Sort by
Relevancy

Free Stories

100%
A Visit To The Booths
I walk nervously into the booths area. My heels clacking on the floor, as I enter the darkness. I pull my dress down, as its already riding up my ass. There are a few men waiting in the first hallway, checking me out as I walk past. I smile and head into the bigger area around the corner. There are ... Read full Story
shemale lover 2012-07-20 3,597 anal sex Group Sex crossdressing facefucking slut
100%
Whitney's Way
My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard ... Read full Story
shemale lover 2012-11-18 8,402 Cumshot oral sex kissing
100%
Dressed for Disaster: The Sequel
Patrick Summers wandered the streets of lower Manhattan in an aimless fog, the chaos surrounding him a lurid backdrop for the turmoil between his ears. He had just suffered two tremendous shocks: his narrow escape from the collapse of the World Trade Center, and his unmasking as a crossdresser on te... Read full Story
shemale lover 2012-11-21 2,852 Fetish crossdressing wig
92%
The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
crossdresser55 2019-09-18 12,108 Stockings Crossdresser Shemale Fucks Guy Fetish Sex Toys
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 3,497 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
100%
Sub to a Tranny story
One night as I was leaving a bar, I was approached by a beautiful woman who asked for my help. Not having plan I agreed. I followed her to her car and helped her take some stuff inside her apartment. After a couple minutes, I was about to leave when she offered me a cooked dinner. Well I am not ... Read full Story
77James 2021-10-07 5,100 Crossdresser Shemale Fucks Guy cum in mouth
0%
Herbert BBC
Because I adore the way Herbert fucks I think of him often, and tonight would be no exception. He used to come for six hours every Friday and Saturday night. For over a year, something always seemed to keep him too busy to return for a visit. I decided to send him an E-Mail; it was only one word “to... Read full Story
PetiteSlutKimberley 2023-03-29 4,251 Bareback cd bbc breeding creampied
100%
3. ΣΥΝΕΧΕΙΑ ΝΟ 3
Πολλες φορες ειχαμε συναντηθει απο τοτε.Αφου μεχρι και τα ονοματα μας ειχαμε αλλαξει σε γυναικια.Εμενα μ' λεγε Σοφια κι εγω τον ελεγα Τζουλι.Ενα Σαββατο λοιπον ημασταν σπιτι του που ελειπαν οι δικοι του, μας ηρθε η ιδεα να κανουμε παρτουζα.Το προβλημα μας ηταν το τριτο ατομο.Ρε Τζουλι του λεω τι θα ... Read full Story
crossofia 2023-10-01 4,241 anal Stockings Crossdresser Amateur Cumshot Outdoor Masturbation Lingerie pantyhose Mature big ass sissy cum in mouth
100%
My wife turned me into her tranny
It all started after our marriage. We have been together for 12 months when she asked me if I would be willing to have her dress me up like a female as this was one of her fantasies. Little did I know where this would lead us to. She was very secretive about her job and I did not bother to ask, I fi... Read full Story
TRTRAIN 2024-01-15 7,341 Stockings Crossdresser Amateur Shemale and Girl domination pantyhose Homemade sissy shemale fucks female
100%
Bobbie the Ballerina Boy!
