Sort by
Relevancy

Free Stories

27%
I have been out dune by my little brother by a big difference hi
I am 32 years old and my lady who was 46 and my little brother who was just 14 years old then wanted to have some fun and get my woman who was just the right for him he was just out of his mind about her and I was like I'm all about it and I was thinking that I was going to be the big cock an h... Read full Story
Not long but hard 2017-10-19 5,917 Big Tits gangbang Shemale and Girl Solo Shemale Cartoon shemale + shemale Wow.
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 13,887 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
75%
Super Shemale Tube At The Waiting Line
The restaurant was crowded - everyone in Boston wanted to be there, and I waited for an hour at the bar, hoping to get a table for one. But was I watched my chances of having dinner crumble to dust and glanced at Super Shemale Tube on my phone's browser, a girl sitting next to me asked "Hey, yo... Read full Story
shemale lover 2016-03-14 6,662 anal cum big ass
100%
Blossoming Shemale
My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to prove it now, and to be honest, I didn't really have the desire. That was all before. I have to ... Read full Story
shemale lover 2012-08-01 5,017 Cumshot shemale Big Cock oral sex
85%
My Sexy Shemale Chat Session With Naughty Rosa
The shag fest at she male chat site. After what I have experienced I could never go back to having sex with chicks without dicks. I was having some fun, and I wasn't taking my sexy she male chat sessions seriously until I met juicy Rosa. Rosa was a big woman,with the most appealing ass, firm tits an... Read full Story
shemale lover 2016-04-08 3,495 asshole shemale dildo
70%
Nude She Male Pics At The Porn Company
I was nervous - the people from porn company haven't called me yet, and it was almost a week since I sent the nude she male pics. I'm a pretty attractive shemale - short girl with big ass, decent tits and long dark hair, and a cock which would make any man green with envy - and I really hoped that s... Read full Story
shemale lover 2016-08-10 8,484 suck shemale Big Cock
81%
First time shemale encounter
Lets start off by saying this a very true story, one that i love to re-live over and over. lets begin I was in el paso, texas..my girlfriend at the hotel. Something in me decided to go to the strip club. So i did. After a few dances, i decided to leave. I had always heard in mexico it was very ea... Read full Story
iloveshemales112 2011-12-17 9,445 Latina Bareback Shemale Fucks Guy Big Cock
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%
Big cock heaven.
I live in Vancouver and saw a beautiful trans escort online and couldn’t resist setting up a meeting. I met her at a hotel and she was just as beautiful in person as online. She was Asian and had the most wonderful big tits and ass. Her cock was a solid 8 inches, uncut with a big mushroom head, whic... Read full Story
Eyecandy64 2024-02-06 6,285 anal Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Asian
0%
The orgy with a shemale
I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name w... Read full Story
shemale lover 2011-08-29 5,175 Big Tits asshole Big Cock
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
89%
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 2012-07-04 7,402 shemale oral facial facefucking
93%
SHEMALE SEX IS THE BEST
I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I w... Read full Story
shemale lover 2014-03-07 4,721 tranny Big Cock ass licking doggy style big boobs rimming
78%
First Time Fuck with Another TS
Since I fully transitioned to a TS I've always admired to have a mutual fuck with another TS like me. TS like me were very rare in my area. I've always fucked lesbian girls who were really getting addicted to me. I really wanted to try out something new. Fortunately that moment came.v ... Read full Story
emmah 2017-11-21 10,977 Big Tits Blowjob Big Cock shemale + shemale mutual
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 13,741 anal Blowjob shemale first time
93%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2015-02-27 5,654 tranny Cumshot Shemale Fucks Guy ass fucking Guy Fucks Shemale
56%
Big cock shemale from Pune, India
