Sort by
Relevancy

Free Stories

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 3,591 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
100%
Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
Dani_does_Dallas 2022-05-09 5,433 Crossdresser solo Amateur Cumshot Outdoor Masturbation Blowjob Shemale and Girl Sex Toys self sucking pov cum in mouth webcams
100%
Camming Down the Rabbit Hole Ch. 09
As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... Read full Story
Dani_does_Dallas 2022-03-22 3,581 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking pov cum in mouth webcams
100%
Chinese Apple Turnover
I crashed harder than anytime ever in my life and my dreams were fucking vivid. I dreamt of being fucked. And of sucking huge cock and getting face fucked so hard that I was cock drunk and high from holding my breath so much. But so really horny from him doing that, so into that cock. Of Jax f... Read full Story
ASSEaster5678 2019-01-09 6,700 anal sex Shemale Fucks Guy Asian Guy Fucks Shemale
100%
the orgiastic fever of a trans-milf
Simulating a woman, or the orgiastic fever of a trans-milf It's been two months since I moved to the megapolis, where I've discovered several places where the third gender goes. One of my first explorations was a huge lingerie shop in a MALL; I wanted to buy some sexy stuff without being noticed ... Read full Story
hippocampus_171 2024-09-04 335 anal Amateur Cumshot Creampie Shemale Fucks Guy Latex Sex Toys Mature small cock
100%
Hung Shemale has Motorcycle Trouble near Vegas
I drive down a deserted two- lane highway outside of Las Vegas, Nevada. It is August and the temperature is well over 100 degrees. In the distance, I see a tall beautiful mature creature that walks alongside the road. As I pull over, I am stunned by her powerful physique. She sports an incredibly ti... Read full Story
darrell 2024-02-02 5,628 Shemale Fucks Guy Blowjob blonde Big Cock Mature deepthroat cum in mouth toe sucking Fisting Anal
100%
Camming Down the Rabbit Hole Ch. 07
Opening my eyes I struggled a little as the residual cum on my face from last night’s show hadn’t been fully wiped off, I felt the dry and crusty leftovers crinkle on my skin, but couldn’t help but smile to myself as I remembered how it had got there. The intensity of that orgasm had been on another... Read full Story
Dani_does_Dallas 2021-10-22 6,424 Stockings Small Tits Crossdresser Amateur Cumshot Masturbation Fetish Lingerie Sex Toys Homemade self sucking pov cum in mouth
82%
First time with a trans escort
I've thought about seeing a t-girl escort many times and a few weeks ago I finally made a date with a local girl named Carol. She´s a lovely Colombian girl with long dark hair and a slim, sexy body. She welcomed me into her home wearing a sexy black dress and high heels and after pouring a d... Read full Story
Gracemel121 2017-03-28 19,535 anal Amateur Cumshot shemale escort top
100%
Catching up with the biggest cock
I have recently written with an account from my diary about the biggest cock that I’ve ever seen and someone saw the experience and wanted to know more as I had said that I met him a few times. So, I can bring that right up to date now because I have recently been to see him again. But let me go bac... Read full Story
lkusex 2021-06-03 10,966 Masturbation Big Cock Ladyboy domination self sucking Ass to Mouth Vintage
100%
Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
Dani_does_Dallas 2022-04-25 4,310 Crossdresser Amateur Cumshot Masturbation Blowjob Uniform Lingerie Shemale and Girl Sex Toys Homemade self sucking pov cum in mouth
87%
Me and my Trans friend have a threesome with a Tgirl
I was with my trans friend and we went over to her other trans friend's house and I met her for the very first time. We were hanging out and having a few drinks. She asked us what music do I like and I said metal. She plays Disturbed and Rammstein on her stereo system. Then she started playing with ... Read full Story
Miss Steek 2023-10-09 6,111 anal sex Masturbation threesome Blowjob music drinks Cumming twice Social visit Forplay
100%
HE DIDN'T KNOW I WAS TRANS...
I'd worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
mika96 2023-05-11 6,735 anal Amateur Bareback Creampie Blowjob femboy Ass to Mouth
78%
A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
Mabel Cecilia 2019-05-06 8,161 Small Tits Crossdresser Amateur Cumshot Latina Masturbation Creampie Blowjob blonde Lingerie Shemale and Girl Guy Fucks Shemale Sex Toys Mature self sucking Solo Shemale cum in mouth double anal shemale + shemale
100%
A Mate's Trans Date
I had been seeing Nikki for about 6months and taking her out as you would any girlfriend, sharing our groups of friends socially of course. One evening we went to a friends place and when Nikki has snoozed off to sleep on the sofa me and my mate called Al got talking, we had been drinking most of th... Read full Story
shemale lover 2012-03-19 4,731 first time Stockings anal sex oral sex
71%
Trans secretary
"Monica Barnes smoothed her skirt before entering the office of her boss, Cord Drake, the CEO of the company his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! &... Read full Story
shemale lover 2012-04-30 4,293 anal sex Cumshot Big Cock oral sex
40%
Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
shemale lover 2012-05-02 2,870 anal sex Creampie oral sex
100%
Dianne The Trans
It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the cou... Read full Story
shemale lover 2013-07-19 3,592 hardcore anal sex Cumshot oral sex ass fingering
100%
My first anal
This was a couple years ago, but I still remember it very well. I was insanely horny one night so i signed up for a sex dating/chat site. I'm siting around, rejecting chat invites from guys, thinking I'd never want a cock. After a while, I decided to try chatting up a guy, see what kind of stuff ... Read full Story
shemale lover 2012-02-24 4,869 first time anal sex doggy style
100%
Weekend Fantasy
have so many fantasies....the one that gets me lately, is having access to a house out in the middle of nowhere, for a week or weekend, where i can dress up, all day. No one knows of my lustful secret....so the idea of being able to stay this way without thought, gets me so hard and such in the moo... Read full Story
martley 2020-07-20 5,214 solo Amateur Group Sex Masturbation Big Cock Lingerie domination Sex Toys Homemade self sucking cum in mouth double anal shemale + shemale
50%
The Greatest Lie Part 15
I think that if you could get honest answers, a lot of heterosexual guys would probably admit to having had at least a passing desire to be a girl. If they were honest, they would probably admit they thought of it "when I first noticed a girl's breasts" or "when I first felt a girl or... Read full Story
shemale lover 2012-01-20 6,331 anal hardcore erotic encounters fantastic
100%
Camming down the rabbit hole Ch1
Back in January 2020 I guess I was lucky, I did have a regular job although the pay was miserable and I did have my own place. On my wage all I could afford was a miserable bedsit in a neglected part of town, but on the upside I didn’t have to flat share and it worked well enough for me. The west... Read full Story
Dani_does_Dallas 2021-08-11 5,504 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
0%
Jo, Shemale Goddess! Part 2
Jo chuckled as the man in the sharp business suit looked hastily away when she looked up and caught him staring at her legs, again. Her 'Rupaul' legs as men with a history of watching men dressed as women called them, or her 'Naomi' legs as the newer ones to the scene seemed to think. Both divas had... Read full Story
shemale lover 2011-09-05 3,910 anal sex asshole tgirl
50%
An alumni gathering like no other; 2/2
... I opened my eyes, sobered up from the alcohol and my lust. Simo had already left. I had to get ready for the party, and I had to do it like a man! BUT, slut that I am, to make my breasts more prominent under my dark purple tank top, I tightened a transparent strap around my waist. You never kno... Read full Story
hippocampus_171 2024-06-16 2,388 anal Amateur Creampie Blowjob Sex Toys Mature small cock big ass cum in mouth
50%
My friend Barbara,
My friend Barbara, I look forward to welcoming Barbara. She is a lovely brunette with blue eyes who likes to make love without taboos. She knows how to bring our fantasies to life by imagining exciting role-playing games. - You're going to fall in love when you discover my underwear, she assur... Read full Story
sandratvtg 2024-07-04 2,016 Stockings Bareback Fetish transsexual Lingerie Sex Toys travesti Vintage rosebud plug gonflable gode xxl
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 1,104 Stockings bdsm Lingerie Sex Toys humiliation feminisation anal play poule mouillé cage de chateté femme lesbienne dominatrices esclavage
50%
DIVA LAS VEGAS ⚧️ ⚧️
Ma femme Rona était assise sur le canapé avec son pop-corn pendant que je terminais les plats du souper. « Hal ! Dépêche toi Hal, ça va commencer », m'a fait signe ma femme excitée. "Une seconde chérie. J'ai presque fini," répondis je en rangeant la dernière assiette. Mon épouse de vingt-six ans ... Read full Story
