Sort by
Relevancy

Free Stories

100%
Couple and a Tranny
There is a saying that a single man looking for companionship and good fortune will seek someone for marriage. Lydia and I met several months ago on an online dating site. We agreed to meet at a bar restaurant for drinks and initial meeting. She was at the bar wearing a yellow sundress, white painte... Read full Story
Jon Paul 2022-09-20 5,642 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 4,378 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
80%
Mis inicios y los vecinos mirones.
Hola chicas, mi nombre es Sandra, recuerdo que en secundaria era de los primeros que tenía computadora e internet por lo que me inicie viendo las primeras páginas porno, algo que me gustaba mucho era ver a las chicas vestidas con minifaldas, pantimedias y tacones. Tenia cierta atracción hacia las pr... Read full Story
sexycd176 2023-04-15 1,410 Stockings Teen (18+) Amateur Latina Homemade
100%
My 1st Time was Not the Only Time.
One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... Read full Story
LesFuax 2019-02-16 9,414 first time Small Tits Amateur Latina Bareback Creampie threesome Blowjob Big Cock ass fucking barebacking barebackedshemales first time with a tranny raw anal raw dick raw fucking firsttime
100%
Shawshan part2
The summer weather has finally let up and cool evenings where you need a sweater are among my favorite times of the year. Charlene left now from prison and served her time for drug possession. We had become close friends as well as cellmates over the last few months. She no longer cuts her hair as ... Read full Story
Jon Paul 2021-05-20 3,519 Latina Masturbation Bareback Shemale Fucks Guy threesome Guy Fucks Shemale shemale + shemale
80%
TG Girlfriend moves in (part 2)
My wife Lydia and I have been married about 9 months, we have a very close TG friend, Joanne, that lives next door and every once in a while, we get together, and all go out and enjoy. We have had sex together, and when Lydia is away Joanne, and I are together at every opportunity. Joanne and I work... Read full Story
Jon Paul 2022-01-21 3,677 Big Tits Cumshot Bareback Creampie threesome Blowjob Shemale and Girl Guy Fucks Shemale
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 6,105 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,623 Cumshot threesome Blowjob Big Cock condom sex
100%
Frühes Erlebnis im Kino 2
Mein Gott, kam mir die Woche bis zum nächsten Freitag lang vor. Immer wieder musste ich an die geile Zeit mit dem Mann im kleinen Kino denken: Zum Transporno wichsen, blasen, den gemeinsamen Orgasmus erleben. Jedesmal tropfte Vorsaft aus meinem härter werdenden Schwanz bei diesen Gedanken an den let... Read full Story
owltranslover 2022-04-20 2,208 Latina Masturbation Bareback Shemale Fucks Guy threesome Blowjob
94%
Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
shemale lover 2013-07-22 6,530 anal sex Latina threesome oral sex handjob
100%
Vegas Honeymoon to Remember
I had dated my wife (Carmen) for about 6 months before we decided to Marry. One evening we were soaking in the Jacuzzi together and drinking wine. She always wants to try different things, which makes our sex life wonderful. Carmen asked me if I ever had any fantasies. I said I guess like most me... Read full Story
Jon Paul 2018-05-30 20,717 Group Sex Cumshot Bareback threesome Ladyboy Shemale and Girl
100%
My Wife's Fantasy
I am originally from Brazil but moved to the USA when I was an infant with my parents when my father was transferred with his job. I married a Latina girl from Texas just a few months ago. Lydia has always been a sexual partner that enjoys different things. After a while as everyone usually does we ... Read full Story
Jon Paul 2021-06-28 11,466 Bareback Creampie threesome Blowjob Shemale and Girl
80%
Betrayed Chapter 6
Monday was the most vile, loathsome day of my life – for no earthly reason other than having to be me. The first thing I had to come to grips with was who 'me' was that particular morning. 'Lance' had to put in an appearance at the office. Back to the old routine, go out there and make the big... Read full Story
shemale lover 2012-05-30 4,400 Stockings Fetish Lingerie
100%
Young Sissy Chapter 1
I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to s... Read full Story
shemale lover 2013-01-04 10,486 sucking Fetish Uniform domination big boobs
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 12,244 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%
New Girl
