Sort by
Relevancy

Free Stories

80%
Outdoor Tranny Sluts Lust
I wake up really early one morning with my cock throbbing hard under the sheets. I got a white camisole on. Out of bed i go with a desire to vouyer and masturbate somewhere around my home. I'm home alone so i head out to my garden with my cock bouncing up, down & dripping cum. It's about 5am... Read full Story
Tracy Bel 2023-02-14 5,285 Crossdresser Outdoor Fetish Homemade cum in mouth shemale + shemale
100%
Handjob Positions and Techniques
Hands handle. Usually, touch signifies acceptance, whereas the avoidance of touch signals rejection. Hands are involved in embrace, which implies fondness or even love. Hands welcome. Hands communicate. Hands work and play. Hands massage. Hands manipulate, shape, and form. Hands hold. Hands give. ... Read full Story
shemale lover 2011-10-28 3,766 shemale massage handjob
90%
First Outdoor Fuck
Sat in my office with nothing to do was making me tired there was no customers to serve which was slowly driving me mad, what was worse was the hot weather outside which always makes me horny, knowing I had all my girly clothes in the boot of my car was making my cock twitch in my cheap nylon work t... Read full Story
shemale lover 2012-12-19 6,115 Crossdresser Outdoor ass fucking pantyhose heels
0%
After Dinner Delight
The following morning Del and Tori had a late breakfast in the hotel's upscale restaurant before Del went home. They had arranged to meet at seven for supper, deciding to get dressed up and go out somewhere nice. Del lazed around her apartment till mid afternoon, got cleaned up, dres... Read full Story
shemale lover 2012-01-29 3,750 sucking pissing Lingerie handjob
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 13,288 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
62%
Crossdressed Lana - Hannover, Germany
Crossdressed Lana - Hannover, Germany Very Sexy & Compliant Sub-Slut Is Searching For Kinky BDSM Live-Dates At Hannover, Germany!!! I Am Bisexual And Want Men, Woman, Couples And Trans For Outdoor, Swingerclub, Porncinema And Public Sex. I Love To Wear Very Hot & Sexy Clothes Like Lingerie, Stoc... Read full Story
Crossdressed Lana 2020-02-06 4,040 Stockings Crossdresser Group Sex Outdoor Bareback Fetish Blowjob gangbang Lingerie domination Latex Sex Toys double anal
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 5,051 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
50%
Sex with Shonda
I'm a workaholic by nature. I love my job but that's not why I work so much. I work long hours simply because when I get home I don't quite have anything productive to do. I just sit down in front of the television or I chat over the internet. Life at home is dull so the best solution seems to be en... Read full Story
shemale lover 2011-09-18 3,885 Blowjob fingering handjob
100%
Sklavin Pia
Ich bin Ich bin die Pia eine sehr devote 2 LochSchlampe und eine (nahezu) tabulose, versaute, hemmungslose und spermageile Schwanzhure, immer auf der Suche nach Sperma und Schwänzen werde am liebsten in frivolem und nuttigen Schlampendress vorgeführt, mag spritzige und spermareiche Spiele mit mögli... Read full Story
Piatvhure 2022-10-31 2,195 Crossdresser Amateur Outdoor domination
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 4,487 Cumshot Outdoor Creampie Fetish Blowjob Big Cock Ebony Guy Fucks Shemale public bbc massive
100%
Lola Chapter 4
We sat at the table. I had made the effort to cook a small three-course French-inspired dinner. I was in love, but Lola’s mind seemed elsewhere. - How nice… She was chewing absent-mindedly. - I have to ask you something. - Shoot baby. Ask away! Lola looked deep into my eyes: - Could you ima... Read full Story
BellaBeau 2023-10-30 5,389 anal Cumshot Latina Bareback Creampie Shemale Fucks Guy Frottage Homemade Lola
100%
I Love To Love You
I Love To Love You Baby By Sabrina G. Langton Author's note: I have published this story on two other sites. I always said it was slightly aurobiographical, but reading it back it is a pretty accurate account of my summer of '88. There are only 3 things that I changed. 2 are itsy bitsy tiny deta... Read full Story
