Sort by
Relevancy

Free Stories

0%
Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
shemale lover 2011-10-29 7,362 asshole Fetish Ladyboy
100%
The Mole
Police work is a paramilitary occupation. Uniforms, rank, weapons, discipline…It can be exciting and interesting for some and boring for others. Some officers seem to find lots of action during their career (or maybe it finds them) while others never use their sidearm except for target practi... Read full Story
shemale lover 2012-01-26 6,243 brunette Crossdresser Fetish
100%
Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
shemale lover 2012-09-25 8,808 Cumshot sucking Creampie shemale
66%
Forced to be Feminine
Chapter one Tuesday J was up early, I could hear him moving around obviously looking for his case, he certainly wouldn't find it as I has managed whilst his attention was diverted to drop it off the side of the boat, it meant the only clothes he had were the ones he stood up in plus a couple o... Read full Story
shemale lover 2012-11-17 13,730 Fetish feminization submission
50%
FORCÉ D'ÊTRE FÉMININ ⚧️
Mardi J s'est levé tôt, je pouvais l'entendre se déplacer évidemment à la recherche de son étui, il ne le trouverait certainement pas comme je l'ai fait pendant que son attention était détournée pour le déposer sur le côté du bateau, cela signifiait les seuls vêtements qu'il avait... Read full Story
Femboy 2021 2023-02-14 603 Stockings Crossdresser Fetish Lingerie domination Sex Toys
50%
ROBE MAGIQUE ⚧️ ⚧️
💞 YVETTE 💞 J'ai mis la robe et ma vie a changé. Je ne me souviens plus exactement comment cela s'est passé. Kathy avait acheté la robe d'occasion, l'avait mise et m'avait demandé à quoi elle ressemblait, alors j'ai dit très jolie. Puis, d'une manière ou d'... Read full Story
Femboy 2021 2023-03-22 532 Stockings Crossdresser Fetish domination Guy Fucks Shemale Sex Toys
50%
Tourmenter ⚧️ ⚧️
Sasha attendait avec impatience ces vacances en famille depuis peu de temps. L'invitation était courte mais faisable et même si elle se sentait un peu pressée à son goût, tout se passait bien. Elle adorait sa caravane. 'Glamping'... camping glamour... convenait à son idée du confort e... Read full Story
Femboy 2021 2023-03-23 984 Stockings Shemale and Girl domination Sex Toys feminisation chastity cage femination forcé
50%
I am Baaack! Part 7
Down on the street, in the back of Karen's black Ford van - a van indistinguishable from thousands of other vans like it, which is why it had been borrowed for tonight - a previously red light on the control panel in front of Joyce changed from red to green. She flipped some switches, and a tape rec... Read full Story
shemale lover 2011-12-16 2,160 taboo crossdressing fantastic
100%
Mano Ka'ao
The plane descended toward the islands. They looked like beautiful green jewels in the deep blue ocean. Cindy felt like bouncing up and down in her seat. She was home! Cindy's mother was a native Hawaiian and had lived on the islands all her life but shortly after Cindy was born she took a job in... Read full Story
shemale lover 2012-05-07 3,647 Big Cock cum fuck deepthroating
100%
Fantasy to Reality Chapter 2
I faded in and out of consciousness My mind was pulsating from the excitement of a glorious dream, it involved a sissy kneeling subservient at the feet of her master, a single drop of cum dripped from her bottom lip and landed in the small puddle on the floor. The sissy's eyes looked up at the re... Read full Story
shemale lover 2012-07-02 2,961 Cumshot oral sex crossdressing
76%
My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
shemale lover 2012-09-09 9,672 Crossdresser Cumshot Masturbation Lingerie heels
76%
Brotherly Love, Sisterly Love
RICHARD My brother and I were especially close, as twins often are. We shared everything, including all our thoughts, feelings, experiences and desires. Even though we were eighteen, we still shared a bedroom too. It wasn't like there were things that we kept private from each other, it was the t... Read full Story
shemale lover 2012-09-28 6,371 sucking cum swallowing crossdressing
50%
Discovering Mistress Sarah's World Part 5
Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization i... Read full Story
shemale lover 2012-10-03 3,502 Group Sex oral fingering domination
85%
Whatever Your Heart Desires Part 2
I would love to say I had The Grand Plan: How To Transform Your Husband Into A Ravishing Fem-Toy, A To Z. The fact was, I didn't have a clue. It wasn't a topic normally covered by the Multiple Listing Service. I really didn't think the community library was going to be much help, either. I couldn't ... Read full Story
shemale lover 2012-12-09 3,523 Creampie fuck fondling kissing
100%
Anniversary Surprise
"Can they really work? Elaine, it would be cool and crazy if they did. But it's impossible. Just impossible." Bob was referring to the anniversary present Elaine had just given him. Purchased at an antique store, the transformation rings were hundreds of years old. Bob felt embarrassed ... Read full Story
