Sort by
Relevancy

Free Stories

50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,336 anal shemales Group Sex
100%
The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
shemale lover 2012-03-26 3,280 Stockings anal sex oral sex spanking
100%
Earning a Dollar
Being an escort was proving to have many advantages lately, being insatiable I'm thankful business was good. The limousine ride to the city seemed so long ago, though it was just 24 hours ago. Here I was getting dropped back off at my humble apartment wishing that somehow I could start the previous ... Read full Story
shemale lover 2012-03-30 2,805 anal Stockings Group Sex cum oral
85%
Becoming My Roomate's Wife
Him becoming my master started a year ago when we moved in as roommates – we are both in our mid 20's and had relationships break up at the same time (we were sharing apartments with our girl friends at the time). We have known each other for more than a decade and have no secrets from each ot... Read full Story
shemale lover 2012-04-01 8,753 Crossdresser anal sex domination oral sex
100%
T*Girl at the Bus Stop
That was when I made my decision. I turned the wheel sharply and drove into the gas station just behindher. I turned off the engine and hopped out of my Mustang. I walked upbehind her and leaned down. She still hadn't noticed me ,I guess,so I whispered into her ear, "Need a ride?" Sh... Read full Story
shemale lover 2012-05-05 2,934 anal sex Big Tits deepthroating handjob
88%
Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
TripFontaine 2012-05-14 15,663 anal cock shemale cum tits lesbian
100%
Michele And The Predator Part 2
The Predator was satisfied with his first taste of the woman who he had bent over the kitchen table and held captive; but he was far from finished with her. The snooty bitch had been taught her first lesson for the evening; his warm issue dribbling down her stockinged legs was evidence of that. &quo... Read full Story
shemale lover 2012-05-15 2,575 anal sex domination facefucking fiction
100%
A Reluctant Gang Bang
Hi all! I have been cross dressing and playing with men for many years now. One of My first experiences was being gang fucked by about 9 guys at an adult arcade. I was 18 at the time and it kind of traumatized me as it was pretty much a gang rape at an adult arcade. I was dressed up in a white flowe... Read full Story
shemale lover 2012-05-28 8,546 anal sex Creampie Fetish gangbang crossdressing
66%
My TV Sex Adventures The Nightclub Whore
The bouncer of the biggest alternative clubs in the city followed me through the 3am streets as I drove to my motel. I imagined how this big guy was going to fuck my brains out. I had just finished sucking his cock in the coat closet and was shocked that he wanted more. I figured it would be a blow-... Read full Story
shemale lover 2012-07-06 3,579 Stockings Cumshot Blowjob rimjob
100%
Shemale Whore and Arab Pimp
Hermaphrodite Whore It had been over a year since Johnny threw that tantrum that ruined me and got him excommunicated from mom. Holding me down when mom walked through the door with her friends, colleagues, whatever and they all gasped and screamed as my big brother finished doing me. We had... Read full Story
shemale lover 2012-07-24 3,035 anal sex Cumshot oral sex hermaphrodite
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 8,469 anal ass sucking threesome tits fingering sex blondie
100%
Porshe's Escapade Chapter 3
Hi all it's Porsche finally back and able to tell you about another escapade. My male half has been so busy lately with work and vacation etc. that Porsche just hasn't had time to play. So for my first free day in a long time I decided to be Porsche all day long. I got out of bed and droppe... Read full Story
shemale lover 2012-09-05 3,125 Crossdresser Blowjob Sex Toys double penetration
87%
Uncles Lessons
In '91' during my senior year of high school my folks split up. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas. ... Read full Story
shemale lover 2012-09-07 6,153 big dick Blowjob fingering ass fuck
50%
Piggy Task for Mistress Wumyma
I am a worthless piggy slave to my Mistress Wumyma. My Mistress made me go shopping to buy a Wig, stockings, short Skirt, bra, blouse and make-up so when dressed i looked like a whore. Once i had completed this task i was made to dress up making sure i was as slutty as possible. I had bought m... Read full Story
shemale lover 2012-09-15 2,264 anal cum oral domination
85%
First Time for Everything
At the time I was living in Paris and on sheer whim, I decided to go to Amsterdam for the weekend. I thought to myself, "what better place to act out my fantasies than in Amsterdam?" I packed some of my slutty clothes. I decided on my slutty cowgirl outfit complete with flannel top, jean s... Read full Story
shemale lover 2012-10-14 4,262 anal sex orgy facial huge cock sucking off
83%
An Arse To Die For
I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept l... Read full Story
shemale lover 2012-11-10 4,419 anal tranny oral
100%
Andy as Mandy Lose His 'Virginity'
Andy continues the tale where Polly left off... just heading home after a trip to the sex shop. I couldn't really believe what was happening to me, nor what had happened so far. I had just walked out in town as a slim and sexy woman, with my new friends in tow and my cock tightly constrained in t... Read full Story
shemale lover 2012-11-28 3,836 anal first time Sex Toys
97%
How I Met Alyssa
I groaned as the sun was shining onto my face. I turned around so I could get some more sleep, but I saw it was 9:22 am and I decided it was time to get up. I got out of bed and went to the bathroom of my little apartment to freshen up a bit. I looked at myself in the mirror and saw a 20 year o... Read full Story
shemale lover 2013-02-12 14,166 hardcore sucking Big Cock ass fucking big boobs
97%
My cute, crossdressing flat mate
Boarding school fucking sucks. I'm 16 and the Captain of the Rugby team, build like a real man. Short cropped Blonde Hair and Blue eyes. Could get any woman I wanted.Locked away at an all boys school constantly. My parents live a long way out of the city so its not really practical to even go home o... Read full Story
john aChiche 2013-07-06 7,693 anal Stockings Crossdresser anal sex Creampie college
92%
A very special lady
I knocked at the door, unsure of what to expect. Living in a big city for the last year, where I didn't really know anybody, had certainly put a crimp in my sex life. Where I used to live, in a much smaller town, during my high school years, I'd been able to get my dick into many tight, warm and wil... Read full Story
shemale lover 2013-07-18 6,050 Stockings anal sex Shemale Fucks Guy ass licking ass fingering
90%
Sissy story and 1st meet humiliation
I recently met up with someone to be a sissy slut for them and wanted to share what happened on my first meet. This is the genuine true story. I use the username indoblu on websites, but my sissy name is Holly so I'll refer to myself from now on as such. I'll mention my history as a sissy before tal... Read full Story
shemale lover 2014-11-19 25,587 ass Fetish domination cd sissy
97%
FEM FIRM 4-POP SECRET
Fem Firm 4: Pop Secret by: B-Man View Story Details Rating: XXXAdd Review Added: 11/20/2016 Complete:no Synopsis: Ruby learns a family secret which will change her life forever. Categories:Bimbo Workplace Situations Keywords:Long Finger Na... Read full Story
bennyx709 2016-11-22 9,999 anal sex cocksucking workplace situations
33%
Chance Encounter Part 3/7
We were passionatley kissing each other for a while and slowly but surely I could feel her wonderfull cock grow hard again………. I told her how good her cock felt and we continued kissing but now she was rhythmically sliding her cock over mine while we kissed. Her luscious balls felt rock hard as w... Read full Story
Katlick 2019-10-21 5,093 Small Tits Bareback Blowjob Big Cock
77%
Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
Regina10 2020-09-16 5,441 Crossdresser Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Ass to Mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,451 Stockings Small Tits Crossdresser Cumshot Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
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 5,324 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
100%
The Three of Us
Imagine you are a lonely person on the inside, and just wanting all your life to be loved for who you are. Holli Artigas, was just that person. Wondering whether her obsession with Jon Silva, a football star, was from a casual encounter, or was she truly fond of him? Growing up in the Sao Paulo, ... Read full Story
Jon Paul 2024-04-28 3,206 anal Creampie Shemale Fucks Guy threesome Shemale and Girl cum in mouth double anal shemale fucks female
75%
Aunt Susie's Training Part 5
Aunt Susie and I woke up around 1030AM and Aunt Susie said we need to get ready for a surprise appointment in the city. We put on our make up, I pulled a ponytail again and we got dressed in jeans and heels and matching white button down shirts which we left untucked. We drove first to Aunt Susi... Read full Story
BITCHGURLvr 2024-05-16 2,993 cock sissy Cigarettes
94%
Lonely in L.A.