Brina Giselle 2023-09-24 4,766 anal Crossdresser Blowjob kissing transgender virgin romantic earrings
80%
How it started
What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... Read full Story
PNPFUCKBOY 2019-02-12 11,519 Teen (18+) Small Tits Crossdresser Amateur Big Tits Outdoor Latina Bareback blonde Big Cock Ladyboy domination Guy Fucks Shemale Interracial Sex Toys Mature Homemade Ass to Mouth
91%
My Seductive Secret (True Story)
During my childhood, me and my brother used to play with two other boys who were our neighbors every weekend. One day we decided to wrestle, and I took on the youngest one, (he was about 2 years younger than me, like my brother) and we wrestled in the shed while my bro and his bro (who was my age) w... Read full Story
Chickzdigmeyup 2019-06-18 13,780 Stockings Teen (18+) Small Tits Crossdresser Cumshot Outdoor Masturbation Bareback Fetish Blowjob Big Cock Lingerie domination Sex Toys Homemade cum in mouth
100%
Masturbation fantasies 2: Looking for Amanda
Previously: William, a young lawyer who has no luck with women, decide he needs some relief from a live girl. Scared of going with a prostitute, he decides to try out a peep show first. Without knowing that the stripper he chose is kind of special, he ends up in a show with a shemale called Amanda w... Read full Story
ThatEroticWriter 2019-07-24 8,702 Big Tits Cumshot Masturbation threesome Frottage
100%
First fuck in public ;)
You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... Read full Story
BalkanLoco91Ri 2019-08-26 3,612 Stockings Teen (18+) Amateur Big Tits Cumshot Outdoor Masturbation Bareback Creampie Blowjob Big Cock Uniform domination Homemade pov cum in mouth
50%
A Shock at the Adult Theatre
I am very often thursdays in the adult theatre, because stylde crossdresser have free entrance at this day. I used to go there by public transportations, because I have no car. In the rear area of the shop we are able to change our clothes and to style up and storing our bags in a locker. About a... Read full Story
SilkeTrav 2020-01-20 7,758 Crossdresser Amateur Outdoor Masturbation Lingerie Homemade
82%
Best friend
Looking back, it seems my early teens were really a time for me sexually. Puberty had set in hard and fast and I was sexually charged. I was constantly touching myself and fantasizing about every sexual explicit act I could think of at the time. Lucky for me I had my best friend Jason. We wer... Read full Story
Veronica Trapani 2020-03-09 6,059 Teen (18+) Amateur Outdoor Blowjob Homemade cum in mouth
75%
The journey down the Rabbit Hole...
Nearly 30 years, living a double life. Sneaking around on two Xwives, several girlfriends, all to play with men.Play,and play and play. Responding to personal adds in the paper at first, then I found the Bath House. Wow, to a closeted homophobic acting oilfield lifestyle kind of guy, who could hide ... Read full Story
badbadboi667 2020-11-24 3,067 Crossdresser Amateur Group Sex Cumshot Outdoor Bareback Blowjob Big Cock gangbang domination Homemade Ass to Mouth
83%
The sissy dreams
Everyday I wake up in a state , halfway between a happy sissy and a closeted white boy. My mind is constantly trapped in that state. Suffering in silence, the people in my life seem to be oblivious to it, I have it well hid. 48 years of fist fights and weed, long hair and leather coats, Oilfield job... Read full Story
badbadboi667 2021-01-04 4,772 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Big Cock gangbang domination Homemade Ass to Mouth cum in mouth
100%
badbadboi's walk in the park
...My boi hole was freshly washed, shaved and lubed with a lovely hot shower, my wand is perfect for cleaning my pussy, flushing it clean very time, I luv to let the water spray my hole driving deep enough to tickle the bottom of my prostate. My cock cage locked in place, my white crotchless panties... Read full Story
badbadboi667 2021-04-06 3,422 Crossdresser Amateur Group Sex Outdoor Bareback Creampie Blowjob Interracial Homemade Ass to Mouth cum in mouth
100%
K*dnapped & R*ped
