Sort by
Relevancy

Free Stories

100%
My shemale initiation
I was alone at home. Wife gone for a vacation. I was surfing the net. I am infatuated with shemales. I looked at redbook and saw a very sexy lady. I contacted her. I drove to her hotel and picked her up. She was gorgeous. As we drove to my house, I asked about the size of her package. She said 9". I... Read full Story
shedawg 2022-04-04 5,452 Amateur Shemale Fucks Guy cum in mouth
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 6,320 Cumshot Blowjob shemale Big Cock Guy Fucks Shemale indian Indian Shemale Pune Pune Shemale
100%
Got my ass pounded in Miami by a tranny escort
Got my ass pounded in Miami by a beautiful tranny escort with a 10 inch thick cock. Years ago I was in Miami for a business trip. Four days just me in my hotel room. I decided to treat myself to some of the X rated channels that my hotel provided. As usual I went straight to the tranny porn.... Read full Story
My Shemale Attraction 2023-01-03 6,683 Amateur Big Tits Masturbation Creampie Shemale Fucks Guy Blowjob
100%
A new start in life
“In life, finding a voice is speaking and living the truth. Each of you is an original. Each of you has a distinctive voice. When you find it, your story will be told. You will be heard.” John, living outside Boston, being your average accountant working with Gillette, had gone through a messy di... Read full Story
Jon Paul 2024-05-09 2,504 anal Amateur Shemale Fucks Guy Big Cock Guy Fucks Shemale small cock big ass
100%
The 10 in Bay 10
On the USS Corinth, there were 10 bays - the first bay was for the captains and their personnel, the second bay for first class, the third bay for business, and so on. The back bays were reserved for the ship’s workers. All the way back in bay 10 was the engineering bay. Those in bay 10 rarely inter... Read full Story
sevon 2022-10-03 4,699 Cumshot Bareback Big Cock Futanari shemale + shemale
100%
Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
Chrissy Tunnell 2022-02-03 4,956 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
100%
My Sugar Daddy Fucked My Girlfriend...And I Joined In
I am a shaved-smooth, boyish bisexual male slut. At 43, I still look and feel young, and I enjoy the feel of and attention from older men, the older the better, 55 and up, with gray hair, wrinkles, and very hairy chests and bods. My Daddy, a 70-year-old White man that fits this description, "owns" m... Read full Story
Chrissy Tunnell 2022-04-12 2,660 Crossdresser Amateur Shemale Fucks Guy Fetish Blowjob Ladyboy Shemale and Girl Guy Fucks Shemale Mature cum in mouth double anal
100%
Swallowing My First Shemale
Nitromethane It's been a couple of years now that I've been intrigued by shemales, and though I've met up with a few I've met online, I've still not gone any further than some stroking or letting them blow me. I'm not sure what my hangup is, since I can't seem to stop watching these gorgeous gir... Read full Story
Gwapo67 2022-01-18 3,838 Latina cum in mouth
100%
C'EST LA PATRONNE
Le rêve est mort. L'écriture était ma passion, mais cela n'a jamais servi à rien. La réalité a une mauvaise façon de vous rattraper, déchiquetant vos désirs dans son sillage. Ce cycle d'épargne et de vie de ces économies s'est progressivement révélé intenable et maintenant, à ving... Read full Story
Femboy 2021 2023-02-06 1,441 Stockings Shemale Fucks Guy Fetish Futanari cum in mouth shemale + shemale
50%
DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
Femboy 2021 2023-03-23 817 Stockings Lingerie Shemale and Girl Guy Fucks Shemale Interracial cum in mouth 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 11,790 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
50%
champignons sous toutes ses formes et façons
La saison des champignons est ouverte! Miam... J'adore les champignons, sous toutes ses formes et façons. Nous sommes une quinzaine d'amateurs qui se retrouvent uniquement à l'occasion des ceuillettes de champignons sans aucun autre rassemblement amical! Pour cette dernière sortie de la saison,... Read full Story
hippocampus_171 2023-11-24 552 anal Small Tits Amateur Masturbation Mature small cock big ass bisexual Homemade cum in mouth bald
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 13,016 anal first time Small Tits Crossdresser Amateur Blowjob shemale Big Cock Ebony fuck Lingerie Guy Fucks Shemale Homemade motel
50%
IODE VIOLET ⚧️
Meranda avait fait partie du projet militaire d'Athéna. Elle était, très grande pour une femme, environ six trois. Elle se réveillait toujours à six heures sans problème. Ensuite, elle faisait ses cent pompes. Malgré son conditionnement, elle avait toujours une taille de poitrine substantielle q... Read full Story
Femboy 2021 2023-02-11 914 Teen (18+) Crossdresser Fetish Futanari cum in mouth shemale + shemale
50%
Rassemblement d'alumni pas comme les autres;
Un rassemblement d'alumni pas comme les autres; 'Mer/Sable/Soleil' et pourquoi pas 'Sex' dans un club de vancance; nous nous sommes rassemblés pour fêter les 40 ans de notre 1ère rencontre en fac. La seule règle était de venir sans compagne pour revivre nos jours de 'frosh'. avec les ca... Read full Story
hippocampus_171 2024-06-13 56 anal Amateur Masturbation Sex Toys Mature small cock big ass Ass to Mouth cum in mouth
