Sort by
Relevancy

Free Stories

100%
My Friend From School "Elevated"
One night, I got on all fours and spread my ass for my best friend (we were "elevated" at the time lol). He got up, I got on my knees. I rubbed his dick over his boxers "You like my hot ass huh?" "Fuck yeah I do." I pulled his boxers off and let his dick tap my face. "Omg **** I've wanted your coc... Read full Story
gibsonjohn575 2022-04-14 2,995 friend
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 1,834 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
100%
Lope
Je suis une salope C’est un des fantasmes récurrents de la majorité des hommes qui aiment se travestir. Et j’avoue que l’idée m’a souvent excitée. Alors que j’étais avec ma femme dans une boutique de lingerie à Pigalle , des dessous très sexy entre les mains, un homme d'un certain âge a surpri... Read full Story
osvp75 2021-11-12 1,213 Stockings Crossdresser Cumshot Outdoor Masturbation Fetish Ladyboy Lingerie domination Premium HD
66%
A Girl's Best Friend
The party was in full swing when Ryanna and her friends arrived. Of course, they were an hour late, since Glenys had gotten lost on the way. The house was out in the back woods; the owners didn't exactly go out of their way to make it easy to find. Their fellow townspeople probably would have frowne... Read full Story
shemale lover 2012-03-06 5,273 Crossdresser Shemale and Girl oral sex condom sex
95%
My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
iconicirish 2023-05-11 8,358 Stockings Amateur cock Masturbation sucking Blowjob Big Cock Lingerie Latex transgender sissy
87%
Me and my Trans friend have a threesome with a Tgirl
I was with my trans friend and we went over to her other trans friend's house and I met her for the very first time. We were hanging out and having a few drinks. She asked us what music do I like and I said metal. She plays Disturbed and Rammstein on her stereo system. Then she started playing with ... Read full Story
Miss Steek 2023-10-09 5,653 anal sex Masturbation threesome Blowjob music drinks Cumming twice Social visit Forplay
86%
Party with my best friend
To continue the topic of shemales fucking girls, I am publishing this awesome story of a young girl getting fucked by her high school friend! Enjoy reading! My name is Cindy, and I am 18 years old. I have blonde hair and brown eyes, and boys think I am very sexy and attractive. But the story I am... Read full Story
shemale lover 2015-06-09 5,251 Blowjob blonde cum
100%
First Time With My Best Friend
My friend John is really sexy. He is tall and blond with a lean strong body. I have often imagined what it would be like to have his sweet cock between my lips, or between my virgin buns. He’s too good a friend though, and I’ve never had him give me any hint that he might like to be with... Read full Story
shemale lover 2012-10-30 6,566 anal first time Fetish crossdressing
73%
My sexy girlie boy friend in high school taught me to suck cock
In school. the boys would all get so horny and have a need to cum many times during the day. there was a place down some stairs in high school where boys could get their cocks sucked for cream. they were told that pretty girls that didn't want to be identified were down stairs behind a hole in the w... Read full Story
alwaysthirsty 2013-06-04 7,301 Crossdresser Cumshot Big Cock facial doggy style jerk off
66%
Sex in the kitchen with my hubby's friend - a cop
Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... Read full Story
Manusha Tranny 2021-10-14 4,882 Small Tits Crossdresser Amateur Cumshot Outdoor Blowjob Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Helping a friend
Anna has been working in my office for a year now. I have never heard her talk about a boy or girl firend. Anna is 5'7'', long legs, light brown hair almost to her waist, very pretty. I have always talked to her, had lunch, but she had never opened up until she needed some help..... Anna had boug... Read full Story
shemale lover 2011-09-27 2,969 anal shemales gay male
87%
First time crossdress with a friend
My lovely new Malaysian friend emerged from the bathroom, shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front. My heart leaped at this gorgeous site. He had advertised that he wanted to hook up with someone who appreciated... Read full Story
AsianCDLover 2019-05-27 4,572 Crossdresser Masturbation Asian Interracial
80%
fuck by my best friend's family
= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... Read full Story
Onikky 2019-06-25 9,043 Amateur Masturbation Big Cock Asian Ladyboy gangbang Lingerie domination Guy Fucks Shemale Sex Toys Homemade Ass to Mouth cum in mouth