"You're nothing but a tease, a flirt, you just like to play around and lead guys on," someone messaged me on the swinger site I'm on called AdultFriendFinder. "No," I replied, "I have actually hooked up with guys I met here, I am just very busy." And that is the truth. I work a full-time job and ... Read full Story
Chrissy Tunnell 2022-02-02 3,279 Crossdresser Amateur Outdoor Bareback Fetish Ladyboy domination Guy Fucks Shemale Homemade
100%
An Orgasmic Uber Ride
"Chris?" the Uber driver asked me after driving up and rolling down his window. "Yes," I replied and then I got into the passenger seat next to him. I usually ride upfront in Uber rides because I get car sick easily in the back. After fastening my seat belt we were off. The guy was older, maybe ... Read full Story
Chrissy Tunnell 2022-02-18 3,266 Crossdresser Amateur Outdoor Blowjob Ladyboy domination Guy Fucks Shemale Homemade cum in mouth
100%
The WearFemme
The times between his fantasies have begun to shorten and he knew it wouldn't be long now. One chance glance at an outline in gym shorts as a guys walking in the wind, or seeing a girl with similar features wearing revealing clothing. The thought of it is almost overwhelming now and he has to focus ... Read full Story
Jayde Love 2022-12-01 3,159 Small Tits Crossdresser solo Amateur Outdoor Masturbation Fetish Homemade pov
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 3,661 tranny Crossdresser Amateur Outdoor Fetish Homemade sissy femboy Traps story russian cd read
100%
Mein erster Blowjob
Nun hat es endlich mal geklappt. Ich schrieb längere Zeit mit einer anderen Sissy und lernten uns immer besser kennen. Nach mehreren vergeblichen Versuchen sich mal live zu treffen, hat es dann endlich geklappt. Wir trafen uns auf einem Parkplatz. Ich hatte bereits einen heißen String, Strapse und e... Read full Story
Maja 2023-07-04 1,371 Stockings Small Tits Crossdresser Amateur Outdoor Blowjob Big Cock Lingerie Homemade sissy
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 4,042 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
74%
My Daughter and I Visit a Lesbian Bar
It is an extremely warm Saturday night and my eighteen year old daughter Krissy and I are sitting around in the house having conversation while we drink sparkling wine. Around midnight I suggest it might be fun if we took off our clothes and sat outside on the front porch. Krissy giggles for a few m... Read full Story
shemale lover 2014-03-17 8,314 shemales Group Sex lesbian sex
100%
Driving Miss Michele
Michele drove carefully through the cold wet dark streets. She was not used to using the accelerator and brake pedals of her compact sedan in high heels and she was debating whether to pull over and unbuckle the strap of the high heel on her right foot and kick it off. She didn't want to bring atten... Read full Story
shemale lover 2012-11-30 6,390 Group Sex sucking Sex Toys
75%
Blue collar Master, white collar slave Part 2
About an hour later I was once again naked except for my chastity pouch and my stilettos and once again I was screaming and crying, my body covered with angry red welts from Master Darren's whip. On my knees crying and begging I held his cock in my hands, trying to give the best handjob ... Read full Story
shemale lover 2012-01-13 11,118 torture extreme fiction bondage and discipline
100%
Ghost Chapter 4
I'm now in my ninth month of pregnancy, and I expect to give birth anyday now. When I was at my last check-up with the doctor, my belly measures roughly 60 inches from the top of my belly, to the bottom. I look like I'll pop any day now. Master has taken special care of me these last couple of w... Read full Story
shemale lover 2012-01-26 2,939 Cumshot sucking fucking
60%
Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
shemale lover 2012-09-28 6,372 Cumshot Fetish oral sex cum swallowing
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 14,811 hardcore suck Big Cock Interracial crossdressing
92%
Crossdressing and a Stranger's Cock
Friday was my first time I was fucked by someone other than my owner. I have blown a friend of my owner when fully dressed, but Friday we had to travel during the afternoon, so I didn't fully dress but changed into stockings, bra & forms, thong and had a sheer long-sleeve turtleneck and tight skirt ... Read full Story
