Sort by
Relevancy

Free Stories

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 8,208 Big Tits Cumshot Masturbation Uniform Frottage
100%
Masturbation Quiz
Basics: Are you male or female? male Age? 35 At what age did you start masturbating? I think around 11 years old How many times a week do you masturbate? nearly every day How many times do you orgasm each time you play with yourself? one Where do you masturbate: In bed? rarely In the showe... Read full Story
Betas84 2020-01-27 3,664 Masturbation Fetish Quiz
100%
Masturbation fantasies 2: Looking for Amanda
Previously: William, a young lawyer who has no luck with women, decide he needs some relief from a live girl. Scared of going with a prostitute, he decides to try out a peep show first. Without knowing that the stripper he chose is kind of special, he ends up in a show with a shemale called Amanda w... Read full Story
ThatEroticWriter 2019-07-24 8,655 Big Tits Cumshot Masturbation threesome Frottage
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 12,203 Cumshot Masturbation oral sex
100%
Hung Alessia Travestita meets MILF
Hung Alessia meets MILF with Giant Clit Several days ago, Alessia a beautiful English Transvestite met a tall slim sexy Canadian woman named Sandra on the internet. They were captivated with each other's nude bodies and genitals. They immediately engaged in a video sex session together. Sandra fu... Read full Story
darrell 2023-08-13 3,796 anal Big Cock deep throat cock sucking milf fisting pierced cum shot muscular big clit Swallowing Cum Hard Body
100%
Barbara and Vikky Part 3
In my mind's eye, the scene was as lurid and downright perverted as anything constructed by any artist or photographer: a confusion of golden curls, shoulders, thighs, tongues and pulsing cocks. The sound was a low, constant mesh of breathing and moaning, grunting and sighing: a languid, private mon... Read full Story
shemale lover 2011-11-08 1,631 shemales Masturbation Mature
100%
Porshe's Escapade Chapter 5
I'm walking through the crowded hotel lobby looking like a slutty school girl hooker, everyone's eyes are on me, and I'm being led by Jeff who is slightly in front of me holding my hand. We head to the elevator and step in just the two of us. I'm a little relieved yet now I start to get nervous of w... Read full Story
shemale lover 2012-09-06 2,508 Cumshot Masturbation Blowjob Big Cock fingering
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 13,505 Masturbation cum orgasm cumshots prostate
96%
A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
JessicaEdwards 2018-08-07 17,812 Stockings Amateur Cumshot Masturbation Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock Lingerie deepthroating Guy Fucks Shemale cum swallowing deep throat deep penetration cum swapping pov Ass to Mouth cum in mouth anal fuck sloppy virgin ass
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 9,026 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
73%
Shemale Masturbation Tube Just For Me
I was just coming back from the gym - damn, lights on the parking lot were flickering again - when I heard this noise. I ran and saw a shady looking guy pointing a knife at a woman trying to unlock her car. "Hey", I yelled, "I'm calling the cops and a dozen big dudes are going to be h... Read full Story
shemale lover 2016-02-24 5,608 sucking cum nipples
68%
My first shemale attraction
My first shemale attraction In high school a group of friends and I obtain a copy of Hustler magazine. Each week one of us will take the magazine home for the weekends, then give it to the next following classmate. It was the weekend of my turn. I rushed home to get started on my masturbation. I ... Read full Story
My Shemale Attraction 2017-07-05 10,235 tranny Masturbation Fetish shemale jerking
66%
An Evening's Pleasure in Plastic Panties
Dear RubberPanties I have enjoyed wearing plastic panties for many years now. Although I don't have any at all the moment, I'll be ordering three pairs next week as a little Christmas present to myself. After the ones I'd had for a several years began to fall apart, the replacements I bought were... Read full Story
shemale lover 2011-12-22 5,161 shemales Masturbation Fetish
80%
The Grass Ain't Always Greener...
