Sort by
Relevancy

Free Stories

100%
The Big Tiddy Goth Girl
Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... Read full Story
KaceyKlarissa 2024-02-23 5,084 Crossdresser Big Tits Cumshot Masturbation threesome Big Cock Shemale and Girl small cock big ass sissy femboy cum on tits goth
100%
Sweet Sherri
"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... Read full Story
shemale lover 2011-10-31 5,700 Big Tits transsexual big ass
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 8,623 Big Tits Cumshot Masturbation Uniform Frottage
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 9,027 Big Tits Cumshot Masturbation threesome Frottage
50%
Transsexual Sisters Chapter 5
Part 5: A friend is forced to say goodbye Cassie had made things right with Michelle and Nicole. She now had to square things with Randy. She found him in the hospital lounge. "Hi Randy, can we talk?" "About what? I think you made things pretty clear the other night." ... Read full Story
shemale lover 2012-09-08 2,951 Cumshot Masturbation threesome ass fuck
80%
A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
shemale lover 2011-12-06 11,688 Bareback cum ass fucking slave
100%
I fucked my personal trainers ass for the first time
I greeted him on my bed in my sheer black lingerie. I knew he’d be nervous, and truly I was as well. We’d spend so much time in the gym together and I knew he wanted me, but taking that next step was sometimes difficult, especially when our relationship was always professional. Posing for him, I r... Read full Story
Madison Heights 2023-05-18 7,203 anal Shemale Fucks Guy Big Cock Frottage
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 5,938 sucking cum nipples
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 6,251 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
50%
My erotic dream
Over the past few years I have been thinking about one very important thing.To jerk off all the time and to think about beautiful, sexy trannies who want you to fuck them for the rest of your life. I give in to temptation and when I see cum on my face, that's when a strong orgasm calls to action. In... Read full Story
Kalio 2024-03-06 4,499 Cumshot Masturbation Shemale Fucks Guy Blowjob big ass Compilation
100%
And I Love Cis Girls Too
This is a fantasy I wrote for a cis-gendered woman I met in a chatroom who simply asked me what kind of titties I like. My hope is that reading it might make someone as horny as it made me while writing it. Enjoy. I like your tits. I'll make this as clear as possible. Your breasts are ex... Read full Story
Hardrock51Fifty 2024-05-15 3,169 Amateur Big Tits Cumshot Masturbation Big Cock
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 6,215 Masturbation Bareback Mature Ass to Mouth cum in mouth
75%
Sanctuary
Old habits die hard. Jamie Lee was reminded of the truth of that aphorism the day that she forgot to use the ladies’ room. As a transsexual who’d undergone counseling and was presently taking daily doses of estrogen both to repress her testosterone and to maintain her breasts, softened s... Read full Story
shemale lover 2012-09-03 3,067 Crossdresser Masturbation Big Cock
68%
Next time fucking her cross dressing husband and bred his wife
Wachenheim dressed up in a pretty skirt and loose blouse with his wife watching walked up to and knelt between my legs. He sucked my thick long black cock. His wife watched and masturbated as he worked my cock deep in his mouth. She knew as soon as I did him that she ws next. It was her wishes for t... Read full Story
Rocky Wachenheim 2014-09-23 4,606 Crossdresser suck Masturbation Big Cock cd
62%
Alleyway Adventure
One day after school I am walking to a coffee shop and I notice this hot chick waving at me to come over to her. She is wearing a tight pair of Lululemon yoga pants and only a bra on top. As if in a trance I walk over to her and she smiles. She leans over and whispers in my ear "Do you want to ... Read full Story
HornyCummer2344 2017-09-12 10,583 Big Tits Cumshot Masturbation Lingerie Ass to Mouth cum in mouth
100%
sex-agenarian's onanic lust
An onanic lust of a sex-agenarian that I am; I'M IN BIG HEAT; it's the season of bodily reunions in nature... I'm like an elephant(e) waiting to be satisfied. My cloaca is starting to titillate at the mere sight (look hah!) of a guy's swollen crotch on the street... I activated all my sensors to sa... Read full Story
hippocampus_171 2024-03-09 4,426 anal solo Amateur Masturbation Creampie Sex Toys Mature small cock
87%
I love cock!