shemale lover 2012-12-14 5,060 cum kissing
50%
"SISSIFIED": 12 JOURS DE SISSY-MAS
JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... Read full Story
Femboy 2021 2023-01-20 1,078 Stockings Crossdresser Amateur Fetish Blowjob Big Cock Lingerie domination Sex Toys cum in mouth
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 2023-01-27 714 Stockings Teen (18+) Small Tits Crossdresser Fetish Lingerie domination Sex Toys
50%
DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
Femboy 2021 2023-03-23 652 Stockings Lingerie Shemale and Girl Guy Fucks Shemale Interracial cum in mouth shemale + shemale
66%
A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
KaceyKlarissa 2024-03-08 2,776 anal Big Tits Cumshot Creampie Blowjob blonde gangbang big ass sissy Ass to Mouth cum in mouth bimbo bimbofication
69%
The Training of Maria Louise
Chapter 1 I’ve decided, since you’ve told me you want to be a little dirty tart, that I should punish you by being a cuckold, someone who’s wife is unfaithful. We will begin by transforming you into Maria, we will apply your make up and dress you in white silk underwear, a nice ... Read full Story
shemale lover 2016-03-20 7,431 shemale Latex
75%
by a Shemale Part 3
I woke up the next morning not sure what just happened was real or if I just dreamed it than I looked around. I was laying naked in this mammoth canopy bed the bed spread and canopy were both pink and feminine and I realized it wasn't a dream I couldn't believe I was begging to be fucked. ... Read full Story
shemale lover 2011-08-29 4,230 Cumshot asshole fingering
0%
The Shemale As A Figure in Art
The writer of shemale erotic fiction is doubly blessed-and doubly cursed-because he or she has to describe the best of both worlds: both female faces, breasts, legs, buttocks, and anus and penis, testicles, and scrotum. Although, overall, his or her protagonist must be not only feminine but, usu... Read full Story
shemale lover 2011-08-30 3,230 penis scrotum anus
20%
Meghan Chavalier
Meghan Chavalier is a transsexual entertainer and has starred in 150 adult films, has directed adult films, has written adult films, has appeared as a female impersonator, has written a novel, and has been a professional model. Meghan, has been called the most beautiful transsexual star by "... Read full Story
shemale lover 2011-09-01 4,388 transsexual essays
100%
Deal or No Deal
Tina and Gary have a marriage that worked wonderfully because they always checked with each other before doing anything important, and because each got what they wanted by making deals with the other. Deals about vacation - she chose the beach this year because he chose the mountains last year. Deal... Read full Story
shemale lover 2011-11-06 3,709 Big Tits shemale fantasy
71%
Headmistress' Favorite Sport Part 2
Over the next week the twins trained him further. He was taught how to apply make-up and how to behave in a properly feminine and submissive manner and they trained his movements to be properly feminine. So as not to wear the skin of his ass, the twins introduced a new punishment tool for these trai... Read full Story
shemale lover 2011-12-12 4,704 torture toys bondage and discipline heavy
100%
Becoming the Perfect Sister
The first time I ever thought about becoming a woman, I thought I was losing it upstairs in my mind. Where I lived, no one ever thought about dressing like the opposite gender- and that included me. Besides, I was fairly lean and loved to lift weights at one of the local gyms whenever I could. So... Read full Story
shemale lover 2012-04-22 3,585 Stockings Fetish crossdressing
100%
Desiree and Big John
It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but... Read full Story
shemale lover 2012-08-20 4,200 first time anal sex transvestite cum swallowing
50%
Al Fresco: An Erotic Sci Fi Tale
"Thank goodness for modern science," Ali said as she smoothed her tight black skirt across her shapely hips. The tall brunette turned this way and that in front of her mirror, admiring her taut, toned, and trim figure. Her hands moved up from her hips to cup the twin handfuls at her chest,... Read full Story
shemale lover 2012-09-19 6,915 Cumshot ass fucking oral sex cum swallowing
75%
Working Title
As Max's parties went, this was pretty much the usual. He calls them "Meet and Greets". I call them "Novocains". Of course, I would never tell Max that. It's just that they have this irritating tendency to deaden all my senses. My current lover has his own Los Angeles-based publi... Read full Story
shemale lover 2012-09-29 2,368 Cumshot oral sex cum swallowing
100%
Discovering Mistress Sarah's World
Chapter 1: Meeting Mistress Sarah Joe's heart pounded fiercely as he stood at the door to his Mistress's house. He did not expect to be so nervous at his first meeting with her. After all he had known her for over a year. Mistress Sarah had been gracious enough to allow him into her world. He was... Read full Story
shemale lover 2012-10-01 5,655 Fetish domination cum swallowing feminization
100%
Does My Bum Look Big in This?
