Sort by
Relevancy

Free Stories

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 6,467 Creampie Big Cock ass fucking
100%
From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... Read full Story
CDJaneBooty 2022-04-01 9,526 first time Crossdresser Amateur Cumshot Bareback Creampie Blowjob Big Cock gay Homemade Ass to Mouth curious first time with a man
80%
A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
shemale lover 2011-12-06 11,144 Bareback cum ass fucking slave
71%
Glory Hole Girlfriend
My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... Read full Story
shemale lover 2011-12-18 7,072 Creampie ass fucking mouth fuck
100%
Caught and Used
I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and ... Read full Story
shemale lover 2012-06-09 5,173 anal shemale Lingerie crossdressing
100%
Seven Lessons Part 2
That night he had many erotic images flood into his dreams, lingerie, fetishwear and sex, lots of sex. Hardcore action of all persuasions had filled his sleeping thoughts with him in both the receiving and giving roles. And then there were the bells, the bells were tolling for him. Actually, as t... Read full Story
shemale lover 2011-12-01 3,713 orgasm domination oral sex
88%
Caught Crossdressing by a Real Man
This story is a continuation of night club cum slut. Ever since I first wore panties for a boyfriend, I had built up a collection of lingerie. I gradually worked up from panties to the most erotic lingerie I could find. My fascination with cross dressing went a little further with a new fetish f... Read full Story
shemale lover 2013-01-17 35,174 Crossdresser sucking Lingerie ass fucking ass fingering
100%
Sultry Mistress,
Sultry Mistress, Natacha has now been living with me for over a year. It is a cerebral and perverse Domina who immediately wanted to submit me to her desires. She took power over me by making me discover my femininity during role-playing games. Like a spider, she imprisons me in her web a ... Read full Story
sandratvtg 2022-09-20 3,788 Stockings Amateur Lingerie domination Sex Toys
83%
the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
oliviabecket23 2023-07-04 6,417 Crossdresser Lingerie domination Sex Toys femboy forced webcams
91%
First Meeting with Couple
Hi everyone, I actually went through with it and got together with the couple from the fetish party to experience my first sex and scene in real life. It didn't go as i had dreamed of; but, thinking that it would go like that was pretty naive on my part. To start with, i Must tell how cute I l... Read full Story
shemale lover 2014-08-13 5,081 first time shemales bdsm
50%
Debbie Part 6
Debbie was awakened by someone holding a hand over her nose and mouth, so that she couldn't breathe. She struggled, weakly tossing her head before opening her eyes. She looked straight into the eyes of Dr. Jacobsen, smiling evilly down at her. He continued to hold her head so that she couldn't breat... Read full Story
shemale lover 2011-12-23 4,204 transgender toys bondage and discipline heavy
50%
Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
shemale lover 2012-09-01 4,574 Stockings Crossdresser Cumshot sucking heels
72%
Wie sich schlagartig mein Sex Leben änderte... Teil 1
ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... Read full Story
Holly Swallow 2019-03-20 7,478 Stockings Small Tits Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob blonde gangbang domination Interracial Sex Toys humiliation Homemade sissy girlfriend chastity cage Ass to Mouth cum in mouth chastity sissy amateur crossdresser fendom
100%
SABATO SERA CON PAOLA
L'appuntamento del sabato sera con Paola sta ormai diventando un appuntamento fisso. Ho trascorso la settimana facendo il conto alla rovescia e cercando di immaginare quale sarà il suo regalo che non mi ha mai dato! Sono le 9 di sera, arrivo finalmente a casa sua, il cancello è aperto, la porta è ... Read full Story
Sissy Mari 2021-10-13 970 Stockings Crossdresser Amateur Fetish Lingerie domination Homemade shemale + shemale sissy slut sissy crossdresser
50%
La soumission
Mon amie Sophie qui m’a déjà surprise à deux reprises dans des situations équivoques, n’a pas tardé à revenir à la charge en m’appelant au téléphone pour me faire une proposition singulière. « Mélina, samedi soir, débrouille toi pour te libérer et me rejoindre à la maison. J’ai une surprise pour ... Read full Story
Isabelledecheverny 2022-01-11 733 Crossdresser Fetish Homemade sissification amateurs lingeried ts sissy crossdresser Training Sissy
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 5,700 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
A Year in the Life of...
