Sort by
Relevancy

Free Stories

100%
Playfull Sexy Shemale LindaTgirl
The overwhelming passion will start. When you date me... it will all start with kisses and wrapping with my legs around your body and showing of her gorgeous smal tits.The, while sitting on your lap I will whisper in your about what will be next.. About what turns me on... about sucking, licking,... Read full Story
TS-Linda. 2022-02-21 2,610 Small Tits Amateur shemale Lingerie escort money latina ass PAWG Pawg Tranny lindatgirl
100%
Shemale fantasy with female squirting
I just finished my mornig coffee at the breakfast bar in the kitchen when the door beel rung. My wife opened the doo and it was one of her hot friends. She invited her to sit at the bar beside me and serve her a coffee. Right before she gives her the coffe she slips something into the brew. Her ... Read full Story
TRTRAIN 2023-05-21 3,658 anal Stockings Amateur Big Tits Big Cock Lingerie Shemale and Girl pantyhose Mature Homemade Ass to Mouth cum in mouth shemale fucks female
78%
Bikini contest
I was at this beach bar in Mt Pleasant SC. There was a bikini contest that day. As I attended, the contest started. I was 23yrs old and the thought never crossed my mind about a tranny. However this was supposed to be all girls. Nobody, including me suspected this girl that won the contest was a tr... Read full Story
jim3801 2017-08-09 19,272 Small Tits Ebony Lingerie Guy Fucks Shemale Interracial Ass to Mouth cum in mouth
100%
Shemale sex on a beach
Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... Read full Story
xanykeyx 2020-05-07 6,271 suck Outdoor Shemale Fucks Guy shemale cum fuck orgasm Guy Fucks Shemale sex climax deep beach sex
92%
Shemale sex on a beach
Had to tell you what happened to me recently. I wrote to one of my favourite shemales last week and was telling her I missed sucking and fucking with her due to the current virus situ. Wished I could travel to see her and have some fun and she told me she was away from home too. I asked her where an... Read full Story
xanykeyx 2020-05-07 8,883 suck Outdoor Shemale Fucks Guy shemale cum fuck orgasm Guy Fucks Shemale sex climax deep beach sex
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 3,152 Crossdresser Amateur Ebony domination Guy Fucks Shemale Interracial big ass Homemade sissy femboy interracial fuck
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 14,101 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
100%
Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
AllenB 2022-09-07 6,479 first time Big Cock Guy Fucks Shemale Homemade sissy travesti cum in mouth
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,512 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
CD/TS Shemale Chrissy Fucked On the Ranch
I met John on the swinger site AdultFriendFinder. He was everything I was looking for: old, in his late 60s, and not rich, but financially stable and independent, owning a ranch that has been in his family for generations. Maybe he could become the Sugar Daddy I am looking for? I am a shaved-smooth ... Read full Story
Chrissy Tunnell 2022-03-04 3,753 Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature
100%
I’m not Proud to say it, but I fuced “Mac” in the Ass!
