Sort by
Relevancy

Free Stories

100%
Bethany's Secret Part 1
-1- By the time my senior year of high school rolled around, I was 18 years old and I’d never had a girlfriend. This fact always bugged me because I knew I was good-looking, funny, and popular, but I still couldn’t get girls. The reason was simple shyness. I was terrible at talking to... Read full Story
shemale lover 2011-12-18 6,911 Big Tits Guy Fucks Shemale jizz
100%
Don/Dawn of the Dead
I did all of the 'normal' things first. Checked all the doors, checked all the stores, closets, back hallways, stockrooms and bathrooms for zombies. Made sure everything was sealed off. Established a base inside the mall to operate from. Made an escape plan. Hid some of my guns and ammo in a cache w... Read full Story
shemale lover 2012-10-25 3,421 first time oral jizz
61%
Massage parlor surprise
I have to admit one of my biggest turn ons are shemales/ladyboys. In all my little ventures to asian massage parlors for some relaxing relief only once did I get a total surprise. About a year ago I visited one of my favorit little places and Mama said I should try her new girl....I might like her. ... Read full Story
shemale lover 2012-02-06 21,296 deepthroating jizz jacking off
66%
A hard fuck fantasy
I want my man to fuck me. I’ve met him a month ago on the internet, on a transexual dating site. I am a 22 year old transvestite who’s discovered crossdressing at 18 with my ex-girlfriend - or rather in the back of my ex-girlfriend. I started wearing her underwears she had left at my pl... Read full Story
artemisia 2012-07-03 2,942 oral jizz transvestite
100%
Don/Dawn of the Dead Chapter 2
I really like these white thigh highs I have on today. Coupled with the tall red pumps, the plaid little school girl skirt and the rest of it... I look hot. As I stand and shop, I stop to raise one leg and rub it long and slow against the other one, feeling the wonderful fabrics slide together acros... Read full Story
shemale lover 2012-10-25 1,946 fingering jizz handjob
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 15,152 Cumshot Fetish oral sex crossdressing
84%
Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
shemale lover 2013-03-27 22,494 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
70%
Teen pussy rendevous!
Yes, she said she would meet me at the same bathroom stall and would not you know it, she did exactly that! I was already in the ladies room, wahing my hands, and in she walks, absolutely stunning, heels on , short summer dress, beautiful face and hair and what a body, my cock got so hard right then... Read full Story
shemale lover 2014-02-23 5,053 sucking
50%
HypnoSissy: Partie 1
DEVENIR COCKSUCKER Alors que je prenais le sixième chargement dans la gorge, quatre autres étaient déjà déposés dans mon cul et il me restait encore une file d’au moins six à attendre leur tour pour déposer leur chargement dans l’un de mes deux dépôts de sperme, je ne pouvais pas m'empêcher de ... Read full Story
Femboy 2021 2023-01-24 801 Crossdresser Fetish domination
100%
Harem Slut Nikki
It has been one year since I began making adult films. I have an exclusive contract with Drew Wilson, the porn director. In that time I’ve mad some 40 odd films and I’ve become quite the internet celebrity. There are tons of fan websites dedicated to me. I was nominated for a few adult v... Read full Story
shemale lover 2012-01-30 3,469 Masturbation cum fucking
66%
A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
KaceyKlarissa 2024-03-08 3,053 anal Big Tits Cumshot Creampie Blowjob blonde gangbang big ass sissy Ass to Mouth cum in mouth bimbo bimbofication
83%
Paying the rent in a special way!
When the rent is due, it must be paid, one way or another, usually the conventional way,which is cah or a personal check. Yet when neither is available at the time, well, other ways can be found! my landlord came over the other day, as he always does once a moth, to collect the rent, which i always ... Read full Story
shemale lover 2014-04-03 8,246 shemales hard cock sucking
83%
Revenge is a Dish Best Served Hot
Commissioned by: Hobgoblin Written by: christhestampede ~~~ Yuffie climbed off the Highwind's ladder and stormed across the field to a nearby clump of trees, fuming and kicking at the ground as she went. Before entering the grove she turned and shook her fist at the departing airship, cursi... Read full Story
BoyVixen 2016-03-30 5,985 cum lesbian dickgirl
85%
Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... Read full Story
shemale lover 2011-11-02 4,320 Small Tits asshole transsexual
80%
Alpha Gamma's Secret Part 3
-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful en... Read full Story
shemale lover 2011-11-03 3,538 transsexual orgasm ass licking
100%
Bethany's Secret Part 3
-6- February 16th was my birthday and I was eagerly awaiting spending the day (and night) with my girlfriend, Bethany. I had met Bethany six months earlier, when she was just a new student in my high school. I had fallen in love with her at first sight and becoming her boyfriend became my top pri... Read full Story
shemale lover 2011-12-18 4,237 shemale oral fingering
100%
Dimensional Portals Suck Ass
Marley was dead: to begin with. Hold it… no, no that’s not right. My mind is wandering. What was I gonna write about? MATT! Yeah, Matt was a bastard. And I mean it in the sense that he sucked monkey balls. That’s an expression I like, sucked monkey balls. Anybody ever played blows... Read full Story
shemale lover 2012-09-21 2,895 Creampie oral facial huge tits
100%
Totally dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-10-27 5,334 anal Group Sex Cumshot Creampie Big Cock oral
93%
Dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-11-12 6,645 anal tranny Creampie oral
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 7,240 Crossdresser hardcore ass fucking cd
89%
Fem Firm 2 -The Weathergirl
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2016-11-14 17,717 big dick anal sex suck Blowjob cock sucking workplace
81%
That night....
I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... Read full Story
bigTHICKY 2017-05-08 9,068 Big Tits Cumshot Latina Big Cock Ladyboy cum in mouth
100%
Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
Dani_does_Dallas 2022-04-12 3,183 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
50%
SISSY MAID À MAMAN ET SŒUR
Quand j’ai commencé l’université, à 18 ans, je me souviens d’avoir volé au moins trois paires de culottes et un soutien-gorge dans la lessive de ma sœur. Elle avait trois ans de plus que moi, et toujours si secrète sur ses voies. Elle a passé beaucoup de temps à l’école étant donné qu’elle était sur... Read full Story
Femboy 2021 2023-01-24 708 Stockings Crossdresser Masturbation Fetish Lingerie Shemale and Girl domination Sex Toys
100%
A Series of Perverse Dreams, Part 2
Three or four days had passed since my torrid alley way dream. Hannah had recently come over to share a few glasses of wine and a steamy fuck session in the shower. She had definitely embraced the ways of edging I had shown her because when she came in my mouth I could barely contain the massive amo... Read full Story
KaceyKlarissa 2024-02-29 3,076 Crossdresser Big Tits Cumshot Bareback Fetish Blowjob blonde Big Cock big ass Futanari bukkake sissy cum in mouth
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 2,219 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
62%
Silver and Gold
Collaborated with: TangoKilo421 (Thanks for all your help, dood. ) A/N: It took several months, but it's finally finished. Be sure to tell me what you think. Naruto whistled cheerfully as he walked through the village of Konoha. Things had certainly changed quite a bit ever since Pein’s ... Read full Story
BoyVixen 2016-03-24 6,982 tranny Big Tits Futanari
40%
Stairway To Heaven
Shruti sat next to her husband Manav in the dim light of their car as the driver drove past the park which was commonly known as the "Garden of Earthly delights". At night the roads were lined with hundreds of glistening bodies for hire to satisfy sexual pleasures and unspoken desires &nda... Read full Story
shemale lover 2011-09-02 3,879 licking pussy oral sex
100%
Adventures of Shemale Sandra Part 1
His name was Phillip. Or at least it had been. Honestly, he wasn't sure who he was; all he knew was that what he had done two years ago was what he thought was right. This was the lifestyle he wanted. It should be said that Phillip has always had strong female influences throughout his life. He a... Read full Story
shemale lover 2011-09-02 3,580 anal sex asshole cum
85%
First Time With A Dominant
I had long been interested in BDSM, specifically female domination. After downloading a shemale dominatrix video by mistake, I became interested in a dominant shemale. I consulted the internet looking for something, and when my wife was away for the week for business, I finally decided to go ahead a... Read full Story
shemale lover 2011-09-23 22,749 asshole Big Cock domination
100%
Alpha Gamma's Secret Part 2
-4- Molly awoke to the annoying sound of her alarm beeping. Groggily, she reached over to her night table and turned it off. It was 7:00 AM, way too early for a 19-year-old college girl to be awake, in her opinion. As she stirred, her girlfriend wiggled up against her, eager for body heat. ... Read full Story
shemale lover 2011-11-02 3,207 anal sex Masturbation shemale
100%
The best sex I will ever have!
