Sort by
Relevancy

Free Stories

91%
The Girl Next Door Ch. 03
derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... Read full Story
Gwapo67 2022-05-13 6,227 Bareback Creampie Shemale Fucks Guy threesome Blowjob cum in mouth
91%
Southern Hospitality Ch. 02
XtinaSmith2017 Laura felt herself lifted lazily from the arms of sleep, her body relaxed and floating on a small cloud of pleasure, her mind filled with images, sensations, not pulled from whatever dream she had just been having but instead, memories, memories from the night before. Memories of... Read full Story
Gwapo67 2022-05-16 4,835 Bareback Creampie Shemale Fucks Guy Big Cock Mature
100%
Amy and the Straight Jocks PT1
Only a couple close friends knew for sure and most others knew it as just a rumor. Amy dressed and lived life as a girl like she had since the start of high school when she moved from a new town. The jocks would laugh and whisper to each other when she walked by debating if the rumors were true. Co... Read full Story
DADDY4sluts 2022-08-09 4,038 Teen (18+) Cumshot Bareback Creampie Blowjob Guy Fucks Shemale cum in mouth
100%
Oneness with the bodies
many years went into just fantasizing being with shemales. I was getting hornier day by day to try it out. But being in a relationship there was hardly any room or time for it. I once experienced it in bangkok and confirmed that I really can do it and actually love it. One day suddenly it was br... Read full Story
zyankhaan786 2023-05-30 6,640 Group Sex Bareback Shemale Fucks Guy Big Cock domination big ass cum in mouth double anal
100%
Towel Boi: You're Hired
Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... Read full Story
Faggyboi and Puzziboi 2023-11-14 6,305 anal Small Tits Crossdresser Amateur Bareback Blowjob Guy Fucks Shemale Interracial small cock big ass femboy
83%
My first time with a guy
MY FIRST TIME WITH A GUY Another true story it’s kind of long but I think you will enjoy it I lived west of Lake Worth Florida. At that time we were surrounded by 1500 Acres of woods. There were 10 of us and we all had dirt bikes and would go out riding all the time.. On Saturdays we had a game ... Read full Story
Stephanie101 2024-04-26 4,328 anal Crossdresser Outdoor Blowjob cum in mouth teen (18+)
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 2,545 anal Amateur Creampie Blowjob Sex Toys Mature small cock big ass cum in mouth
100%
Ill take all the cum I can get
I'm so horny today. I need some dick bad. So I dress up, I put on a sexy push up bra, a slutty lace top, a naughty little g string, and lacy thigh highs with a garter belt. Before getting dressed I showered and gave myself an enema. After I showered, I used some fds so I smelled sooo good after ... Read full Story
spreadforalldik 2024-07-09 3,390 anal Crossdresser Group Sex Cumshot Creampie Blowjob ass fucking Ass to Mouth cum in mouth spitroast
56%
First black T-girl
I've been wondering what to write about lately. I've received a request to write about me and my sister, but that is a road I might have trouble going down. Today I was thinking about my bi-sexual stripper girlfriend from the past, who loved bringing home other strippers (mostly lesbians) for some h... Read full Story
bigtranslover 2014-01-01 7,286 first time shemales interracial sex
81%
First time in Bangkok
If you have read my story about the first time I was with a TS girl then you know my experience was limited to just a few times. So about 4 years ago I went to Thailand to visit my buddy who was working there in a high profile job with the Thai government. We stayed in his apartment on the 40th floo... Read full Story
shemale lover 2015-01-13 13,827 shemales hardcore Group Sex
87%
Tranny Surprise
When I left my high school, I decided to go on a gap year and travel the world to see lots of interesting people and ways of life. My first stop was Thailand which was great and I had so much fun partying with my friends as around 5 of us went on the trip. After Thailand the next stop was in Braz... Read full Story
shemale lover 2015-01-17 24,717 cock asshole Blowjob
100%
Jan dresses Sherrie for a good time
I saw the room number 216, I took a deep breath and then knocked. The door opened and I recognized her from the email photo’s her name was Jan she is about 5’ 7”, brown hair in her 40’s a little over weight with some cute plus sized bumps lightly sagging C cups. She was weari... Read full Story
shemale lover 2011-08-08 2,760 shemales Group Sex asshole
100%
Adventures of Shemale Sandra Part 1
His name was Phillip. Or at least it had been. Honestly, he wasn't sure who he was; all he knew was that what he had done two years ago was what he thought was right. This was the lifestyle he wanted. It should be said that Phillip has always had strong female influences throughout his life. He a... Read full Story
shemale lover 2011-09-02 3,888 anal sex asshole cum
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 5,643 anal sex sucking shemale