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 6,022 Teen (18+) Amateur Outdoor Blowjob Homemade cum in mouth
100%
Gay friend of my brothers
As I mentioned in previous stories, my brothers met Adrian at university, he was studying nursing, he was in the same year as my brother and they were studying one or another subject together, Adrian has brown skin, green eyes, his short Chinese hair He has a slim body, he was 1.69 tall, his nose is... Read full Story
lkusex 2021-03-08 5,089 Amateur Guy Fucks Shemale
93%
Sally Meets a Friend
Sue was furious and upset ‘I don’t know what yet but you are going to pay big time for this. I want you out of the house for a week. I don’t care where you go but it had better be well away from me and, Oh, you will stay dressed as Sally for the whole time. No mens clothes at all.... Read full Story
shemale lover 2016-02-28 4,874 shemale cum swallowing nipples
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 13,333 transsexual femdom strap-on
50%
Alex One: House Sitting for a Friend
Sorry, this is a little rough. I've tried expanding the original version but ... i dunno. Anyways this should be a continuing series of some sort. Alex One: House Sitting for a Friend. By Alex Shouse. My friend Karen had worked her way through a somewhat bitter separati... Read full Story
AlexShouse 2012-07-12 3,669 dildo oral transvestite sissy
92%
A Shemale and Her Unexpected Friend and Me
There I was on the boardwalk waiting for texts back from trannies from craigslist. As I sat staring at the ocean, I yearned for some sexy shemales to get back to me. I started walking around the boardwalk more, anxiously, desperately. All the sudden, a beautiful older woman was walking by with her d... Read full Story
tysonsbakery 2015-11-16 6,654 tranny ass shemale domination double anal
94%
dominated by parent's friend
I was 18 & around at a friend of my dad's house sitting for him when he arrived home earlier than expected. He told me he would drop me home until I mentioned that nobody was there until a few hours later so I'd have to stay there. A smirk came over his face at the mention of that & he quickly sugge... Read full Story
sissychloe 2017-01-13 15,505 Crossdresser domination cd sissy submission sissyboi
80%
My sisters Tgurl friend Part Deux
Next day, after my incredible sex encounter with Christy , my sister let me know that her friend was a Tgurl. I acted like I was shocked. She told me that Christy was a friend from college and had breast implants and took some hormones to be more feminine, but she still had a dick. My sis told me th... Read full Story
Brett1 2017-06-27 10,002 tranny Shemale Fucks Guy blonde ass fucking deep throat
85%
A good friend
I have a friend whos name is Novak.We have known each other since we were little kids.We have always done everything together and have no secrets.But he didnt know that i liked to wear womens clothes.He has blue eyes,is very handsome and is very developed and he also plays football.Since we were rea... Read full Story
bigtranslover 2014-01-25 5,940 anal shemales hardcore
100%
My Girl Friend and A Shemale
I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, w... Read full Story
tgirlloverme 2011-09-07 7,358 threesome shemale oral
71%
My friend Pete
When I was 15 my friend Pete and I used to race around on our bikes nicking porn mags from corner shops. We used to take them to the local park and read through them with our cocks straining at our school shorts. As time went on we started to take turns going behind a bush or into the toilet an... Read full Story
ryan31 2014-10-25 6,482 cum rimming
100%
My Girlfriend's Friend Shayla
I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, w... Read full Story
shemale lover 2011-06-14 5,957 oral ass licking
75%
Soo, my ladyboy friend in Bangkok
This shemale story is not your usual one as it's written by a lesbian girl Jamie and it involves a very sensual description of sex with an Asian ladyboy. Enjoy reading! Well as an openly gay Lesbian woman (submissive as I say) a long way indeed. My friend in Bangkok, Soo is a beautiful, articula... Read full Story
shemale lover 2015-02-01 8,410 Asian Ladyboy Shemale and Girl
100%
My Girlfriends Friend Shayla
I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who... Read full Story
shemale lover 2011-08-30 3,202 suck asshole cum
100%
First Cock Came From Old Friend
It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decid... Read full Story
shemale lover 2011-10-03 4,578 asshole oral sex teasing
100%
My CD friend
I had been chatting to people on a ts chat room as I had recently become accustomed to do, when I received a private message from a local cross dresser. She asked me where I was from, how old I was etc and we found out we lived a few towns away from each other, both young guys and both really loved ... Read full Story
shemale lover 2012-04-05 3,836 anal sex Creampie spanking cd rimjob
100%
My Girfriends Friend Shayla
I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who... Read full Story
shemale lover 2012-04-07 4,781 anal threesome cum oral Shemale and Girl
100%
Cathy's Friend, Transsexual Mary
I have told you about my daughter Cathy. She is a stripper at a nude club. She has sucked me and I have got to fuck her in her ass. All this in front of her friend Bill and Mary. Bill is Bi, like me and Mary is a transsexual. I'm also a cross dresser. Just two weeks ago I found out that my daught... Read full Story
shemale lover 2012-06-05 3,790 anal sex shemale facefucking jacking off
88%
Crossdressing with my moms friend
Mom opened my bedroom door. she stood there in the doorway and stared at me obviously repulsed. after 10 or so seconds she closed the door and walked away. i was mortified. i was kneeling on my bed, with her clothing catalogue open at the lingerie section laying on the bed before me, hard cock in h... Read full Story
shemale lover 2012-06-12 11,378 Stockings Fetish cum crossdressing
100%
Wifes friend
Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized brea... Read full Story
shemale lover 2012-06-20 4,857 anal sex Group Sex shemale Big Cock cum
100%
A Special Friend
I met Charlene in my freshman year of college, about eight years ago. Back then she wasn't what I would consider very attractive. She was kind of tall and had very little curves to her body. Her hair was straight and un-styled; she had a flat chest, wore black rimmed glasses and had very oily skin. ... Read full Story
shemale lover 2012-06-27 3,033 anal Cumshot shemale oral
75%
Moms friend 2 - dressup slut
so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her. little did she know I was visiting her best friend to dress up as a whore ev... Read full Story
shemale lover 2012-11-01 4,416 Stockings Cumshot sucking jerking Lingerie
91%
My Girlfriends Friend Shayla
I walk up to the door of my girlfriend?s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I?ve ... Read full Story
shemale lover 2013-08-14 35,311 tranny Cumshot suck Shemale Fucks Guy threesome ass licking
95%
"University" Friend
University “Friend” Finally I had earned a little more freedom. I was off out of my sleepy village and at university. I had a small flat in an apartment block all to myself in a nice enough part of town. I unpacked my clothes and settled down for my first quiet night in, but as I put a few of my ... Read full Story
ATC97 2016-06-21 11,449 anal Teen (18+) Crossdresser Lingerie cd
78%
My BBC Friend
I was back in Indianapolis this past week. I had not had a good fucking for some time and was hoping to hook up with my friend Terry.I had hooked up with Terry several times when I was in town. He has an amazing cock. he can fuck for hours and loves to make love to his sissy slut. I got to the hote... Read full Story
jinnirogers 2016-11-22 5,986 tranny suck interracial sex dildo cumming bbc
81%
My sisters Tgurl friend
My sister has a friend who is a Tgurl. I didn't know it. I thought she was just a slightly taller hot chick. I'll call her Christy. Well one day I was at my sisters apartment just hanging out when Christy came over. We were watching TV for a while when My sis said she wanted to go over to ... Read full Story
Brett1 2017-06-26 14,522 tranny Shemale Fucks Guy ass fucking cumming jizz
82%
Mums shemale friend visits
This story is from the perspective of a 18 year old male. My mums friend Sophie was visiting from the US and was staying with us for 2 weeks.1 week into her trip something amazing happened I was smoking weed with Sophie when she started asking me these weird questions. She asked me if I had ever su... Read full Story
bottom772 2019-01-25 12,361 Shemale Fucks Guy
46%
Important And Interesting Observations About Online Porn
What is your opinion about watching best porn video online? Is it a bad habit? Is watching porn good for a relationship? Pornography has become a common part of the private lives of many individuals and partners. Nobody can disagree with this fact. Online porn can be used as a great tool by couples ... Read full Story
CollectionofBestPorn 2017-04-01 2,752 Big Tits hardcore porn anal porn
50%
Carol, The Saga Continues