I only have this to say about dating a T Girl! i have been in a long distance relationship with an Asian T girl from Toronto. I have been seeing her and dating her steady since then! I love her to DEATH! She is the most sensual and sexual person I have ever known! The first time we met...she gave... Read full Story
shemale lover 2012-02-02 3,309 Creampie Blowjob cum Asian
100%
Going To the Bar
I had been fantasing hard about shemales. For months I scanned the internet, masturbating to the best porn I could find. One fantasy in particular formed in my imagination: a very feminine looking variety, blonde, perky round breasts, wearing a miniskirt, her thick cock proudly displayed. With that ... Read full Story
shemale lover 2012-02-13 2,842 Cumshot oral asslicking
100%
A cum slut is born
There's little doubt about what turns me on most -- just check out my favorite videos and photos. Cum, Cum, and more cum. I'm a late bloomer as far as discovering my kinky side. After a long, dull marriage consisting of vanilla sex, I got divorced a few years back and decided to explore some fantasi... Read full Story
shemale lover 2012-03-16 3,412 licking Fetish stroking
100%
Cross-dresser Drinks Cum
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
shemale lover 2012-03-29 3,084 Fetish crossdressing
100%
Crossdresser Caught in Act
I do not consider myself gay, nor do I think I am bisexual, but I do enjoy a nice big cock. I am not attracted to men at all and under normal circumstances find any and all homosexual activities quite disgusting, until I get really horny that is. When I get all hot and hard, I can't help but want a ... Read full Story
shemale lover 2012-03-31 5,424 Masturbation Sex Toys crossdressing vibrator
100%
Amy's Surprise
Amy Carlson was a beautiful girl who lived about 3 blocks from my house in a town with less than 2,000 people. She was home schooled until she was 19, when she transferred to the high school for her senior year. Amy had brown, shoulder-length hair and beautiful green eyes. Her dad was a dentist s... Read full Story
shemale lover 2012-05-03 15,719 Cumshot Blowjob cum swallowing jacking
88%
Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
TripFontaine 2012-05-14 15,411 anal cock shemale cum tits lesbian
58%
My real story
I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him. It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willi... Read full Story
shemale lover 2012-06-10 6,102 hardcore Cumshot bdsm oral sex
100%
Fantasy to Reality Chapter 2
I faded in and out of consciousness My mind was pulsating from the excitement of a glorious dream, it involved a sissy kneeling subservient at the feet of her master, a single drop of cum dripped from her bottom lip and landed in the small puddle on the floor. The sissy's eyes looked up at the re... Read full Story
shemale lover 2012-07-02 2,984 Cumshot oral sex crossdressing
100%
Born Beautiful
"Gwen, are you still awake?" Gwen flipped her book shut as her flatmate and longtime friend strolled into the apartment and closed the door. "Yeah, I'm up. Back so soon?" Lori nodded. "Pete wasn't actually there to talk about what went wrong with us. He just wanted sex... Read full Story
shemale lover 2012-08-08 3,267 fuck orgasm hermaphrodite
100%
Boss Lady
Ross looked at the torn-out magazine page tacked onto the wall of his cubicle. In the picture, a man lounged in a reclining with a drink in his hand. A bikini-clad woman, who looked a little like Carmen Electra, leaned against a palm tree and gazed blissfully at the man. The headline across the top ... Read full Story
shemale lover 2012-08-09 4,791 Fetish transvestite crossdressing
66%
Anal Queen
