Sort by
Relevancy

Free Stories

100%
Highway in Heels
Highway in Heels By Sabrina G. Langton *Stories from the real world 1 This story is autobiographical. When I was 20 years old I used to drive a van for my parents from Brooklyn to Tarrytown New York once a week to drop off merchandise for retail shops in the area. I always had a full van on ... Read full Story
Brina Giselle 2023-08-28 4,389 Crossdresser blonde pantyhose kissing transgender
100%
Sarah fucking in vienna
Sarah in Wien , sie nennt mir ein mir bekanntes Hotel in der Innenstadt, sowie eine feste Uhrzeit! Überpünktlich bin ich Vorort , komplett glatt , unter der Anzugshose einen schwarzen engen Nylon Slip , sneaker weißes Kurzarm Hemd, guter Duft , klopfe ich etwas nervös an der Zimmertür! Von innen k... Read full Story
Sarah Diener 2023-08-30 1,342 anal Crossdresser Amateur Cumshot Bareback Creampie Blowjob blonde Lingerie Guy Fucks Shemale sissy Ass to Mouth cum in mouth
50%
Hard Decisions by Elaine © 2020
Hard Decisions by Elaine © 2020 No one in this story is based on anyone alive or dead. It is a work of fiction and should not be read by minors. I appreciate the kind efforts of many of my friends who cast a welcoming glance over the initial writings. I owe you all a big debt of thanks. Prolog... Read full Story
Elainetguk 2023-09-06 4,491 Stockings Big Tits Creampie Lingerie Guy Fucks Shemale Mature
100%
Fin de una buena juerga
Hace algún tiempo, salí por Barcelona a tomar unas copas. Acabe en un after, de esos en donde coincide gente de todo tipo. Estaba en una calle del centro. El local se encontraba repleto y yo me hallaba también repleto de Whisky con coca cola. Estando en la barra se me acerco un chico que empezó a... Read full Story
Foryatu 2023-09-12 1,146 anal Cumshot Creampie Big Cock Lingerie pantyhose Homemade femboy Ass to Mouth
100%
Sarah die Nutzstute I.
Sarah hat sich wieder angekündigt , nachdem man jetzt weiß wie weit man mit dieser heißen Stute gehen kann, packe ich ein paar Sachen in meine Tasche und mach mich auf den Weg ins genannte Hotel ! Locker in Jeans, Polo , Pulli und Sneakern klopfe ich an, höre wie die Stute an die Türe stöckelt, bi... Read full Story
Sarah Diener 2023-09-14 1,682 anal Stockings Big Tits Bareback Creampie Blowjob blonde Big Cock Lingerie domination big ass Ass to Mouth cum in mouth
100%
ΟΤΑΝ ΕΙΧΑ ΔΙΚΟ ΜΟΥ ΜΑΓΑΖΙ
ΓΕΙΑ ΣΑΣ. ΠΡΙΝ ΠΟΛΛΑ ΧΡΟΝΙΑ ΕΙΧΑ ΔΙΚΟ ΜΟΥ ΜΑΓΑΖΙ ΚΑΙ ΤΟ ΠΑΤΑΡΙ ΠΟΥ ΔΕΝ ΕΙΧΕ ΠΡΟΣΒΑΣΗ ΚΑΝΕΝΑΣ ΕΚΤΟΣ ΑΠΟ ΕΜΕΝΑ ΤΟ ΕΙΧΑ ΜΕΤΑΤΡΕΨΕΙ ΣΕ ΜΙΑ ΜΙΚΡΗ ΓΚΑΡΣΟΝΙΕΡΑ. ΕΚΕΙ ΕΙΧΑ ΟΛΗ ΤΗ ΓΥΝΑΙΚΙΑ ΜΟΥ ΓΚΑΡΤΑΡΟΜΠΑ. ΕΚΕΙ ΦΥΛΑΓΑ ΟΛΑ ΜΟΥ ΤΑ ΣΤΡΙΝΓΚΑΚΙΑ, ΤΙΣ ΚΑΛΤΣΕΣ,ΤΙΣ ΖΑΡΤΙΕΡΕΣ, ΤΑ ΚΑΛΣΟΝ,ΤΑ ΣΟΥΤΙΕΝ,ΤΑ ΚΟΡΜΑΚΙΑ, ΤΡΙΑ Ζ... Read full Story
crossofia 2023-10-01 3,746 Amateur Cumshot Masturbation Fetish Lingerie
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 4,089 anal Stockings Crossdresser Amateur Cumshot Outdoor Masturbation Lingerie pantyhose Mature big ass sissy cum in mouth
100%
2.ΜΕ ΕΝΑ ΦΙΛΟ ΓΙΑ ΤΣΟΝΤΑ ΣΕ ΚΙΝΗΜΑΤΟΓΡΑΦΟ Μια φορα με πηρε ενας
