Sort by
Relevancy

Free Stories

91%
How I learned the pleasures of anal
This narrative is the journey that lead up to my first experience with anal sex. The details I have here are as accurate as I can recall and any dialog is essentially the best of what I can remember now. It of course gets more sexually explicit and graphic towards the end... I was born and grew u... Read full Story
Dressed2Thrill 2015-07-29 9,797 anal first time Amateur virgin cd
78%
Anal Therapy
My new psychiatrist wasn't at all what I expected. When I saw her name in the phone book, I pictured a dowdy old lady wearing a long, gray skirt and flat-soled shoes. What else could Dr. Edith Doss look like? I got my answer when a tall, leggy redhead stepped into the waiting room. A tight, black... Read full Story
shemale lover 2012-11-24 7,498 anal Fetish cum crossdressing
66%
Anal Queen
Amanda fell to her knees in the darkened theater and slowly unzipped my pants. My cock throbbed. As she pulled down my underwear, I felt my manhood spring forth. Amanda took the whole sausage into her warm, soft mouth. I could barely see her face in the darkness, but I could feel her between my l... Read full Story
shemale lover 2012-11-24 5,933 tranny anal sex Cumshot cum swallowing
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
50%
LA CUPIDITÉ DE LA MÈRE ⚧️
Nicholas a sorti son téléphone et a pris une dernière photo de sa maison. Nicolas emménageait dans une nouvelle maison aujourd'hui. Nicholas était un garçon de 18 ans, il était le plus petit et le plus maigre de l'école, il gardait ses longs cheveux blonds. Il n'était pas bon en sport et n'a jamais ... Read full Story
Femboy 2021 2023-02-16 751 Stockings Crossdresser Cumshot Fetish Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
50%
COVID A CHANGÉ MA VIE ⚧️ ⚧️
Covid et les licenciements dans mon entreprise n'auraient pas pu arriver à un pire moment. Je m'appelle Ashton, et j'ai 23 ans, un an après l'université, et je viens de signer un bail de 2 ans, 2300 $ par mois sur un superbe appartement de 2 chambres avec l'intention d'uti... Read full Story
Femboy 2021 2023-03-23 676 Stockings Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
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
0%
FACTEURS INFLUENTS ! ⚧️ 💞 ⚧️
Ma femme, Jill, était à Denver pendant douze jours pour assister à un séminaire médical pour les chirurgiens plasticiens et ne devait pas revenir avant quelques jours. En raison de son travail, elle assiste à plusieurs séminaires, à l'intérieur et à l'extérieur de l'État, parfois un jour ou plusieur... Read full Story
Femboy 2021 2023-04-02 987 Stockings Blowjob Big Cock Lingerie Sex Toys cum in mouth sextape sissified femination forcé maitresse épouse pris en vetements de femme sexanal
100%
LE JOURNAL D'UNE SALOPE DE POULE MOUILLÉE ⚧️ ⚧️
Depuis que j'avais 18 ans, je m'habillais d'une manière ou d'une autre, commençant par porter des culottes de temps en temps. Bientôt, j'ai commandé un plug anal et du lubrifiant en ligne, et je regardais du porno en imaginant que c'était moi qui prenais ces grosses bites. Ce n'est que lorsque j'ai ... Read full Story
Femboy 2021 2023-04-03 564 Stockings Blowjob Lingerie Interracial humiliation sissy sexe anal
100%
Finally A Real Man
After my divorce I found I had some time to indulge in my many fetishes and fantasies. Those being; cross-dressing, smoking 120s and man to man sex. None of these were a factor in my separation however. It wasn't long before I was on line ordering lingerie and shopping locally. This has been going o... Read full Story
shemale lover 2012-08-06 4,579 anal Crossdresser oral
50%
UN JEU DE HORSE ⚧️ ⚧️
Peter et moi étions amis depuis que nous jouions au basket ensemble au collège. J'étais le meneur nerveux et il a pris les rebonds. Aucun de nous ne pouvait tirer, mais nous pensions que nous étions Kyrie Irving et LeBron James et avions prévu de mener l'université au championnat d'État ... Read full Story
Femboy 2021 2023-03-21 643 Stockings Crossdresser Fetish Lingerie Guy Fucks Shemale cum in mouth
83%
Caught at Lunch
Only so long can you hide, if you are wondering what the hell I am on about then let me explain. As a part time transvestite dressing is always a thrill as is the joy of turning myself from a very average looking guy into a sexy cock loving slut, but due to where I live the chances to fully dress... Read full Story
shemale lover 2012-06-11 3,612 anal sex Cumshot shemale fingering transvestite
66%
Am I Still A Virgin??