66%
Cock Sucking Jail Whore
I've always known that I was not meant to be a guy. Being sexual curious I would look at porn mags like any one does. At first it was just magazines with pictures of naked woment. It was when I ran across my first Hustler magazine that my life was changed forever. Seeing pictures of studly guys with... Read full Story
shemale lover 2011-09-17 4,596 Cumshot asshole oral sex
80%
I am a Shemales' Bottom Slut
I don't want the title to deceive you I am a masculine man and straight mostly but I do love servicing cocks of androgynous women and there is a group of androgynous women in the vicinity of where I live and they call on me regular. It all started when I had my name and number on a singles p... Read full Story
shemale lover 2011-10-03 3,994 asshole Creampie Big Cock
88%
Amsterdam
zNote: This story evolves around a "shemale" so there is some bi-sexuality in the telling of this tale. If that's not your cup of tea, then please, don't bother reading it. Thank you. Amsterdam My wife and I had flown over from the states to visit with her parents who lived there. I ... Read full Story
shemale lover 2011-10-17 8,975 Group Sex licking sucking stroking
80%
Alpha Gamma's Secret Part 3
-7- "This has been an important and exciting year for our sorority," said Jessie, House President, to the assembled sisters of the Northeastern University chapter of Alpha Gamma Tran. Today was a very special day. It was the annual Commencement Ceremony which marked a successful en... Read full Story
shemale lover 2011-11-03 3,894 transsexual orgasm ass licking
100%
Tranny Gang Bang
Gang Banged I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel. Freddy had found me on my internet... Read full Story
shemale lover 2011-11-12 4,914 shemales Group Sex gangbang
100%
She took her licks getting there,now she loves to do the licking
I miss my cock. Sometimes. I had one once - one of my very own, connected right to me - but now it's gone. Never thought I would miss it. I'm sure you've guessed by now that I am a full transexual. I had the boob job and started hormone treatment years ago and felt much better as a shemale than a... Read full Story
shemale lover 2011-11-15 2,316 transsexual orgasm boob job
100%
Just One of Those Days Part 2
Hello again. My name is Amanda, though sometimes I use the shortened version Mandy, when the mood suits me. I'm 33 and have stayed single for three years, since I discovered that Richard, my boyfriend, was not only cheating on me with dozens of women, some my so called friends but was al... Read full Story
shemale lover 2011-12-09 3,367 cum massage shemale sex
81%
Made me a slut
I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a... Read full Story
shemale lover 2012-01-05 7,050 shemales Group Sex interracial sex
50%
The sex assasin
Me and my girl wure fucking when we hurd on the radio about some lady assassin going around killing wemon out of being jelous. we said wow she must ned to get layed as my part women part shemale gf was fucking me in the ass she asked me wat if she gets jelous of me being with u i said there lot of w... Read full Story
shemale lover 2012-01-09 3,043 anal cum lesbian sex
100%
A walk in the woods...
I was lounging around the house, like a lady of leisure, wearing an elegant robe in black lace with a pair of sensual seamed stockings held up by a six-strap suspender belt and of course a pair of my favourite spiky pointed hi-heels that are so comfortable to wear round the house. I'd put on one of ... Read full Story
shemale lover 2012-01-16 3,996 shemales Group Sex bdsm
50%
She dresses him like a slut
My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes... Read full Story
shemale lover 2012-02-01 3,189 Group Sex facial oral sex
0%
Thai Holiday
On Friday afternoon I had the car go around to collect Krissy at her office, then my wife, Mei, from home, and then me at my office. The girls were both wearing light, summer dresses and looked beautiful! Unfortunately as I was coming from the office I was wearing a Suit (But as usual with Black Lac... Read full Story
shemale lover 2012-02-05 3,500 Group Sex cum fuck oral
0%
Mike and Chris Together
Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... Read full Story
shemale lover 2012-02-07 5,346 anal sex Creampie Shemale Fucks Guy Guy Fucks Shemale
20%
A surprise for John
It was a busy day at work when I got a text message from John asking what I was doing that night. I replied that I had no plans. He told me he was leaving work early, if I wanted to stop by for a lil bit I was more than welcome. I told him I would. I did want to talk to him about a small trip I was ... Read full Story
shemale lover 2012-02-12 3,112 anal Group Sex cum
100%
Louise Crossdresser
As things were going on about my living as louise the wife came home with jim and said they were getting me an apartment for my self. I looked at them and said just for me and they replied yes that they were going to live together from now on and did not want me in the way. Besides she says that ... Read full Story