2.ΜΕ ΕΝΑ ΦΙΛΟ ΓΙΑ ΤΣΟΝΤΑ ΣΕ ΚΙΝΗΜΑΤΟΓΡΑΦΟ Μια φορα με πηρε ενας φιλος μου να παμε να δουμε κινηματογραφο τσοντα.Δεν ηξερε τιποτα για εμενα οτι ειμαι crossdress.Εγω τις περισσοτερες φορες μεσα απο το τζιν φοραω καλτσες η καλσον ανοικτα απο κατω, σουτιεν η μπουστακι και φυσικα στρινγκ.Η αισθηση του ν... Read full Story
crossofia 2023-10-01 4,173 anal Stockings Crossdresser Amateur Group Sex Cumshot Masturbation Lingerie Sex Toys Mature big ass sissy cum in mouth
100%
Tracy’s ass virginity taken
Tracy started dressing in her late teens and started to visit local toilets known as cottages regularly always wearing lingerie and stockings and soon started wanking and sucking some of the dirty old men who hung about there and got quite well known as a cumslut. After about 6 months I was followed... Read full Story
Trannytracyslut 2023-10-26 5,745 anal
100%
Tracy tranny vampiress
Following tracys virginity being taken she became more demanding and started to try many kinky requests demanded by the men who fuck her until now she is a mature filthy slag who has tried most things and never refused any form of legal sexual activity and now belongs to a fetish site and attends fe... Read full Story
Trannytracyslut 2023-10-27 4,686 tranny vampire
100%
CORRECTION ASSERTIVE WENCH
ASSERTIVE WENCH I caught my live-in partner in an affair and things went awfully as her and her supervisor went into overdrive trying to make every mutual acquaintance believe something perfectly fine and wholesome had led to their affair and my misery. We parted and for a time I stayed to mysel... Read full Story
DRILLMASTER 2023-10-27 4,727 threesome
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 5,232 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
50%
Les choses avance!
Dans ma premiere story, je vous expliquait qu'apres avoir tout dit a ma femme,elle ne pouvait s'imaginer moi en femme et m'amuser avec un mec. Comme quoi il faut laisser du temps pour digéré une info. Maintenant non seulement elle valide sa presence si, mais nous avons meme placé une annonce s... Read full Story
Novice1981 2023-10-31 353 Amateur threesome Lingerie Homemade sissy
100%
Wardrobe Wonder Wench
WARDROBE WONDER WENCH I walked to the podium after the other presentations had been made to conclude the day’s series with a technical explanation of elements archaeology facilitated making better sense of. While seated at the side of the risers where the audience listened I had selected my 5 in... Read full Story
DRILLMASTER 2023-10-31 4,881 Lingerie
50%
Towel Boi: Heading to Work
“Goddamn, white boi! You got the best fuckin’ ass,” declared the father of two. His steel manly form perspired as he moved hard into the bottom. “Look at all that butt shake! Twerk it for me, baby boi!” “Yes, sir,” cooed Kasey, gyrating rhythmically. “Hell yeah! It’s like fucking two big ol’ ma... Read full Story
Faggyboi and Puzziboi 2023-11-17 5,513 anal Crossdresser Bareback Creampie Blowjob gangbang Lingerie Guy Fucks Shemale Interracial sissy femboy bbc
100%
A true first time.