As he stood watching the woman behind the desk he found it increasingly difficult not to fidget. He didn't know who the woman was but he knew she was some kind of big shot in the company, perhaps even the owner. Chris Pickles, his manager, had been all over her when she arrived, in fact he couldn't ... Read full Story
shemale lover 2012-07-31 2,410 Fetish feminisation sissy
100%
A Year in the Life of... Chapter 2
'So...here I am in the back of a limousine.' he mused. At least he thought it was one; having never ridden in a limousine before he couldn't be entirely sure but the sumptuous leather interior and with enough rare wood to build a wardrobe it definitely felt like one. Danni...Mistress Danni, he corre... Read full Story
shemale lover 2012-07-31 2,366 Fetish feminisation sissy
100%
A Year in the Life of... Chapter 5
And now he found himself waiting at the door with Ibrahim, looking out into the dark, rain falling heavily outside. He'd managed to negotiate the stairs okay apart from one heart stopping moment when his heel caught and he thought he was going to go flying down the stairs. But he'd had a tight hold ... Read full Story
shemale lover 2012-08-01 2,587 Fetish feminisation sissy
100%
Yellow Polka Dot Bikini(s)
"She was afraid to come out of the locker. She was as nervous as she could be. She was afraid to come out of the locker. She was afraid that somebody would see. Two, three, four, tell the people what she wore. It was an itsy, bitsy, teenie, weenie, yellow polka-dot bikini that she wore for the ... Read full Story
shemale lover 2012-08-22 3,686 Fetish bikini crossdressing sissy
100%
Fucked as Bambi by an old chat friend
This is a very true story... My name is Bambi i am a TV/CD from sunny San diego.. I have been divorced now about a year.. The reasons for divorce were due to just to much separation in our marriage. I had taken a work assignment that took me to New Mexico and it was just the straw that broke the... Read full Story
shemale lover 2012-11-05 6,332 first time anal sex doggy style kissing
100%
The Visitor from Vienna
I didn’t expect such a reaction from my stories, it was unbelievable! I was seriously surprised when Paul wrote to me and told me about how he liked my stories and that he lived fairly close to me. He lived just across the Czech/Austrian border, in Vienna. He had visited Prague in the pas... Read full Story
shemale lover 2012-12-20 3,539 Crossdresser Cumshot sucking cd heels
80%
In The Club Part 3
Continuing story from part 2 , i am on the bed in the motel bedroom looking over my shoulder with my tongue out watching deans 10 inch dick slowly disappearing up my bottom , after its half way up it meets resistance , i am wet but clamped up , as he pushes harder i relax and his gorgeous hard kno... Read full Story
sara gabo 2020-09-21 2,068 Bareback Fetish Big Cock sissy slut Club Girl
100%
NO TODO ES COLOR DE ROSA EN EL JARDÍN DE NIKITA
Mi nombre es Nikita y soy una chica traviesa,… ¿o debería decir creo que soy una chica traviesa? El hecho es que soy un bonito chico de 23 años. Sé que debería haber sido una chica y seguro que mi cuerpo y mi rostro son muy afeminados. Por lo tanto, no es una gran sorpresa enterarse de que me encant... Read full Story
Panty Kat 2021-07-21 1,651 lenceria sissy panties Panty Fetish calzones Bragas fetiche de calzones
80%
I got humiliated in a catfight
Im a crossdresser and I am very feminine and extremly dainty. I was attracted to a man at a park I went to. He knew I was a crossdresser. I would always say hi when I saw him, but that was it. One day he asked me(on a rainy day as I was getting in my car), do I have a boyfriend am I bi, he wanted to... Read full Story
Kaylamoore994 2023-03-26 5,499 Crossdresser Outdoor Masturbation Fetish Ebony Ladyboy Lingerie humiliation fight sissy crossdresser catfight
100%
LOS HOMBRES ME TIENEN ASI.
Me levanto cada mañana, en babydol, en bata de encajes, con tanga y me siento feliz de ser una mujer. Una mujer con pene. Me miro al espejo y soy toda una mujer. Si, los hombres me tienen así. Los hombres me han convertido en lo que soy: en una mujer. Cada hombre que me ha hecho el amor me ha h... Read full Story
IVANNKANAL 2023-05-30 1,008 anal Crossdresser Amateur Bareback Creampie Fetish Lingerie Guy Fucks Shemale Homemade sissy
50%
Hello!^^
Ciao! this story was created with the help of google translator, so do not judge strictly. I'm trying. I try every day to be better and more confident, but for now I'm still afraid. it seems to me that I can disappoint or not live up to expectations that they will ridicule and mock me, I’m afraid th... Read full Story
kateleto 2023-06-12 3,647 tranny Crossdresser Amateur Outdoor Fetish Homemade sissy femboy Traps story russian cd read
100%
Andy In Pantyhose
He had the house to himself for a few hours. Andy slid his older sister Kelly's taupe nylon pantyhose slowly up his nice, smooth legs, wriggled them up around his narrow boyish waist the band snapping in place. His penis was so stiff against the wispy fabric! He sighed happily. Sitting down on ... Read full Story
ALEXEAMES 2024-01-18 4,539 Stockings Crossdresser solo Amateur Masturbation Fetish Lingerie pantyhose Homemade sissy femboy teen (18+)
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 2,805 Crossdresser Big Tits Cumshot Bareback Fetish Blowjob blonde Big Cock big ass Futanari bukkake sissy cum in mouth
100%
Минет страпону в женском нейлоновом белье
Вчера у одной сексапильной милфы купила ее длинный пеньюар (очень редная вещь) + она в подарок отдала колготки с вырезом, трусики и лифчик. Я приехала за город в домик и там оторвалась. Все это надела. Взяла искуственный член, включила видео, одела шпильки. Просто ласкала себя и делала минет страпон... Read full Story
Lana2001 2024-03-01 377 anal Stockings Crossdresser Fetish Blowjob pantyhose sissy Solo Shemale Минет страпону
100%
Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
Regina10 2024-03-18 2,823 anal Crossdresser Bareback Creampie Fetish Blowjob Ebony Guy Fucks Shemale big ass sissy Ass to Mouth 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 1,950 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale