplissait une autre série d... Read full Story
Femboy 2021 2023-02-17 1,274 Big Tits Cumshot Fetish Blowjob Big Cock Guy Fucks Shemale Futanari cum in mouth
50%
I kneel in front of Dominatrix Persephone
Fan Mail. I kneel in front of Persephone.. She looks amazing in Her latex catsuit, but there is something else eye catching. Chance, Persephone huge hó rse c... It looks intimidating in picture, but just think how it must look when it is right in front of your face!! Holding it in my sissy hands, i... Read full Story
Dominatrix Persephone 2024-06-18 4,173 anal Stockings Cumshot Shemale Fucks Guy Fetish Big Cock redhead domination Interracial Mature Homemade sissy femboy teen (18+)
50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,600 anal shemales Group Sex
100%
The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
shemale lover 2013-01-10 17,650 Crossdresser sucking Big Cock ass licking big boobs
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 12,264 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
50%
For The Sensual
For the sensual, description is everything. The collar. The collar is custom-made; one of two; her request. This particular one matches the corset. The corset—the "bustier." The collar. Literally, no choker here. She is disciplined. Her collars merely evoke ownership. She belongs. Sh... Read full Story
shemale lover 2012-11-14 3,429 anal kissing facefucking
100%
The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
chris1989r 2022-01-24 5,126 Bareback Shemale Fucks Guy Ebony gangbang Guy Fucks Shemale shemale + shemale
81%
Forced Entry
Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-... Read full Story
shemale lover 2012-11-16 16,029 Big Cock oral transvestite forced sex
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,869 Masturbation Blowjob blonde ass fucking big boobs
40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 4,283 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
95%
What Lies Beneath (Part 1)
A RENDEZVOUS WITH SUZY – What Lies Beneath (Part 1) It had been a busy last day of the week in the office and I had started something that needed a little more time to complete. The office was quiet with most people having already left. It was a great opportunity to finish with no interruptions or ... Read full Story
The Adventures of Mia & Seth 2020-11-03 15,141 Group Sex Shemale Fucks Guy bdsm Interracial Sex Toys foursome
88%
Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
TripFontaine 2012-05-14 15,993 anal cock shemale cum tits lesbian
89%
Fem Firm 2 -The Weathergirl
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2016-11-14 18,342 big dick anal sex suck Blowjob cock sucking workplace
100%
Changling
‘My goodness!’ she exclaimed, ‘It appears that you've had an accident, youngster. You'd better come home with me so that we can make you presentable. It's quite safe, 'cos I live in the big house in the woods on the other side of the hill behind the toilets. Come along, now,’... Read full Story
shemale lover 2012-02-02 8,982 shemales Masturbation Big Cock
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 4,570 Masturbation Shemale and Girl redhead Guy Fucks Shemale cum eating anal creampie couple & shemale
100%
Uncle sweet Lover
Uncle Barney called me this morning and wanted me to keep my evening free. He wanted to meet me at the motel with a surprise for me. I was so excited and could hardly wait. I had to decide on something to wear, but when I thought about it, I realized that I wanted to wear something special. He would... Read full Story
Regina10 2024-02-19 5,213 anal Crossdresser Big Tits Creampie Fetish Blowjob Big Cock Ebony Ladyboy Guy Fucks Shemale Mature big ass femboy
50%
LE GARÇON DE LA BOUTIQUE DE LINGERIE
"Asseyez-vous Robert", m'a demandé Mme Conley. C'était une femme plutôt grossière et autoritaire qui s'en sortait pour 50 ans, je dirais. J'ai fait ce qu'on m'avait dit et j'ai attendu qu'elle - une responsable principale des réclamations à la bourse du chômage où j'ai "signé" pour réclamer mes allo... Read full Story
Femboy 2021 2023-02-16 1,391 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale cum in mouth
100%
Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
shemale lover 2011-09-04 5,716 anal sex sucking shemale
100%
Sexretary
Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still l... Read full Story
shemale lover 2011-11-12 8,454 anal shemale oral
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 7,588 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
94%
Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
Zöe from Kingston 2019-02-04 11,402 Stockings Crossdresser Cumshot Outdoor Bareback Shemale Fucks Guy Blowjob Big Cock Ebony Guy Fucks Shemale Interracial
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 6,406 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
the orgiastic fever of a trans-milf
Simulating a woman, or the orgiastic fever of a trans-milf It's been two months since I moved to the megapolis, where I've discovered several places where the third gender goes. One of my first explorations was a huge lingerie shop in a MALL; I wanted to buy some sexy stuff without being noticed ... Read full Story
hippocampus_171 2024-09-04 2,307 anal Amateur Cumshot Creampie Shemale Fucks Guy Latex Sex Toys Mature small cock
50%
A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
shemale lover 2012-05-05 12,909 transgender
100%
The Perversion of Bev - Part 1: The Beginning