I want to preface this reiterating that this is a real story about my first ever experience with a shemale. It's a memory I will hold forever as it was everything I could have hoped for and, as I may share in the future, lead to other experiences, too. A little history of before the first meet ac... Read full Story
Gtaaddict3 2023-11-21 7,756 first time cock suck Blowjob shemale Big Cock trans oral fantasy virgin escort big first time
100%
Unexpected Twist
I'm a reporter for a regional newspaper in Germany, in my 30's and always in search of a good story. Last summer, while visiting a local pride festival for a short report, I got in contact with the regional queer community. A few months before, a new editor-in-chief took over in our office, a very c... Read full Story
webandy87 2023-11-22 6,528 Small Tits Amateur Masturbation sucking Blowjob blonde Homemade femboy young ts
50%
SPECIAL REVEAL
SPECIAL REVEAL I am in a very sensitive and delicate set of circumstances which have caused me to always have to walk a fine line regarding my private life, especially when it come to romantic and erotic matters. I have shared a few very special instances when I was fortunate enough to have a “s... Read full Story
DRILLMASTER 2023-12-02 5,528 sissy
50%
Bruna Rocha, most liked Shemale Hooker in Frankfurt
Rang and the door opens and Wow !! There she stood in front of me as in the pictures with suspenders, high heels and a super friendly smile. Perfect guitar figure, super smooth skin. After entering, we went to her room and sat down on a sofa. She looks at me kindly, puts her hand on my thigh and ... Read full Story
Bigpruegel69 2023-12-17 4,334 Cumshot Creampie Blowjob Lingerie cum in mouth
100%
About Jack and Diane
Thanksgiving was over the college kids are returning to school and Las Vegas has slowed down from the busy restaurants and overcrowded casinos. It’s the best time of year to see a nice show for less. Jack’s friends had all taken off with families and he had time to think about how lonely he really w... Read full Story
Jon Paul 2023-12-20 5,605 anal Cumshot Bareback Fetish threesome Lingerie Guy Fucks Shemale small cock shemale fucks shemale cum in mouth shemale + shemale
100%
In the shadows of the city park
It is gonna be just one of those nights again. A night where the depraved girl in me won't stay quiet, demanding control and attention. I could feel it during the day already and now that the sun is about to set and the streets are slowly but surely emptying as I find myself in my appartment getti... Read full Story
Anna_Lima 2024-01-13 3,619 crossdressing blowjobs
75%
His Pretty Little Party Dress
Percy was so excited he could barely contain himself. His birthday wish was coming true! He was getting to celebrate his birthday like a real little girl. The frilly girl's party-dress he was now wearing was splendid! It was a soft pastel-yellow little girl's traditional fancy party dress. Very, ... Read full Story
ALEXEAMES 2024-01-13 3,566 Stockings Crossdresser Amateur Lingerie redhead Homemade sissy femboy
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 3,641 Stockings Crossdresser Amateur Lingerie pantyhose small cock Homemade sissy femboy teen (18+)
100%
Best Ride Share of My Life
It was a random Friday night. I was feeling a little frisky but didn’t have anything specific in mindA friend of mine works at a gay bar not too far from my house. Knowing my friend worked there I figured I could head over around midnight and see if there was something worth getting up to and if not... Read full Story
baldbeardbottom 2024-01-16 4,986 anal Amateur Cumshot Bareback Lingerie Guy Fucks Shemale Homemade
100%
Alone at home
Living with my religious parents didn't provide many opportunities to spend time alone to enjoy myself. Only openings I found where, when showering, and occasionally when my parents travel, though that was not very often. I shared my room with my lil siblings, and since they were young and curious, ... Read full Story
Sara M. 2024-01-16 5,158 solo Lingerie small cock Homemade sissy femboy
100%
Andy In Pantyhose
He had the house to himself for a few hours. Andy slid his older sister Kelly's taupe nylon pantyhose slowly up his nice, smooth legs, wriggled them up around his narrow boyish waist the band snapping in place. His penis was so stiff against the wispy fabric! He sighed happily. Sitting down on ... Read full Story
ALEXEAMES 2024-01-18 4,134 Stockings Crossdresser solo Amateur Masturbation Fetish Lingerie pantyhose Homemade sissy femboy teen (18+)
80%
my new life with my sister-in-law
Yesterday, I went to visit my brother's newly-divorced ex-sister-in-law in her brand-new apartment. It was meant to be a friendly visit and an opportunity to discuss her new start in life. To describe her to you, she's a slightly chubby woman in her forties, blonde hair, blue eyes, very charming wit... Read full Story
DicksFly 2024-02-06 4,430 Amateur Fetish Blowjob blonde Lingerie Sex Toys Mature big ass Homemade
100%
Dress-Up-Girly Time!