I'm a middle-aged, married, bisexual, semi-passable CD (I hate the words 'non-passable'). I've dressed for a few years, but for a multitude of reasons have never had anal sex. I saw an ad in Craigslist (CL) that seemed perfect for me. It ran in their Casual Encounters "m4t" section (T mean... Read full Story
shemale lover 2012-10-18 4,856 Cumshot sucking Lingerie cd
100%
Christy's Fantasy Come True Chapter 6
The alarm went off and Christy rolled over and hit the off button. The clock face was starting back at her flashing 8:00. Since it was Friday she had slept in a bit. Jim had gotten up early and left for work after spending the night. They had gotten into a minor argument last night but came to a... Read full Story
shemale lover 2013-01-30 4,869 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
BBC DOMINATION SISSY BLANC
Mon nom est Tim. Je suis un homme blanc de 23 ans. Il y a environ 6 mois, j'ai déménagé à Los Angeles pour essayer de devenir acteur, mais comme vous vous en doutez, je n'ai pas eu beaucoup de chance dans ce département. C'était début novembre, quand je suis allé dans le bureau de mon... Read full Story
Femboy 2021 2023-02-04 906 Stockings Big Cock Lingerie domination Guy Fucks Shemale Interracial Sex Toys
50%
FAIRE GRAND ⚧️ ⚧️
Mon nom est Tim. Je suis un homme blanc de 23 ans. Il y a environ 6 mois, j'ai déménagé à Los Angeles pour essayer de devenir acteur, mais comme vous vous en doutez, je n'ai pas eu beaucoup de chance dans ce département. C'était début novembre, quand je suis allé dans le bureau de mon... Read full Story
Femboy 2021 2023-03-20 615 Stockings Crossdresser Fetish Lingerie Interracial cum in mouth
50%
TRANSMOGRIFICATION ⚧️ ⚧️
J'aime m'habiller. J'aime beaucoup me déguiser en femme. Cela dit, je suis un homme mais pas gay. J'adore le travestissement. Je fais du travestissement depuis des années et ma garde-robe s'est considérablement développée au cours de cette période. Le sentiment tabou de porter des vêtements fé... Read full Story
Femboy 2021 2023-04-01 710 anal Stockings Big Cock Lingerie Futanari sissy forced cum in mouth sex anal sex en group
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 5,437 anal Creampie Big Cock oral
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 5,699 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
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 7,919 anal shemale oral
91%
Stepdaughters Pleasure Daddy
As I was showering, I was thinking about Anna coming. What would I say to her? How would I act? I felt very uncomfortable and I was getting extremely nervous. I finished washing, then shaved. As I was getting dressed, Dawn came in. "I know your hungry, Daddy, but let's go out for breakfast.&... Read full Story
shemale lover 2011-12-05 7,408 anal licking Creampie
100%
The Bitch Bites Back
Pamela stood huddled in the dark doorway, halfway down the back alley. It was cold and a light drizzle had settled in, the sheets of fine rain just discernible in the dull light of the single working lamp halfway down the alley. Pamela was in her mid forties and fighting a losing battle against t... Read full Story
shemale lover 2012-05-12 7,244 anal sex Cumshot oral sex wanking cum swallowing
100%
Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
shemale lover 2012-06-18 5,413 anal sex Creampie oral sex cum swallowing
83%
Discovering Amber
I have always enjoyed women's lingerie. From looking at catalogs to seeing girlfriends wearing it I have loved the look and feel of sexy, silky lingerie but for me it has always gone deeper. At 18 I tried on my first set of panties, oh my God that was wonderful! It was all downhill from there. Event... Read full Story
shemale lover 2012-09-28 5,934 Cumshot Fetish Lingerie oral sex
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,186 anal tranny Cumshot oral
100%
Camming Down the Rabbit Hole Ch. 07
Opening my eyes I struggled a little as the residual cum on my face from last night’s show hadn’t been fully wiped off, I felt the dry and crusty leftovers crinkle on my skin, but couldn’t help but smile to myself as I remembered how it had got there. The intensity of that orgasm had been on another... Read full Story
Dani_does_Dallas 2021-10-22 6,029 Stockings Small Tits Crossdresser Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade self sucking pov cum in mouth
50%
ADAM PERD UN PARI ⚧️ ⚧️
La dernière feuille d'automne est tombée au sol alors que j'emballais le dernier de mes livres dans une boîte en carton. Je n'en ai jamais lu aucun, mais ma mère était catégorique pour que je garde chacun d'eux. En raison de problèmes financiers, notre emballage et notre déménagement ont été retardé... Read full Story
