Sort by
Relevancy

Free Stories

87%
The sexst next door
One night I was watching tv and then I herd a noise from Ravens house she a gothic lady with a big huge round soft ass and thin stumick and big round tits and long blue hair she always weres a short skirt and thongs and she as black gogo boots and a leather jaket with black butten up shirt under net... Read full Story
shemale lover 2011-12-04 3,500 shemales Group Sex lesbian sex
100%
And Life Goes On Part 2
So here I sit in my sexy black Miniskirt. The red silk blouse I am wearing shows off my ample sized breasts. Underneath I am wearing a red Satin corset which reduces my waist to a waspy 26 inches. I have on a pair of black satin panties with a matching black lacy bra. The red nylons I am wearing acc... Read full Story
shemale lover 2012-01-10 4,080 Big Tits Fetish feminization
100%
Slaves Wanted
Right, if you're reading this, then you are probably already interested in being a good little slave slut. Now I'm going to take you one step further. I'm recruiting slaves now; I don't care if you're a man, woman, cd, tv or shemale, I need you to submit yourself to me. . .now. Here is what yo... Read full Story
shemale lover 2012-01-30 4,742 sucking cum Sex Toys bondage
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 7,305 Group Sex Masturbation sucking Sex Toys
100%
I've always wanted to meet a gurl!
First of all I would like to apologize for my English. Hello there! I live in a small country's biggest city and here people are strange. If they are crossdressers, shemales, trannies, tgirls, gurls (actually we have only 2 words for a shemale, so I don't know which one is NOT offending please excu... Read full Story
shemale lover 2012-03-30 2,650 Small Tits anal sex oral sex cum swallowing
100%
A New Way Of Life Part 2
New Way I looked at Everett, "Ok, are you sure?" "Yes, Carine. Now go get ready. I'm hungry." I headed off to the bathroom to fix my make-up and hair. Looking at myself, I can't believe what had happened. I was loving it! I had never felt so alive, turned on and full of ... Read full Story
shemale lover 2012-04-16 3,057 anal sex Creampie deepthroating
80%
Trannys Feminize Dandy Boy Sequel
So being feminized is a sort of intimate experience? Believe me it's more than that! In fact I don't know how I can say everything about how I feel now or then when it started happening to me. But that's how my life goes. Things tend to get done to me. However much I try to regain control of my life... Read full Story
shemale lover 2012-04-24 4,434 anal sex Group Sex Cumshot feminization
100%
Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
shemale lover 2012-05-07 5,040 shemale Big Cock oral sex cum licking
100%
A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
shemale lover 2012-06-05 8,642 Group Sex Cumshot oral sex assfucking
100%
Wifes friend
Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized brea... Read full Story
shemale lover 2012-06-20 5,155 anal sex Group Sex shemale Big Cock cum
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 3,220 Cumshot oral sex crossdressing
100%
R Is for Rita
After my debts began to mount, college fees and all that, one of my mates from Brum suggested I try to earn a little extra cash. I was surprised when he told me how. He said he'd done it and ended up with a couple of hundred extra most weeks, sometimes just for an evening's work. "It's easy,... Read full Story
shemale lover 2012-09-05 5,419 Stockings Big Tits Masturbation Big Cock Mature
50%
Al Fresco: An Erotic Sci Fi Tale
"Thank goodness for modern science," Ali said as she smoothed her tight black skirt across her shapely hips. The tall brunette turned this way and that in front of her mirror, admiring her taut, toned, and trim figure. Her hands moved up from her hips to cup the twin handfuls at her chest,... Read full Story
shemale lover 2012-09-19 7,268 Cumshot ass fucking oral sex cum swallowing
