Sort by
Relevancy

Free Stories

84%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 118,325 hardcore Cumshot sucking bdsm domination
92%
My Brother's Panties
My brother and I are twins, fraternal not identical. Throughout our lives, no one ever confused us, and furthermore, no one ever thought we were siblings. Growing up I would often get the question, "Kevin, why do you hang out with Jamie so much?" People were always surprised when they lear... Read full Story
shemale lover 2013-01-12 13,561 solo sucking jerking Sex Toys swallowing
100%
Sissy Crissi Chapter 1
Chapter 1 -- One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need ... Read full Story
shemale lover 2013-01-30 7,765 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
80%
Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
shemale lover 2013-06-22 5,425 Cumshot suck Ladyboy Guy Fucks Shemale Interracial swallowing
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 13,616 Masturbation cum orgasm cumshots prostate
83%
Tipping Point -- Chapter 2: Bathroom Abuse
Chapter 2: Bathroom Abuse Nick crawls down the hall. An office of pricy furniture opens into a relaxed hallway. He expects to to see is several bedrooms. But to his surprise each of the doorways open to something different. A nearly empty room with a telescope set and a few chairs, a computer roo... Read full Story
Danielle Pillory 2015-11-24 4,330 anal shemale transsexual submission shower dominatrix
95%
How I became a cute femboy CD part 2
The game of husband and wife Kevin and I played went on for a little over 2 more weeks before we decided to go even further, I say we but it was Kevin who seduced me into it. We got together in our game as much as we could and it was a lot. I would always dress for him in various outfits and my ... Read full Story
Cute_Femboy 2016-04-05 12,069 first time oral sex nipples crossdressing cd sissy
78%
Cara's First Time
Cara's First Time This little true story is about the first time I was with a man and a night that I will never forget. My name is Cara. Well that's my girly name, I'm a cross-dresser. I've loved dressing up in women's clothes since I was young when I used to dress up in... Read full Story
Emma W 2017-07-05 29,892 Crossdresser Amateur Bareback
58%
My dream Pt 1
This is my first story..... I am myself as Sydney and this is written with what i hope the person who falls for me thinks of.... __________________________________________________________________________________________________ It wasn't my idea to move to Phoenix; well it really was my choic... Read full Story
Sydney Sun Min 2017-12-26 32,157 sex toy Cumshot suck dildo oral
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 10,584 Shemale Fucks Guy Big Cock Ladyboy Guy Fucks Shemale Mature
100%
Dressing and driving
A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a driv... Read full Story
SandyCrossdresser 2018-11-26 5,537 Amateur Outdoor crossdressing driving Reast area
94%
The Transsexual Teacher
Greg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't a... Read full Story
ASSEaster5678 2019-03-18 33,790 Shemale Fucks Guy school teacher sex
100%
The New Nii
The bedroom door opened and the two lovers walked down the hall into the living room side by side. Deena was wearing her nightshirt that she wore a lot, and Jeffery was nude, and he picked up his clothes that I had put on the chair and began to get dressed. “Jeffery is going to go and get dinner an... Read full Story
Setinkhan 2021-05-28 5,387 Crossdresser Fetish threesome Big Cock Shemale and Girl domination Interracial Sex Toys
100%
The game show,
One day i was looking through a number of competitions and trying to find a way to make some easy quick money. A number of applications were sent, mostly for junk i didn't need or for competitions I knew I had no chance of winning. For example, the types you get $30,000 for answering the easiest que... Read full Story
chris1989r 2022-01-24 4,431 Bareback Shemale Fucks Guy Ebony gangbang Guy Fucks Shemale shemale + shemale
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
Regina10 2024-04-27 2,204 anal Crossdresser Big Tits Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy gangbang Guy Fucks Shemale
0%
The Surprise Call