“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... Read full Story
shemale lover 2011-10-11 4,832 anal first time shemales
50%
Liberty meeting , Chapter2
When she strums again on her keyboard, I feel that it sinks imperceptibly but inexorably into me. - Relax my darling, Mirella told me, masturbating me with an expert hand. At the start, I have rather pleasant sensations. Being completely submissive to this machine without being able to stop... Read full Story
sandratvtg 2024-06-20 2,422 anal Stockings Shemale Fucks Guy Lingerie domination Sex Toys femboy
44%
Gargantua
Women do not have penises or testicles. These sex organs are specific to men. As the boy in Kindergarten Cop demonstrates, even young children are aware of this most fundamental fact of life. However, in the genre of erotic fantasy art known as futanari, hermaphroditic "dickgirls" defy nat... Read full Story
shemale lover 2011-09-12 7,920 Futanari dickgirl big cocks
96%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
shemale lover 2012-01-14 31,420 strapon porn
50%
Giving Away Virginia Holton
Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... Read full Story
shemale lover 2011-10-08 4,796 shemale cum ass fucking
66%
Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
shemale lover 2012-09-23 6,849 sucking cum massage
100%
Buying Heels
I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... Read full Story
shemale lover 2012-09-30 5,019 Stockings Cumshot oral sex crossdressing
50%
Liberty meeting, chapter1
On a beautiful summer day, my phone rings. It's Steve, the boss of a transvestite company who calls me. - Hello Sandra, I have four new friends waiting for you at the club. - Thanks for thinking of me, I'll be right there, I said, hanging up. I am happy with his call because I always meet ... Read full Story
sandratvtg 2024-06-20 2,748 Stockings Shemale Fucks Guy Fetish Lingerie shemale + shemale
100%
Joanna the Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
Joannacd1 2011-11-07 4,551 tranny Crossdresser Ebony
83%
The Making of A Sissy Part 12
Bella tried not to look too downhearted as Sandy dropped the pretty sissy back at her Aunt Jane’s. She told her to keep her chin up, keep the phone well hidden and use it to call her whenever she liked, regardless of what time it was. Her aunt smiled wickedly at the now primly dressed sissy as... Read full Story
shemale lover 2012-05-31 4,590 anal Fetish little cock sissy
100%
Natacha's dungeon,
Natacha's dungeon, For a long time, I have loved wearing lingerie because it always gives me so much excitement to contemplate myself as a woman in front of my mirror. I learned a long time ago to memorize feminine gestures and attitudes while perched on my pumps. I also know how to put on ma... Read full Story
sandratvtg 2024-06-24 3,033 anal Stockings Shemale Fucks Guy Fetish Lingerie domination Sex Toys femboy chastity cage plug urétral
84%
Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
shemale lover 2013-03-27 23,097 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
80%
Office Policy
“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... Read full Story
shemale lover 2012-08-30 8,889 anal ass sucking threesome tits fingering sex blondie
33%
Duel With the Devil, Chapter 20 of The Greatest Liar
Duel With The Devil This is a work of fiction. All characters (including the narrator), celebrities, places, residences, neighborhoods, restaurants, legal agreements and proceedings, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any r... Read full Story
the greatest liar 2023-07-19 4,358 anal Bareback Creampie Ebony Guy Fucks Shemale post-op celebrity post op sex
0%
A Slut Awakens
The day began like any other; I woke up, showered, wrapped my towel around myself and sat down to begin applying my makeup. I stared at myself shocked at the transformations I had undergone the past few weeks, my beautiful feminine body so smooth and curvy it could put even the most finely molded ho... Read full Story
shemale lover 2011-10-31 4,462 anal sex orgasm cum swallowing
80%
A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
shemale lover 2011-12-06 11,847 Bareback cum ass fucking slave
100%
Taking Ricky's Cherry
My work has me traveling all over the US and if you have read any of my previous stuff then you might have figured out that I have a major cougar streak. I just love being the first T gurl to a sexually inexperienced young guy. I was bored and horny in the hotel room, so I logged into a gay dating s... Read full Story
pennypenny 2019-06-11 8,718 Stockings Teen (18+) Crossdresser Cumshot Bareback Creampie Fetish Blowjob redhead Guy Fucks Shemale Mature Ass to Mouth cum in mouth
100%
Hooked On Shemale Cock
Nitromethane Well, that did it, I finally swallowed my first load of shemale cum, and I haven't been able to get it out of my mind since. It was three years or so that I'd been wanting to have a shemale cum in my mouth, and it was everything I'd dreamed and more, but now what? I'm at work think... Read full Story
Gwapo67 2022-02-01 3,547 cum in mouth
50%
Sadopsychorama
He liked Clyrissa. She was a cock-hungry female if there ever was one. At 5'5", she had platinum blonde dyed hair, big tits, and a tight waist. She was a hot lay. But the best thing about her - the thing that stiffened his cock whenever he saw her was the fact that she was 53 years old. Somethi... Read full Story
shemale lover 2011-12-24 3,989 Fetish shemale anus