Amanda fell to her knees in the darkened theater and slowly unzipped my pants. My cock throbbed. As she pulled down my underwear, I felt my manhood spring forth. Amanda took the whole sausage into her warm, soft mouth. I could barely see her face in the darkness, but I could feel her between my l... Read full Story
shemale lover 2012-11-24 5,968 tranny anal sex Cumshot cum swallowing
78%
Anal Therapy
My new psychiatrist wasn't at all what I expected. When I saw her name in the phone book, I pictured a dowdy old lady wearing a long, gray skirt and flat-soled shoes. What else could Dr. Edith Doss look like? I got my answer when a tall, leggy redhead stepped into the waiting room. A tight, black... Read full Story
shemale lover 2012-11-24 7,523 anal Fetish cum crossdressing
100%
Love to Fantasize
I love to fantasize; it is one of the greatest things on the face of the earth. I have many fantasies, tho I have given up on a couple since I married my wife. I am a white male of 27 years, and since I was sixteen, I have had many erotic fantasies stemming from reading my parents adult story magazi... Read full Story
shemale lover 2012-12-20 3,610 Cumshot sucking ass fucking deep throat cd
95%
Mutual Fuck With Art Student
It was the beginning of the semester at the Art Institute and I was pretty excited about my new schedule. Professor Ludovian always brought interesting nude models to his classes, and his tips on how to draw the human body were most useful. I had learned a lot in the intermediate class but now in th... Read full Story
shemale lover 2013-04-27 7,720 first time sucking Shemale Fucks Guy fingering Guy Fucks Shemale
100%
Allison the pool slut part 1
Allison had now had her fair share of whore experience. The teen boyslut had fallen in love with big cocks, anal creampies, facials, swallowing, and the rest of the nasty fun she had while becoming a sissy whore for her black neighbor and his dark dicked friends. Little did she know she was going to... Read full Story
shemale lover 2013-06-05 7,511 Teen (18+) Cumshot Big Cock ass fucking Interracial cd
90%
Riverbank Tranny Fucktoy
Hello to all of you that read my first true story about outdoor sex. This is another account of a meeting I had in the middle of a city near a river. It was late one summers evening when I met up with this sexy young Portugese stud I had been messaging on a gay dogging site. I had been chattin... Read full Story
shemale lover 2014-12-03 4,544 tranny hardcore suck Big Cock cum ass fucking deep throat
83%
Tranny gang bang
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to ... Read full Story
shemale lover 2015-02-27 6,219 tranny Cumshot suck gangbang facial oral sex bukkake
97%
FEM FIRM 4-POP SECRET
Fem Firm 4: Pop Secret by: B-Man View Story Details Rating: XXXAdd Review Added: 11/20/2016 Complete:no Synopsis: Ruby learns a family secret which will change her life forever. Categories:Bimbo Workplace Situations Keywords:Long Finger Na... Read full Story
bennyx709 2016-11-22 9,751 anal sex cocksucking workplace situations
69%
Catching Up with A Former T-Gurlfriend
I was jogging one Saturday morning at well known West L A park. I was jogging kind of fast almost sprinting when I came up on woman jogging slower than me. I almost ran into her as I was running. She moved out of my way I slowed down and apologized for being rude. That's when I realized she was a fo... Read full Story
Brett1 2018-08-06 4,188 Latina Shemale Fucks Guy Blowjob cum in mouth
100%
Cum is a Cross-Dresser New Drink
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
ASSEaster5678 2018-09-14 6,361 Crossdresser Cumshot Ladyboy cum in mouth
90%
Sister fucks Cross-dresser brother
