Sort by
Relevancy

Free Stories

64%
Big Cock Heaven
This story is written from the Shemale's point of view. "Jane" is based on a real Transgender woman from California & my friend. She gave me the outline of a meeting she had with "Janardhan." ***** My name is Jane and I am a natural red head blue eyed 34 year old T... Read full Story
sach 2015-11-16 7,809 Big Cock ass licking redhead rimming Shemale on Guy
66%
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 2011-11-14 7,192 Big Cock Ebony transsexual
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 5,291 shemale Big Cock oral sex cum licking
100%
A Discovery
The booze and caffiene had turned from a warm buzz into a slightly annoying headache in Miles' psyche. He watched as his live-in girlfriend Mary danced and ground against a tall blonde that could have been her younger sister. Club Inferno was at the point of orgasmic rush when the standing room only... Read full Story
shemale lover 2012-04-29 4,534 Cumshot shemale Big Cock oral sex
100%
A Fairy Tale Part 2
=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... Read full Story
shemale lover 2011-12-06 7,130 Creampie Big Cock ass fucking
100%
Meeting Amanda
I’m a happily married man. My wife Tess and I have been together since we were teenagers. We were each other’s first real lovers and being in our mid-thirties by now, we still madly in love with each other. Tess and I always are very honest and open to each other. Both in normal life and sexual... Read full Story
rforasht 2022-07-20 8,040 Big Tits Cumshot Shemale Fucks Guy threesome blonde Big Cock Lingerie Shemale and Girl redhead Homemade Shemale fucks couple
100%
I was backstage giving blowjobs at a transsexual beauty pageant
I was backstage giving blowjobs at a transsexual beauty pageant I had this neighbor, who cross-dressers on weekends for a LGBT club. She invited me to an annual transsexual beauty pageant. Beautiful slutty shemales competing to be the official beauty queen for the club. She happens to be hosti... Read full Story
My Shemale Attraction 2024-08-07 4,381 Crossdresser Group Sex Big Tits Cumshot Blowjob blonde Big Cock Ebony gangbang domination pantyhose
90%
DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
CD DIXIE IN NH 2016-05-10 10,649 Big Cock cumming sperm ebony cock
100%
Angel & Victoria
Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... Read full Story
shemale lover 2011-09-23 6,547 anal Creampie Big Cock oral
60%
Black Transsexual Power Deux
Oh, man. I'm starting to like this too much. Those were my exact thoughts as my sexy girlfriend Linda Johnson worked her nine-inch, uncircumcised Black dick up my ass. I stroked my eight-inch cock as she gave me the ass pounding of a lifetime. My king-sized bed was stained with the fluids issuing fr... Read full Story
shemale lover 2012-07-08 3,926 anal sex Creampie Big Cock Ebony oral sex
88%
Tommy Tries to Make It Up
Tommy Tries to Make It Up I have written about Tommy before. He was the eighteen year old neighbor that always stared at me checking me out, basically eye fucking me and that made me so hot and horny I eventually took his virginity and trained up on being a great lover. Well he had moved out... Read full Story
pennypenny 2019-04-30 6,661 Crossdresser Group Sex Bareback Creampie threesome Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth
96%
My first BBC experience
I stand 5 foot 8 and weigh 138 lbs. With a perky butt, long natural eye lashes, and clear smooth white skin I would always receive comments from women how jealous they were of my features but never did they want to pursue an intimate relationship with me. But I also didnt have much interest in them ... Read full Story
Jenny Hurle 2020-04-29 14,676 Crossdresser Amateur Bareback Creampie Big Cock Ebony self sucking
100%
Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... Read full Story
Beryl 2023-12-12 8,017 first time Stockings Crossdresser Bareback Blowjob Big Cock Lingerie redhead sissy cum in mouth
100%
T-Girl Rodeo
Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster... Read full Story
shemale lover 2012-09-05 5,527 Masturbation shemale and shemale Big Cock condom sex ass fuck
92%
My First Time
****This is not my story but i am uploading on behalf of my friend. Hope you enjoy it.**** My story is 100% true, I have been wanting to touch a big penis for a long time, im addicted to looking and watching guys play with there’s on web cam. One day I decided to search for a nice big cock on Fac... Read full Story
SachinJoy 2018-10-04 10,277 Shemale Fucks Guy Big Cock Ebony
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 14,585 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
100%
Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
Regina10 2020-09-14 4,603 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
therefill05 2020-11-30 20,834 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob blonde Big Cock Ebony Uniform domination cum in mouth
100%
Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
FoxyHosed 2021-02-17 8,269 Crossdresser Cumshot Masturbation Fetish Blowjob Big Cock redhead pantyhose feet toes legs cock ass pantyhose legs
100%
Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
Regina10 2024-03-01 6,220 anal Big Tits Bareback Creampie Blowjob Big Cock Ebony gangbang Guy Fucks Shemale big ass cum in mouth double anal
100%
My first cock sucking experience Black CD/Transsex
My first drunk TS/CD experience. True story It was the early 90's. I lived in LA and had not much going on in my life in terms of a sex life. I had ventured into straight porn and when I dared to, at the video store I would sneek in a shemale video here and there. I would find the scenes ... Read full Story
likesboth 2024-10-11 2,153 Crossdresser Amateur Blowjob Big Cock Ebony
93%
Chasity's white pussyboy
I led Chasity into the apartment. She was looking for a one bedroom, furnished place and had called about my ad in the newspaper. I hoped to rent this place quickly, then I would be full and could devote my time to some maintenance and repairs rather than showing places. I looked at the renta... Read full Story
blakepalmer 2020-06-08 16,336 Cumshot Bareback Blowjob Big Cock Ebony domination Interracial black shemale cum in mouth
100%
My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
Mikky666 2020-10-09 10,572 blonde Big Cock Interracial Ass to Mouth
50%
LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
Femboy 2021 2023-03-25 1,663 Teen (18+) Cumshot Big Cock gangbang Interracial Sex Toys gloryhole cum in mouth femination forcé poule mouillé Maitress bdsm poule mouillé
50%
FUTA GYM DOUCHE SALOPE ⚧️ ⚧️
Le soleil de l'après-midi était brûlant alors qu'Andrew se précipitait sur le trottoir. Le bas de ses baskets fondait pratiquement sur le trottoir chaud alors qu'il se dirigeait vers la salle de sport. Il n'avait pas de sac d'entraînement ni de lecteur audio parce qu'il n'allait pas faire d'exercice... Read full Story
Femboy 2021 2023-02-21 1,111 Shemale Fucks Guy Fetish Big Cock Futanari cum in mouth
50%
RANCUNE MATERNELLE ⚧️ ⚧️
"... Dois-je être ici?" Cole a demandé anxieusement. Sa mère s'était détournée de lui, occupée à sortir plusieurs plateaux de lasagnes du four. "Je peux rester chez un ami ou quelque chose comme ça..." Christina, comme sa mère s'appelait, soupira profondément. "C'e... Read full Story
Femboy 2021 2023-03-19 1,345 Teen (18+) Blowjob Big Cock Futanari cum in mouth Mère Futa et Fils inceste
80%
Lover Delight
Lover's Delight Ebony was a delight for Brian… and Lovers Delight is what the guys called Ebony down at the local. She was a hot babe that everyone wanted but Brian was the one she chose as her full time lover and friend. She knew how to please him and he knew how to tease her and what ... Read full Story
iluvgurls 2018-11-14 5,026 Cumshot Creampie Blowjob Big Cock Ebony domination cum in mouth
100%
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 15,202 Cumshot Masturbation Blowjob ass licking redhead
95%
Sensual Ebony - Sexy Transsexual Escort…
Ebony stood before me with her hands on her hips. Her smile was one that I would remember for a long time especially when she explained that she wanted to show me how she could please a man. That man was me. And she wanted turn my fantasy into a reality. She leant forward showing me her firm tits... Read full Story
shemale lover 2015-10-21 9,775 cock asshole licking
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 2013-07-18 8,855 anal sex Ebony oral sex Interracial kissing
94%
Penitentiary Pussy-Butt Boy
Hi: My name is Bobbie. Would you like me to tell you how I became a Penitentiary Pussy-Butt-Boy? Well, it all started with a robbery gone wrong. I wasn’t even in the bank when the guard got shot and I still got almost as much time as the others. So, not long after the trial I was sent to the sta... Read full Story
NaughtyBobbie 2014-04-11 15,523 hardcore suck Big Cock Interracial crossdressing
83%
Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
gman57 2019-09-25 11,013 Big Tits Big Cock shemale + shemale
73%
Black Girls Have Big Dicks
She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long l... Read full Story
shemale lover 2012-06-27 21,769 anal sex oral sex black cock
100%
How I have become a girl
I just want share my story of becoming a girl, which I really enjoy at the moment. I am now sitting in my heels, fishnet bodystocking and my alpha male just went home. Yes I was fucked hard and i now love men. My ass is burning, but that is what I wanted the whole of my life - wearing women's clothe... Read full Story
SlutMonica99 2019-06-11 5,810 Crossdresser Amateur Bareback Big Cock
80%
Buffy the Shemale Vampire Slayer Part 14
"Let's get this over with," Buffy suggested. "The sooner we start, the sooner I kick your demon ass." Baphomet smiled. "You will fuck the witch," he said, "while I fuck you." Buffy shook her head. "Willow's my best friend. I can't-" "Th... Read full Story
shemale lover 2011-08-23 5,499 anal sex asshole Big Cock
50%
Clinton
"How many inches?" she asked. "Twelve," he said. "Really?" "Really." "If you're lying, you're just wasting your time." And mine, she thought. "I'm not." "Okay, then. It's a date." Tiffany hoped the jerk was te... Read full Story
shemale lover 2011-09-19 11,082 Big Cock cunt anus
100%
Hot Trannys & Ebony Shemale Cum
I've always considered myself as a huge fan of heshe cum & porn vids. You tell me what else a man needs besides a tgirl's cock, a nice portion of shemales fucking and sucking & loads of transgender stories to tell the guys... Forget about the usual trans sexual pictures & pre-op transsex... Read full Story
shemale lover 2012-03-27 5,516 big dick blonde cum fingering huge tits
88%
Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
ASSEaster5678 2018-07-10 11,238 Shemale Fucks Guy Big Cock Ladyboy Guy Fucks Shemale Mature
87%
The Ebony TS of my dreams
This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again. It happened about ... Read full Story
shemale lover 2012-04-02 4,831 Blowjob Ebony missionary position
100%
Sally's First Chapter 2
As I pulled out of the parking lot of the motel it occurred to me how much different it was driving in heels and a skirt riding up to my crotch. I was the girl I had always tried to find driving. I had my left foot up against the seat and almost touching the door with my right spread to work t... Read full Story
shemale lover 2012-08-29 3,858 Big Tits Cumshot sucking Big Cock Ebony
41%
My first date with a "shemale"
I met a guy whom i worked with and found out he was bisexual,it didn't bother me nor did i care because i know who i was.I realized he was trying to date me without asking me if i was that way.I flat out turned him down and told him i didn't go that way! I was still young and new to this. I was coo... Read full Story
bmogotti 2020-03-09 13,757 anal first time Small Tits Crossdresser Amateur Blowjob shemale Big Cock Ebony fuck Lingerie Guy Fucks Shemale Homemade motel
80%
THE TRUTH ABOUT "DOES SIZE MATTER"
In the Black Community we all grew up overhearing women talk about dick size. You hear things like Short skinny men have the biggest dicks, or Tall skinny men have the longest dicks. You hear things like Big guys have the girthiest dicks, & Fat guys have the smallest dicks. Right now I have one o... Read full Story
WHORNYBUHNZ 2023-05-15 5,971 anal Big Cock Ebony
95%
Happy Ending
The last massage of the day is always the worst. It’s no secret that it’s the end of your shift and you just want to go home! But, today a really pleasant surprise happened. An appointment came through and requested me, which was odd because I didn’t recognize the name or the telephone number on ... Read full Story
therefill05 2020-11-25 6,928 Cumshot Big Cock Ebony cum in mouth
100%
I got anal creampied at the beach!
As soon as we got onto shore, I knew it was the perfect place. The hot sun was beating down on us and my body was tense with anticipation. Finally, we were going to be alone out in the wilderness with nobody around and could enjoy each other thoroughly. My hunky date and his monster cock were going ... Read full Story
Madison Heights 2022-12-01 5,379 Cumshot Outdoor Creampie Fetish Blowjob Big Cock Ebony Guy Fucks Shemale public bbc massive
80%
Fucked by Priscilla Gaucha
This black woman always drove me crazy, I always liked her photos and videos on the internet. Unfortunately, when I had the courage to face it, she moved out of state and ended up being left in the lurch. However, one night driving by, I came across her. She was beautiful, strong thighs, well made-... Read full Story
mauricioportoalegre 2024-05-09 3,883 anal Amateur Shemale Fucks Guy Big Cock Ebony
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 3,063 Amateur Big Tits Masturbation Big Cock Ebony Guy Fucks Shemale big ass Homemade Ass to Mouth cum in mouth
100%
The Society
I met her during the summer. I was only nineteen and working to save some money for college. I had been raised by my grandparents who had both passed away over the past year. After the burial costs I was far from wealthy. My parents weren't around so I was on my own at a young age. I had moved a cou... Read full Story
shemale lover 2013-01-10 17,812 Crossdresser sucking Big Cock ass licking big boobs
75%
Sissify Your Boyfriend Manual - transation
original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... Read full Story
shelli_k18 2021-04-20 9,316 femdom sissyboy sissification sissy training FLR hotwife guidelines Modern Marriage Power exchange
100%
Lady and the Cop continued
The next night Regina got a visit from. Larry the cop who openly declared war on shemales and trannies. He was working a homicide where a trannie friend had been killed in her apartment. Larry was a known shemale hater and he never failed to express his opinions. Tonight he was in her apartment to ... Read full Story
Regina10 2018-03-06 5,022 Small Tits Big Cock Ebony Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
70%
A day to remember
so I'm on a business trip and decide to call an escort to make this trip worthwhile. set up a time for an afternoon date call when I get to the parking lot. she answers the door in a nice skirt and top on invites me in and we procede to her bedroom. from there stood the sexiest black tgirl Ive ... Read full Story
BlkCockJockey 2018-04-17 6,771 Shemale Fucks Guy Big Cock Ebony Interracial
100%
Surprise Ending (Part Three)
I rolled my dick around her hole to spread the precum off it and lubricate it. The feeling was sensational and I couldn't spend much time easing my way in --I shoved right in the the hilt in one steady push. Karla practically jumped off the couch and screamed. I thought maybe I had hurt her (I am... Read full Story
Chantel13 2022-08-23 4,731 Crossdresser Amateur Group Sex Cumshot Outdoor Creampie Shemale Fucks Guy Big Cock Shemale and Girl redhead Guy Fucks Shemale Ass to Mouth
100%
Poolside Fun
It was a perfect day for lounging by the pool, the temperature was just right and the sun was shining brightly with billowy clouds of white decorating the sky. With manicured hedges, the neighbors couldn't see a thing, which made nude sunbathing a perfect option. Chancellor had invited a friend over... Read full Story
shemale lover 2011-09-17 3,816 Cumshot Big Cock deep penetration
100%
Bull Fucked
I have been trying for a while to get my friend Deon to completely let go and fuck me at his full potential. He is bigger than most of my BBC admirers and his skin is lighter too. With his lean muscular body over six and a half feet tall and his ten-and-a-half inch dick, I knew he could take me to a... Read full Story
PetiteSlutKimberley 2023-07-04 5,832 anal Crossdresser Bareback Big Cock Ebony Interracial
88%
Oh My, You Have a Cock...
It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come t... Read full Story
shemale lover 2013-08-09 33,305 anal sex Cumshot Shemale Fucks Guy redhead
85%
My weekend with Nicole
So I believe I last left off about how me and Nicole started dating and let me say it was some of the best sex I've ever had but there is one particular time I could share. So after about 2 months of dating I was basically staying almost exclusively at her place. So the first weekend I s... Read full Story
Duke04 2017-05-20 11,217 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock redhead Ass to Mouth cum in mouth
92%
Nicole and I the final chapter
So I haven’t written any stories in a while , so if you read mine before you should like this one I didn’t write it yet cause it’s about my last encounter with Nicole. Very sad day for me lol but a very good story. So here goes........ Nicole and I had been going over a year now and everythi... Read full Story
Duke04 2018-03-07 4,660 Stockings Blowjob Big Cock redhead Sex Toys Ass to Mouth cum in mouth