84%
Alex to Alice Chapter 1
Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... Read full Story
shemale lover 2012-09-25 4,777 Cumshot domination oral sex
100%
Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
shemale lover 2012-09-28 4,247 sucking Fetish domination Sex Toys
100%
Wife Converts Husband Chapter 3
After about a month of being dressed up and acting as a female, trying out all the different outfits we had purchased and Shelley feeding her strap on cock to my willing mouth and ass every chance she got. My ass and mouth was now well and truly broken in. Shelley came home one arvo with a flyer ... Read full Story
shemale lover 2012-10-18 5,620 anal sex sucking cum swallowing
100%
How I Became Vanessa Chapter 1
PART I: I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husba... Read full Story
shemale lover 2012-10-31 3,938 anal Cumshot Masturbation Sex Toys
100%
Double Take Chapter 2
For those who missed Part I, the players are: Sandy Lane, pro surfer with an uncanny resemblance to... Ashley Vaughn, gorgeous Hollywood starlet in a TV series produced by... Darla Palmer, who convinces Sandy to bob his nose after he is punched out by rival surfer... Buster Cruz, whose m... Read full Story
shemale lover 2012-11-03 4,003 Fetish Lingerie Sex Toys
100%
Dream Bride Tranny Chapter 2
Orchestrated by the Kinky Brides Group (KBG) Uncle Yano has been forced to have sex with his young niece, fully dressed in her bridal gown, in the bridal suite and on her wedding day. The evening continues and amid the celebrations find out what the frilly panty wearing Yano and Kirsten do next. ... Read full Story
shemale lover 2012-11-13 3,275 oral sex Sex Toys
100%
An Invitation
"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of ... Read full Story
shemale lover 2012-11-16 4,717 Fetish oral sissy
100%
Freddy Gets Two Cocks
First a bit of background to this story. This is an actual account of one of my experiences. I am a male cross-dressing Bi-sexual. Versatile but prefer to take the sub bottom role. Chris is a guy I have met a few times, he is top only, well hung, not a good repeater but quite a long stayer. He does ... Read full Story
shemale lover 2012-11-27 3,612 Group Sex sucking rimming
100%
Westward bound cum slut Chapter 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
shemale lover 2012-12-16 3,691 anal Group Sex sucking Creampie cum domination
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 7,722 Crossdresser hardcore ass fucking cd
90%
How I became a cute femboy CD part 4
My legs finally started to work again and I turned and was about to walk to my bedroom when Kevin’s voice stopped me. “Come on, Natalie, you know you want to. You have been crushing on David ever since he moved here.” “You’re an asshole, Kevin. You know that. You are a total asshole! I tho... Read full Story
Cute_Femboy 2016-04-05 12,618 first time cumming crossdressing cd sissy cumshot in mouth
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 18,198 big dick anal sex suck Blowjob cock sucking workplace
61%
Car Broke Down
A Fantasy: Car Broke Down My car was running hot so I pulled into a driveway so that it would cool down. I got out and raised the hood and added some water. I then got back inside and smoked a cigarette and sipped on a beer that I had. I listened to the radio and glanced out the window and... Read full Story
iluvgurls 2018-11-14 7,478 Small Tits Creampie Blowjob Lingerie cum in mouth
92%
The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
crossdresser55 2019-09-18 12,380 Stockings Crossdresser Shemale Fucks Guy Fetish Sex Toys
94%
Flight cancelled
I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... Read full Story
Jsmithsub 2019-10-31 24,558 big dick Group Sex Bareback Shemale Fucks Guy Fetish Blowjob Big Cock pissing Ebony domination cum in mouth monster cock gang bang
93%
Virgin Slut Cravings.
There have been so many times that I have had to hide how I felt because I lived my life denying who I was. I was a closet queen who was pretending to be normal. Some might have guessed my secret if they were observant. I didn't do things that other boys my age did. I love hanging out at home like a... Read full Story
Regina10 2020-09-29 8,696 Stockings Crossdresser Big Tits Cumshot Bareback Creampie Blowjob blonde Big Cock Lingerie Guy Fucks Shemale pov
100%
Regina and Tommy
I was getting fucked hard and aggressively by a certified bad boy named Tommy. I've never been the kind of girl who liked bad boys until I met Tommy. Tommy like doing all kinds of wild crazy things to me and I was under a spell and couldn’t object. Tommy was like the asspussy whisperer and he gave m... Read full Story
Regina10 2022-03-02 3,130 Stockings Big Tits Cumshot Bareback Creampie Fetish Blowjob Big Cock Ladyboy Lingerie Guy Fucks Shemale Ass to 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 3,624 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
91%
Southern Hospitality Ch. 02
XtinaSmith2017 Laura felt herself lifted lazily from the arms of sleep, her body relaxed and floating on a small cloud of pleasure, her mind filled with images, sensations, not pulled from whatever dream she had just been having but instead, memories, memories from the night before. Memories of... Read full Story
Gwapo67 2022-05-16 4,786 Bareback Creampie Shemale Fucks Guy Big Cock Mature
88%
Alex and Jon
Alex was not beautiful, but had a sexy attractiveness that most could not help but take a second look. This was the case with Jon as he searched adult Friend-Finder ads for someone that would satisfy his desires and dreams of a companion. Alex, a transgendered Filipina girl, had the bronze skin colo... Read full Story
Jon Paul 2022-09-21 5,481 Group Sex Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Asian Ladyboy Guy Fucks Shemale cum in mouth
100%
Fucked By BBC pt 2
It has been 3 weeks since I became a bbc cocksucker, since then I have learned to enjoy the taste and the feeling of a cock in my mouth. I have also learned the guys name on the 2nd day of being used by the guy, his name is Darren. One day while I was at Darren's giving him a blowjob he tells me ... Read full Story
kinkyguy18 2023-11-03 6,873 Group Sex Bareback Creampie Blowjob Interracial sissy Ass to Mouth cum in mouth
100%
Uncle sweet Lover
Uncle Barney called me this morning and wanted me to keep my evening free. He wanted to meet me at the motel with a surprise for me. I was so excited and could hardly wait. I had to decide on something to wear, but when I thought about it, I realized that I wanted to wear something special. He would... Read full Story
Regina10 2024-02-19 4,983 anal Crossdresser Big Tits Creampie Fetish Blowjob Big Cock Ebony Ladyboy Guy Fucks Shemale Mature big ass femboy
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 4,872 anal Big Tits Cumshot Creampie Blowjob blonde gangbang big ass sissy Ass to Mouth cum in mouth bimbo bimbofication
80%
Aunt Susie's Training Part 5
Aunt Susie and I woke up around 1030AM and Aunt Susie said we need to get ready for a surprise appointment in the city. We put on our make up, I pulled a ponytail again and we got dressed in jeans and heels and matching white button down shirts which we left untucked. We drove first to Aunt Susi... Read full Story
BITCHGURLvr 2024-05-16 3,696 cock sissy Cigarettes
100%
KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
Ghostface drillah 2024-07-04 2,508 anal Amateur Group Sex Big Tits Cumshot Shemale Fucks Guy Fetish Big Cock Guy Fucks Shemale big ass Homemade Ass to Mouth shemale fucks shemale
75%
Fun time with russian shemales in Moscow
The first day, I was with my Russian friend, who introduced to me the Russian shemale escort. Since I know he is a big fan of shemales, so I wasn't shy of asking him about shemale escorts in Russia. He called in a shemale escort for me rightaway. I was staying in a hotel in downtown Moscow. Since my... Read full Story
shemale lover 2015-03-09 15,183 Group Sex threesome shemale
100%
Charisma Part 2
After fondling her breasts and her cock and balls for several more minutes while she probed Tiffany's mouth with her tongue, Charisma allowed her guest to get undressed while she removed her own clothes. The seamstress was a beautiful woman, for a genetic female, but, of course, she was nowhere n... Read full Story
shemale lover 2011-09-03 3,148 anal Big Tits Cumshot
50%
Puzzle
Women. There's no figuring them. They're a puzzle, one of life's mysteries, and that's a fact. Who knows what goes on in their brains, or whether they even have brains? I mean, what rational creature would get excited over Valentine's Day? Could any holiday be more obtuse? Like your bitch, mine's... Read full Story
shemale lover 2011-09-05 3,189 Big Tits asshole scrotum
91%
Birth of a New Sissy Part 1 Encounter
I met Jeff one day at the nearby tennis courts. I could never have imagined what the result of that meeting would be. I suppose I should tell you a bit about me. I'm a happily married 34 year old. About average in most respects. A little spare tire trying to form around the middle but in decent ... Read full Story
shemale lover 2011-11-17 5,417 cum Sex Toys crossdressing
60%
A Trans-Lesbian Montreal Love Affair!