I don't do this. I simply don't. But I was emboldened by theloneliness of being in a strange city without any friends around. I was taking my first trip to Los Angeles for an appearance on a game show. I'd be getting up bright and early the next morning and was spending the evening alone in a hotel... Read full Story
bigtranslover 2014-02-13 7,260 anal transsexual
57%
34C – 26 – 39
34C – 26 – 39. It’s not a part of my ID card number, these are proportions of my shemale figure. Breast implants - and I have 34C-size of my boobs. Girdle on my waist makes it just 26 inches in girth. And my butt is really 39 inches in girth. Don’t I look sexy? -Stacie ... Read full Story
shemale lover 2014-06-09 4,918 anal cumming
90%
Loving TS Sex
living in a medium size city 30 years ago, it was necessary to stay into the closet. That way of live is really still the reason why I never outed myself, even after years living in different bigger cities and several countries. I had acquired a taste for transsexuals, considering them the best o... Read full Story
shemale lover 2011-06-06 4,351 shemales gay male Big Cock
87%
My Naughty She Male Photo Session And A Night To Remember!
He was a photographer that I was supposed to work with on my first she male photo session. Let me tell you about Jamal. He is a strong guy, with the body to die for, and I must say I was fantasizing about him from the moment I saw him. I loved being in front of the camera and I enjoyed every minute ... Read full Story
shemale lover 2016-01-07 3,891 anal sex asshole sucking
100%
The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
shemale lover 2011-09-20 5,467 shemales Stockings Cumshot
100%
Susan's First Time Part 3: Susan's First Party
The chauffer passed through a gate in the high brick fence just as the sun started to slide behind the distant snow capped mountains. The cobblestone driveway that wandered toward the main house must have been a mile or more long. Susan admired the immaculately landscaped grounds as they drove throu... Read full Story
shemale lover 2011-10-13 2,575 anal Group Sex Creampie oral
83%
Attitude Adjustment
Angel sat on a chair in a crowd of women. She had come to this club to take in a couple of shows and she was really enjoying this one! This show was a group of hot looking guys that stripped for a living, which is nothing unusual in Miami, but these guys showed the "Full Monty", or in othe... Read full Story
shemale lover 2011-10-24 5,676 asshole Creampie Big Cock
90%
Taken to be a Shemale Lover
I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the kids that go to school and can get a permit flock to the fast food places. At leas... Read full Story
shemale lover 2011-10-25 3,966 anal shemales asshole
76%
Sissy Mailee's first black cock
As long as I could remember I have always had a craving for black cocks. My first time was a few years ago after partying with a friend of a friend. I had called up one of my CD friends, Suzy, to attend a Halloween party at a local warehouse. We had agreed that we’re both going to the party... Read full Story
shemale lover 2011-11-06 7,187 anal first time shemales
50%
Big Bot, Sex Hot, Breeder Manbabe Gets Laid
Tyler was really glad to find a new job, after being unemployed for a couple of months, but disappointed that he had to work with two macho, homophobic guys. Trouble was, the only work he could get was in a factory and the office he shared with the two guys was way out in the sheds, away from the ma... Read full Story
shemale lover 2011-11-09 2,731 anal gay erotic encounters fantastic
80%
The Giver and the Gifts
From the beginning, when my breasts first began to bud--that was my true beginning --men accepted my offer of them, pleased to receive such gifts. My admirers, admiring them, circled their soft, tender areolas with the tips of their forefingers, as delicately as though they were outlining the cir... Read full Story
shemale lover 2011-11-13 4,213 anal transsexual nipples feminization
100%
Jeremy's School Bully
Author's Note: Jeremy is an actual person that requested that I write this fantasy down for him. He was specific about the situation, but left the rest up to me. This is a story with a very strong 'dominance' scene and should only be read by person's who find those situations erotic. Nothing new to ... Read full Story