Femboy 2021 2023-04-15 875 Teen (18+) Blowjob Lingerie Sex Toys humiliation sissy sissification feminisation forcé forcé anal
85%
Becoming My Roomate's Wife
Him becoming my master started a year ago when we moved in as roommates – we are both in our mid 20's and had relationships break up at the same time (we were sharing apartments with our girl friends at the time). We have known each other for more than a decade and have no secrets from each ot... Read full Story
shemale lover 2012-04-01 8,443 Crossdresser anal sex domination oral sex
100%
Neighborhood Restaurant Surprise - Kimi
I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I ... Read full Story
shemale lover 2012-04-11 4,908 anal sex Cumshot fingering oral sex small breasts
72%
The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
MasterofSissies1 2018-12-04 8,399 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
100%
Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
Dani_does_Dallas 2021-08-18 4,964 Stockings Crossdresser solo Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade
50%
DIVA LAS VEGAS ⚧️ ⚧️
Ma femme Rona était assise sur le canapé avec son pop-corn pendant que je terminais les plats du souper. « Hal ! Dépêche toi Hal, ça va commencer », m'a fait signe ma femme excitée. "Une seconde chérie. J'ai presque fini," répondis je en rangeant la dernière assiette. Mon épouse de vingt-six ans ... Read full Story
Femboy 2021 2023-03-25 763 Stockings Blowjob Lingerie Sex Toys feminisation cum in mouth double anal shemale + shemale maitresse épouse fille sur fille
100%
WHITE DOM EST DEVENU SISSY POUR LA BBC ⚧️ ⚧️
Je venais d'avoir 23 ans et je profitais de mon été. J'ai récemment déménagé en Floride pour mon premier emploi après l'université. Je viens du Midwest, vous pouvez donc imaginer à quel point j'étais excité par le changement de décor. Je suis assez grand, un bon mélange entre musclé et tonique, une ... Read full Story
Femboy 2021 2023-04-11 870 Blowjob Big Cock Lingerie Interracial Sex Toys sissy sissification hypno sissy slut cage de chateté sexe anal féminisation Sissy traitement hormo
80%
My first time with a guy
MY FIRST TIME WITH A GUY Another true story it’s kind of long but I think you will enjoy it I lived west of Lake Worth Florida. At that time we were surrounded by 1500 Acres of woods. There were 10 of us and we all had dirt bikes and would go out riding all the time.. On Saturdays we had a game ... Read full Story
Stephanie101 2024-04-26 1,605 anal Crossdresser Outdoor Blowjob cum in mouth teen (18+)
50%
My Descent
This is the first time I've told my story publicly. I wrote this maybe 3 years ago, and have shared it with one person. I used to cross dress in my hotel room while away on business trips. I'm a fat bald 46 year-old who looks ridiculous dressed up in ladies underwear. When you're obsessed, tho... Read full Story
shemale lover 2011-11-05 3,030 anal first time cum oral
66%
A Ski Bunny is Born
AQToday I am a fully-fledged she-male, living with my girl friend Kim, who, to me, is the most beautiful girl in the world. We live as sisters to the outside world, but we are in fact passionate lovers. This whole true story started some 5 years ago, let us tell it to you. At that time I was a si... Read full Story
shemale lover 2012-06-21 11,136 anal sex Cumshot Lingerie oral sex Sex Toys
100%
A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
shemale lover 2012-06-21 4,649 anal sex Cumshot oral sex rimjob
100%
First Time With My Best Friend
My friend John is really sexy. He is tall and blond with a lean strong body. I have often imagined what it would be like to have his sweet cock between my lips, or between my virgin buns. He’s too good a friend though, and I’ve never had him give me any hint that he might like to be with... Read full Story
shemale lover 2012-10-30 6,560 anal first time Fetish crossdressing
81%
JUST.... MY EVERYDAY FANTASY
No one knows of this. My dirty secret.... I get so hard always thinking about the next time I can get away and escape, put something on, smoke some pot, get fucked up and just get dirty. Always starts out me planning... finding a new toy, something new. I've tried many different things, you kno... Read full Story
martley 2020-03-23 4,197 Amateur Lingerie hotel room
100%
Camming Down the Rabbit Hole Ch. 09
As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... Read full Story
Dani_does_Dallas 2022-03-22 3,097 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking pov cum in mouth webcams
66%
My girlish desires
My girlish desires, I am happy to spend my weekend at home to live my life as a woman. I apply a depilatory cream to my body, which I leave to act for a few minutes before going in the shower. I take this opportunity to do an enema to avoid unpleasant surprises during my girl games. Then, using ... Read full Story
sandratvtg 2023-01-19 3,693 Stockings solo Cumshot Creampie Fetish Big Cock Lingerie Sex Toys
50%
RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
Femboy 2021 2023-02-17 878 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
100%
A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stock... Read full Story
shemale lover 2012-04-26 3,806 anal Fetish oral fingering domination Sex Toys
100%
Explore the Inner Woman In You
I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... Read full Story
shemale lover 2012-05-06 3,237 first time anal sex Creampie crossdressing
100%
A Sissy's New Daddy
Walking in the door the Friday after my eighteenth birthday, everything seemed great. My parents had gone out of town for the weekend and I was for the first time a truly free man. My older brother had decided not to come home for Labor Day holiday which I was kind of bummed about, we didn't get alo... Read full Story
shemale lover 2012-06-16 10,516 anal sex cum oral sex crossdressing
100%
Shemale snapped
Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... Read full Story
shemale lover 2012-06-21 5,988 anal sex Creampie shemale Big Cock
100%
A Valentines with a Bang...x
Time had seemingly flown by since meeting the man I was to fall head over heels for on a drunken night in the town centre, the type of guy you would never expect to be dating a transvestite but here I was waking by his side as I had done for the past 6 months or so since we moved in together after m... Read full Story
shemale lover 2012-07-16 3,064 anal sex cum oral sex
75%
Moms friend 2 - dressup slut
so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her. little did she know I was visiting her best friend to dress up as a whore ev... Read full Story
shemale lover 2012-11-01 4,411 Stockings Cumshot sucking jerking Lingerie
90%
Waited long enough
I have always dressed in lingerie and women's clothes. I recently turned 38, and me and the wife have been experimenting in the bedroom. I talked her into letting wear lingerie, for starting this bedroom play. I have been wearing panties around her for a year now. Finally about 3 months ago I w... Read full Story
420jester 2014-09-23 4,171 Cumshot fingering Lingerie crossdressing cd
84%
Becoming Zoe
My soon to be wife Annie had taken a job out of town and I only saw her every two weeks or so. I was so missing her. She and I had become long distance lovers. She was scheduled for a flight home on Friday night. I was going to pick up her son Zakk from his dorm and the two of us were going to p... Read full Story
Zöe from Kingston 2018-08-09 8,925 Stockings Teen (18+) Crossdresser Cumshot Bareback Blowjob blonde Big Cock Lingerie Mature cum in mouth
100%
Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
Dani_does_Dallas 2021-10-11 4,566 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade pov cum in mouth webcams
50%
UNE NUIT AU CLUB ⚧️ ⚧️
Dani regarda nerveusement son reflet dans son fidèle miroir compact. Il était assis sur le siège passager de l'Escalade noire de Keyshawn, sur le point d'entrer dans l'un des clubs les plus exclusifs de la ville. Son mascara faisait battre ses cils naturellement épais de manière attrayante, son eye-... Read full Story
Femboy 2021 2023-02-17 529 Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
100%
Seducing the Delivery Man
Angela sat on her couch in her living room sipping on a glass of wine and tried not to cry. What a shitty birthday. Her best friend, Kathy, who happened to be a co-worker of her boyfriend John, sent her an interesting picture of him a couple of days ago. Apparently, their office had thrown a retirem... Read full Story
JohnSorenson 2024-01-12 6,066 anal Amateur Blowjob Guy Fucks Shemale cum in mouth
95%
Shemale girlfriend
This true life story was posted at our forum by a new member bigbell609. Although it is a pity that he couldn't be with Kristin anymore, his first experience with his TS GF was very remarkable and romantic. Who of us wouldn't love to be in his place... I've been married for a few years now. My wi... Read full Story
shemale lover 2015-04-05 9,422 anal cum fucking
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
100%
Caught again
So I’m finding it hard to get privacy to dress up of late. So I decide to go down the country and rent out a holiday home for a weekend. I brought all my gear including make-up,and wig. When i arrived at the holiday park I entered the reception area. Behind the counter was a pretty women named... Read full Story
shemale lover 2011-10-01 2,769 anal shemales gay male