St. Catherine’s Street in downtown Montreal is one of the world’s most vibrant streets and entertainment corridors. Known for its energetic, exciting and often crowded venues, it is lined with quality restaurants, theatres and many popular nightclub establishments. St. Catherine’s ... Read full Story
shemale lover 2012-02-12 5,105 Big Cock oral orgasm lesbian
25%
Adult Bookstore Dancer
Adult Bookstore Fun At one time there were eight adult books in my city now there is only one. Makes me very sad as I loved dressing up like a twenty-five cent whore and visiting them on the weekends. I think I enjoy all the humiliating comments and condescending looks the customers would make abou... Read full Story
shemale lover 2012-02-26 4,278 sucking Fetish cross dressing
80%
Career Shift
Receptions are not my favourite things in the world to attend. I don't mingle and 'rub elbows' like agents and sales people do. I usually end up at the bar drinking alone, looking at all the phoney people. I am a writer, a sports column writer more specifically. The magazine that I write for is one ... Read full Story
shemale lover 2012-03-06 5,913 Group Sex Blowjob fingering orgasms
100%
T*Girl at the Bus Stop
That was when I made my decision. I turned the wheel sharply and drove into the gas station just behindher. I turned off the engine and hopped out of my Mustang. I walked upbehind her and leaned down. She still hadn't noticed me ,I guess,so I whispered into her ear, "Need a ride?" Sh... Read full Story
shemale lover 2012-05-05 3,009 anal sex Big Tits deepthroating handjob
100%
The Boy is A Girl Now
When I turned 16, I decided to go to a gay bar to see what the deal was. I had not been with anyone ever but I was curious and very much feminine. I stole my older brothers ID and caught the Bus to go to the Ballgame, so I told my mom. Then I wound up at the gay bar just as they opened that night at... Read full Story
shemale lover 2012-05-09 3,814 anal Group Sex sucking rimjob
93%
My New Girlfriend Turns Out to Be a Shemale
Where do I start? How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress... Read full Story
shemale lover 2012-05-22 8,428 anal sex oral sex titjob
100%
A Sissy's New Daddy
Walking in the door the Friday after my eighteenth birthday, everything seemed great. My parents had gone out of town for the weekend and I was for the first time a truly free man. My older brother had decided not to come home for Labor Day holiday which I was kind of bummed about, we didn't get alo... Read full Story
shemale lover 2012-06-16 10,892 anal sex cum oral sex crossdressing
100%
A Sticky Situation
My boyfriend, Scott, has gotten himself into quite a predicament, and I don't know whether he even knows yet, but he will before too long. He's been throwing up for weeks now and seems to be able to eat only white bread, which he normally hates, and potatoes. He's also tired most of the time and has... Read full Story
shemale lover 2012-06-30 2,983 anal sex Cumshot oral sex
88%
Feminized by My Girlfriend
About 6 months ago I joined a gym because I have never had a very masculine body and now that I just turned 21 it was time to finally get off my butt and try to build some muscle. That is where I met my girl friend Brook who stands 5' 9", has a fantastic body and a gorgeous face. She looks like... Read full Story
shemale lover 2012-07-14 16,718 Fetish oral Sex Toys feminization
100%
Blame Abba Chapter 3
Part 7 First date I do like making entrances, that was one of the best. I didn't wait for anybody's reaction, I just strode across the bar as easily as my tight skirt would allow. I didn't see Patrick at first, but Jeff was there, and he was looking at me. I had assumed none of my mates would be ... Read full Story
shemale lover 2012-07-18 3,590 first time Fetish oral sex crossdressing
100%
A Wife Comes Around
Let me start by explaining that I was the prude wife. I wasn't very experienced in the sex department, and also very naive, when we were married, although neither was he. We had sex but mostly missionary position or me on top, nothing adventurous like doggy style, which in my naivete then I thought ... Read full Story
shemale lover 2012-07-25 4,192 fingering oral sex Sex Toys
100%
Blossoming Shemale
My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to prove it now, and to be honest, I didn't really have the desire. That was all before. I have to ... Read full Story
shemale lover 2012-08-01 5,150 Cumshot shemale Big Cock oral sex
100%
Weekend Office Sex
So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dark c... Read full Story
shemale lover 2012-08-24 4,268 anal sex jerking oral sex deepthroating
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 14,946 Cumshot Masturbation Blowjob ass licking redhead