shemale lover 2012-04-09 2,721 anal sex facial Sex Toys
100%
The best of two Worlds Part 2
Nicky packed her bags and we went to my car. It was a short drive to her apartment. As I followed her up the stairs to the second floor I could see her big dick clearly visible under the short dress she was wearing. I was getting hornier be the second. The inside of her roomy apartment was filled wi... Read full Story
shemale lover 2012-04-25 2,838 big dick dildo orgasm Sex Toys sperm ass toying
85%
Transsexual Cheerleader
Transsexual Cheerleader Marcus, the football team quarterback, was well known at the university as the "most datable on campus", and he had had his share of women. From the nice virginly freshman, to the hottest senior whores. It was no wonder that he was so popular. 6'4, 240 pounds of pur... Read full Story
shemale lover 2012-05-13 3,944 anal sex Creampie Blowjob
66%
Relic fort
So i pull up it is raining and i had packed my nice latex skirt and top so i decided to check things out. out of the car i go heading to the woods which i was told i would find the over grown play fort. sure enough there it was, i hiked around for a few minutes all the while noticing more and more g... Read full Story
shemale lover 2012-05-26 2,423 anal Group Sex facial
100%
A Ski Bunny is Born Chapter 2
My first real man. Hugs and kisses to everyone who contacted Kim and I expressing how much you enjoyed our first episode. This is the second part of our life story so far, and is the first follow up to 'A New Ski Bunny is born'. It recalls the first time that Kim and I included guys in our ... Read full Story
shemale lover 2012-06-21 5,058 anal sex Cumshot oral sex rimjob
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,580 big dick tranny anal sex Cumshot orgy facial oral sex
100%
Rebecca
I work at a large restaurant chain in their construction division. I spend my time co-ordinating the construction and remodelling of the stores in our chain. Part of my job includes travelling to locations where restaurants are being built, and ensuring that nothing goes wrong. I was recently in ... Read full Story
shemale lover 2012-07-11 5,618 Blowjob shemale oral sex
100%
The Football Jock and Chrissie
Back in college, sharing an apartment with my BFF/roommate Kelly, a lot of my dates and hook-ups were arranged by Kelly. For some reason she always seemed to know just who was into what when it came to sex. She learned a lot about other people’s likes and dislikes from hanging with her lesbian... Read full Story
shemale lover 2012-07-13 3,819 Cumshot transformation oral sex
100%
A Wife Comes Around
Let me start by explaining that I was the prude wife. I wasn't very experienced in the sex department, and also very naive, when we were married, although neither was he. We had sex but mostly missionary position or me on top, nothing adventurous like doggy style, which in my naivete then I thought ... Read full Story
shemale lover 2012-07-25 4,229 fingering oral sex Sex Toys
0%
Tara's Adventures
Part 1 I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them. Then a period of time developed whe... Read full Story
shemale lover 2012-08-11 5,413 anal Group Sex oral domination sissy
100%
The Only One
After talking to her online for several hours she invited me over to her house. I got dressed, jump in the car and drove over. I must have been overly excited because my cock was raging hard the entire drive over there. The house was gorgeous, and huge. I thought to myself that this house had to ha... Read full Story
okctshunter 2012-08-18 6,154 Bareback threesome Big Cock
100%
Brazilian Discovery Chapter 2
Chapter 02: First days in Brazil The tub was so large that it could have been a small swimming pool. Joan plunged into the water and started to lick Barbara's pussy underwater. When he rubbed the tip of his nose against Barbara's clit, she mightily climaxed several times in a row! Sometimes, inst... Read full Story
shemale lover 2012-08-25 3,830 Group Sex Cumshot oral sex rimjob
100%
Brazilian Discovery Chapter 3
Chapter 03: Partying in Copacabana On the Ipanema beach, Barbara and Joan were joined by Tereza and Consuela. The beach was less crowded than the Copacabana one. Tereza pulled down her shorts and her T-shirt to appear in a quite hot red bikini, an uplift bra that was supported only by a band arou... Read full Story
shemale lover 2012-08-25 3,767 Group Sex Cumshot oral sex Sex Toys
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 5,554 Cumshot threesome Blowjob Big Cock condom sex
100%
Transsexual Sisters Chapter 6
Part 6: A Party to Remember MICHELLE AND NICOLE MAKE A CAREER CHOICE After their tormentors were jailed, Michelle and Nicole felt relieved and happy for the first time in weeks. Whether from curiosity, respect or sympathy for their ordeal they became very popular around the USC campus. They we... Read full Story