Yes, I Fucked Mack in the Ass and I’m not proud of telling this story. Even to this day I regret fucking him, but it felt so dammed good. My relationship with Mack started out with a blowjob, this homosexual motherfucker was good at what he did. I’m innocent, I’m green, not knowing that getting my d... Read full Story
lkusex 2021-05-28 3,153 Blowjob domination Guy Fucks Shemale
88%
Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
Regina10 2024-02-14 5,394 anal Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Lingerie Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth
100%
Steve to Stephanie Chapter 1
This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve... Read full Story
shemale lover 2013-01-29 3,919 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
33%
My new Experience with Amy Cute Shemale in Pune
Hi friends i am back with new story. I am mad shemale lover. and keep on finding new shemales for me. This time i got new website to search for shemale www.massagerepublic.com I saw an advertisement of Amy and i liked her. called her and fixed appointment. went to her hotel, which was ok ok ... Read full Story
Stud4Shemale 2021-02-20 6,297 Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale shemale fucks man man-fucking-shemale Indian Shemale Pune
45%
That ass was amazing
another adventure from fb i met a friend thru a relative only thing is he was playing and i was not he asked me if i would fuck this girl not to attractive but with the kind of ass i like plump,juicy u see i,m strictly top and i luv to fuck expecially ass,the bigger the better so i sent her a friend... Read full Story
jrryder 2014-02-18 4,050 tranny suck Creampie ass fucking Guy Fucks Shemale
100%
The Girl Next Door Ch. 03 by derezzed ©
Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... Read full Story
StevelovesTgirls 2019-06-11 18,725 Amateur Shemale Fucks Guy Fetish threesome Blowjob domination Guy Fucks Shemale Ass to Mouth shemale + shemale
54%
Experience with Shemale Kadambari in Pune
PS: this is a genuine experience. Hey, I am back with another story. Let me introduce myself. I am ordinary guy who like to score shemale from Pune. I have already posted one experience with arzoo. So yes let's start, I had a normal chat with Kadambari on what's app discussing the rates. So she a... Read full Story
spidymoto 2020-03-24 6,548 Cumshot Blowjob shemale Big Cock Guy Fucks Shemale indian Indian Shemale Pune Pune Shemale
56%
Big cock shemale from Pune, India
I just saw her profile on Planet Romeo, her name is ID is Kaynat / Muskan. I saw her photos and got attracted to her. I am always a big fan and lover of Shemales or TS. I called her and fixed appointment by negotiating with her for 2500 INR. I went to meet her, she stays in a condominium in ... Read full Story
Stud4Shemale 2017-05-22 96,146 Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
88%
MY FIRST SEX WITH SHEMALE
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous durin... Read full Story
shemale lover 2013-12-01 40,304 first time anal sex suck Shemale Fucks Guy 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 7,582 Crossdresser Asian Ladyboy Lingerie domination Guy Fucks Shemale cum in mouth
100%
Casino Girl
I had been working as a casino dealer for several years and would occasionally meet some very attractive women and chat. Asian women have always been attractive to me, whether the exotic appearance or maybe because my Mom was Pacific Islander, and a lot of people thought I was Asian. Mia was a bit... Read full Story
Jon Paul 2022-01-03 3,020 Stockings Cumshot Bareback Blowjob Asian Ladyboy Guy Fucks Shemale
100%
mushrooms in all shapes and forms
Mushroom season is open! Yummy! I love mushrooms, in all shapes and forms. We were about fifteen mushroom lovers who only get together to pick mushrooms, without any other friendly gatherings! For this last outing of the season, our splendid instructor was accompanied by her cousin, who was sup... Read full Story
hippocampus_171 2023-11-24 6,682 Small Tits Amateur Cumshot Mature small cock big ass bisexual cum in mouth bald men glabrous
100%
TO BE OR NOT TO BE - PART 7
TO BE OR NOT TO BE - PART 7 by Spanky de Bautumn Part 6. Sunny, Mel, and Shari had a heart to heart and Mark took Sunny for a night on the town. I woke up next to Mark, he looked so peaceful sleeping. Was I dreaming? Did I fall asleep and dream that Mark said he was going to take me shopping... Read full Story
SpankydeBautumn 2021-03-01 2,747 Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
100%
My Love Letter To Joanna Jet
I await my goddess on my knees, my heart pounding in my chest as I hear the sound of your footsteps outside my door. You knock and I spring to my feet, opening the door. You enter, pushing me aside and closing the door behind you. You are radiant, tall and curvy, with long black hair, smooth cara... Read full Story
TgirlLover4Life18 2022-04-12 2,409 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy blonde Big Cock Lingerie Mature Ass to Mouth
100%
Letter To Max, My Online Friend
You remember that time I'd landed in LA and found my way to your house? Ha! The look on your face. I wasn't sure at first if you'd be angry with me, which would have been understandable, given that I'd sprung out your PC and onto your front garden. It was worth though wasn't it, lovely Max? I wa... Read full Story
shemale lover 2013-01-10 3,028 hardcore sucking Big Cock ass fucking Guy Fucks Shemale
94%
My Romantic One Night Stand with a Beautiful T-girl.