I just saw her profile on Planet Romeo, her name is ID is Kaynat / Muskan. I saw her photos and got attracted to her. I am always a big fan and lover of Shemales or TS. I called her and fixed appointment by negotiating with her for 2500 INR. I went to meet her, she stays in a condominium in ... Read full Story
Stud4Shemale 2017-05-22 95,916 Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The Big Mature Shemale Next Door
The Big Mature Shemale Next Door SugarandSalt "Please can I just wear my old swimming trunks?" Warren begged. "No!" his mom yelled back from the other room. "Barbara purchased that for you. It was expensive so you better remember to thank her." Warren looked at himself in the full length mir... Read full Story
Gwapo67 2022-05-03 7,952 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
100%
First time with big surprise
My first story translated into English, I hope you like it. It was late at night, I had been drinking with friends and was on my way home. I am a man in his early 30s, smartly dressed and looking quite attractive. The night was beautiful, clear sky, warm and in the city were some people on the ... Read full Story
Marten1201 2023-01-06 6,793 Big Tits Bareback Creampie Shemale Fucks Guy blonde Big Cock
95%
Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
horny.hiker 2019-04-30 14,797 Stockings Masturbation Creampie Shemale Fucks Guy Lingerie rimming Ass to Mouth escort ts no lube anal fuck just saliva
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,349 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
97%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2013-07-22 10,375 transsexual oral sex ass fingering kissing
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 14,818 Cumshot Masturbation Blowjob ass licking redhead
50%
Spy Girl
Vicki stood in the dark doorway as she watched her mark, Ivan Patrinkov, approach up the empty street. There was no way he would be able to see her where she stood in the shadows. She wore a skin tight leather jumpsuit with black low-heel boots. She would have preferred to have on a pair of stiletto... Read full Story
shemale lover 2011-11-09 4,721 anal sex shemale Frottage
88%
Shemale Ride Along Part 2
Note: This is a sequel to my previous story, "Riding in Cars with Shemales." If you would like some back story into how Terra and Matt met, please read it. If not, you can probably still enjoy this one by itself. * It was a wonderful day in May. The sun was shining. The sky was clea... Read full Story
qtball 2016-08-31 11,556 Outdoor Big Cock bj Shemale on Guy self fuck
80%
One night Transtand ;)
One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... Read full Story
BalkanLoco91Ri 2019-10-24 8,940 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth
50%
Healthy Behavior
"Uhh…is Mr. Stanford around?" "One moment dear…ooh, damn heels. Makes it impossible to walk through doorways. Here I am ma'am. So, did the maid get you here alright? Hello? Earth to…" "I can't believe this…" "Oh, the heels? Yeah... Read full Story
shemale lover 2011-10-19 3,952 Big Tits transsexual oral
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 4,811 asshole oral sex teasing
75%
A Big thank you to everyone and what's to come next year!
Hi everyone! This is something of a yearly wrap up that I wanted to write up. First I wanted to thank you all for following me this year ❤️ This was the first year that I decided to start taking this seriously and create content full time. I think I still have a ways to go to improve my content, but... Read full Story
Kate Quinn 2022-12-31 3,301 Amateur Big Tits Big Cock Shemale and Girl Guy Fucks Shemale
73%
Shemale Masturbation Tube Just For Me
I was just coming back from the gym - damn, lights on the parking lot were flickering again - when I heard this noise. I ran and saw a shady looking guy pointing a knife at a woman trying to unlock her car. "Hey", I yelled, "I'm calling the cops and a dozen big dudes are going to be h... Read full Story
shemale lover 2016-02-24 5,815 sucking cum nipples
57%
In love with Sasha Davidson
A great post by TLover about his passion for hot fat cock of Sasha Davidson. The only question I naturally had on top of my mind after reading this was, who is that Davidson? I never heard of her before. Enjoy reading! I don't fancy men, but i love the idea of being seduced and dominated by a ram... Read full Story
shemale lover 2015-07-01 4,410 shemale tits dick
100%