"Thanks for the wonder full time we had together last night Army Bear, it was awesome! I hope, we keep in touch as we both agreed," I sent my toy boy an email the day after our Valentines date. I was still thinking about of our hot night/morning together, I couldn't keep him out of my mind... Read full Story
HotVersatileTs 2011-10-04 3,979 sucking domination ts foreplay
97%
High School Friend Has A Secret
I had just walked inside my apartment after a 10 minute walk from the grocery store in the blistering cold. It was a frigid Denver day in the middle of February, the kind that forces you to sit cooped up inside all day. My roommates were still back in our hometown visiting old friends and family. We... Read full Story
Loveto 2011-10-12 13,396 transsexual femdom strap-on
100%
TG - shemale at the airport
Layovers are a pain at the best of times but the prospect of five hours at the airport was not a good one. My inbound flight had been delayed and I had missed my connection, so there was nothing for it but to wait out the afternoon and catch the next 'plane home to the wife and kids. The only ... Read full Story
shemale lover 2011-10-15 10,251 first time asshole oral deep throat fucking
100%
Birth of a New Sissy Part 3 Completion
I suppose at some level I knew it would happen. Or at least I should have. After nearly a month of servicing Jeff's cock and fucking myself silly on my dildo lover things took a turn. I came home from work a little early on a day Laura was off as well. When I got home she was out, but as soon ... Read full Story
shemale lover 2011-11-17 5,027 cum domination crossdressing
100%
Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story
shemale lover 2012-01-04 8,647 cum oral domination
100%
The Triple X cocktail - Wife Shares Shemale With H
"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an ... Read full Story
shemale lover 2012-02-21 3,503 Group Sex Creampie face fucking tit licking
72%
Brenda & Bry
I like to write stories that involve kids having sex. And one of my favorite subjects is kids having incestuous sex. One story, about a brother and sister, attracted the attention of a 15-year-old boy when I uploaded it to the adult BBS that I regularly called in Reston. It seems that one of the ... Read full Story
ColonelSaint 2012-03-19 7,948 femboy dildo fucking
100%
Becoming Marie Chapter 2
After my encounter with Kevin at his office I knew that I wanted more. I had my own place and had started to build up a nice collection of lingerie which I would often wear while wanking to my slowly built up collection of porn. This was before the age of internet so it was sometimes hard to get por... Read full Story
shemale lover 2012-03-22 3,081 anal sex Creampie cum oral Lingerie
100%
Rachel and Chris
Part 1 : Rachel and the Ring Yesterday was clear with a light but chilling winter wind present to remind all that the bit of warmth in the sun would only last a couple of hours at best. I struggled between sweating and freezing as I worked to remove the winter street grime from my roadster. Top ... Read full Story
shemale lover 2012-04-10 4,420 Cumshot oral sex Sex Toys
100%
Enchantment of the Shadow Realm
It was a enchanting night. The moon was full. The street light reveled an other worldly stream of fog through what I could see of the dark forest. Unfortunately I was having a hard time appreciating all this beauty. I was stranded. I had missed the bus and had no way of getting back to my hotel. I h... Read full Story
shemale lover 2012-04-14 3,864 Group Sex Cumshot Big Cock facefucking
100%
A sexy surprise
I was sitting in the bar after a hard day’s work at the conference looking forward to a couple of drinks then a good night’s sleep and a late start tomorrow when she caught my eye. She walked in and took a seat on the other side of the bar, sliding her curvy figure onto the barstool. She... Read full Story
shemale lover 2012-04-25 4,690 Stockings anal sex shemale fingering oral sex
40%
Alabama Nan: On The Road
On the way home from work, I thought about the stuff Karen and I had packed. I wanted to be sure I had packed everything I needed for the week long stay. By the time I reached my apartment, I was certain that I had everything. I opened the door and yelled "Get our bags Karen. It's time to go.&q... Read full Story
shemale lover 2012-04-27 2,939 Cumshot oral sex deepthroating
