Sort by
Relevancy

Free Stories

80%
fuck by my best friend's family
= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... Read full Story
Onikky 2019-06-25 10,005 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
87%
JoHannas Trainingsprogramm
Hallo Freunde, ich bin JoHanna Satin, eine Satin Bitch und Hobbyhure. Leider war ich die letzten Monate aus krankheitsbedingten Gründen nicht als JoHanna aktiv. Jetzt kann ich wieder JoHanna sein ! Ich will wieder als Hobby Nutte auf Tour gehen und Schwänze blasen ! Ich beginne meine Outfits zu sort... Read full Story
JoHannaSatin 2019-10-21 5,991 Crossdresser Amateur Group Sex Big Tits Cumshot Bareback Fetish Big Cock gangbang domination Guy Fucks Shemale Mature cum in mouth
80%
In The Club Part 2
Continuing the story from part 1 After tongue studding deans hard fat knob for a minute my heart was jumping i was just thinking how amazing it must feel in my bottom , i asked him do you fancy coming back to my motel room across the road @ he said yes , i told him the room number @ said i will le... Read full Story
sara gabo 2020-09-16 2,245 Bareback Big Cock Guy Fucks Shemale Club Girl
80%
Amber
The summer after high school I moved into this cheap hotel downtown. I'd been working in the mailroom for a large company, and really needed to get my own place, but I didn't have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I ha... Read full Story
ambersissy 2021-04-23 5,816 Crossdresser Amateur Big Cock Guy Fucks Shemale Interracial cum in mouth
100%
Me encanta ser mujer.
Me gusta verme y sentirme mujer. Me encantan las prendas femeninas y de encajes, los vestidos de tela suave y ligera, la medias veladas, los sostén de encajes, las ropas interior delicadas y de encajes, me gusta maquillarme y pintar ,os labios, me encantan los aretes grandes y con pendientes, los ... Read full Story
IVANNKANAL 2021-06-18 2,694 Amateur Big Tits Bareback Creampie Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale
100%
FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attentionné je suppose ? ... Read full Story
Femboy 2021 2023-02-17 1,401 Stockings Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale Interracial Sex Toys cum in mouth
100%
How A straight tatted white guy turned me out to a femboy
So I met this straight white guy on an app (wont say) hes tatted a bit thuggish and likes black femboys I noticed. At that time in my life I really didnt embrace being femme I was kinda in the middle doing the cute gay twink boy thing. He didnt mind me presenting male he did like black guys or femme... Read full Story
Ezra_Kyle25 2024-07-18 5,285 Crossdresser Amateur Ebony domination Guy Fucks Shemale Interracial big ass Homemade sissy femboy interracial fuck
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 5,926 anal sex sucking shemale
0%
Jo, Shemale Goddess! Part 2
Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had... Read full Story
shemale lover 2011-09-05 4,241 anal sex asshole tgirl
50%
Twisted
"Baby, are you sure this is the place?" Eve squealed a bit too loudly, her voice both high-pitched and thick from the third Cosmopolitan. "This looks so, I don't know; fancy-shmancy for a full on mix-it-up ladyboy bar. I know, I know, this is South Beach and everything here is la-de-d... Read full Story
shemale lover 2011-10-31 5,264 shemales Big Tits fingering oral sex
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 10,393 Stockings Big Tits fucking foot fetish
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,854 big dick tranny anal sex Cumshot orgy facial oral sex
100%
Blushing Bride Chapter 4
Chapter Four: The Hen Party I've already told you all about the night a couple of days before my wedding, the night of my stag party, the night where I got to live out all my fantasies and play the blushing bride, dressing in my soon to be wife Gina's gorgeous white wedding dress and lingerie and... Read full Story
shemale lover 2012-07-21 4,412 big dick shemale oral sex crossdressing
100%
Lady and the Cop continued
The next night Regina got a visit from. Larry the cop who openly declared war on shemales and trannies. He was working a homicide where a trannie friend had been killed in her apartment. Larry was a known shemale hater and he never failed to express his opinions. Tonight he was in her apartment to ... Read full Story
Regina10 2018-03-06 5,050 Small Tits Big Cock Ebony Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
95%
First time
Hi, my name is Sandra. In fact, I'm not exactly a girl, but a CD. Even as a child, I felt different and I used every opportunity when I was left alone in the apartment to dress up, to put on women's clothes, to put on make-up. In time, I started watching porn, as did all my friends. But, unlike them... Read full Story
cd Sandra 2021-10-13 6,182 Stockings Teen (18+) Small Tits Crossdresser blonde Guy Fucks Shemale
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 1,652 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
100%
Groped on the Bus!
In real life I do not crossdress in public, I am not yet comfortable being my true transgirl self, I wear normal men's clothes and I look like a guy. So I look very different from my persona here. So...there I was standing among dozens of strangers at a bus stop. I kept looking up from my phone ... Read full Story
Chrissy Tunnell 2023-03-22 5,688 Small Tits Masturbation Fetish Big Cock Ladyboy Guy Fucks Shemale Frottage
100%
PRIS AVEC DES CONSÉQUENCES ⚧️ ⚧️
Je m'appelle Stephen et je suis étudiant diplômé à l'école de commerce locale. Je suis à mon travail depuis moins d'un an et, en tant que nouveau venu au bureau, je pensais que faire des heures supplémentaires ferait bonne impression sur mon patron. Eh bien, j'ai certainement fait une impression, ma... Read full Story
Femboy 2021 2023-03-24 1,297 Stockings anal sex Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth feminisation forcé attrapé
50%
from sub to dom with ex hard man
i met this ex hard man in a club and he took me home to fuck me hard all over the place , he was a brute and so manly with a massive cock . i used and abused me till i decided to swicth on him and make him my bitch and use him .... Read full Story
TS Kelly 2023-05-11 5,108 Amateur Bareback Big Cock domination Guy Fucks Shemale femboy
50%
KING OF TRANNY CHASERS ENTRY 1
IT WAS AROUND 1AM AND MY GIRL FRIEND GINA AND I ARE GOING AT IT.HER NAKED BODY WAS HANGING OFF THE BED IN DOGGY.HER BIG CARAMEL ASS CHEEKS JIGGLED AS A POUNDED FROM BEHIND. SHE WAS SCREAMING "YES BABY" AND MOANING NON STOP..AS BEAUTIFUL AS SHE LOOKED AND HOW AMAZING HER BACK SHOTS WERE LOOKING..W... Read full Story
Ghostface drillah 2024-07-02 3,099 Amateur Big Tits Masturbation Big Cock Ebony Guy Fucks Shemale big ass Homemade Ass to Mouth cum in mouth
91%
A little office fun
Two days had passed since Scott’s amazing night with Louise. He hadn’t heard from her at all but today he was finally going to see her again at work. He was nervous and excited all at the same time. Scott proceeded to his work desk and worked his day as usual. He hadn’t seen Louise at all throughou... Read full Story
Master VeeJay 2018-01-04 5,087 Big Tits Masturbation Blowjob Guy Fucks Shemale
75%
My first night was making love to a man
First .... My name is Lely Bella Calistia, of course it's the name when I decided to become Shemale. My age is now 28th, I became a shemale when I was 24th, when I first chose to be a shemale because I was obsessed with my ex girlfriend, after parting ,, .. maybe because I really miss her an... Read full Story
Bella Calis 2018-03-13 9,798 Amateur Asian Guy Fucks Shemale
77%
Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
Regina10 2020-09-16 5,867 Crossdresser Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Ass to Mouth
91%
Banana Fetish
I was 27 and single and enjoying being free sort of the ‘sworn to fun loyal to non’ stage in young adulthood. I lived alone in a 1-bedroom apartment and loved working on my motorcycle which I kept in my living room. Most Friday nights for me were jamming out to music, enjoying a few beers and tinker... Read full Story
AllenB 2023-02-16 10,431 Latina Fetish Big Cock Guy Fucks Shemale Interracial rimming Homemade Ass to Mouth Banana ass eating
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,990 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
81%
Husband and wife used by Mr. Big Black Cock
We had decided to take a trip to Vegas and spend some alone time together.. We started off with dinner, then went to hit the tables.. My husband was on a winning streak. He was up at least $1500. I whispered into his ear have fun I'll be in that cute little shop. ok? Then his luck ran out.. and befo... Read full Story
shemale lover 2011-12-18 8,301 shemales gay male interracial sex
71%
Alleyway Adventure
I was on my way home from school and this girl in those tight yoga pants and a shirt that showed off her huge boobs taps me on the shoulder as I walk past her. "Want to have some fun?" She asked smiling. Nodding I said "Yes I would love to." Taking my hand she lead me down the st... Read full Story
HornyCummer2344 2017-09-12 4,755 Big Tits Cumshot Blowjob Big Cock Lingerie Guy Fucks Shemale
76%
The Guy At The Pool
The Guy At The Pool Stepping out of my hotel room for a smoke I saw two young guys at the swimming pool which my room overlooked. One of them was standing outside the pool speaking to the other guy who was in the pool. The guy beside the pool immediately caught my attention, his shirtless bo... Read full Story
pennypenny 2019-10-21 7,168 Crossdresser Bareback Creampie Blowjob redhead Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story
Chrissy Tunnell 2022-12-01 4,130 Small Tits Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature
87%
Confession.
Confession Ok so I’ve never told anyone this and I feel like this is the right place to let it all out. This all started with my first encounter. A friend of mine and I used to be gym buddies. We would work out for an hour or so before heading to the locker room stripping down to our boxers and hea... Read full Story
Streethawk75 2023-04-18 5,447 Cumshot Big Cock domination Guy Fucks Shemale Interracial
84%
My Black Transsexual Goddess
Another day in the City of Ottawa, Ontario. Gosh I am bored. I walk through the corridors of the Carleton University library, yawning and stretching at the prospect of an all-nighter because my take-home midterm is due in the morning. As I make my way to my usual spot on the second floor, a wide-eye... Read full Story
shemale lover 2013-02-21 8,785 hardcore sucking Guy Fucks Shemale Interracial bbw
92%
Issy used by black men
About a year ago while living in a hotel and living there as a Transexual I was used by a young black man as his whore for the night. He moved in about two weeks ago with a couple friends. They where maybe 5 rooms away from me on 1st floor. As the week wore on I would be coimg and going and would... Read full Story
shemale lover 2013-06-26 5,427 sex toy anal sex Cumshot suck Big Cock Guy Fucks Shemale
87%
MY first time with a Tranny
So one night i was feeling super horny, and was jacking off all day, i went our that night and got home super d***k and super horny. i called up my local chatline and started talking to this tranny that told me she was horny as well, one thing led to another and i gave her my address. we talked on t... Read full Story
shemale lover 2013-07-05 18,747 first time tranny suck Big Cock facial Guy Fucks Shemale
69%
Pune crossdresser Night Girl
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... Read full Story
Stud4Shemale 2017-05-22 8,007 Crossdresser Asian Ladyboy Lingerie domination Guy Fucks Shemale cum in mouth
83%
Las Vegas Swingers
It had been over 6 months since I seriously dated someone, and I was getting depressed and in a rut. I had directed my attention to my work and it kept me from feeling sad about my loss of someone I almost married. I had met a transsexual girl that absolutely adored, but she was tragically killed. (... Read full Story
Jon Paul 2018-06-11 10,706 Amateur Guy Fucks Shemale Mature Ass to Mouth cum in mouth double anal shemale + shemale
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 12,522 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