I became aware of my girlfriends strange fascination within weeks of us meeting. My bottom - It really turned her on. It seemed strange at first. I thought most women responded to a number of triggers like eyes, hair and muscle on a man. The list is long but in the case of my Melanie's it includes b... Read full Story
shemale lover 2012-10-16 4,046 Fetish Lingerie feminization
100%
Double Wedding
I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years ... Read full Story
shemale lover 2012-11-08 6,988 Cumshot dildo Sex Toys
90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 7,721 anal Crossdresser Blowjob domination ass fingering
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 4,712 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
50%
She also conquered my soul...
Initiation in a new era... Almost three months since I offered my virginity to a wonderfull he-woman, Selmi... unfortunately I had to cancel the second day we planned to spend together with my LORDESS because I quitted the town where we met the day before. Since, only few summer fling messages...... Read full Story
hippocampus_171 2022-11-22 3,748 Crossdresser Amateur Cumshot Masturbation Creampie Blowjob redhead domination Sex Toys Mature Homemade Ass to Mouth cum in mouth
50%
Tante Rose m'a habillé comme une fille
J'étais à cet âge entre les chiffres célibataires et l'adolescence, assez vieux pour avoir remarqué le sexe opposé mais pas encore capable de comprendre quoi faire avec la raideur entre mes jambes. En tant que seule merde, ma curiosité pour le sexe opposé était aux mieux limités. C'était des vacance... Read full Story
Femboy 2021 2023-01-24 527 Stockings Teen (18+) Crossdresser Fetish Lingerie domination
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 2023-02-17 796 Stockings Crossdresser Cumshot Bareback Fetish Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
100%
LE PROJET ⚧️ ⚧️
La chambre de Dee s'est éclairée d'une faible lueur bleue provenant de son smartphone. Son doigt cloué balaya l'écran tandis qu'elle faisait défiler les listes strictement platoniques. "Ennuyeux, ennuyeux, spam, faux. Est-ce que quelqu'un peut compléter une phrase ici !?" elle pensait. Elle ét... Read full Story
Femboy 2021 2023-02-21 449 Crossdresser Fetish domination
50%
PRISE ⚧️ ⚧️
J'ai toujours voulu aller à Paris. Mais c'est Emma qui m'a persuadé d'arrêter de tergiverser, d'oublier tous les risques évidents du voyage et de le faire. Cependant, alors que la voiture de covoiturage que nous avions réservée nous conduisait depuis l'aéroport, j'avai... Read full Story
Femboy 2021 2023-03-23 447 Stockings Teen (18+) Crossdresser Guy Fucks Shemale cum in mouth feminisation forcé
94%
New Girl in Town
Margo sat next to me in the coffee shop late that Saturday afternoon. His real name was Mark, but he was one of the loveliest Drag Queens in New York City. I had been dressing secretly at home in my mother’s and sister’s clothes for just over three years, but at 18 years old, I had never... Read full Story
shemale lover 2019-06-04 9,804 anal shemale oral sex
57%
The Training of Julie
The story of the successul aiteration of a good looking youn man into a stunning, talented, ultra feminine boy/girl John was about to learn obedience in the strietbatt sense of the word. his whole life style was about to be changed, The rather alightly built, pretty boy of 17 was to become Julie,... Read full Story
shemale lover 2011-08-15 5,396 shemale crossdressing sissyboy
100%
Charisma & Tiffany Part 1
As a beautiful shemale, Tiffany De Vine had had a lot of superb lovers, both male and female, but she couldn't get Charisma off her mind. She'd met the sorceress when she'd bought one of the brassieres that Charisma had designed. Actually, as she found out later, it was the only brassiere that Chari... Read full Story
shemale lover 2011-09-01 3,005 pussy oral sex tgirl
50%
An Appreciation Part 2
Similarities may be overlooked, but differences demand explanation. In a patriarchal society, wherein men rule, it is men who must explain women, not women who must explain men, and, since men regard themselves as normative, women are considered to be aberrational. In the Western world, until about ... Read full Story
shemale lover 2011-09-07 2,689 shemales transsexuals anus
57%
Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
shemale lover 2011-09-08 8,946 shemale transsexual porn star
33%
Being Barbi's Bitch