My Romantic One Night Stand with a Beautiful T-girl. A friend of mine landed a gig DJing at the well known dance club in West Village of New York City. She invited me to check it out. Why not, I had no plans that weekend and she can put me on the VIP guest list. Which means I don’t have to wai... Read full Story
My Shemale Attraction 2019-06-11 7,800 Big Cock Guy Fucks Shemale cum swallowing Love blowjobs cum in mouth My Romantic One Night Stand with a Beautiful T-girl.
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,551 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
88%
Tommy Tries to Make It Up
Tommy Tries to Make It Up I have written about Tommy before. He was the eighteen year old neighbor that always stared at me checking me out, basically eye fucking me and that made me so hot and horny I eventually took his virginity and trained up on being a great lover. Well he had moved out... Read full Story
pennypenny 2019-04-30 6,296 Crossdresser Group Sex Bareback Creampie threesome Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth
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 6,828 Crossdresser Bareback Creampie Blowjob redhead Guy Fucks Shemale Ass to Mouth cum in mouth
50%
SISSY AWAKENING
- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... Read full Story
Femboy 2021 2023-02-17 1,402 Stockings Crossdresser Outdoor Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
100%
The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
chris1989r 2022-01-24 4,852 Bareback Shemale Fucks Guy Ebony gangbang Guy Fucks Shemale shemale + shemale
78%
A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
Mabel Cecilia 2019-05-06 8,159 Small Tits Crossdresser Amateur Cumshot Latina Masturbation Creampie Blowjob blonde Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys Mature self sucking Solo Shemale cum in mouth double anal shemale + shemale
50%
Dame et jardinier
Piotr se tenait sur les escaliers de la villa de Klonowa Street, située dans le quartier à la mode et riche de sa ville. Il était environ midi par un chaud samedi de juin. C'était son dernier arrêt ce jour-là. Il avait déjà collecté l'argent des autres clients avec lesquels il traitait des jardins, ... Read full Story
Femboy 2021 2023-01-24 1,014 Stockings Crossdresser Cumshot Shemale Fucks Guy Fetish Blowjob Guy Fucks Shemale
50%
HOSPITALITÉ DU SUD
Ash regarda sa mère, incrédule quant à ce qu'elle venait de dire. Il comprenait la prémisse de base de ce qui s'était passé, mais le raisonnement qu'elle avait dû le déconcerter. "Pourquoi ?! Pourquoi ferais-tu ça ?!" Il a plaidé, la voix légère et désespérée. Elle haussa l... Read full Story
Femboy 2021 2023-02-05 1,225 Stockings Crossdresser Shemale Fucks Guy Big Cock Lingerie Guy Fucks Shemale
100%
UN RENDEZ-VOUS ROMANTIQUE ⚧️⚧️⚧️
Alex mordilla sa lèvre en fixant le test d'anatomie devant lui. Après une semaine épuisante de finales et de sessions d'étude nocturnes, c'était enfin son dernier test. La liberté était si proche qu'il pouvait presque y goûter. Sa jambe rebondit anxieusement alors qu'il remplissait une autre série d... Read full Story
Femboy 2021 2023-02-17 1,135 Big Tits Cumshot Fetish Blowjob Big Cock Guy Fucks Shemale Futanari cum in mouth
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 1,280 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 2,220 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
50%
Feriengruss 22.07.24
Erneut ging es ins Cruisingworld Kirchberg. Eine herzliche Begrüssung, ab in die Garderobe und dann unter die Dusche. Bereits beim Eintreten hörte ich ein paar bekannte Laute. Als ich beim Zimmer mit der runden Liege vorbei gehen wollte, um an die Bar zu kommen, war kein Durchkommen mehr. Vom Innere... Read full Story
Cheryl_F 2024-09-02 15 Group Sex Cumshot Bareback Creampie Fetish Big Cock gangbang Shemale and Girl Guy Fucks Shemale pov Ass to Mouth cum in mouth shemale fucks female
100%
K*dnapped & R*ped
"You're nothing but a tease, a flirt, you just like to play around and lead guys on," someone messaged me on the swinger site I'm on called AdultFriendFinder. "No," I replied, "I have actually hooked up with guys I met here, I am just very busy." And that is the truth. I work a full-time job and ... Read full Story
