Sort by
Relevancy

Free Stories

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 5,357 Cumshot threesome Blowjob Big Cock condom sex
95%
T-Girl University
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... Read full Story
shemale lover 2012-09-05 14,828 Cumshot Masturbation Blowjob ass licking redhead
100%
Porshe's Escapade Chapter 5
I'm walking through the crowded hotel lobby looking like a slutty school girl hooker, everyone's eyes are on me, and I'm being led by Jeff who is slightly in front of me holding my hand. We head to the elevator and step in just the two of us. I'm a little relieved yet now I start to get nervous of w... Read full Story
shemale lover 2012-09-06 2,665 Cumshot Masturbation Blowjob Big Cock fingering
100%
Amatuer Strip Night Chapter 2
Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at ... Read full Story
shemale lover 2012-10-21 3,820 Cumshot shemale oral sex cum swallowing
50%
For The Sensual
For the sensual, description is everything. The collar. The collar is custom-made; one of two; her request. This particular one matches the corset. The corset—the "bustier." The collar. Literally, no choker here. She is disciplined. Her collars merely evoke ownership. She belongs. Sh... Read full Story
shemale lover 2012-11-14 3,234 anal kissing facefucking
100%
An Evening with Delia
THE WAY SHE IS NOW It had been ages since I last saw Delia and I was trembling with excitement to see her again after all this time. I climbed the stairs to her small flat and by the time I reached the top landing, I was breathless both from the physical exertion of climbing the stairs and the an... Read full Story
shemale lover 2012-11-14 3,239 anal sex Cumshot oral sex
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 7,206 Fetish cock sucking crossdressing
100%
Anna, Ted & She Male (Carley)
Returning from Anna's class reunion, both Ted and Anna were pleased with their adventures. Anna was able to again experience something really hard and full between her legs and Ted was able to again perform as he did a couple of years ago after being turned on seeing his loving wife with two other m... Read full Story
shemale lover 2012-12-13 4,208 anal Cumshot shemale Big Cock oral
100%
Westward bound cum slut Chapter 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
shemale lover 2012-12-16 3,584 anal Group Sex sucking Creampie cum domination
90%
My fantasy of losing my ass virginity
Before I start let me tell you that I am extremely closeted and I love to dress up in women's clothes. I love feeling girly down to the last detail, starting with a complete shave down, then make-up, fake nails, a wig, and of course the sexiest and most slutty clothes and shoes. Most of the time I a... Read full Story
shemale_at_heart 2013-06-04 6,372 Big Cock ass fucking facial ass licking deep throat cd
83%
MY FIRST TIME WITH A SHEMALE - 2
DEAR READERS I DON’T KNOW IF YOU LIKED MY FIRST STORY AS THERE WERE NO COMMENTS ........ !!! After we finished our late dinner in the very cosy position she whispered “wanna have some wine honey?” I replied “I’d love to”. She got up leaving me sitting on her bed and poured two large glass-full of... Read full Story
Lisawantsu7 2014-09-02 6,597 hardcore Creampie Big Cock ass fucking Shemale and Girl
55%
MY New Experience with Shemale in Pune
I was browsing on Planet Romeo one day and i came across this profile of Nisha shemale in pune. I sent her offline message and second day i got reply that she is available and she charges around 2.5K. then we exchanged contact numbers and i spoke to her and negotiated with her for 2k and she agreed.... Read full Story
Stud4Shemale 2014-09-17 21,935 Cumshot suck Blowjob shemale oral sex 69
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 5,374 anal shemale domination spanking submission
80%
Working Gurl
My name is Danielle and I’m a working gurl . I started working in 1991 at the age of 20, my first job as a hooker was working out of an Adult Book Store North of Ft. Worth, Texas on I-35W South of the airport My boss was an older tranny named Jannice she ran the book store. On nights when she would ... Read full Story
Danielle Dot 2015-11-27 5,400 anal licking sucking shemale swallowing
90%
Lost Island
Bright light hit my eyes when I opened them after a long time. My mouth was full of sand, my toung dry and the taste of salt overwhelmed me. I was stranded. My boat sank in a terrible storm and my body was washed on this lonely beach of a tropical island. The sea was calm and there were almost no w... Read full Story
xgandalf 2016-05-04 6,343 sucking gangbang domination ass fuking Shemale on Guy
73%
Nancy the hot and sexy TS in Pattaya
Hi this is Ris, this is my third story. Well Last year I went to Thailand on lone trip. I went directly to pattaya and had rest and went to Walking Street in the evening. Was visiting many nude bars, ts Bars, dance bars. but while walking on the street one particular girl catch my attention. s... Read full Story
Stud4Shemale 2017-05-22 9,492 Big Tits Cumshot Shemale Fucks Guy Ladyboy Guy Fucks Shemale cum in mouth
87%
My way to shemale sex
It all started with porn. 10 years ago, i was watching porn on my bed, jerking off watching a girl sucking a big cock. I looked at my cock and started wondering what that beautiful peace of meat tasted like. After a few moments of hesitation, my curiosity took over and i put my back against the wall... Read full Story
andre_xp_8 2018-07-24 13,752 anal Blowjob shemale first time
80%
Randy Candy
I’m not usually into walking the streets but I found this day was too damn hot to work indoors. There is nothing worse than feeling stuffy whilst a guy is up his balls in my ass. The enjoyment quickly disappears for both of us when that happens. So when I had a call from a guy called Rod who wanted ... Read full Story
iluvgurls 2018-11-12 3,101 Cumshot Blowjob Guy Fucks Shemale cum in mouth
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 4,426 Stockings Crossdresser Amateur Big Tits threesome Blowjob Big Cock Lingerie domination Guy Fucks Shemale Mature Homemade threesome sex
100%
Vanessa gets more than she bargained for!