Bobbie Lynn looked absolutely adorable in the pink ballet-leotard, shiny white tights, and teensy pink dance slippers his mommy had just bought him as an early surprise for his birthday. Fastening the fluffy, frilly pink tutu around his waist, she cooed smilingly, "Looks yummy like cotton-candy, doe... Read full Story
ALEXEAMES 2024-01-14 4,517 Stockings Crossdresser Amateur Lingerie pantyhose small cock Homemade sissy femboy teen (18+)
100%
My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
Mikky666 2020-10-09 9,620 blonde Big Cock Interracial Ass to Mouth
100%
First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
Trapbomb1 2022-07-29 6,578 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
50%
MARIAGE CLASSÉ ADULTE ⚧️ ⚧️
1. 'Alan à Alisha...' La salle de bain était embuée et le miroir s'embuait alors que je me dirigeais vers la baignoire. Là, dans toute sa gloire, était assise ma magnifique épouse Liz qui occupait déjà un coin de la baignoire, seul le haut de son torse était visible avec toute la mousse qui l'ent... Read full Story
Femboy 2021 2023-02-21 691 Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie Guy Fucks Shemale Interracial
86%
La primera vez que me hicieron mujer
Desde mis mas lejanos recuerdos, siempre sentí la necesidad de lucir femenina...recuerdo que de niña me encerraba en el cuarto de mi mama y me probaba las medias panty y los tacones, sobre todo unas sandalias doradas que me encantaban...podía pasar horas en esa habitación imaginándome siendo toda un... Read full Story
maritza_tv 2023-04-28 10,313 anal Small Tits Crossdresser Amateur Bareback Creampie Big Cock Guy Fucks Shemale Interracial Mature cd sissy femboy
100%
Inmediatamente despues
Luego de que el termino en mi nalga, todavía con la sensación de placer que teníamos los dos, me beso tiernamente y me pregunto donde quedaba el baño. Yo todavía de rodillas en el sofá, pase mi mano izquierda sobre mi nalga y sentí el semen que mi macho había depositado sobre mi y lo trate de recoge... Read full Story
maritza_tv 2023-04-28 1,220 anal Crossdresser Amateur Creampie Big Cock Ladyboy Lingerie Guy Fucks Shemale Interracial Mature Homemade sissy femboy
100%
LOS HOMBRES ME TIENEN ASI.
Me levanto cada mañana, en babydol, en bata de encajes, con tanga y me siento feliz de ser una mujer. Una mujer con pene. Me miro al espejo y soy toda una mujer. Si, los hombres me tienen así. Los hombres me han convertido en lo que soy: en una mujer. Cada hombre que me ha hecho el amor me ha h... Read full Story
IVANNKANAL 2023-05-30 1,110 anal Crossdresser Amateur Bareback Creampie Fetish Lingerie Guy Fucks Shemale Homemade sissy
50%
Giorgia e Helena esibite alla cena in villa
(storia di fantasia) Io e la mia amica Giorgia siamo due traveste molto effemminate, curiamo molto i nostri corpi e appariamo come femminucce sotto ogni aspetto ad eccezione delle nostre cazzette che sono praticamente sempre passive. Siamo ninfomani e completamente arse dal desiderio del sesso. Ci ... Read full Story
helentrav 2023-10-03 684 Crossdresser Cumshot Creampie Shemale and Girl domination small cock sissy cum in mouth
100%
Fucked By BBC pt 2
It has been 3 weeks since I became a bbc cocksucker, since then I have learned to enjoy the taste and the feeling of a cock in my mouth. I have also learned the guys name on the 2nd day of being used by the guy, his name is Darren. One day while I was at Darren's giving him a blowjob he tells me ... Read full Story
kinkyguy18 2023-11-03 6,466 Group Sex Bareback Creampie Blowjob Interracial sissy Ass to Mouth cum in mouth
0%
Lara : γαμήσια στα τσοντάδικα
1. Μεγάλη πουστοπαρτούζα στον Αρίωνα Την πρώτη φορά που έφαγα πολλές, μα πάρα πολλές πούτσες μέσα σε μιά μέρα, ήταν τον Αύγουστο του 1999. Τότε που γνώρισα τον Τιμόθεο. Δευτέρα πρωΐ ήταν. Εκείνη την εποχή, το τσοντάδικο που σύχναζα πιο πολύ, ήταν ο Αρίων. Παρ’ όλο που μ’ είχε καταξεσκίσει ο Τιμό... Read full Story
hotmatureLara 2024-01-30 3,437 anal Group Sex Outdoor Bareback Creampie sissy
100%
Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
Regina10 2024-03-18 3,849 anal Crossdresser Bareback Creampie Fetish Blowjob Ebony Guy Fucks Shemale big ass sissy Ass to Mouth cum in mouth