shemale lover 2015-05-01 5,330 Stockings suck Lingerie facial oral sex cd
100%
Fucked By BBC pt 1
The day started like any other day but what I wasn't aware is my day will go from bad to good. My name is Jake, I'm a 28yr old that works as a photographer, I'm a slim build as I workout on a regular basis and have a loving girlfriend. I just started my lunch break and like always I message my... Read full Story
kinkyguy18 2023-11-01 6,425 Blowjob Big Cock Interracial sissy cum in mouth guy on guy
85%
Alternative Plans
Another Goth Trans Girl Confession I really enjoyed my first sexual experience. I had gone to the local adult entrainment store and purchased some toys; a butt plug, a 10inch purple dildo, some lube and condoms. I would occasionally play with my toys while watching some internet porn. I loved ro... Read full Story
Gothtransgirl41 2017-11-10 10,951 domination cum in mouth quickie
90%
My first time
It was in june, I was having a few beers with some friends and everything was going ok, then when it was 2 o'clock in the morning we went away from the pub, while i was getting in my car I had the rush of buying some sex toys... i was horny, so I went to a sex vending machine, bought some "geisha ba... Read full Story
Str8ManCD 2020-10-20 6,541 anal first time Outdoor Bareback Creampie outdoor sex stranger virgin ass
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 5,438 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
92%
A new girl around!
You know, things, I’m gonna tell you about started when I was a teen. I was like every teen guy, I loved web porn, looked at porn on the internet, surfing porn sites through the web space and masturbated a lot. I loved and now love to watch lesbian porn: it was so hot watching girls having sex... Read full Story
shemale lover 2014-05-21 18,336 shemale fingering cumming
95%
The Motel
I dressed in the clothes that i thought would show my assets of best (butt/legs). As i walked into the bar it fell silent just the result i was looking for. I strolled over to the bar sat on a stool and ordered a drink. Shortly after the waitress came over and asked if the gentleman in the corner... Read full Story
shemale lover 2015-01-01 5,346 fondling handjob kissing
91%
Eight Inches
Got stranded at my pal Devin’s place this week when it started sleeting like crazy. I decided to wait it out, and wound up bunking on the couch. I couldn’t sleep in my clothes, but I didn’t have anything else to wear so I wound up in nothing but an oversized shirt Dev lent me. A... Read full Story
shemale lover 2015-11-03 6,909 anal shemale handjob
86%
Not A Boring Shemale Story
I really thought that Rebecca was a girl. And she really thought that I was aware that she wasn’t just a girl. We met one night out and exchanged phone numbers. She was hot and I thought that it would be great to hook up so I called her up. She arrived wearing very high heels and almost a s... Read full Story
shemale lover 2016-02-16 5,403 asshole shemale handjob
100%
Office Fun - Part 2
Marcia was sitting in the car park of the office, about to leave having just finished work, when she saw Lee walk out of the building and head towards his car. It had been four days since they had fucked in the office, and she was eager for a second round. She checked herself in the rear view mirror... Read full Story
shemale lover 2011-08-08 3,101 anal sex asshole handjob
80%
Seduced Willingly Part 2
She must have had on lacy silky panties, but cause as she picked up the rythm doing my back and lower back with her hands, her cock was slowing sliding up and down. I was literally having butterflies, I was probably trembling in my thighs and precum was leaking out of me like a faucet. I was more tu... Read full Story
shemale lover 2011-08-31 4,668 asshole Big Cock massage
66%
Adventures of Shemale Sandra Part 2
Sandra thought about Jeff all through the next day. He had been her first, and she could still recall their experience as if it had happened only moments ago. She could feel his rough hands on her tender flesh; his sweat falling in beady drops on her soft belly; his stiffled grunts echoing in her ea... Read full Story