"Let's go, 'Little-Missy,' it's our 'dress-up-girly time.'" Sandy knew better than to argue. Besides he really didn't mind being dressed up as a girl. It was kind of weird at first, when he first started playing 'dress-up-girly time.' His mom had brought home several boxes of clothes that no lo... Read full Story
ALEXEAMES 2024-01-27 4,178 Crossdresser Amateur Lingerie small cock Homemade sissy femboy teen (18+)
50%
Inevitable mistakes happen for a reason
My life has been challenging and has changed since my ex left me. We grew into complete opposite people, no sex life which led me to watching porn every time she worked her night shifts or if she was out all weekend being a slut. I discovered shemale and ladyboy porn and I was instantly hooked and a... Read full Story
Lindsey Mai aka Craig the faggot 2024-02-10 3,208 CraigCleary cannockslut CraigFaggotCleary
100%
The reason why I became a crossdresser
At first, I was just a straight and ordinary boy who was into sexy lingerie, stockings and heels. But one day, I suddenly thought that I wanted to try on my mom's panties, stockings, and high heels. So I did it. It was so excited and I started to get addicted to cross-dressing. Before dres... Read full Story
cdmisato 2024-02-28 4,406 Crossdresser Asian Ladyboy sissy
100%
My cross dressing journey
I am a man who likes to cross dress, currently single and living alone in Beijing. I like to dress up as a woman and go out, passing through every street, entering nearby shopping malls and supermarkets, as well as the women's restroom inside, and live streaming on a live streaming platform. I also ... Read full Story
boysgirls 2024-02-15 3,143 Stockings solo Amateur Masturbation Asian Lingerie pantyhose Homemade chinese
100%
Paying my saviour
It was my first job after college when Corona stike. I lost job after a month due to lockdown. I had no money nor a shelter. An old man who was my senoir at office caught me crying and offered me his place to stay till lockdown is over n get another job. He was a nice old guy whose wife had died a f... Read full Story
pinkysissy 2024-02-20 3,564 sissywife
100%
Nikki's Massive Strap-on
A quick recap in case you haven't read my previous stories. My name is Kacey. I'm 20 years old, white, 5'10" and 150 lbs. I have straight, shoulder length dark brown hair, light brown eyes and a thick, 6" cut cock. My girlfriend is Hannah, who also 20 years old and stands 5'10" weighing in at 140 lb... Read full Story
KaceyKlarissa 2024-02-23 2,922 anal Crossdresser Big Tits Cumshot Fetish Big Cock Lingerie Shemale and Girl domination big ass Futanari sissy cum in mouth
100%
Glory Hole Memories
The Glory Hole Fun Begins Locking the car I look towards the building. The entrance is open, but from my position it isn’t possible to see inside, the bright sunshine making the entrance look black. My heels click on the tarmac as I approach, my legs beginning to tremble with fear and excitement.... Read full Story
Sexy Michelle 2024-03-13 2,341 Stockings Crossdresser Outdoor Blowjob Big Cock Lingerie
100%
Late Night Snack (Touch me in the morning)
I was awakened abruptly by someone banging on my door at 1am. At first, I thought it might be Harry, the man who replaced Mr. Cobb in my bed a few nights ago. He had been persistent and horny constantly. I think it was because fucking trans women like me was new to him and he hadn’t got enough of th... Read full Story
Regina10 2024-03-28 1,833 anal Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Ebony Ladyboy Lingerie
100%
A Win-Win
A Win-Win By Sabrina G. Langton *** Author's Note: Hi, just a quick, crazy story about a wife actively participating in her CrossDresser husbands sex life. Just a bit of fluff, hope YOU like it.) *** We were laying in bed, sex was done, my wife could now relax for the rest of the month ... Read full Story
Brina Giselle 2024-03-31 1,602 anal Stockings Crossdresser Blowjob pantyhose kissing salon
100%
Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
kelliecdgirl 2024-04-10 1,454 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
100%
My 11 Sex Bucket List and 6 Sexual Habits
My Sex Bucket List : 11 things that I want guys to do for me. 1. Upside Down Deepthroat Ball Deep 2. Blindfolded Gangbang 3. Spitroasting 4. Cum Gargle 5. Anal Creampie Eating 6. Double-sided Dildo Play 7. Double Anal 8. Gay Train 9. Pissing In Asshole 10. Deepthroat with blindfold and c... Read full Story
cdmisato 2024-04-09 1,187 Crossdresser Amateur Asian sissy
100%
Police House Call
My heart was beating a mile a minute when I heard the knock on my door. I was hoping that it might be Beau, or Larry, or if I’m lucky it would be Tom Cobb. He asked me to call him Tommy. I had been thinking about him recently. Bo and I had banged the night before, but I was as horny as ever. Larry w... Read full Story
Regina10 2024-04-19 1,206 Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Guy Fucks Shemale big ass femboy cum in mouth
100%
House Guest
“Hello, baby,” the septuagenarian smiled. “Hi, Misses Pearson. I was just calling to say hi and tell you I got that job in Brennan!” “That’s wonderful,” she mused. “Bill!” “Huh,” the woman’s husband grunted. “Jenna got the job!” “That’s good,” he coughed and went back to watching his favorite t... Read full Story
Faggyboi and Puzziboi 2024-04-26 352 Crossdresser Blowjob Ebony Lingerie Guy Fucks Shemale sissy femboy