'Hey girl, watcha doin?' To this day, I don't know why I answered like I did. 'It's Jess!' 'Pleased to meet you, Jess! I love that show too! You actually look like Jess from that show 'New Girl'!' 'You're kidding me, right dude? I don't look at all like Jess, and that is not even my ... Read full Story
shemale lover 2012-12-22 6,093 Uniform Lingerie cd softcore
96%
New Job, New Life as as Sissy Slut
I was nearing my thirtieth birthday and times were getting tough financially. I had gotten laid off from my job and was collecting unemployment and doing some part-time work helping out friends with odd jobs. One of them suggested that I look into cleaning houses. I've always been very neat and peop... Read full Story
shemale lover 2012-12-23 9,771 sucking Uniform domination swallowing spanking
82%
Halloween Double Cross
It all started off so innocently... My wife Jo, tall, slim, blonde, aged 40 with 34DD tits and the sexiest big ass imaginable, works as a doctor. Her hours are long and arduous. She often comes home completely worn out. Only during the holidays does she tend to recover her sparkle. She is gorgeou... Read full Story
ASSEaster5678 2018-10-29 11,600 Shemale Fucks Guy sissy Halloween
100%
Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
the greatest liar 2019-06-18 8,014 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
100%
Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
shemale lover 2012-08-23 3,621 first time threesome Blowjob fingering
96%
New Job, New Life as as Sissy Slut Chapter 2
I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really ... Read full Story
shemale lover 2012-12-23 7,644 Cumshot Uniform Lingerie ass fucking domination
72%
The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
MasterofSissies1 2018-12-04 9,080 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
100%
I wanna fuck almost everyday
I can't stop thinking to be Double penetrated for two men at the same time.... It makes me feel I'm insatiable gurl... Two Big cocks mmmmmmm after been fucked for so long ... I will never go back... And certainly I will totally satisfied and addicted to it...... Read full Story
Bellasohot 2022-07-13 4,142 Crossdresser Amateur Latina Bareback threesome Big Cock Ladyboy Lingerie Guy Fucks Shemale Mature Ass to Mouth double anal
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 8,729 Big Tits Cumshot Masturbation Uniform Frottage
80%
Office Policy
“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... Read full Story
shemale lover 2012-08-30 8,872 anal ass sucking threesome tits fingering sex blondie
100%
Traci the Maid
Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6&qu... Read full Story
shemale lover 2013-07-19 5,613 Stockings Cumshot blonde Uniform Guy Fucks Shemale
66%
The Coma Girl Brain Transplant
[This frivolous story is something I put together as an entry for a comedy competition earlier this year, not to be taken at all seriously, a bit more sci-fi than erotica, more of a mind-fuck than anything else so it’s not jerk-off material but hopefully some of you might still enjoy it] Thankful... Read full Story
cara_elaine 2017-12-19 6,774 Crossdresser Uniform domination
84%
Chambermaid
Denise loved the weekend morning shifts, especially when guests had left ‘breakfast in bed’ signs outside their doors. She wore her usual indecently short lacy black uniform, with a lacy white apron, black matching undies, stockings and black high heels; and with her hair and make-up immaculate she... Read full Story
Emma W 2019-10-29 6,377 blonde Uniform Guy Fucks Shemale
100%
Adventure with a Couple
A friend of mine, who thinks that i lead an exciting sex life (okay, i DO, lol) has asked me to relate an incident from my experience where i had a session with a couple. So, R, here goes. i guess i should relate a bit about myself, so that you understand how this affair took place. i am a 41 yea... Read full Story
shemale lover 2011-10-15 4,801 Big Tits asshole Uniform Sex Toys
100%
Fulfilling A Girl's Male Fantasy Part 2
Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relationship, apart from possibly being even more open with each other about our desires. One day a ... Read full Story
shemale lover 2012-04-04 4,613 Stockings anal sex Group Sex Blowjob
100%
Threesome fun
We had invited friend over who has big cock --he arrived and we sat around for awhile talking about sexual encounters of the past --I'm a bi part time shemale cross dresser who is very kinky --anyway it got around to looking around the house and as it happened we stopped in the bedroom , and all o... Read full Story
goodgurl34 2019-01-08 4,698 Stockings Crossdresser Amateur Big Tits threesome Blowjob Big Cock Lingerie domination Guy Fucks Shemale Mature Homemade threesome sex
84%
Emily's welcome
Since embracing the feminine me I’ve been on a bit of a shopping spree, it’s tough to be a gurl who hasn’t had anything really nice to wear for so long. In particular I love to buy pretty panties which keep my clitty nicely in place, but also rub up against my pussy as I walk – with nobody any the ... Read full Story
EmilyTG 2019-07-04 5,930 Crossdresser Group Sex Cumshot threesome Blowjob
85%
Afternoon Tea on the Lawn
I waited outside the shop for it to open. It was quite chilly and my legs where frozen even though I wore an expensive pair of sheer stockings. The dress wasn't much warmer and I wished I had a full-length coat. Trish, the owner was the first to arrive. 'Hello darling, nice Christmas?' She kne... Read full Story
shemale lover 2012-08-29 4,663 Stockings Lingerie oral sex cum swallowing tiny cock
100%
Fun With Friends Chapter 5
When I got home, I spent the rest of the evening thinking about how in a few hours I had gone from a closet cross dresser to a full on cock sucking, bend over and take it up the ass slut who was then shown to a group of strangers as a latex and high heel-wearing sissy. I'm not sure when I fell as... Read full Story
shemale lover 2012-12-12 3,396 Stockings sucking Sex Toys crossdressing heels
69%
Sales Training
Gary Michaels had been very successful in heating system sales during his first five years with his company, however the past two years had been very disappointing. So disappointing, in fact, that he had been called on the carpet and told to begin producing or else find another job. Gary really like... Read full Story
shemale lover 2013-07-21 5,296 Stockings Cumshot Lingerie oral sex crossdressing
66%
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 6,367 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
83%
A Man's Place
I couldn’t believe my luck, a raise! Finally, after working three years in this stinking company as Marketing Manager, and I finally get a raise. Okay, granted, it took for the company to be bought out, have a number of people sacked, and to squirm like mad to do it, but I got there! 5000 quid... Read full Story
shemale lover 2012-03-18 3,588 Stockings Fetish cum oral feminization
95%
Proud To Be A Sissy Chapter 8
I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how m... Read full Story
shemale lover 2012-12-24 9,503 Teen (18+) Crossdresser Uniform Lingerie domination
95%
Never Wanted To Be Your Girlfriend Ch. 04
8:20am Monday Morning --------------------------------- "...You can't be serious, Mike. There is no way anyone is gonna believe me," I whispered intensely. I was sitting in the school office dressed in the patently ridiculous outfit Michael had picked out for me that morning, waiting to see... Read full Story
shemale lover 2014-07-21 5,884 tranny Stockings asshole Lingerie girlfriend
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 10,198 Stockings Big Tits fucking foot fetish
85%
A Surprise Stripper for My Birthday
My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly ... Read full Story
shemale lover 2012-07-06 5,361 threesome oral sex cum swallowing pre-op transsexual
92%
A Lady Indeed
"Blue-eyed boys are always getting me into trouble," she said in a sultry voice. I smiled, as I looked into those warm brown Latina eyes, so soft yet full of mischief. "I'll be back in a sec guys," said Tracy as she got up from the table and headed towards the ladies room. &qu... Read full Story
shemale lover 2013-07-21 4,147 Stockings anal sex Cumshot oral sex kissing
100%
Happy Birthday
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Enjoy! I couldn’t move. No matter how hard I tried, I couldn’t move. The restraints didn’t give in any direction. The more I fought the more pain I was in. My safe word (wasabi) ... Read full Story
therefill05 2021-01-18 4,235 Stockings Big Tits Latina Bareback Blowjob Big Cock domination cum in mouth
100%
Birthday Breaking
I had no idea what my girlfriend had planned for me that day - and if I did, I'd probably still have gone along with it. My birthday wasn't that special an occasion for me. I had no family and having recently moved, I'd no real friends in the city. But Gen was determined to give me a time to reme... Read full Story
shemale lover 2012-06-13 4,656 threesome oral sex strapon
78%
My Journey and The Pleasure of Fucking a TG/CD/Sissy