50%
LES VACANCES DE BILLIE
Billie ferma la portière de la voiture avec un bruit sourd et laissa échapper un gros soupir. Elle était à peine rentrée depuis deux jours et déjà ses parents la rendaient folle. L'université avait été un enfer ces deux derniers mois, et elle avait vraiment espéré que cette semaine à la maison s... Read full Story
Femboy 2021 2023-02-06 707 Fetish Blowjob Big Cock Guy Fucks Shemale Futanari cum in mouth
50%
💕 TEMPÊTE DE NEIGE DU VENDREDI SOIR ⚧️
Il était tard, près de minuit un vendredi soir glacial, au milieu de février, lorsque je me suis retrouvé au volant d'une tempête de neige absolument aveuglante. Après avoir écouté les bulletins météo à la radio toute la journée, j'étais certain que je pouvais battre la tempête à la maison. Ils avai... Read full Story
Femboy 2021 2023-02-17 479 Crossdresser Fetish Blowjob Big Cock Guy Fucks Shemale cum in mouth
50%
Avantages sociaux ⚧️ ⚧️
Shawn a montré son badge d'employé à l'agent de la TSA et a été conduit au détecteur de métaux. Il a rapidement glissé du cordon en le plaçant dans un petit bac pour faire un tour sur le tapis roulant. Une fois qu'il a été entièrement autorisé, il a récupéré ses affaires et s'est éloigné du point de... Read full Story
Femboy 2021 2023-02-17 629 Crossdresser Fetish Blowjob Big Cock Guy Fucks Shemale Interracial cum in mouth
50%
LA PLUS HEUREUSE DES FINS BÊTA PUBLIQUE ⚧️ ⚧️
La journée de travail avait été longue et difficile et la tension causée par la date limite du projet qui approchait à grands pas montait. David savait qu'il avait besoin de se détendre d'une manière ou d'une autre, mais Allie, son autre significatif, était également stressée par son travail et aucu... Read full Story
Femboy 2021 2023-02-21 628 Crossdresser Group Sex Shemale Fucks Guy Fetish Blowjob Big Cock Futanari cum in mouth
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 2023-02-17 982 Big Tits Cumshot Fetish Blowjob Big Cock Guy Fucks Shemale Futanari cum in mouth
50%
MA MAÎTRESSE MIRACLE
Sam tapota nerveusement ses doigts contre le verre à moitié plein. En règle générale, vous êtes censé boire un coup avec une gorgée, mais sa tolérance à l'alcool n'était pas exactement la meilleure et le bourbon dans la tasse servait vraiment plus de courage liquide à ce stade. Cela faisait ... Read full Story
Femboy 2021 2023-02-05 1,083 Stockings domination Sex Toys Futanari Ass to Mouth cum in mouth shemale + shemale
63%
Sexy Masturbation In Free Shemale Chat Rooms
Having had a long day at work and driving home enjoying the wonderful early fall sunset, I was starting to be kind of romantic… Maybe not that romantic, but I felt like having a nice girl next to me to cuddle and scoop with. The more I was thinking about cuddling and scooping, the needier I w... Read full Story
shemale lover 2015-12-13 7,414 shemale Big Cock jerking off
80%
One night Transtand ;)
One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... Read full Story
BalkanLoco91Ri 2019-10-24 8,875 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth
95%
Sensual Ebony - Sexy Transsexual Escort…
Ebony stood before me with her hands on her hips. Her smile was one that I would remember for a long time especially when she explained that she wanted to show me how she could please a man. That man was me. And she wanted turn my fantasy into a reality. She leant forward showing me her firm tits... Read full Story
shemale lover 2015-10-21 9,382 cock asshole licking
100%
I need some advice
I’m so emotional today. I haven’t been able to spend quality time with my bf in weeks. Let me explain. Me and my girlfriend both work from home now so I haven’t been able to get away for long to see my side nigga. Today was supposed to be the day we actually got to spend the day together. My girlfri... Read full Story
Wet boy kitty 2021-02-01 2,459 Crossdresser Amateur Cumshot Masturbation Bareback Creampie Ladyboy Lingerie Ass to Mouth cum in mouth
90%
DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
CD DIXIE IN NH 2016-05-10 10,150 Big Cock cumming sperm ebony cock
84%
SUMMER VACATION by Spanky de Bautumn
In our house, it was a well-known secret that my mother kept her change in the top drawer of her dresser. The same drawer she kept her slips, chemises, panties, and all other satin, nylon, or lacy ladies undergarments. During the summer, my brother and I would run to that wondrous drawer when... Read full Story
SpankydeBautumn 2021-01-22 12,572 Small Tits Crossdresser Cumshot Masturbation Fetish Blowjob Lingerie Shemale and Girl cum in mouth
66%
Adventures of Shemale Sandra Part 2
Sandra thought about Jeff all through the next day. He had been her first, and she could still recall their experience as if it had happened only moments ago. She could feel his rough hands on her tender flesh; his sweat falling in beady drops on her soft belly; his stiffled grunts echoing in her ea... Read full Story
shemale lover 2011-09-03 4,338 sucking shemale nipples
87%
The Ebony TS of my dreams
This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again. It happened about ... Read full Story
shemale lover 2012-04-02 4,391 Blowjob Ebony missionary position
78%
Getting dressed one second, cum dripping from my thong the next.