Shemale On Webcam Made Me Cum
It wasn't enough for me - regular porn, regular girls... I felt like I was losing it, not having the only thing I really desired: a shemale. But I was new in that world, not knowing where to go, where to look, so I decided it was better to see shemale on webcam first. I searched the internet and ... Read full Story
shemale lover 2015-12-31 3,962 Big Tits Cumshot shemale
42%
Shemale Free Chat And Sex Adventures
It was another day at work at the mall. Being a security guard wasn't exactly the most exciting job in the world: I'd sit all and maybe get a few calls about some punk kids trying to steal DVDs. I felt like my talents were wasted there - I used to be a competitive bodybuilder, evening getting into f... Read full Story
shemale lover 2016-04-24 3,843 anal transsexual ass licking
40%
See Me At Shemale Cam Tube
I was dressing when I heard a new e-mail arriving. "You're hot as hell on Shemale Cam Tube", he wrote, "Wanna meet me 4 lunch? Promise to be a gentleman!" It was cute, especially coming from such a skinny guy. I'm a big girl - over six feet, with strong legs and huge breasts whic... Read full Story
shemale lover 2011-08-09 6,433 asshole Blowjob shemale
85%
THE DARK BACKWARDS CONTINUES 2
I jerked off several times while watching the SULKA video. At this point I wanted more. I returned the videocassette to the video store and made my way towards the darkness that was the ADULT section. I opened the door and there were several people in the room. My excitement turned to fear. Fear of ... Read full Story
Bryanferryfan 2015-11-16 3,112 tranny shemale jerking hard dick transsexuals
90%
My shemale bride
I've been dating a beautiful girl for about a year, her name's Sasha, she's got long dark hair, beautiful blue eyes, slim very sexy body, perfect, my little angel, and we get on great, so much so we decide to marry, only one problem, she won't let me in her knickers, but this make me respect her eve... Read full Story
shemale lover 2015-06-01 15,293 anal cum domination
68%
Shemale Porn Photo On The Wall Of Her Room
She was a truly hot shemale that I’ve been seeing for a couple of months now, from time to time. She had some really big tits and a dick that didn’t really get in our way much. It really wasn’t all about the sex. I loved talking and even cuddling with that girl. We talked about ... Read full Story
shemale lover 2016-06-12 6,516 asshole shemale Big Cock
100%
How I Used To Cum On Shemale Webcam
I like being a shemale and doing webcam shows. A lot of guys out there would never admit it, but they really like my sort - best of both worlds, so to say: tits, asses and cocks in one convenient package. And shemale webcam was also a lot of fun - I could play with myself as much as I liked and dude... Read full Story
shemale lover 2011-08-10 2,903 anal shemale cum
100%
Shemale Cam Made Me Explode
I really thought it would be just another quick cam session. I logged on to my computer, chose a girl and started talking. But after a while, she told me she's a shemale - then I realized I'm in the shemale cam section. I replied that it's ok - hell, I'm all about trying new things and broadening ho... Read full Story
shemale lover 2011-08-11 3,015 Big Tits cum fingering
38%
From Gloryhole Peegasm to Shemale
I was in a porn video booth. I young guy stepped into the next one. I was already jerking my small dick, but he didn't even pull his pants down. He asked me if I wanted my dick sucked. Actually I think he said something like, "hey, let me suck your dick." Recently I had let some weird, ... Read full Story
shemale lover 2011-08-18 16,443 asshole shemale jerking off
95%
My Girlfriend's Mother Has a Secret
A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-). Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pr... Read full Story
shemale lover 2011-10-30 33,894 anal shemale oral
87%
Encounter with a dominant shemale
One night I was feeling really horny. I just came back from the gym and I wanted to release and relax. I then began my search for some fun on the personal ads section. I have always been into shemales especially verse aggressive ones. I found this one particular post about Asian bottoms. I was c... Read full Story
SecretAznMan 2013-06-28 47,983 Cumshot Shemale Fucks Guy Big Cock Lingerie ass fucking ass licking big boobs
57%
Sucking cock, a curiosity. Part 1