shemale lover 2011-09-03 4,198 sucking shemale nipples
100%
The Boy and the Fairy
Local folktales warned of Fairies, but such stories were long ignored or thought of as just a source of amusement. It was after all the twenty first century, mythological creatures were almost entirely forgotten in Dagsdown. But that didn't make them any less real. Since the age of five, Gregory ... Read full Story
shemale lover 2011-09-13 3,270 Small Tits Cumshot handjob
92%
How I Lost My Hands' Virginity
She opened the door to her dorm room and walked in, I followed behind her with my eyes glued on her tight little ass. She said it was cool if I crashed at her room after the party, and there was almost no way I could turn her down. I met her earlier that night, she was a gorgeous creature. She was 5... Read full Story
shemale lover 2011-10-06 5,027 shemale Big Cock handjob
100%
My First Time Out Part 5
Preface: It is not imperative, but helpful that one reads Parts 1-4 in order to grasp the personalities of characters in this story. WARNING: The following story contains some explicit foul language and IS NOT for reading pleasure of anyone under the age of 18; nor is it permissible to read if yo... Read full Story
shemale lover 2011-10-18 4,052 fingering tgirl handjob
75%
Something For Everyone Part 2
Josh was the first of the three to wake up. He left the two women in bed and took a long hot shower. The water felt good as it cascaded over his body, and he soon found himself wondering what was going to happen next. The sex had been fantastic, but it wasn't what he had been expecting. He finally d... Read full Story
shemale lover 2011-10-20 2,607 fingering oral sex stroking handjob
94%
The Babysitter's Secret
The story that I am about to tell you took place on a day that started out very ordinary, but would end up as the least ordinary day of my life. Until that particular Winter day, I thought I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated... Read full Story
shemale lover 2011-10-24 20,864 Blowjob perky tits handjob titfuck
100%
Robin's Adventure
I wanted him to have me completely and totally. I couldn't believe I was feeling like this as I sat in the passenger seat of his car. His cock felt so large in my hands. I.... well I guess I'd better explain who "I" am. My name is Robin Daniels, I'm transgendered. I guess I've known it ... Read full Story
shemale lover 2011-10-25 2,915 Cumshot sucking handjob transgender
100%
Only Once
She looked as rich and a chocolate bar and I'm sure she came with nuts, by the looks of guy who seems to walk one step behind and just to side of traffic. We had exchanged pleasantries a few days ago at an art show of a friend of mine. There she was with a diamond the size of a dime and a neck lace ... Read full Story
shemale lover 2011-10-28 2,465 asshole cum handjob
100%
Tina's Secret
My name is Jordan Conrad. Those of you who read my "Rebecca's Secret" series probably remember me. If you've never read them, I guess I should give you a quick summary, so you're not in the dark about what's been going on in the past few months of my life. Bear with me during the slo... Read full Story
shemale lover 2011-11-02 7,117 asshole shemale oral
100%
Alpha Gamma's Secret Part 2
-4- Molly awoke to the annoying sound of her alarm beeping. Groggily, she reached over to her night table and turned it off. It was 7:00 AM, way too early for a 19-year-old college girl to be awake, in her opinion. As she stirred, her girlfriend wiggled up against her, eager for body heat. ... Read full Story
shemale lover 2011-11-02 3,224 anal sex Masturbation shemale
50%
The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
shemale lover 2011-11-14 5,167 Cumshot cum swallowing handjob
73%
Vegas Baby: Swinging for the Fences
"Hello," Miss K said as she answered the phone. "Where are ya? You're gonna be here in 5? Alright. You got the address for IHOP, right? OK, See ya in a bit. Bye." "So is this girlfriend of yours on her way?" Jennifer chimed in. "I mean if she doesn't exist, this... Read full Story
shemale lover 2011-11-15 5,238 anal oral handjob