Vanessa had it all planned out meticulously. She had taken the day off and planned on doing a bit of last minute shopping before checking into the hotel in the early afternoon. She eventually decided on buying a massive dildo to get her ready for the party. This would give her plenty of time to take... Read full Story
Vanessa Luv 2020-05-15 7,842 Stockings Crossdresser Group Sex Big Cock gangbang Lingerie Interracial cum in mouth double anal
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 6,033 Big Tits Bareback Shemale Fucks Guy Blowjob blonde Big Cock
75%
A slutty cd needing to get used
Crossdressing is something I have done in ll for many years. It's purely sexual and it gives me a thrill. I made plans with a guy to meet up and play. So I put on a slutty outfit underneath my clothes. I get to his house and take off my outer clothes in his bedroom. So now I have on a short skirt,... Read full Story
Thiscdneedsitdeepinside 2022-10-05 4,014 anal crossdressing gay blow job spit-roast mutual masturbation golden shower cum drenched
100%
My story
Please don't hurt me, I whimpered softly. Oh no my Lil slut, mommy has no intention of hurting you but making your fantasy become real, she said. But your thing, its kinda big. I'm a bit scared, I said. Mmmmmm, don't worry baby. Mommy wants this to be so good that you become my steady, she said... Read full Story
Curious_billy 2024-02-03 6,283 anal Amateur Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Big Cock domination Mature Homemade cum in mouth
50%
An alumni gathering like no other
An alumni gathering like no other; Sea/Sand/Sun' and why not 'Sex' in a vancancy club; we got together to celebrate the 40th anniversary of our 1st meeting at university. The only rule was to come without a partner to relive our 'frosh' days. with friends of whom I had lost all trace, a... Read full Story
hippocampus_171 2024-06-13 1,703 anal Amateur Masturbation Blowjob Sex Toys Mature small cock big ass Ass to Mouth cum in mouth
100%
My Favorite Top Tranny
Kevin:I know you're secret, you have a huge cock under your panties and like to a man that turns into your bitch boy when you fuck. guess what I love a tranny that wants to top. I'm proud so I don't have to keep it a secret. Rosie:*I blush deeply, my cheeks turning bright red, as I try to maintai... Read full Story
KevinRichardJudd 2024-06-27 1,600 Shemale Fucks Guy Big Cock
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 18,569 shemale fingering cumming
97%
Leona
I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sure about my sexuality, I should have... Read full Story
shemale lover 2011-06-25 45,007 anal Blowjob cum
78%
Emily and Jane
I'm very proud and happy to publish another jewel today, a story about two shemales from 26-th century, Emily and Jane. Props for this truly delightful story to our forum member, Ila. Excellent work bro! It is the 26th century. Human genetics has advanced to the point where anyone born male or fe... Read full Story
shemale lover 2015-04-11 4,465 anal licking cock sucking
85%
My first time with a shemale escort
This story that was posted at the forum today by our new member got me hard as hell. He writes about his first experience with a tgirl and i can't be more positive that most of us would like to experience this too. Enjoy reading... I recently had my first experience with a shemale. Here's how it ... Read full Story
shemale lover 2011-06-30 178,167 anal cum dildo
83%
Sandy Just Loves To Make Shemale Tube Movies!
Sandy Just Loves To Make Shemale Tube Movies! She was working as an actress. Well, at least that's what she had told me, and I couldn't even imagine she was making shemale tube movies . I had no reason to doubt her. She was a tall blonde with huge firm tits and the most tempting ass I have ever s... Read full Story
shemale lover 2015-12-07 4,647 suck asshole transsexual
50%
My First Encounter With A Shemale Escort Part 2
"Go on push it in", I managed to say through my clenched teeth. "As you wish", Crystal replied and the pressure increased as her cock began to slowly stretch my anus ring and slide inside me. She kept pushing until finally the full length of her shaft was inside me and I could fe... Read full Story
shemale lover 2011-08-16 2,866 anal sex shemale genderbending
100%
She was male
Near my home, a red light is the hub of prostitution in the town. Personally, I have no interest in having a prostitute but some of these sluts are nasty and attractive. Among them there was a tall blond green-eyed chick whom I had a special feeling to her. She had such a sex appeal that I could not... Read full Story
shemale lover 2011-08-22 3,543 asshole licking sucking
85%
Father In Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
shemale lover 2011-08-26 5,830 Cumshot asshole fingering
100%
Shemale Fantasy
I had wanted to be with a she-male for some time. I had purchased several she-male DVDs and found that being with someone as sexy as that really turned me on. I would fantasize for hours on end about being with one of those 'special' girls. Several of my male lovers couldn't understand my attraction... Read full Story
shemale lover 2011-08-27 4,214 suck cum swallowing facefucking
100%
His Perfect Shemale Partner Part 1
I am in senior year of school and anyone who has been to school at 18 will know it is not a pleasant time to be working when your friends are all out drinking and enjoying themselves but I needed to go back to school to go the university I wanted to go to. I am a tall fairly muscular straight guy wh... Read full Story
shemale lover 2011-08-28 5,193 anal Cumshot sucking
100%
My Surprise
Here I was in another strange town; the hotel was as usual just one of Those places you sleep in and I was bored and fed up with travelling A drink I thought I need something to relieve the boredom. An hour later I was in a bar in now what was the name of this town ?, Drinking alone in the corn... Read full Story
shemale lover 2011-08-31 5,603 Small Tits sucking pussy
97%
Shemale Runner
This is based on a real life experience and is about consenting adults engaging in sexual activities, if you are offended by such themes as shemales then do not read on any further. I try to stay fit, I run every day after work for an hour. There is an old dirt track walking path that links fa... Read full Story
shemale lover 2011-09-11 9,345 anal facial oral sex
93%
Birthday Surprise
I decided to treat myself. It was my birthday. Unfortunately, I was stuck on the road traveling for business again. I am, Dan, 45, married, relatively attractive white male. Strong arms, slim waist, rugby player type. Neatly trimmed full beard, 5'9, and 190 pounds. I returned to my hotel after th... Read full Story
shemale lover 2011-10-13 5,734 Big Tits Cumshot oral sex rimming
50%
Westwood Bound Cum Slut Part 2
Again I'm on the big bird headed out west for another fling. This time is going to be way different though, the players have increased, not to mention both sexes. The tale unwinds in the same fashion as the last trip out this way, the plane flight was long and boring, and being very nervous didn'... Read full Story
shemale lover 2011-11-03 2,676 asshole licking sucking
87%
My first time with a shemale
My girlfriend had been out of town for a couple of weeks and i was so horny and wanted to get upto something kinky. I called a shemale site from la costa del sol called taiakshemales and arrange to meet one of the beauties. I was very nervous as i drove to her house as i never touched a dick befor... Read full Story
shemale lover 2011-11-07 4,077 anal shemales Fetish
57%
Angel The Vampire
Angel stood in the shadows watching hungrily as the group of laughing young college kids came toward her down the alley. The group was made up of four guys and a girl. The girl was hanging all over one of the guys and it screamed how badly she wanted to get in his pants. Angel's smile broadened with... Read full Story
shemale lover 2011-11-08 4,126 suck shemale
83%
Night With A HOT Sissy!
June 28th, 2009. End of senior year of high school. I, Angus Corleon, actualy graduated. I wasn't a model student. I've been a leather jacket wearing, rebel rousin, beer drinkin, hell raisin son of a bitch since middle school. My parents didnt care about me, after all my brother is a cop and my sist... Read full Story
shemale lover 2011-11-23 2,873 anal shemales gay male
100%
The Naked Day Wedding
I'd looked forward to this day with a feeling of excitement and also a certain amount of trepidation. Now the moment had arrived and it was all happening. I looked at my gorgeous bride Tina as we signed the register of marriage in the towns' registry office. Outside, I could hear the bustling ... Read full Story
shemale lover 2011-11-24 3,096 anal shemale strapon
100%
Bethany's Secret Part 1
-1- By the time my senior year of high school rolled around, I was 18 years old and I’d never had a girlfriend. This fact always bugged me because I knew I was good-looking, funny, and popular, but I still couldn’t get girls. The reason was simple shyness. I was terrible at talking to... Read full Story
shemale lover 2011-12-18 7,144 Big Tits Guy Fucks Shemale jizz
57%
My Neighbor Took My Cherry
I had a neighbor who was a beautiful lady at my apartment I lived at in town. Her name was Sally Williams. She was 25 and she was 5'9" weighed 128 lbs had 30 c cup breasts i would guess she had dark brunette hair down to her back and amber eyes. She called me over and asked,... Read full Story
shemale lover 2012-01-15 28,068 anal shemale cum
0%
Janine
Janine was born Johnathan Lee Morgan. He became Janine seven years ago. See, I've known Janine (or John) since high school. He and I were great friends. He was the first person I ever told I was bisexual. And he was very receptive to it. Since high school, I have dated both men AND women bu... Read full Story
shemale lover 2012-01-18 3,314 Big Tits Big Cock Shemale and Girl
100%
TG-Another Night
After I had entertained the ten men in the back room Lisa decided to take me home to show me my new accommodations. But first she said we had to stop by my old house to get what few things I would need in my new life. Lisa let me put on my old clothes and we left the bar and got into her van. ... Read full Story
shemale lover 2012-01-21 2,706 sucking cum riding
100%
Shy girl with a big secret Part 2
After Maria unloaded her seed in my mouth, I was amazed at the flavor, for it was sweet like sugar but had a bit if a salty tang. I kept most of her seed in my mouth, turned around, and kissed her full on the lips, letting the delicious cum flow from my mouth to hers. As this was going on, I started... Read full Story
shemale lover 2012-03-25 3,093 anal sex Cumshot huge cock large breasts
77%
My Dream Cums True
Me and my girlfriend would always talk for hours about our secrets and feelings and as the night would progress we would get into more sexual subjects but this night would change our lives forever..... ''so what's a sexy secret you have that no one else knows about?'' I asked my girlfriend. ''... Read full Story
Fistagon8 2012-03-28 6,890 first time shemale Latex pornstar
90%
Roxy
I’ve been the president of my goys school PTA for the last two years and really enjoy doing it, so when the national conference came around, I went with my husband’s blessings. It was a four day conference in Atlanta, Georgia and as I had no one to room with, I was assigned a roommate. I... Read full Story
shemale lover 2012-04-10 4,921 Big Cock orgasm fingering oral sex
100%
Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
shemale lover 2012-05-05 3,030 tranny Creampie Big Cock Ladyboy fingering oral sex
100%
Shemale on wheels tour
Being a sexy naughty city girl like myself…I get allot of attention from the boys. I always enjoy getting the attention of the small town boys that are not used to seeing a sexy bitch like me roll though town. They jerk off to girls like me online all the time. But having me right in front of... Read full Story
shemale lover 2012-05-17 3,574 anal sex fingering domination oral sex facefucking
33%
Click, click, click....
Click, click, click…the sound of high heels contacting a hard surface has always attracted and aroused me. Whether it’s on tile floors in a hallway, the concrete of a parking ramp or the asphalt of a mall lot, I turn in anticipation to drink in some pleasing eye candy. How short will th... Read full Story
shemale lover 2012-06-09 5,299 anal Cumshot oral deepthroating
75%
Birthday Party
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... Read full Story
shemale lover 2012-06-14 3,688 anal sex Cumshot fingering oral sex jacking off
100%
Birthyday Party Chapter 2
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... Read full Story
shemale lover 2012-06-24 2,253 anal sex Cumshot shemale fingering oral sex
85%
Bookstore She-Male Whore
I love dressing up like a she male slut and going into an adult bookstore with movie booths. A lot of them have holes in the wall where you can watch and be watched. I love lifting my short leather mini skirt up and letting men see my cock pushing up against my black leather g-string panties. Som... Read full Story
shemale lover 2012-08-04 3,826 shemale cum jerking off rimming