• Hey guys I’m Jay, let me tell you how I learned I love cock. My first time was in college, and I know they say it’s a time to experiment. But boy did I learn a lot about myself. Like most kids I had a part time job for some extra cash. One of the guys in my department was an older heavyset guy nam... Read full Story
lkusex 2021-06-03 6,151 Amateur Masturbation Big Cock cum in mouth
100%
Catching up with the biggest cock
I have recently written with an account from my diary about the biggest cock that I’ve ever seen and someone saw the experience and wanted to know more as I had said that I met him a few times. So, I can bring that right up to date now because I have recently been to see him again. But let me go bac... Read full Story
lkusex 2021-06-03 11,067 Masturbation Big Cock Ladyboy domination self sucking Ass to Mouth Vintage
50%
lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 4,890 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
50%
An alumni gathering like no other
An alumni gathering like no other; Sea/Sand/Sun' and why not 'Sex' in a vancancy club; we got together to celebrate the 40th anniversary of our 1st meeting at university. The only rule was to come without a partner to relive our 'frosh' days. with friends of whom I had lost all trace, a... Read full Story
hippocampus_171 2024-06-13 2,604 anal Amateur Masturbation Blowjob Sex Toys Mature small cock big ass Ass to Mouth cum in mouth
100%
Quickie at the Mall Food Court
I was in the food court at the mall just a few blocks from my office. The mall wasn't doing very well since a new, bigger mall and a series of big box stores had been opened at the next exit, and half the stores were closed. The food court itself had lost two more restaurants, and there was a pretty... Read full Story
shemale lover 2012-09-04 4,513 Cumshot Masturbation Big Cock Guy Fucks Shemale condom sex
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 7,016 Amateur Big Tits Masturbation Creampie Shemale Fucks Guy Blowjob
50%
A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
shemale lover 2012-03-18 7,332 Group Sex Masturbation sucking Sex Toys
95%
T-Girl University
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... Read full Story
shemale lover 2012-09-05 14,959 Cumshot Masturbation Blowjob ass licking redhead
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 9,630 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
100%
Sweet Encore
I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... Read full Story
Regina10 2024-05-09 3,465 Crossdresser Big Tits Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale big ass Ass to Mouth
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 2,401 Amateur Big Tits Masturbation Big Cock Ebony Guy Fucks Shemale big ass Homemade Ass to Mouth cum in mouth
100%
Edging lessons for Hannah
Hannah and I began spending our weekends together. She didn't have a job and I was always free those days so every Friday or Saturday night became sleep over night where we could be two 18 year old sissies, doing each others makeup, playing dress up and sharing our deepest desires. Now that our rela... Read full Story
KaceyKlarissa 2024-01-25 3,919 Crossdresser Amateur Cumshot Masturbation Fetish Big Cock kissing Homemade sissy romantic cum swap edging teen (18+)
90%
Liberty in Lisbon Part 1
My wife and I started to plan early retirement. We planned to take trips and live in various parts of the world for a few months here and there. Of course enjoy the grand kids more. Then my world changed. All plans out the window. I was suddenly by myself. The thing I wanted to get away from most, m... Read full Story
Rusty12 2019-06-28 8,257 Amateur Big Tits Cumshot Masturbation Blowjob Big Cock Frottage
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 2023-03-17 5,245 Crossdresser Amateur Masturbation Ladyboy Guy Fucks Shemale Frottage
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 5,264 Small Tits Masturbation Fetish Big Cock Ladyboy Guy Fucks Shemale Frottage
100%
Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
kelliecdgirl 2024-04-10 4,158 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
92%
Lola - chapter one
This is a fantasy but with a lot of inspiration from real life experience. More chapters to follow. Chapter 1 So now I knew, without a shadow of a doubt, what it was that caused this familiar smell in my house - and where it came from. When I got back home my laptop was lying open on the kitc... Read full Story
BellaBeau 2023-10-05 6,254 anal Amateur Cumshot Masturbation Bareback Blowjob Guy Fucks Shemale Frottage Homemade
100%
Maddie and the public bathroom antics
I had put on my lingerie and my dress underneath my manly clothes and was preparing myself to go to a public bathroom. The idea was to enter a cubicle, take off my boring man clothes and sit there looking like a sexy sissy where I could video myself on my smartphone. I needed some hot new pics, so I... Read full Story
sissymaddiex 2023-01-06 4,100 Crossdresser Amateur Cumshot Masturbation Bareback Blowjob Lingerie cum in mouth
89%
How I Became a Girl
My name is now Stephanie, once it was Stephen. I would like to relate how I was turned into a girl (really a transvestite slave) by the beautiful young lady who has become my mistress. I have always felt that I should have been born a female. I definitely have female traits. I have a very feminine... Read full Story
shemale lover 2018-12-30 13,866 Masturbation pussy little cock
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 12,099 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%
More Dirty Sex with Tania. Part Two
Luckily most of the guests at the Premier Inn had now checked in so when we both went down through the reception area it was again deserted except for the receptionist who only acknowledged the door key being placed on the counter. There were a couple of people in the car park but most were only int... Read full Story
shemale lover 2014-04-09 5,158 anal shemales Masturbation
50%
I'M A DIRTY WHORE EXPOSED TO PUBLIC HUMILIATION
There are people on porn sites who hunt down people like me and make me a world famous whore. They download all my photos that I publish. Sometimes they add descriptions to photos. They share my photos on all known porn sites, forums, chat rooms. More and more people have my photos. Some people edit... Read full Story
QUEEN HARLOT 2022-02-14 3,172 Big Tits Cumshot Blowjob public humiliation cum in mouth double anal whores humiliated whorehouse degrading degraded public humiliation
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,760 Masturbation Blowjob blonde ass fucking big boobs
50%
An Appreciation Part 1
Andrea Dworkin has long opposed pornography. She has also rejected erotica. This essay is a refutation of Dworkin's position. Allow me to begin with a quote from a SilkyOne Literotica story, "Silky 09.' Someone tells Silky (the eponymous heroine of the Silky Series) that she is Gorgeous. ... Read full Story
shemale lover 2011-09-07 3,715 threesome Big Cock tgirl
100%
Being Shemale Part II
After sometime the driver left. Night Two I was again ready by 10 Pm as usual wearing make up and sexy night outfit. My push up bra helped my breast look very attractive looked perfect with my slim body I was standing as usual in the balcony around 11 PM and the driver stopped by again.... Read full Story
babydriver 2024-06-04 3,536 Amateur Shemale Fucks Guy Big Cock Asian Ladyboy Lingerie domination small cock big ass Frottage sissy femboy
100%
A Tranny Whores Tale
Ok, so I love tgirls. Absolutely adore them. I've had many experiences at this point, but want to share one. I looked around in the local paper and found this one TS escort. It was early morning (about 5am) and I went to see her. Even though I have had experiences, I get enthralled with nerves and e... Read full Story
shemale lover 2011-10-19 3,950 first time asshole oral tgirl
100%
MY First Time with a non-binary/cross-dresser
After I had graduated high school but before I had left for college: I was hanging out with a friend and a friend of theirs at their friend’s house. For the story let’s call my friend Dan and his friend Charles. We were watching some movie on Charle’s (parent’s) big TV. Charles gets up eventually an... Read full Story
ghostpeople 2019-03-12 7,273 first time Crossdresser Amateur Group Sex Cumshot Bareback threesome Frottage Homemade sissy blow job condomless
100%
Reshooting the Scene, Chapter 1
I have been a porn aficionado since I was a teenager. My first dabblings were with Hustler magazine and a *very* hardcore mini-novel called “Her Busted Asshole,” which told the raunchy story of Ginny Cummings’ sexual coming of age. In addition to the very graphic story, it had full color glossy p... Read full Story
Lovelace 2021-06-07 4,730 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
90%
Saving My Marriage
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com It was our anniversary. Today made five years that my wife and I have been married and we were taking a road trip to celebrate. I chose our destination but I let her choose all of our a... Read full Story
therefill05 2021-02-16 6,293 Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob Big Cock Ebony domination Sex Toys cum in mouth
100%
Horny Writing A Strange Habit
I enjoy watching videos which I can Vicariously live. This is nothing more than my horny hobby, an amalgamation of various thoughts. My form of hands free edging. Spell checked only, "No I haven't proof read a first draft, not trying to publish masterful works here." Hope to hear from those w... Read full Story
Araina 2021-03-08 2,867 Crossdresser Amateur Big Tits Cumshot Bareback Fetish Blowjob Big Cock Guy Fucks Shemale Frottage Homemade Ass to Mouth cum in mouth
100%
Wife got suspicious...