I used to think I was crazy. Maybe a part of me thinks I still am. Whatever the case, I'm not going to stop, and I'm going to continue what I'm doing for a very long time. Why? Because it feels so damn good. As I sat there while my latest little Sissy slut was servicing my thick an... Read full Story
JOAT 2018-04-12 12,950 tranny transexual crossdressers sissy t-girl T-Girls sluts
45%
Lost bet
It all began as a bit of a joke really. We'd all been out clubbing in some raunchy nightspots and were still high on the atmosphere. As the night wore on and morning was quickly rearing its bright and beautiful head, the group began to dwindle until only three of us were left. My husband Phil, my be... Read full Story
shemale lover 2012-04-04 24,476 Stockings Fetish domination crossdressing
85%
Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
shemale lover 2012-05-13 8,315 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
100%
Blame Abba Chapter 2
Part 4 Out alone I wanted something which would let me wear my black 4 inch leather stilettos with ankle straps, really sexy shoes, my very first pair of TV heels. I opened the wardrobe to get them out, then started choosing; black seamed stockings; a black thong; my waist cincher bustier; my sho... Read full Story
shemale lover 2012-07-17 4,600 Stockings Fetish crossdressing
66%
Fourth Slave
I had been to this particular establishment before. I knew very well what they did and the women here were nearly all abducted. I knew that. What had brought me here today or rather on this night, was the loss of my slave. I had sold her when I got bored with her. I had a particular taste in women t... Read full Story
shemale lover 2012-11-19 8,305 Stockings Fetish domination
72%
DENISE IN BLACK FF NYLONS AND HEELS
I have a passion for corsets and black fully fashioned seamed nylons, which I like to wear with tight revealing tops and miniskirts or very clingy dresses. I always wear multi strap 10 or 14 suspenders with a tight lacing corset that reduces my waist and gives a sexy outline to my shape. My favou... Read full Story
DENISEFFNYLONS 2018-04-03 8,333 Stockings Fetish threesome gangbang Lingerie Mature cum in mouth
85%
My First Time
When I was 18, my mom and I moved to a little town on LI. Right next to our house was a largely used road even at night. Right on the corner of my street and that large street was a gas station I always bought cigarettes from. Right next to the gas station was a bank with a parking lot that ... Read full Story
Rayla Perez 2018-05-22 14,697 Cumshot latina Tgirl
92%
MY Party Favor Fantasy
My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... Read full Story
pennypenny 2019-01-08 7,580 Stockings Crossdresser Group Sex Cumshot Masturbation Bareback Creampie Fetish threesome Blowjob Big Cock gangbang Lingerie redhead domination Guy Fucks Shemale Sex Toys Ass to Mouth cum in mouth double anal
100%
New Game by Jordan Skythe
New Game Alan tossed his game controller, then reclined on the bed and sighed. “I’m bored.” He nodded in agreement. “So am I.” He wasn’t, but wanted to see where the declaration could lead. “We need to do something new.” He felt his breathing increase, wondering if this was the moment he could... Read full Story
AuthorJordanSkythe 2022-01-24 2,350 first time Stockings Crossdresser Bareback Uniform seduction Lap dance
50%
PRIS DANS UNE NOUVELLE VIE
C'était mardi soir, ce qui signifiait que Lena se préparait pour son cours d'aérobic. Bien qu'elle ne travaillait pas, elle était certainement occupée à construire et à maintenir une vie sociale et à faire en général les choses qu'elle voulait. Il n'y avait pas un jour où Lena n'avait pas fait qu... Read full Story
Femboy 2021 2023-01-19 1,556 Stockings Crossdresser Amateur Fetish Big Cock Lingerie
50%
LES NOUVELLES FILLES
"Hey perdant," dit Ken en me poussant dans mon propre casier. « Tu es une putain de poule mouillée. Tu le sais, n'est-ce pas ? » "Bien, Ken!" dit Weston. "Pourquoi est-ce que vous devez toujours vous en prendre à moi ?" Je demande. Ken va me frapper et je me recroqu... Read full Story
Femboy 2021 2023-02-09 1,067 Stockings Big Cock Lingerie domination Guy Fucks Shemale Sex Toys cum in mouth
50%
REGARDE-MOI MAINTENANT ⚧️ ⚧️
Il y a quelques années, à mi-parcours du premier mandat du président Pelosi, j'ai surmonté mon inclination habituelle à éviter les risques et j'ai accepté une invitation à visiter l'appartement de deux femmes - de parfaites inconnues - qui venaient de découvrir que j'aime porter des culottes. Becky ... Read full Story
Femboy 2021 2023-03-30 1,251 Stockings bdsm Lingerie Sex Toys humiliation feminisation anal play poule mouillé cage de chateté femme lesbienne dominatrices esclavage