Femboy 2021 2023-03-25 1,113 Stockings Blowjob Lingerie Sex Toys feminisation cum in mouth double anal shemale + shemale maitresse épouse fille sur fille
50%
LES SEINS VOUS RENDENT STUPIDE ⚧️ ⚧️
"C'est jolie!" "Oooh... Sexy !" "Salope !" Ce ne sont là que quelques-uns des descripteurs que j'ai utilisés lorsque j'ai "fait du lèche-vitrines" en ligne. C'est l'un de mes passe-temps préférés. Aller sur divers sites de lingerie et regarder des soutiens-gorge, des culottes, des bas, des jarret... Read full Story
Femboy 2021 2023-03-31 763 Stockings anal sex Blowjob Big Cock Lingerie Sex Toys cum in mouth jouets sexuels poule mouillé attrapé
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 5,534 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
50%
OH, FRERE! ⚧️ ⚧️
C'était le début de la séance avec le psychiatre. La femme aux cheveux argentés avec de petites lunettes de lecture à monture écrivait déjà dans son carnet. J'ai admiré son choix de mode d'un élégant tailleur-jupe gris avec un chemisier blanc. Ses simples escarpins noirs étaient élégants et montraie... Read full Story
Femboy 2021 2023-03-25 1,048 Stockings Cumshot Blowjob Big Cock Lingerie Interracial Sex Toys cum in mouth poule mouillé poule mouillée et fille forcé anal
80%
Chinese Extremes Part 2
When he woke up, it was like waking from a very vivid dream. Oddly enough he quickly accepted that it had not been a dream, but he did find the determination that had been missing the day before. It may have been a longtime sexual fantasy of his to be feminized against his will, but in the real worl... Read full Story
shemale lover 2012-01-17 6,165 torture extreme bondage and discipline
50%
Magician's Assistant - Friends & Lovers Part 9
Magician's Assistant - Friends & Lovers takes place in the Magatrix the Magnificent Universe, which was first introduced in my serialized seven-part story, Magician's Assistant. The premise upon which both that story and this story are based revolves around the fact that Magatrix the Magnificent... Read full Story
shemale lover 2011-12-26 2,860 anal femdom erotic encounters
100%
Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
shemale lover 2012-06-18 5,757 anal sex Creampie oral sex cum swallowing
66%
A Ski Bunny is Born
AQToday I am a fully-fledged she-male, living with my girl friend Kim, who, to me, is the most beautiful girl in the world. We live as sisters to the outside world, but we are in fact passionate lovers. This whole true story started some 5 years ago, let us tell it to you. At that time I was a si... Read full Story
shemale lover 2012-06-21 11,515 anal sex Cumshot Lingerie oral sex Sex Toys
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,546 anal tranny Cumshot oral
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 22,889 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
88%
Tipping Point -- Chapter 1: Blow by Blow
Chapter 1: Blow by Blow October 12th Thursday evening. Tick, tick tick... the minutes pass by while Nick lies on his back, staring at the white ceiling fan that hovers above. He raises his head, bats his eye lashes, and yawns. His long, wavy, auburn hair falls down his back with small curls. ... Read full Story
Danielle Pillory 2015-11-24 5,470 anal shemale domination spanking submission
100%
Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
Dani_does_Dallas 2021-10-11 5,003 Stockings Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade pov cum in mouth webcams
100%
L'arme redoutable des femmes,
Au fil des ans, ma femme s'est décidée à prendre le contrôle de ma sexualité en voyant que je n'avais plus de désir pour elle. Une association féminine l'a formé en quelques mois à devenir une dominatrice zélée. Au fil des mois, je suis devenu son soumis à la maison. Chaque soir, elle vient m... Read full Story
sandratvtg 2024-07-08 284 anal Stockings Fetish Lingerie domination Sex Toys bondage femdom femboy shemale fucks shemale ballstretcher cage de chasteté erostek
83%
House Hunting Chrissie
When I casually mentioned to one of clients during a session that I was toying with the idea of perhaps buying a house and renting out my condo he needlessly took the time to remind that he owned one of the largest realty offices in town. It must a salesman thing, not being able to leave business ... Read full Story
shemale lover 2012-07-01 3,257 anal oral sex humor
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 12,021 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%
Camming down the rabbit hole Ch2
How had I ended up in this situation? Sure I was going to need to make ends meet, but I could find a normal job couldn’t I? was I this desperate? Perhaps desperate wasn’t the right word, just over a month ago I had started out camming as a bit of fun, to maybe make a few pounds while I masturbated, ... Read full Story
Dani_does_Dallas 2021-08-11 3,725 Crossdresser solo Amateur Masturbation Lingerie Homemade webcams
100%
Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
shemale lover 2011-09-04 5,569 anal sex sucking shemale
50%
Why, She's A "He"!
Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ... Read full Story
shemale lover 2012-10-26 4,743 anal tranny oral rimming handjob
100%
Not so much a story as cry for help
Here is a story that is not a story but a problem, looking for a solution and i can certainly use some help. So please read on, keep in mind, all that everything is the truth and it is all real. I have lived as a transgender person since i was very young, and truly feel i am a female in a male... Read full Story
Wendytg976 2019-05-27 4,395 webcams
100%
A girl like no other,
A girl like no other, It is with a certain excitement that I choose from my wardrobe the underwear that I will wear to welcome you. I'm falling for my vintage lingerie from the 50s: These very feminine sheaths, slit at the crotch to better accommodate your desires. These corsets and bustiers... Read full Story
sandratvtg 2024-07-04 2,228 anal Stockings Lingerie Sex Toys travesti Vintage
77%
Caramel And Devin
I began crossdressing at 12, but it wasn’t until I was 17 when I dressed up completely for the first time. When my parents went away for the weekend to Atlantic City, I took advantage of the opportunity to explore my feminine side to the fullest. As soon as they left the house that summer morn... Read full Story
shemale lover 2011-11-10 4,367 Cumshot sucking fingering
83%
Teacher Student Confidentiality
It was raining cats and dogs outside as Ms. Catherine Walker (Cat by her friends) graded her Accelerated Integrated Geometry test scores. Her was long and flowing and her sweater was purposely pulled low to embarrass the male teachers with her cleavage. Her cock twitched as she shifted her leg to a ... Read full Story
shemale lover 2012-02-11 14,132 anal Blowjob black fiction
85%
Where No Man Has Gone Before
I write this with the faint hope that some day, some way, I can send it to the men of Earth. (Maybe via the Internet?) It's been over a year now since that night... I had been driving later that night than usual for me. You see I'm just a single, middle-aged guy who's good at fixing stuff. I had ... Read full Story
shemale lover 2012-11-23 4,645 sucking cum oral
88%
A Fantasy in Pantyhose
I always go out to the same bar on thursdays. The women are hot and long legged and they always wear pantyhose. Like usual, I dress in jeans, collared shirt and a jacket, deck shoes or dress shoes. Underneath, pantyhose. Always sheer to waist, no underwear and always nude. My jeans are long enough t... Read full Story
jonezn4ph 2012-11-24 6,206 anal pantyhose crossdressing gay
50%
lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
hippocampus_171 2023-07-09 4,830 anal Small Tits Amateur Group Sex Masturbation Guy Fucks Shemale Sex Toys Mature small cock big ass sissy femboy
80%
Mandy Awakens Dave's Desires
We had been flirting across the bar for several weeks at this point. She was just so easy to talk to. Although she wasn't stunningly beautiful, she was quite attractive. Mandy is about 5'2" or so, 110 pounds. She has a light complexion to go with her strawberry blond hair, which she wear... Read full Story
shemale lover 2012-01-10 5,045 anal sex cum oral fingering
83%
Elaine & Me
- Chapter One – Our First Meeting - I had two weeks to go before the final degree exams and I was working hard. Perhaps too hard, because I desperately needed a break from the hours and hours of revision. It felt like I just couldn't take in any more detail about Quantum Mechanics or Solid ... Read full Story
shemale lover 2012-03-31 11,506 sucking Fetish transsexual
91%
A New Year's Resolution
I'm not gay (laughing), with that said, I have seen some very good looking, uh, guys. Okay, go ahead and laugh. You see, toward the end of this past summer (August 2011), my wife and I visited an old friend of mine in Pattaya, Chon Buri, Thailand. He's a former Navy Seal. I'm a former Army Ranger as... Read full Story
shemale lover 2012-04-16 7,751 anal sex cum oral sex
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 8,629 anal ass sucking threesome tits fingering sex blondie
66%
Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
shemale lover 2012-09-23 6,678 sucking cum massage
100%
Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 6,352 sucking oral sex facefucking