James pulled his cock out of my pussy and scooted across the bed to my face. He aimed his blowhole for my mouth. "Don't get any on the pillow," I said. He didn't seem to hear. James hunched over. His eyes narrowed. He stroked his Johnson. The jizz flew. I opened my mouth and closed my eyes.... Read full Story
ASSEaster5678 2018-09-14 10,211 Ladyboy Sister and Ts Brother
80%
Randy Candy
I’m not usually into walking the streets but I found this day was too damn hot to work indoors. There is nothing worse than feeling stuffy whilst a guy is up his balls in my ass. The enjoyment quickly disappears for both of us when that happens. So when I had a call from a guy called Rod who wanted ... Read full Story
iluvgurls 2018-11-12 2,918 Cumshot Blowjob Guy Fucks Shemale cum in mouth
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 32,486 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,718 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
88%
Daddy Not Dad
I discovered my bisexual inclinations fairly early in life, so by the time I was 19, I had done nearly everything you could do with any combination of genders and numbers. I'm a regular guy on the outside, but in private I am comfortable in both the masculine and the ultra-feminine role. I could pas... Read full Story
Faye Gella 2019-11-04 12,177 crossdressing gangbang sex Stepfather
66%
Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
Femboy Emmi 2020-05-11 3,346 Small Tits Crossdresser solo Lingerie
100%
Mongoose Hunting and the Dark Car
After my first sexual experience with a trans girl in school (Check out Biology of Music), it was a long time before anything else got me that horny again. Which is obviously understandable given how ridiculous that whole event was. This time instead of a trans girl cumming hot jizz into my mouth af... Read full Story
terrifictim 2023-03-30 5,314 Teen (18+) Cumshot Bareback Creampie Guy Fucks Shemale rimming rimjob Ass to Mouth cum in mouth Surprise secret bathroom sex Daddy daughter risky public
100%
Ravaged by Daddy
For anyone who loves wearing high heels and dressing up to get ravaged by your hungry Daddy. I imagine you laying on your side as I run my strong hands up and down your smooth, soft legs and across your feet. I slowly slide them upwards until I'm caressing and squeezing your thighs. You watch me ... Read full Story
TheWinkster 2023-08-29 4,872 anal Cumshot Bareback Creampie Guy Fucks Shemale
66%
BBC Takes sissy slut and uses her properly.
I'm a dominate alpha man who loves to humiliate sissy girls and punish them when they aren't perfect submissive sluts. I want them to worship my big black cock and beg me to let them lick it then grab them by their hair and shove my cock deep inside their throat, making them gag. I like filling siss... Read full Story
lemondropz 2023-11-27 6,706 anal Crossdresser Bareback Creampie Big Cock domination Interracial sissy submission femboy bbc Ass to Mouth chastity
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 3,205 Crossdresser Amateur Cumshot Masturbation Fetish Big Cock kissing Homemade sissy romantic cum swap edging teen (18+)
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 3,583 Crossdresser Big Tits Cumshot Masturbation threesome Big Cock Shemale and Girl small cock big ass sissy femboy cum on tits goth
74%
Becoming the girl i really am....
I guess I'll start from the beginning, I was in my early teens and my parents had friends in town who we did everything with, travelling, camping, holidays, the works. They had a daughter who was a couple years older, and a son who was my age who was pretty much my best friend. We started masturb... Read full Story
shemale lover 2014-05-27 8,191 first time shemales licking
94%
Becoming the girl i really am part 2!
I smiled up at my best friend, dressed up in sexy lingerie and smiled, "Can i dress up too?" i asked in a hopeful tone of voice. "Oh, wow, really? Yea sure!" brian answered with excitement in his voice. "Go into the guest room, my sister keeps all her clothes in the dresser ... Read full Story
shemale lover 2014-06-11 5,385 first time shemales cum
82%
Tranny Gas Station Attendant
This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intima... Read full Story
shemale lover 2014-06-29 7,651 Stockings shemale cumming
100%
Little cock convention
They came from all over the nation to downtown LA convention center. It was the "Little Cock Convention" I watched as men from all races and status came in. Sometimes they came with their wives,friends,Mistresses,lovers, or even their boyfriends. I was on Guard duty and walking the conven... Read full Story
shemale lover 2014-07-07 6,755 shemales hardcore sex humor
100%
My desire continues after Greg's departure
After Greg,my first black lover,moved away,I THOUGHT that my "experiment" was a passing one. Was I ever wrong. I'd be in bed holding the recent centerfold up with one hand and my other stroking away,yet,when orgasm neared,my thoughts invariably turned to Greg and specifically,his big bl... Read full Story
shemale lover 2014-07-13 3,923 shemales interracial sex Fetish
92%
Dana becomes a woman
All her life, Dana had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Dana discovered her main... Read full Story
shemale lover 2014-08-07 6,789 sucking shemale teasing
50%
TAKING CONTROL OF CJ-CHAPTER 3
CJ stood in a daze... "Are you downstairs? Can you throw up a pair of panties that are in the dryer? Also, what did you get on your feet that you have all this gritty dirt on the floor. I don't remember your being doing anything like that before we went to bed." Damn..they left traces of... Read full Story
Titbitch 2015-05-17 3,008 anal gangbang oral
89%
Cast party
My name is Dan, and I have always considered myself an adventurous and open minded person, but my experience was taken to a whole new level in my junior year of college when I got involved in an amateur theatre group. We all got along astoundingly well and I found myself becoming friends with severa... Read full Story
shemale lover 2015-06-13 14,818 shemales gay male Group Sex
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 11,769 first time shemales Group Sex
82%
Shemale cum in my pussy
Being a girl and only fucking me, I wondered what it was like to be with another girl. I am attracted to girls but the problem is that I really like the way that a cock makes me feel, especially when it fills my pussy with cum! The bigger the better! While sharing this dilemma with a friend she sugg... Read full Story
shemale lover 2015-06-29 14,161 cum oral dick
75%
Bike time and BekkaCD
Well it was a warm July evening last year during Muskegon Bike time. I was feeling all warm and fuzzy from the few drinks that i had earlier in the day. I had chose to post a ad on craigslist seeking a couple harley riders that would be into having some fun with a gurl such as myself.Well to my surp... Read full Story
shemale lover 2015-08-29 5,148 anal shemales Group Sex
96%
Breakfast in Bed
I wake up and he already has his cock between my ass cheeks. His face rubs between my shoulder blades, scratchy stubble. His breath is hot, his hands soft as he reaches around to cradle my tits. I come awake slowly, sure I’m still dreaming, but no, he’s there, drowsy with the morning,... Read full Story
shemale lover 2015-09-11 6,016 cock asshole fingering
95%
First Time Receiving
Within 30 minutes of small talk, she wanted Tony to fuck her. She had sucked many cocks, but had never been sucked herself.Adrian took Tony back to her apartment. He gently eased toward her on the couch. He put his arm around her shoulder. Adrian felt so excited, and felt her cock hardening.Tony ... Read full Story
shemale lover 2015-09-17 6,903 sucking shemale
80%
First time sex with a ladyboy
Ok guys, this is a milestone in my life. I had sex with a ladyboy!!! It was completely amazing, something i have fantasized about for years but never thought i would do! I met her on the internet a while ago and have been chatting to her since. We got on pretty well and she invited me for dinner!... Read full Story
shemale lover 2015-10-19 10,019 Blowjob shemale jerking off
72%
Making Shemale Vanity Tube Your Homepage Is A Great Idea!
It all started as a joke. My roommates at the time pulled a prank on me and made Shemale Vanity Tube my homepage. You see, I was about to hook up with this chick one night so they sneaked inside my room before we got there and made that change. Once I turned on my screen in search for some sexy musi... Read full Story
shemale lover 2015-12-17 5,266 suck Masturbation shemale
81%
Shemale Live Cam
Shemale Live Cam Can Always Make Me CumThe guys and I browsed the Internet at my place and went to the shemale live cam site just for laughs. We wanted to make some shemale take her clothes off and show us her dick. Most of those girls realized that we were online for all the wrong reasons and refus... Read full Story
shemale lover 2016-01-01 4,789 Cumshot asshole shemale
70%
My Very Own Crossdresser Story
I took her sweet ass from behind, making her cock hard again. Though we already had many crossdresser stories behind us, this night was special because she finally fulfilled my wish: she wore red night gown, looking more like a woman than any woman I’ve met. I almost tore it from her, wishing ... Read full Story
shemale lover 2016-01-11 9,197 Crossdresser Cumshot Big Cock