So, I was going to write a cute little story of how excited I was to see my friend tonight. We hung out last week and didn't do much, but cuddle. But, ever since that night I have been craving a hard cock inside me. All I've thought about is sucking his dick until his cum is running down m... Read full Story
Shiloh Patutie 2017-04-29 6,631 Masturbation Guy Fucks Shemale panties Solo Shemale cum in panties
40%
See Me At Shemale Cam Tube
I was dressing when I heard a new e-mail arriving. "You're hot as hell on Shemale Cam Tube", he wrote, "Wanna meet me 4 lunch? Promise to be a gentleman!" It was cute, especially coming from such a skinny guy. I'm a big girl - over six feet, with strong legs and huge breasts whic... Read full Story
shemale lover 2011-08-09 6,369 asshole Blowjob shemale
50%
mi primer scort shemale
Hola me llamo Antonio, por mucho tiempo tuve la curiosidad de experimentar el sexo con una shemale, asi que me di la tarea de cumplirme y quitarme esa curiosidad. Busque una pagina de scorts muy conocida aqui en mexico, una shemale que me gustara; y que creen la encontre. El siguiente fin de sema... Read full Story
discreto28 2018-11-15 4,496 Shemale Fucks Guy Big Cock Lingerie cum in mouth
91%
Masturbation fantasies: Amanda, queen of the peep show
A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... Read full Story
ThatEroticWriter 2019-07-24 8,416 Big Tits Cumshot Masturbation Uniform Frottage
80%
Buffy the Shemale Vampire Slayer Part 13
Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... Read full Story
shemale lover 2011-08-23 3,716 Masturbation pussy shemale
80%
Dicked down by 9 bbc shemale
One of my current fantasies was to be picked down hard. No talking, no foreplay, just a sissy cunt for a hard shemale cock. Woke up at 4:30am Sunday morning with the thought today has to be the day. Sissy had been up playing with her toys Saturday night and was quite frustrated knowing the real t... Read full Story
tsPnP Whore 2017-02-23 11,686 Amateur shemale erotica bbc reality dicked
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 16,540 shemales Masturbation Fetish
100%
Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
the greatest liar 2019-06-18 7,547 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
100%
Buffy the Shemale Vampire Slayer Part 15
The Slayer looked at the witch's ass. It was beautiful, she thought. Round and smooth and creamy white, each buttock seemed a half moon. Willow's impaled anus showed within the deep cleavage between the silken globes, its rim riding the stiff cylinder of Buffy's cock as she plunged it into the witch... Read full Story
shemale lover 2011-08-23 4,374 anal asshole shemale
100%
Cat hat einen riesen shemale Schwanz
In meinem zweiten Studienjahr fing ich an, mich mit einem der heißesten Mädchen auf dem Campus zu verabreden. Wir hatten uns in meinem Kurs Geschichte des Römischen Reiches kennengelernt und verstanden uns von Anfang an Ich brauchte fast ein ganzes Semester, bis ich den Mut aufbrachte, sie um ein Da... Read full Story
jimyblue 2021-11-22 3,365 Bareback Shemale Fucks Guy Big Cock cum in mouth
80%
Buffy the Shemale Vampire Slayer Part 14
"Let's get this over with," Buffy suggested. "The sooner we start, the sooner I kick your demon ass." Baphomet smiled. "You will fuck the witch," he said, "while I fuck you." Buffy shook her head. "Willow's my best friend. I can't-" "Th... Read full Story
shemale lover 2011-08-23 5,008 anal sex asshole Big Cock
80%
First time shemale encounter
Lets start off by saying this a very true story, one that i love to re-live over and over. lets begin I was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very ea... Read full Story
iloveshemales112 2011-12-17 9,365 Latina Bareback Shemale Fucks Guy Big Cock
95%
Mai
When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school kids do. His family was from the Phillipines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. ... Read full Story
Zöe from Kingston 2018-08-09 11,312 Cumshot Bareback Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale Interracial cum in mouth
100%
Porn Cinemas and GinaG
I really like porn cinemas, there is a certain seediness and sleaziness about them that makes them alluring to me. My problem is that living as I do in the south of the UK, there are no porn cinemas anywhere near me. Fortunately, I travel in my job quite a bit and so can get to cinemas in Birmingham... Read full Story
GinaG 2019-01-08 3,348 Stockings Crossdresser Amateur Cumshot Masturbation Blowjob Lingerie Mature cum in mouth shemale + shemale
90%
My first shemale encounter
I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, and I had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So ... Read full Story
shemale lover 2014-08-17 8,757 licking sucking shemale
68%
Shemale Porn Photo On The Wall Of Her Room
She was a truly hot shemale that I’ve been seeing for a couple of months now, from time to time. She had some really big tits and a dick that didn’t really get in our way much. It really wasn’t all about the sex. I loved talking and even cuddling with that girl. We talked about ... Read full Story
shemale lover 2016-06-12 6,473 asshole shemale Big Cock
66%
My Shemale Cams Extravaganza With The Boys
It was a beautiful late night and I decided to take a stroll home after work. Home was literally about 10 minutes away and I loved the feeling of the late night breeze in my hair. The day was long and daunting. All I could think about was the shemale cams videos I viewed while at work. While most... Read full Story
shemale lover 2011-08-11 2,901 anal sex Creampie shemale
33%
My First Shemale Encounter
"Wow!" I told Bob. "These chicks are all drop-dead gorgeous. What's the catch? Are they all hookers?" Bob grinned and shook his head. "No, Phil" he told me, continuing to smile. "All these girls are shemales". I must have looked confused, because he expl... Read full Story
shemale lover 2012-05-08 2,697 Stockings Blowjob big boobs
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 13,749 Masturbation cum orgasm cumshots prostate
90%
White dress!
It had been a long and hot day that sunday! Some friends opted the idea to go drinks and have a cookout, little did i know how the night would end. By the time it got to midnight we were all drunk and wanted more action so we decided to head to one of the local bars for more drinks and see if we fo... Read full Story
PeterPiper 2018-03-22 6,045 Masturbation Bareback Mature Ass to Mouth cum in mouth
100%
First fuck in public ;)
You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... Read full Story
BalkanLoco91Ri 2019-08-26 3,780 Stockings Teen (18+) Amateur Big Tits Cumshot Outdoor Masturbation Bareback Creampie Blowjob Big Cock Uniform domination Homemade pov 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 6,030 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 8,697 suck Outdoor Shemale Fucks Guy shemale cum fuck orgasm Guy Fucks Shemale sex climax deep beach sex
100%
think about cock all the time
i find myself looking at chicks with dicks all the time. i love them. they turn me on so much. i cant stop thinking about being with one and im going to be with one very soon. i cant wait to swallow all of her shaft. every inch of it. and when she starts to cum i will suck it in deeper. fuck that tu... Read full Story
jenny green 2022-01-05 2,515 Crossdresser Cumshot Bareback Blowjob Big Cock Mature cum in mouth shemale + shemale
66%
Kinky Alexander And Our Hot Young Shemale Tube Movie!
Being different is not easy, and it can certainly be a rough ride. But I found my passion and I started making young shemale tube movies. It all started at a bar one night! I didn't want to get attached or have a serious relationship. I was alone and I haven't had sex in a long time, I was aching fo... Read full Story
shemale lover 2015-12-19 4,652 anal shemale oral sex
58%
Porno Mobile Shemale Video
I have been always turned on by shemales, but somehow I couldn't find any that would like to be with me. That's why I was always watching shemale movies and I even had several porno mobile shemale videos on my android. I was always fascinated by the fact that I could sleep with shemale and touch her... Read full Story
shemale lover 2016-04-28 11,027 asshole Big Cock oral sex
100%
Buffy the Shemale Vampire Slayer Part 5
By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... Read full Story
shemale lover 2011-08-19 3,628 hardcore celebrities shemale