Lawn care takes an unexpected voyeurism and exhibitionism masturbation detour I cut grass, mow lawns, manicure shrubs, trim bushes, and plant trees. Right handed and always trimming from the right side, I've never been a switch hitter when using my hedge trimmer, if you know what I mean. Always ... Read full Story
shemale lover 2013-01-16 4,785 Masturbation Blowjob blonde jerking big boobs
100%
How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
cock&heels69 2023-05-25 8,232 Stockings cock Masturbation sucking Blowjob shemale orgasm oral sex porn high heels cum shot first experience
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 16,356 shemales Masturbation Fetish
100%
Alexis Season
"Do you want to know the sex of the child?" Dr. Salinzki asked as he placed the ultrasound's transducer over Anne Williams' belly. "Your baby should be developed enough by to be able to tell with the ultrasound." "I think it would be good to know that, don't you?" An... Read full Story
shemale lover 2011-11-27 3,771 Masturbation cum swallowing erotica romance
100%
Alexis Season Part 2
But it wasn't her dick that was bothering her, really; it was the loneliness. Alexis and John had been going out for two months now, but they'd only gotten to first base and lingered there. No matter how many time he told her that he didn't mind that she had a penis, he simply refused to go any furt... Read full Story
shemale lover 2011-11-27 2,866 Masturbation massage softcore
50%
Dead Ends
* * * My job is simple: I'm a masseuse (code word for prostitute). It used to be fun, too, but, after a while--well, let's just say the thrill is gone. I mean, how many cocks can a girl suck or fuck until the novelty's worn off? (In my case, I reckon the number at about 3,000.) So, I don... Read full Story
shemale lover 2012-01-27 3,078 Masturbation cum massage
50%
Devastating and dominating
Tracy drove the black SUV with her friend Miss K in the passenger side, both of them struggling not to be bored to sleep with the monotonous countryside I-64, the scenery broken up only by the occasional road sign or truck stop. The Madonna CD thumping in the stereo helped matters though, the t... Read full Story
shemale lover 2012-01-29 4,806 Masturbation sucking Creampie Latex fucking
100%
A Slut Is Born
I've always had a magnetic attraction to slender pointy hi-heel stilettos since way back when. And then these wonderful sensual sexy feelings between my thighs every time I see a young lady strutting and teetering around on these fabulously erotic pointy heels. It all started in the 1950s era. The e... Read full Story
shemale lover 2012-06-23 3,023 Cumshot Masturbation Fetish
80%
De l' à l'e, enfin femme
Dès l'âge de 12 ans, j'ai toujours oscillé entre les deux versants de ma sexualité. Mon premier grand amour s'appelait Benoît et, bien que je fus encore très jeune, je ressentais dans mon corps de garçon un émoi que je n'arrivais pas à ide... Read full Story
Lailatvx 2012-07-03 5,996 Masturbation travesti ftiche
100%
Unconditional Love Chapter 8
After a two' hour nap, Alison and I awoke and the first thing we did was make our way to the bathroom to freshen up. I started up the hot water and climbed into the shower and' once she finished relieving her bladder Allie climbed in with me under the hot water and we embraced each other. We kiss... Read full Story
shemale lover 2013-02-04 6,054 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
A SLUT is born...