shemale lover 2011-11-15 12,608 anal big dick shemale
100%
Dressed in holiday style Part 2
I was up by 1 p.m., showered, changed into some fresh panties and donned some hated boy clothes to hit the streets. I stopped by a local coffee shop (not the national chain-brand type) and over a mocha latte the barrista was kind enough to give me a few pointers about where she thought the best holi... Read full Story
shemale lover 2011-11-20 2,066 anal Stockings cum
71%
A Night of Makeup, Cock and Cum - froam Annamalice
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further, I... Read full Story
shemale lover 2011-11-21 5,143 shemales Group Sex Fetish
100%
The tranny from work
I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up escorts here in town just to see how far I would go. F... Read full Story
shemale lover 2011-11-24 3,790 anal first time shemales
100%
Amy The Tranny Part 1
I met Amy at an adult theatre in town. She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private booth and once inside, went over her price for some adult fun. She told me I couldn't fuck her as she was on her per... Read full Story
shemale lover 2011-12-14 4,801 shemales hardcore anal sex Big Cock
55%
Teach me to love cock
I woke up from my soft bed and started watching tv then the door bell rang and it was the mail women she was black and she had big lips big huge tits a big nice round ass and a thin body she want to welcome me to the naberhood she also had sexy long green and red hairshe gave me her number and said ... Read full Story
shemale lover 2011-12-28 4,008 anal shemales hardcore
50%
She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes ... Read full Story
shemale lover 2012-02-05 2,630 asshole Big Cock cum
100%
Best trip to the mountains
I was driving out to the hills for some solo camping. I was alone since all of my friends had quit on me at the last minute, but i figured i'd just enjoy nature while i had the chance. I was almost through with the four hour drive, and noticed fewer and fewer cars as i got closer to the site. Onc... Read full Story
shemale lover 2012-03-04 3,896 anal shemales Group Sex oral
50%
She had a COCK bigger than mine ..oh my !
this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT. iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well... there was this older lady... Read full Story
shemale lover 2012-03-16 46,825 sucking Big Cock ass licking swallowing
66%
She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes ... Read full Story
shemale lover 2012-03-23 3,501 anal blonde cum Asian Sex Toys
100%
A Night of Makeup, Cock and Cum
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further,... Read full Story
shemale lover 2012-04-18 4,742 Cumshot jerking off domination Sex Toys cum swallowing
100%
Planet Of Men
At 1600 Eastern Standard Time (EST) on September 27 in the year 2020 AD the UN announced that General Atomics Corporation (GAC) had saved the world. After years of panic in every country that the world was doomed due to the effects of global warming, GAC announced that, with funding provided by the ... Read full Story
shemale lover 2012-05-04 4,122 first time Stockings facial oral sex transvestite
73%
Black Girls Have Big Dicks
She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long l... Read full Story
shemale lover 2012-06-27 21,314 anal sex oral sex black cock
100%
A Toy Party Story
Toy Party Story Recently I met with a person whose sole desire was to be fully dressed and transformed for me. We spent quite a bit of time on the phone discussing why feminization was such a powerful fantasy for him. He explained that he felt so vulnerable and powerless as a woman and that it... Read full Story
shemale lover 2012-07-09 4,417 Big Cock oral sex feminization
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 12,525 Cumshot Masturbation oral sex
100%
Defend Each Other
San Francisco International Airport, San Francisco Ca. Main Terminal area 12:35 a.m. 16 September. Alex sat in the quiet airport terminal, fixing her lipstick in a small compact and checking her make-up, waiting for John to arrive from Japan. John had gone to Japan to convince his investor in ... Read full Story
shemale lover 2012-08-10 3,591 anal Cumshot shemale oral
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 5,352 Cumshot threesome Blowjob Big Cock condom sex