60%
A Revenge Fuck Part 3
Chase gripped my ass-cheeks and plied them apart, shoving his cock up, balls deep into me. My legs, stuck up into the air and folded back, my knees bouncing there even with my head as he fucked me there in his car. We faced each other, panting and kissing, hot breath and saliva mixing. His ruddy coc... Read full Story
shemale lover 2012-06-03 3,784 anal Cumshot shemale oral
85%
A Sissy's New Daddy Chapter 2
I hope you enjoy this second installment of 'A Sissy's New Daddy'. I worked hard on it and hope that it brings all of you the same pleasure reading it that it has brought me writing it. There are some extreme moments in this chapter but also some very tender ones. There was a line in the first piece... Read full Story
shemale lover 2012-06-16 12,614 Creampie oral sissy
100%
Fender Bender Chapter 5
My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I had just turned 18. Mom and my Step Dad were away on vacation leaving me home alone. The past several days I had been very lazy and sleeping almost to noon. So it was no surprise ... Read full Story
shemale lover 2012-07-26 3,039 Crossdresser Cumshot Fetish oral sex cum swallowing
100%
Your Best Damn Girlfriend Ever
There are times in a young man's life when it is so full of fun and sex that it's a wonder they survive. College is one of those times for many young men and it certainly was for me. I attended a small private collage in southwestern Ohio at a time when the world seemed to be totally focused on it's... Read full Story
shemale lover 2012-08-11 12,428 anal sex Cumshot shemale oral sex
100%
Alexis Chapter 5
Mr. Hughes opens the door, and there stands his nephew Kyle. Just earlier today, he wouldn't have even thought about my existence; I just would have been that weird kid that doesn't ever talk to anyone. But now, I have all of Kyle's attention. His eyes are moving up and down my body, checking me out... Read full Story
shemale lover 2012-10-06 4,371 anal sex sucking Creampie kissing
66%
Free Shoes
"Lift your leg up on the sink and pull your panties down again. I like to watch you submit," the voice behind me commands. I didn't intend to go this far. It was supposed to be harmless fun. But as my throbbing cockhead rests against the cold of this stranger's bathroom sink and I can see ... Read full Story
shemale lover 2012-11-28 4,073 Crossdresser Fetish heels
66%
Angel's Interludes Part 2
Here are more of Angel's hot little interludes. Just unencumbered hot sex for your cold lonely nights. A Restaurant Interlude Angel and Bobby were sitting in a rather dark corner booth of a quiet little Italian restaurant. This was their second date and so far Angel liked him. He seemed willin... Read full Story
shemale lover 2012-12-08 3,060 Cumshot sucking shemale
94%
Tortured by the T-Girl Tutor
Duncan didn't quite know how to handle it. He'd planned on a quiet Winter Break. Sleeping til noon, watching too much television and eating tons of junk food. That kind of stuff. He had a whole two weeks off from community college. At school, he was an outcast. They say life gets better after hi... Read full Story
shemale lover 2012-12-18 33,873 Big Tits shemale Big Cock Lingerie domination
88%
Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
Transadmirer 2016-01-02 9,924 Creampie Shemale Fucks Guy Fetish cum domination gangbang sex
100%
Jennifer
WhiskeyIsGood I woke with a start, startled by a loud banging sound from downstairs. The floor shook from the vibrations, causing me to sit upright in my bed and glance towards my bedroom door. What in the hell, was going on down there? My question was quickly answered, by another loud bang, foll... Read full Story
Gwapo67 2022-09-13 5,786 Big Tits Bareback Shemale Fucks Guy Blowjob blonde Big Cock
100%
An unexpected kiss under the rain
Army Bear left that morning leaving me horny as hell. I couldn't go back to bed without playing with myself for a while. I opened my Pandora box and I took out my 9 inches, big dildo. I played with it for a few long minutes, burying it all deep in me thinking of him. Doing a few hits of poppers, I f... Read full Story
HotVersatileTs 2011-10-05 4,545 sucking domination foreplay cd
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 4,934 shemale gangbang facial