I've always had this magnetic attraction to slender pointy hi-heel stilettos for as long as I can remember. Even when I was just a kid of around five years old, I used to get these strange feelings between my thighs every time I saw a young teenage girl strutting and teetering around on these f... Read full Story
caroletv31 2018-04-23 6,710 Stockings Amateur Masturbation Ladyboy Lingerie cum in mouth
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 11,502 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
100%
Liberty in Lisbon Part 3
After Olivia had so perfectly taken my anal virginity, we laid in bed cuddling, touching, kissing and her cum leaking from me. I had not been so lovingly caressed for such a long time. It was just perfect. She asked me how I was feeling. I think I said before that I don’t do deep and meaningful very... Read full Story
Rusty12 2020-09-16 3,045 Masturbation Shemale Fucks Guy Blowjob old-and-young 69 sucking
100%
Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
Regina10 2021-02-15 3,854 Teen (18+) Crossdresser Big Tits Cumshot Masturbation Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Homemade Ass to Mouth
100%
Camming down the rabbit hole Ch1
Back in January 2020 I guess I was lucky, I did have a regular job although the pay was miserable and I did have my own place. On my wage all I could afford was a miserable bedsit in a neglected part of town, but on the upside I didn’t have to flat share and it worked well enough for me. The west... Read full Story
Dani_does_Dallas 2021-08-11 5,058 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 5,699 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
50%
Lady Regina
I know that many say that I I’m a coward because I am comfortable living in the closet as a part time female and not expressing my special female side completely. My friends all tell me to go out and have fun and not worry about what people say or think. In spite of that, and because of the prudish... Read full Story
Regina10 2022-07-01 4,696 Crossdresser Big Tits Masturbation Bareback Fetish Blowjob Ladyboy gangbang Lingerie Guy Fucks Shemale Mature pov
0%
SOUMISSION CIEL ⚧️ ⚧️
J'ai regardé les pieds de ma mère se frotter lentement les uns contre les autres, les nylons de ses collants produisant ce son distinct et délicieux pour lequel j'étais si faible. *Suisse* Un pied posé sur l'autre, bougeant doucement et lentement, se caressant dans un mouvement hyp... Read full Story
Femboy 2021 2023-03-18 604 Crossdresser Cumshot Masturbation Shemale and Girl domination Ass to Mouth
50%
LA CRÉATION DE MONICA ⚧️ ⚧️
Je savais. En regardant en arrière maintenant, je me rends compte que j'ai toujours su. Je n'ai jamais rien fait à ce sujet, jusqu'à ce que je sois prêt mentalement, émotionnellement et physiquement. Je suis né Matthew J. Smith au milieu des années 70 en Amérique centrale aux États-Unis. J'ai grandi... Read full Story
Femboy 2021 2023-03-30 699 Stockings anal sex Masturbation Fetish Blowjob Big Cock Lingerie Sex Toys feminization cum in mouth poule mouillé poule mouillée et fille poule mouillée poule mouillée
95%
My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
iconicirish 2023-05-11 8,343 Stockings Amateur cock Masturbation sucking Blowjob Big Cock Lingerie Latex transgender 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 3,585 Stockings solo Amateur Masturbation Asian Lingerie pantyhose Homemade chinese
100%
The Bounty Hunter - Working With A Partner
My boss, Carl Bronson, was pleased with the results of my first case, and gave me more jobs over the next few months. In each, I learned from my mistakes and was able to apprehend my target. Even better, I was finally earning some good money and doing something that was worthwhile and, more importan... Read full Story
shemale lover 2012-01-29 4,170 sucking Creampie cum fucking
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
sagga 2018-09-18 30,036 Teen (18+)
87%
Chris becomes Chrissy Part 2
Mom What was this do my make-up? I was hard as a rock and had not taken any clothes off or put any on.Well I took my clothes to the bathroom and began stripping. As I climbed into the shower I noticed the erection and then remembered all the leakage the previous day. Thinking I did not want soile... Read full Story
shemale lover 2011-08-17 5,153 shemale crossdressing genderbending
100%
1st Transsexual Affair
Paul's cock was hard as a rock and with a penchant for sleeping in the nude, its fat length pressed against luxurious satin sheets. The dream of searching for a urinal or bathroom now became reality. He stretched, groaned and yawned his way off the comfortable bed and padded across the room. The mar... Read full Story
shemale lover 2012-02-04 4,034 cum fuck oral
85%
BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
bkkldby 2019-06-17 13,762 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
75%
Virginia’s Luxurious Evening
West Palm Beach didn’t have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design’s building overlooking the Intra-coastal Waterway. She had been chilly all day, m... Read full Story