It's very late Monday night as Carol returns from the date that J C had forced her to keep, she places her purse on the hall table, throws her jacket over a chair and walks toward her bedroom. She can't wait to shed this clothing that J C demanded she wear. As she walks, her feet, clad in the five i... Read full Story
shemale lover 2012-03-09 2,568 anal sex shemale deepthroating
76%
Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
shemale lover 2012-09-02 23,681 Cumshot Blowjob fuck fingering big boobs
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 5,173 anal sex sucking shemale
100%
I've Met My Match
I got tired of dealing with the games that girls in my area like to play so with the suggestion of a friend of mine I put my profile in a premium transgender personals. A month went by and I almost forgot about my profile. I need to give a little background on myself. I am a straight male a... Read full Story
shemale lover 2012-01-22 3,577 Lingerie transgender heels
57%
Carrie
Four years ago as a 14 year old the girl trapped inside my body was screaming to be released from her prison. I had showed up at school on the first day of my freshman year wearing a dress from my sister's closet. I've never worn boys clothing since. Carrie became my new persona replacing Todd. P... Read full Story
shemale lover 2011-09-21 3,487 first time asshole dildo nipples
40%
Little tranny for old pervert
It happened not later that there was 15 days. I do not hide I'm bisexual and love as the amorous jousts with men than women. I also like the transsexuals and trav .. There was a long time that I had not played with one of these wonderful creatures. And this weekend I was lucky. I always trolling ... Read full Story
shemale lover 2012-03-17 4,509 taboo anal sex sucking sperm rimjob
100%
Betrayed Chapter 5
We slept until eleven Sunday Morning, made leisurely love, then showered. It was decided this would be a casual day for Dianna and Lisa; jeans, T-shirts, and athletic shoes. With Dianna's help, I still looked good enough to eat – at least, she thought so. Dianna looked… damn, no woman h... Read full Story
shemale lover 2012-05-29 2,454 cum jerking oral sex tit licking
92%
Southern Hospitality Ch. 04
XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... Read full Story
Gwapo67 2022-05-16 6,419 Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Mature cum in mouth
85%
Hot Part 2
Last weekend, I had just taken a shower and was getting ready to go out for the evening. It was a bit early, so I decided to lie down and get some rest. Thoughts of what I saw on the internet a few hours earlier went through my mind and, in hindsight, never realized how much a simple mouse click wou... Read full Story
shemale lover 2011-09-09 3,664 Blowjob Big Cock fingering
50%
Sissies Training Part 2
I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by ... Read full Story
shemale lover 2011-09-17 6,325 shemales Fetish bdsm
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 5,729 Bareback threesome Big Cock
40%
Kitten: A Pantyboy StoryKitten: A Pantyboy Story
It's easy now to look back and play armchair psychiatrist and see where my fetish for school uniforms and cute cotton panties started, but it wasn't until I met MISTRESS that I realized exactly how deep that fetish was ingrained in my mind and soul. Mistress knew I was a pantyboy after the first ... Read full Story
shemale lover 2012-09-10 6,855 Crossdresser fingering Sex Toys handjob 69
100%
SISSY MARI DE MAÎTRESSE
Morgan Ashley était une très jolie dame, pas une star de cinéma glamour, mais bien plus jolie que tout ce que son mari mauviette Robin attirerait normalement. À peine sortie de la douche, elle portait un peignoir en velours côtelé rouge et ses longs cheveux roux étaient enveloppés dans une serviette... Read full Story
Femboy 2021 2023-01-20 876 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Sex Toys
50%
SISSY MARI CHANTAGE ⚧️ ⚧️
La journée a commencé comme n'importe quel autre jour. Vikki se lève à l'aube, prend sa douche le matin et se sèche les cheveux. Ses longs cheveux ondulés brun foncé Lucius tombant en place aussi élégamment, magnifiquement et naturellement que jamais. Avoir l'air époustouflant était une demande si f... Read full Story
Femboy 2021 2023-03-25 654 Stockings Big Cock Lingerie Sex Toys cum in mouth maitresse épouse femme dominante force poule mouillé
100%
A busy Friday night
I had been looking forward to this weekend for a month. My wife was going to visit some friends in NYC, and I was staying home, by myself. Yup, just me and all of my favorite things, like stockings and panties, and sexy little outfits. The torture was finally over, and the Friday she was to leave, a... Read full Story
shemale lover 2012-02-28 3,680 anal gay male Fetish