Wife got suspicious... I ended up having a relationship with a married man I'll call Tom. I didn't know he was married until he told me we had to stop kind of like dating because his wife was getting suspicious. We met online, he was a guy who liked crossdressers like me. He was pretty cute... Read full Story
Kellygirl81 2024-06-18 2,711 Stockings Crossdresser Cumshot Lingerie Frottage cum in mounth
50%
Spy Girl
Vicki stood in the dark doorway as she watched her mark, Ivan Patrinkov, approach up the empty street. There was no way he would be able to see her where she stood in the shadows. She wore a skin tight leather jumpsuit with black low-heel boots. She would have preferred to have on a pair of stiletto... Read full Story
shemale lover 2011-11-09 4,847 anal sex shemale Frottage
100%
A man & Two Hung Shemales meet in Art Gallery o
I spent a week of absolute extreme erotic ecstasy with Stan. I used his throat and ass multiple times a day. He also fucked and fisted my ass as well. It is a week of total decadence debauchery and depravity. In the late afternoon, Stan and I decide to visit a local art exhibit so we can get out ... Read full Story
darrell 2024-02-02 5,554 anal Cumshot Big Cock Frottage deepthroat shemale + shemale swallow cum
100%
The Dark Backwards Continues
I jerked off several times while watching the SULKA video. At this point I wanted more. I returned the videocassette to the video store and made my way towards the darkness that was the ADULT section. I opened the door and there were several people in the room. My excitement turned to fear. Fear of ... Read full Story
Bryanferryfan 2015-11-16 4,136 suck oral sex dick transsexuals erotica
85%
THE DARK BACKWARDS CONTINUES 2
I jerked off several times while watching the SULKA video. At this point I wanted more. I returned the videocassette to the video store and made my way towards the darkness that was the ADULT section. I opened the door and there were several people in the room. My excitement turned to fear. Fear of ... Read full Story
Bryanferryfan 2015-11-16 3,247 tranny shemale jerking hard dick transsexuals
100%
I FIND MY ROAD IN SYGKROY
My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... Read full Story
ANASTASIS CD CRETA 2014-12-03 4,031 first time Creampie Blowjob ass fucking 69 cd
74%
Sexy Young Shemale
When I was twelve my next door neighbors Sam and Ted trained me in the art of cocksucking and creamy yummy delicious cum eating for hours everyday during my summer vacation and I fucking loved it! I was small framed and wore my long blonde hair in a pony tail and always wore my smallest shorts so I ... Read full Story
shemale lover 2018-09-28 10,725 sucking Big Cock cum swallowing
75%
A Tranny Whores Tale Chapter 2
By the time I pulled up near the house it was 4am. I was drunk, completely revved up and ready for some action. I emptied my pockets of everything except Elle's 'offering'. I took my last swig of vodka from the bottle and took one last deep breath. "He we go, again." I thought. Here I am 4... Read full Story
shemale lover 2012-07-10 3,341 shemale fingering oral sex
92%
Caught in the act...
One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pull... Read full Story
caroletv31 2018-04-23 19,184 Stockings Fetish Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
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 3,519 Masturbation Shemale Fucks Guy Blowjob old-and-young 69 sucking