shemale lover 2017-07-16 10,813 tranny Big Cock fingering
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 3,982 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
75%
Old Folks Part 2
It had been eleven months since that day when I arrived at Honey and Frank's house. It was about 1am at night as I stood in a quiet street waiting for Frank to pick me up. I had just finished with my last client for the night a good blowjob with him ending up cumming on my face. I was touching up my... Read full Story
shemale lover 2012-01-10 6,640 transsexuals erotica romance crossdressers
75%
Blue collar Master, white collar slave Part 2
About an hour later I was once again naked except for my chastity pouch and my stilettos and once again I was screaming and crying, my body covered with angry red welts from Master Darren's whip. On my knees crying and begging I held his cock in my hands, trying to give the best handjob ... Read full Story
shemale lover 2012-01-13 11,063 torture extreme fiction bondage and discipline
100%
Barbie Jo Adventures Part 6
Saturday When I woke up, I was alone in Harley's bed. I went to the bathroom for the usual thing when you first wake up in the morning. I looked at myself in the mirror and saw me, a guy. I felt embarrassed being in Harley's house with no makeup on. I had a quick shower, borrowed Harley's razor t... Read full Story
shemale lover 2012-02-18 4,147 cum oral face fucking
0%
Shemale
My whole world changed when Brant came into the scene. I was all set to take over from father in the Jann Troika, something I’d been trained for since birth, and doing anything else just never entered my mind. Then I met Brant Tor, a Killian soldier. I’d met Killians before, and like ... Read full Story
shemale lover 2011-09-22 4,692 shemales taboo humiliation
57%
Debbie Part 9
It soon turned out that Debbie wasn't destined to spend the rest of her life as a whore. As she returned to the apartment one night one of Mistress' men was waiting for her. She had only just opened the door, when without a word he cuffed her hands behind her back, gagged her and put a collar and le... Read full Story
shemale lover 2011-12-23 6,163 transgender toys bondage and discipline heavy
50%
Old Folks
I had been cross-dressing for some years, but I had never been with another man. I had been talking on a gay chat site for some months when I found someone who I got on with well. We exchanged photos I was happy with his and he was happy with mine. Deciding to get together, we arranged a date and ti... Read full Story
shemale lover 2012-01-10 7,709 transsexuals romance crossdressers
100%
Fulfilling A Girl's Male Fantasy Part 2
Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relationship, apart from possibly being even more open with each other about our desires. One day a ... Read full Story
shemale lover 2012-04-04 4,177 Stockings anal sex Group Sex Blowjob
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,018 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
95%
Once a Slut Always a Slut
I held my breath – and then I knew I had crossed a line – I had become by my submission, in that instant of time, another individual. I had known Paul Phillips since I had arrived at the local school in the village some 6 years before. We had moved on together to the grammar school in... Read full Story
shemale lover 2015-06-17 11,735 first time shemales Group Sex
0%
Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
shemale lover 2011-10-29 7,361 asshole Fetish Ladyboy
80%
Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
shemale lover 2011-12-23 9,278 transgender toys bondage and discipline heavy
50%
How I Learned To Love Drag Part 9
Standing in front of a full-length mirror in my private cubicle, I was almost ecstatic! Looking back at me was a buff, naked Sharon Stone. The blonde hair was pulled back neatly into a bun. She had that beautiful sultry smile, those perfect teeth, full lips, dark immaculate eyebrows, smoky smo... Read full Story
shemale lover 2011-12-31 2,876 hardcore Fetish erotic encounters fantastic
71%
Becoming A Girl
This is a story how I became my step moms little girl. You see I had a very tragic childhood as a boy and grew up to become the girl I am today. But then again it is not so bad because for some strange reason it does feel very normal to me because it is the way I was raised and at times I have felt ... Read full Story
shemale lover 2012-03-03 7,926 anal sex Fetish fingering Sex Toys
82%
Bikini Boy
I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... Read full Story
shemale lover 2012-06-12 15,112 Cumshot Fetish oral sex crossdressing
100%
Blame Abba
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** Part 1 - Well, I knew I was bound to be caught one day .... *** Thinking back - wow! So much, in such a short time, or at least it seems like that. Whe... Read full Story
shemale lover 2012-07-17 3,935 first time Stockings Fetish crossdressing