shemale lover 2012-09-08 4,279 Cumshot sucking threesome Shemale and Girl deep throat
66%
Dirty Business Trip
Chapter 1: The Transsexual Hotel Encounter "Yes, I am checking in," I said, putting my credit card on the desk. The woman behind the desk took the card and looked at the name. She was about 5 feet 10 inches tall with dark black hair and brown eyes. Her skin was beautifully tanned and he... Read full Story
shemale lover 2012-09-26 13,035 Group Sex Cumshot shemale oral
100%
Jenny, Melissa and Me
I’m watching you on the screen, Jenny, as you pull down your pretty nylon panties with the floral prints and spread your legs. Your brunette hair hangs down around your lovely eighteen year old face, smiling as your labia open wide and you begin to rub your clitoris, all the while smiling, and... Read full Story
shemale lover 2012-10-28 2,642 anal Group Sex Fetish oral
100%
Dormitory Fire Drill
The bed in Beverly's dorm room was narrow. It forced their naked bodies close. That was fine with Les, it increased the intimacy. As they spooned together, Les's arm draped across her waist and fondled the bottom of her left breast. His face pressed into the hair at her neck and inhaled the wonderfu... Read full Story
shemale lover 2012-10-31 3,495 Fetish orgasm Lingerie
100%
Becoming Aphrodite
My wife and I have been married for 10 years. She is a beautiful brunette of 5'8" and 120 pounds. With her long hair and her cute and innocent face, she looks a lot like the porn star Cheyenne Silver. I would dare to say she's even prettier: her extraordinary green eyes are totally unforgettabl... Read full Story
shemale lover 2012-11-01 4,279 Group Sex cum oral sex cum swapping
94%
Taken Chapter 1
Georgia pulled her Mercedes out of the gas station in Albuquerque back onto interstate 40 heading east. It was a long drive ahead to Chicago. She hated traveling alone, that was for sure, but the move to the office back east made it necessary. It was either drive there or sell her Mercedes and buy a... Read full Story
shemale lover 2013-01-18 7,400 Cumshot Big Cock ass licking big boobs ass fingering
100%
Pygmalion
Some of the coed students in Professor Higgins' Sculpture 101 class regard him as a sexist or, as Amanda Blake describes him, as if she were living back in the sixties, "a male sexist pig." He does have an eye for the ladies, I'll grant you that (he's ogled me enough times!), but what man ... Read full Story
shemale lover 2013-02-22 5,316 hardcore Big Cock ass fucking Guy Fucks Shemale ass fuck
96%
Shemale fun
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... Read full Story
shemale lover 2014-11-25 10,290 tranny suck Creampie Shemale Fucks Guy ass fucking 69
80%
Shemale fun
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... Read full Story
shemale lover 2014-12-03 6,618 tranny suck Creampie Shemale Fucks Guy ass fucking 69
70%
Play Day for Sara
It doesn’t happen often, but an opportunity opened up for me recently to take a day off to get a hotel room, get dressed, and entertain men. So I took it. When I discovered I would have this day to myself the previous week, I ran the following ad on craigslist: “Get ready boys – t4m super horny... Read full Story
saralovescd 2017-05-02 6,579 anal sex oral sex crossdressing Craigslist hotel room tag team
63%
What are Friends For?
I was over at a friends house for guys weekend. I was up early Saturday and went downstairs to watch TV, so I wouldn't wake anyone up. Nothing was on cable, so I checked what else was on, Net Flix, etc.... There was Firestick, so I checked what movies were on there. I found one that was marked ... Read full Story
MARKUS6969 2018-04-09 7,910 Group Sex Masturbation Bareback gangbang sissy slut gay orgy
66%
Be My Bitch
After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... Read full Story
Go Balls Deep or Go Home 2018-08-06 31,685 Crossdresser Outdoor Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Interracial Sex Toys Ass to Mouth cum in mouth
90%
My Recent Holiday Treat
I've come to accept that I am a bit of a dirty girl sometimes. Most of the time I think that I could easily fall into be labeled a nerdy, quiet goth girl, book worm and not at all up of current trends. A misfit as I was called in high school. But there's another side of me. A side that craves sexual... Read full Story
Gothtransgirl41 2018-12-04 6,751 Group Sex Bareback Big Cock Ass to Mouth cum in mouth shemale + shemale
50%
I and the old man's story 后面中文
I am from Chongqing, a boy who loves his father. When I was young, my neighbor aunt always said I looked like my sister, like a beautiful girl. At that time, my family was relatively poor. My Sister, my parents, and my family of four lived in public rental housing of less than 30 square meters. Star... Read full Story
Oldslut Sissy 2024-04-15 9,316 Crossdresser Amateur Masturbation Asian Ladyboy Guy Fucks Shemale Mature small cock Homemade sissy chinese teen (18+)