Chrissy Tunnell 2022-02-02 3,612 Crossdresser Amateur Outdoor Bareback Fetish Ladyboy domination Guy Fucks Shemale Homemade
100%
I wanna fuck almost everyday
I can't stop thinking to be Double penetrated for two men at the same time.... It makes me feel I'm insatiable gurl... Two Big cocks mmmmmmm after been fucked for so long ... I will never go back... And certainly I will totally satisfied and addicted to it...... Read full Story
Bellasohot 2022-07-13 3,949 Crossdresser Amateur Latina Bareback threesome Big Cock Ladyboy Lingerie Guy Fucks Shemale Mature Ass to Mouth double anal
100%
Surprise Ending (Part One)
My wife is the picture of professionalism from 8 to 5, but after hours she is a sexual dynamo who loves men and women. Throughout our relationship she has introduced several of her gal pals into our bedroom, hot tub, shower, etc...you get the idea. Anyway, two weeks ago she let me know that one o... Read full Story
Chantel13 2022-08-23 5,575 Crossdresser Amateur Group Sex Outdoor Bareback Shemale Fucks Guy threesome Big Cock Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth
41%
My first date with a "shemale"
I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was still young and new to this. I was coo... Read full Story
bmogotti 2020-03-09 13,219 anal first time Small Tits Crossdresser Amateur Blowjob shemale Big Cock Ebony fuck Lingerie Guy Fucks Shemale Homemade motel
50%
Ein etwas anderes Grillfest 31.07.24
Am 31.07. wollten wir eigentlich ein geiles Grillfest in der Ruine Anwil feiern. Leider machte Petrus kurzfristig nicht mit, so dass wir bei Andrea Obdach fanden. Nach und nach fanden alle Gäst:innen bei Andrea ein. Andrea begutachtete, als gute Gastgeber:in, die mitgebrachten Würste, während der G... Read full Story
Cheryl_F 2024-09-02 19 anal Group Sex Cumshot Bareback Creampie Blowjob Big Cock Ladyboy gangbang Guy Fucks Shemale Ass to Mouth shemale fucks shemale cum in mouth
100%
TG Girlfriend moves in
Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... Read full Story
Jon Paul 2022-01-18 5,293 Amateur Cumshot Latina Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale cum in mouth
100%
Surprise Ending (Part Three)
I rolled my dick around her hole to spread the precum off it and lubricate it. The feeling was sensational and I couldn't spend much time easing my way in --I shoved right in the the hilt in one steady push. Karla practically jumped off the couch and screamed. I thought maybe I had hurt her (I am... Read full Story
Chantel13 2022-08-23 4,437 Crossdresser Amateur Group Sex Cumshot Outdoor Creampie Shemale Fucks Guy Big Cock Shemale and Girl redhead Guy Fucks Shemale Ass to Mouth
50%
J'ai enfin goûté la bonne chère/chair
Dépucelée en bon et du forme... Chose jamais osée depuis que je goûte la jouissance par tous les sens et dans tous ses sens... Je la découvris quand elle m'a sourit en guise de remerciement pour lui avoir cédé le passage dans la superette du bled où j'étais pour affaires. Sandales à ses pieds d... Read full Story
hippocampus_171 2022-11-09 1,168 Small Tits Amateur Shemale Fucks Guy Guy Fucks Shemale Mature Homemade Ass to Mouth Vintage cum in mouth
75%
A Big thank you to everyone and what's to come next year!
Hi everyone! This is something of a yearly wrap up that I wanted to write up. First I wanted to thank you all for following me this year ❤️ This was the first year that I decided to start taking this seriously and create content full time. I think I still have a ways to go to improve my content, but... Read full Story
Kate Quinn 2022-12-31 3,400 Amateur Big Tits Big Cock Shemale and Girl Guy Fucks Shemale
87%
Alex
I'm a straight guy! a few years ago, I stubble the cross shemale p***. now I must say, it felt weird, I mean being used to watching females doing p*** on my life. but I have to admit, these shemales that I was watching were passable, and most of all looked very f*******. shemale p*** made my di... Read full Story
Mike212 2018-05-28 6,767 Teen (18+) Small Tits Amateur Blowjob Ladyboy Guy Fucks Shemale
54%
My lifes story, which I want to share it with world!
Since my childhood very beginning every time when I see female to which I am attracted to, I imagine how I would go down on her, I just love to do enjoying it for hours. I am obsessed with cunnilingus and I do it with passion!... and then this happened... I'm still writing my full movie scene abo... Read full Story
Sanitaladyboy 2020-09-02 3,877 Stockings Crossdresser Amateur Group Sex Shemale Fucks Guy Fetish threesome Big Cock Ladyboy Lingerie domination Sex Toys
100%
Steve
So on AFF, I used to be gold but guys will just hit you up, sooo I got hit up by an 8in boy. Wasn't sure I'd want to prep up an 8 so I didn't get all ripped up, but nice profile and a fucks a fuck sometimes. What to wear to get cum in tonight? Still pretty warm, I'll go mini with tighter leotard (mo... Read full Story
smtmsbrianne 2020-09-16 3,645 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Creampie Big Cock gangbang redhead Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Shawshan part2
The summer weather has finally let up and cool evenings where you need a sweater are among my favorite times of the year. Charlene left now from prison and served her time for drug possession. We had become close friends as well as cellmates over the last few months. She no longer cuts her hair as ... Read full Story
Jon Paul 2021-05-20 3,367 Latina Masturbation Bareback Shemale Fucks Guy threesome Guy Fucks Shemale shemale + shemale
100%
How I Became Chrissy the Caged Sissy
I am a sissy, or femboy, or tgurl, or shemale? Well either way I like wearing female clothes and being treated like a girl, especially in the bedroom, and now I also like being locked up in a chastity cage that I wear 24/7 now. This is the story of how I became a caged sissy: "Put it on and ... Read full Story
Chrissy Tunnell 2022-01-27 4,294 Crossdresser solo Amateur Masturbation Fetish Blowjob Ladyboy domination Guy Fucks Shemale Sex Toys Mature Homemade
100%
An Orgasmic Uber Ride
"Chris?" the Uber driver asked me after driving up and rolling down his window. "Yes," I replied and then I got into the passenger seat next to him. I usually ride upfront in Uber rides because I get car sick easily in the back. After fastening my seat belt we were off. The guy was older, maybe ... Read full Story
Chrissy Tunnell 2022-02-18 3,607 Crossdresser Amateur Outdoor Blowjob Ladyboy domination Guy Fucks Shemale Homemade cum in mouth
100%
Surprise Ending (The End)
Karla struggled a bit to get the huge, bulbous head of her cock inside of me. It was like my ass had licked a battery. A charge went through my body that while painful, was exhilarating and exciting. "Ahhh," from my lips was all the encouragement I could offer and Karla took it. She steadily push... Read full Story
Chantel13 2022-08-23 5,634 Amateur Outdoor Shemale Fucks Guy Big Cock Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Lady and the Cop
A cab pulled up to the front door of the Orbit Lounge bar and three curvaceous figures, Regina, Alice and Rita stepped out, paid the cabbie, and moved gracefully towards the main entrance. They were all so jubilant and any observer would suspect correctly that they were already under the influence. ... Read full Story
Regina10 2018-03-02 2,914 Stockings Group Sex Big Tits Lingerie Guy Fucks Shemale Solo Shemale
100%
My wonderful life with Pat : The tattoo
Few hours later Marie and Pat arrived, Marie ordered me to stand-up and kiss me hardly with her tongue rolling in my mouth. She say me goodbye and thank you so much for dinner and the marvelous night, Pat is really lucky with you. I was so surprised i reply by a shy thank you. After Marie has le... Read full Story
jperrot 2020-09-18 4,611 Amateur Outdoor Shemale Fucks Guy domination Ass to Mouth cum in mouth