After ten wasted years of foolishly trusting in love to 'cure' me of my femininity, I had only just begun to re-embrace the sissy inside me when something made me reach out to an old friend. What made me do it, I really don't know. Although I was once again revelling in even the smallest aspects of ... Read full Story
shemale lover 2011-10-01 8,719 Stockings sucking domination
100%
My First Time Out: The Preparation
Shane, a 24 year old blue-eyed, blonde-haired salesman boarded the airplane enroute to beautiful downtown Salt Lake City, Utah. He had made the trip many times. He always conducted his business in a timely fashion so he could get back to his office making sure not to miss any other business opportun... Read full Story
shemale lover 2011-10-17 3,673 first time Lingerie skinny
100%
Robin's Adventure
I wanted him to have me completely and totally. I couldn't believe I was feeling like this as I sat in the passenger seat of his car. His cock felt so large in my hands. I.... well I guess I'd better explain who "I" am. My name is Robin Daniels, I'm transgendered. I guess I've known it ... Read full Story
shemale lover 2011-10-25 2,889 Cumshot sucking handjob transgender
75%
A Futa Futcha
This story depicts a fetish know as Futanari Fuatnari: A type of Hentai, most often depicting hermaphrodites or females with male sex organs. Also known as Dickgirls. Transformation Futa is a long standing kink of mine, though it has been a while since I indulged. The major difference is that ... Read full Story
shemale lover 2011-10-29 8,228 Fetish Futanari dickgirl
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 7,920 anal shemale oral
80%
Vicky Part 1
"Dear Sir, We recognize you as a person of discerning taste. We would therefore would like to invite you to a display we believe you would find most enjoyable." What followed was an address and a date, one week away. My name and address were correct, but I didn't have a clue what they w... Read full Story
shemale lover 2011-11-14 4,343 sucking cum fingering
85%
Black Master, white sissy Part 2
I was a romantic despite the cynicism I projected in my job. This tough black skinhead yob had abused me - he had shaved me, humiliated me and yet for the next week what I remembered most was the kiss. Sure, the abuse had touched something in me but until I had met him it was unacknowledged - someth... Read full Story
shemale lover 2011-11-23 10,193 shemales Fetish bdsm
71%
Filthy Little Beast
I had very few memories of my early childhood. The ones I did have were anything but pleasant. I did remember my mother and her blind hatred of my father and myself. She was very tall blonde woman with cold blue eyes named Monica. My mother always dressed in the most expensive leathers and satins in... Read full Story
shemale lover 2011-12-02 12,207 taboo Fetish crossdressing erotic encounters
100%
TV television
My girlfriend Gloria and I had just moved into an apartment together, having gone out for six months or so, before making the committment. We moved in furniture from each of our apartments, after deciding what would go best in the new place. With the exception of a television, we really had everythi... Read full Story
shemale lover 2011-12-11 4,972 Fetish trans tv
100%
Headmistress' Favorite Sport Part 10
When Denise came to she was lying in bed. She had been washed and she could no longer feel the annoying diaper rash. In fact she felt fine, clean and well rested. On her feet were what turned out to be black Oxfords with seven-inch heels. Her ankles were in steel cuffs and connected by a eight-inch ... Read full Story
shemale lover 2011-12-13 4,458 torture toys bondage and discipline chastity belt
33%
I am Baaack! Part 2
Louise Edwards, behind her Art Deco desk in her office at Transformation Systems, leaned back in her designer chair, set down her cup of coffee - black, regular, thank you - and looked with satisfaction through her open door at her secretary seated at his desk in the outer lobby. Not "his"... Read full Story
shemale lover 2011-12-15 1,816 crossdressing fantastic
50%
I am Baaack! Part 9
Rose stood before Joan's office door at 1:59pm. She was dressed in the same black leather outfit she had worn the night before, and she was also wearing the same "Don't fuck with me!" attitude. She had pulled herself together in the limo, assuming that Joan would have security cameras focu... Read full Story
shemale lover 2011-12-16 1,999 crossdressing erotic encounters fantastic