I've been a straight man since forever. I've also been into sex and porn since I was young. And my fetishes always involved tits and big asses. Any kind of tit play turned me on. Still does. When I was 14, I saw a porno and watched tittyfucking for the first time. It turned me on so much, ... Read full Story
bigdickthug 2017-05-22 5,100 Fetish Big Cock Sex Toys
100%
KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
Ghostface drillah 2024-07-04 1,005 anal Amateur Group Sex Big Tits Cumshot Shemale Fucks Guy Fetish Big Cock Guy Fucks Shemale big ass Homemade Ass to Mouth shemale fucks shemale
100%
We’ve First Met Her At Shemale Chat Room
I know it’s lame. Being a regular visitor at a shemale chat room is not something that I was proud of. However, I live in a small town and I can’t just go out and find a shemale. And I craved one so badly! It’s kind of embarrassing for me to talk about it now, but at the time I ... Read full Story
shemale lover 2011-08-11 4,010 asshole Big Cock jerking off
100%
First Time With Shemale
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
shemale lover 2011-08-26 3,808 anal Creampie shemale
100%
Sweet Sherri
"The fuck you want," the girl hissed through her teeth. Well, it's hard to say. For one, this was the one night of the week at the particular club that was tranny night. Unless the lucky woman was either a straight freak or had been exposed to the scene, there weren't too many people wa... Read full Story
shemale lover 2011-10-31 5,550 Big Tits transsexual big ass
66%
The wonderful adventures of miss K: Down by the river...
Miss K and Tracy walked through the park by the Gateway Arch, content to spend a nice spring day enjoying the outdoors instead of another piece of flesh. Tracy had one a pair of short, tight daisy dukes with a light pink crop top that showed off her tight stomach and nice legs. Miss K herself... Read full Story
shemale lover 2011-12-01 4,217 shemale oral ass licking nipples
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 7,136 Big Tits Guy Fucks Shemale jizz
100%
Special Shemale Fun
Everyone in the hallway jumped slightly, turned and quickly looked at the tall girl near the sound of the slamming locker. Satisfied that there was no crisis at hand, the kids at the school mostly went about their business. Of course, there were the few admirers that glanced at the girl at the locke... Read full Story
shemale lover 2012-02-06 5,225 sucking shemale massage
100%
The Triple X cocktail - Wife Shares Shemale With H
"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an ... Read full Story
shemale lover 2012-02-21 3,644 Group Sex Creampie face fucking tit licking
66%
Hannah home alone with her big tits and big cock
I transform into Hannah taking over her body, I have huge breasts size 34F and they sag a bit, I have a perfect flat stomach, big round wobbly ass and thick thighs. I also have a huge cock, about 10 inches long making Hannah a shemale. I am in my bedroom and I hear my parents shout up to me sayin... Read full Story
shemale lover 2012-05-20 3,442 Cumshot huge cock huge breasts
87%
Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these pro... Read full Story
shemale lover 2012-07-30 7,172 sucking shemale fucking
57%
Amsterdam shemales
This was a few years ago I decided to go to Amsterdam and see if I was gay . Booked A weekend and went drinking,went around the the red light district see what girls and others were around. Went to this beautiful brunnett girl from Bulgaria with big tits, she started sucking me off but I could not ... Read full Story
Saoirse1973 2017-06-28 16,805 Shemale Fucks Guy Blowjob Ebony Interracial
91%
Masturbation fantasies: Amanda, queen of the peep show
A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... Read full Story
ThatEroticWriter 2019-07-24 8,472 Big Tits Cumshot Masturbation Uniform Frottage
100%
Surprise Ending (Part One)
My wife is the picture of professionalism from 8 to 5, but after hours she is a sexual dynamo who loves men and women. Throughout our relationship she has introduced several of her gal pals into our bedroom, hot tub, shower, etc...you get the idea. Anyway, two weeks ago she let me know that one o... Read full Story
Chantel13 2022-08-23 5,462 Crossdresser Amateur Group Sex Outdoor Bareback Shemale Fucks Guy threesome Big Cock Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth