Sort by
Relevancy

Free Stories

50%
Towel Boi: Heading to Work
“Goddamn, white boi! You got the best fuckin’ ass,” declared the father of two. His steel manly form perspired as he moved hard into the bottom. “Look at all that butt shake! Twerk it for me, baby boi!” “Yes, sir,” cooed Kasey, gyrating rhythmically. “Hell yeah! It’s like fucking two big ol’ ma... Read full Story
Faggyboi and Puzziboi 2023-11-17 6,380 anal Crossdresser Bareback Creampie Blowjob gangbang Lingerie Guy Fucks Shemale Interracial sissy femboy bbc
50%
It’s been to long
It’s been 3 weeks sense I had my boy pussy fucked. I normally get to see my boyfriend when my girlfriend is at work but we are both working from him now. I can’t even dress up in clothes and play with my self. I swear I’m about to go crazy. Luckily my boyfriend is my girlfriend child hood frown so h... Read full Story
Wet boy kitty 2021-02-01 2,540 Crossdresser Amateur Big Tits blonde cum in mouth
28%
Current Fantasy
I really wanna get fucked for the first time and my dream way of doing it, always wanted to do a porn. The dream is that I go there and get done up in such a way, I am unrecognizable, just looking the best. Have a tranny come in and do my make up, the way she likes it and gives me a preview of what ... Read full Story
martley 2023-06-30 5,660 anal Amateur Group Sex Cumshot Fetish Big Cock Lingerie big ass Homemade femboy shemale fucks shemale cum in mouth
100%
The Big Tiddy Goth Girl
Hannah and I went to the pool in my apartment complex. This was my first time dressed as female in public and I was loving my new, feminine tan lines. To keep a long story short, while tanning we were perv'd on and approached by a guy calling himself Mark. He was desperate for our attention and fumb... Read full Story
KaceyKlarissa 2024-02-23 5,173 Crossdresser Big Tits Cumshot Masturbation threesome Big Cock Shemale and Girl small cock big ass sissy femboy cum on tits goth
100%
Surrendering to Submission
Once, sometimes twice per week, I'd meet my Daddy at that same cheap motel where he'd use me like a doll. On those days, my asspussy would twitch and tingle in anticipation, so much that I had to keep a butt plug in to provide myself enough stimulation. I'd have to force myself from breaking out one... Read full Story
KaceyKlarissa 2024-10-03 1,300 anal Crossdresser Big Tits Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale big ass sissy femboy daddy
72%
From Tomboy To Boy
Mike Flannigan is a wealthy man who, at the age of forty, could certainly afford to retire from his law firm with a lot of money to spend. He had always been the most driven person in his family. He was born in 1951 in Dallas and lived there for most of his life. His parents were a working-class cou... Read full Story
shemale lover 2012-12-03 4,393 anal sex sucking Creampie
100%
Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
Samantha Cummins 2023-04-18 6,444 anal Stockings Cumshot Creampie Lingerie femboy Ass to Mouth cum in mouth
68%
Big On Tranny Dating
I walked into a bar where we scheduled our date earlier - I know that type - he wants to try tranny dating but when it comes to real thing, he'll probably chicken out and ditch me. I ordered a large martini and looked myself in the mirror: tall, strong legs, curly blond hair. You couldn't see my ... Read full Story
shemale lover 2016-11-12 7,503 tranny Big Tits Big Cock
0%
His and Hers Tits - Temptation and Proposition
Canada is a progressive and liberal country. Toronto is its largest city and an incredible place to find state-of-the-art hybrid sexual beauty. Let's talk tits, for example. Young girls with cunts get new and enhanced tits every day. Now it's wonderful to see young girls with cocks get the same high... Read full Story
shemale lover 2012-04-29 3,176 shemale orgasm cock sucking
83%
My Start
In the beginning, when I was younger and trying out my sexuality and starting to understand what I wanted and liked and craved and needed, I played with boys and girls. But in short order, I decided I wanted something in between. Which is how I would find myself sneaking into clubs in Manhattan in t... Read full Story
Giantsquid 2019-01-14 9,245 Stockings Teen (18+) Small Tits Crossdresser Group Sex Bareback Blowjob Lingerie cum in mouth
88%
Tommy Tries to Make It Up
Tommy Tries to Make It Up I have written about Tommy before. He was the eighteen year old neighbor that always stared at me checking me out, basically eye fucking me and that made me so hot and horny I eventually took his virginity and trained up on being a great lover. Well he had moved out... Read full Story
pennypenny 2019-04-30 6,420 Crossdresser Group Sex Bareback Creampie threesome Blowjob Big Cock redhead Guy Fucks Shemale Ass to 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 8,368 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Mature cum in mouth
83%
the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
oliviabecket23 2023-07-04 7,045 Crossdresser Lingerie domination Sex Toys femboy forced webcams
71%
White fuckslut Tgirl & 3 BIG BLACK COCKS Initiation
You lucky, slutty BBC Tgirl fuckslut, I envy you soooooo much. This is the most erotic and best BBC story on this web site. Pleeease keep writing about your BBC fantasies. What a bargain to get gangbanged by about 30 big black studs for only 15 Euros. I loved it when you begged them to fuck you.\r\n... Read full Story
TgirlJill4BBC 2013-06-03 6,222 Stockings Cumshot Big Cock gangbang Lingerie Interracial Latex
60%
Teasing BIG BLACK COCKS at truck stops
I'm a white blonde bubble butt Tgirl living in Las Vegas and sometimes I go out and cruise the truck stops on I15 down south to I10. I do it at night and sometimes for a whole weekend in my mini van which has darkened windows. I love to get out of my mini van and walk around the back parking row at ... Read full Story
TgirlJill4BBC 2013-06-03 8,301 Stockings blonde Big Cock cum Lingerie Interracial Latex
100%
Cheating Sissy Wife chapter2
My sweetheart Keith is back from his road trip and we were about to make up for lost time. He didn’t even want me to fix dinner. Instead he said that we would order pizza later. Meanwhile we started making out right there on the couch. We were both horny and anxious to get next to each other. I felt... Read full Story
Regina10 2020-10-26 5,025 Crossdresser Big Tits Cumshot Bareback Creampie Blowjob Big Cock Ladyboy Lingerie Guy Fucks Shemale pov Ass to Mouth
87%
Big Booty Black Boy Gets cheated on
I have been secretly bi throughout my life. But nobody has known. I have had several girlfriends and all. One physical trait that I developed at the age of 18 was a big booty. It grew so much that I couldn't hide it much. One time I went to the gym with tight clothes and my curves were obvious. A lo... Read full Story
Flatch 2015-10-29 7,699 tranny ass Ebony
100%
Shy girl with a big secret Part 2
After Maria unloaded her seed in my mouth, I was amazed at the flavor, for it was sweet like sugar but had a bit if a salty tang. I kept most of her seed in my mouth, turned around, and kissed her full on the lips, letting the delicious cum flow from my mouth to hers. As this was going on, I started... Read full Story
shemale lover 2012-03-25 3,243 anal sex Cumshot huge cock large breasts
81%
TV loving cock
Sorry I didn't keep you posted on Saturday night, but I was sorta busy being my usual slutty self. Story to follow: I talked to a guy on megaphone. He works as a night security guard at a big office building on the edge of town. He is there all by himself in this huge, mostly vacant building, in ... Read full Story
shemale lover 2015-11-17 5,908 Cumshot sucking Big Cock
93%
Proud To Be A Sissy Chapter 7
"You're being really dirty little sissy slut today," daddy chuckled and asked, "What's gotten into you?" "Making up for the last few days I guess," I giggled hugging him tightly, "and I missed you too." "I missed my little sissy too." He repl... Read full Story
shemale lover 2012-12-24 7,911 Crossdresser Cumshot Blowjob Big Cock ass fucking
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 4,628 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
85%
Continuing to Love the Feeling
After an exhausting but exciting day, i slept very well and arrived the next morning ten minutes early. I went through the back basement door and began changing. Ten minutes later i heard Mrs. Hawthorne calling me, Bitch Sheri come up here now! My maids outfit wasn't complete but i went up to ... Read full Story
shemale lover 2011-11-03 3,635 asshole sucking cum fingering
100%
David to Dee Chapter 3
Dee slept for nearly twelve hours following her adventure at the adult book store. While she slept, Gina contacted the nurse that she'd spoken to in the chatrooms by phone, speaking quietly so as not to rouse her exhausted lover. Dee, however, was awake, listening in on Gina's surreptitious plans... Read full Story
shemale lover 2012-07-30 3,768 Cumshot ass fucking oral sex
100%
Love to Fantasize
I love to fantasize; it is one of the greatest things on the face of the earth. I have many fantasies, tho I have given up on a couple since I married my wife. I am a white male of 27 years, and since I was sixteen, I have had many erotic fantasies stemming from reading my parents adult story magazi... Read full Story
shemale lover 2012-12-20 3,934 Cumshot sucking ass fucking deep throat cd
71%
TGirl Initiation by 3 BIG BLACK 12
In my teen years I was often told that I was quite feminine.The high school punks always told me that I filled out the back of my jeans in a girly way. After taking a shower one day I did notice that they were right, I had a nice white bubble butt. Not to mention that my lips were also quite girly. ... Read full Story
TgirlJill4BBC 2013-06-04 9,285 Stockings Cumshot suck Big Cock Lingerie Interracial Latex
90%
My fantasy of losing my ass virginity
Before I start let me tell you that I am extremely closeted and I love to dress up in women's clothes. I love feeling girly down to the last detail, starting with a complete shave down, then make-up, fake nails, a wig, and of course the sexiest and most slutty clothes and shoes. Most of the time I a... Read full Story
shemale_at_heart 2013-06-04 6,538 Big Cock ass fucking facial ass licking deep throat cd
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 96,466 Big Cock Asian Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Buffy the Shemale Vampire Slayer Part 11
Darkness had fallen upon the demon world. In the intermittent flashes of lightning that resulted from Willow's weather spell, the landscape was illuminated, and the horrible phallus-plants were revealed, writhing and thrashing. The cock-stalks within Buffy's mouth, cunt, and ass, and the hollow tubu... Read full Story
shemale lover 2011-08-21 4,392 asshole shemale 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 21,539 anal sex oral sex black cock
100%
Dimensional Portals Suck Ass
Marley was dead: to begin with. Hold it… no, no that’s not right. My mind is wandering. What was I gonna write about? MATT! Yeah, Matt was a bastard. And I mean it in the sense that he sucked monkey balls. That’s an expression I like, sucked monkey balls. Anybody ever played blows... Read full Story
shemale lover 2012-09-21 3,213 Creampie oral facial huge tits
60%
Sucking mature huge cock stepdad
When mom passed my stepdad KEN was alone for 3 yrs he made comments like you need tighter shorts your hair smells pretty one day as I was Su king my friends 5 inch cock as he surf cum on my face KEN walked in my room then told my friend to leave I started to cry and he said it was ok he new i was a ... Read full Story
Cumsuckinfool11 2018-04-11 7,887 Crossdresser Blowjob Ass to Mouth cum in mouth Big cock dad
75%
Submit to big mexican verga
When my travels take me to San Jose area, always hook up with Grace. Not too attractive, but she has the largest cock for dominating my slutty mouth and ass. The latest visit I brought along a leg spreader and wrist restraints. So I get to her place, we exchange our pleasantries, then get undress... Read full Story
hockeypuck 2018-05-29 3,743 Latina Big Cock
81%
My first time getting a big cock in my ass
I got talking with a relatively local guy, much older than us, but had a thick 8.5" uncut cock, which was perfect for what I wanted to watch enter my Mrs. Our messages went something like this... Me "Did you want to meet up first?" Him "If you want" Me "We'll chat about a plan, then I'll... Read full Story
BalkanLoco91Ri 2019-08-26 7,910 Amateur Cumshot Bareback Creampie Blowjob Big Cock Homemade pov Ass to Mouth
100%
TO BE OR NOT TO BE – PART 3
TO BE OR NOT TO BE – PART 3 by Spanky de Bautumn Part 2. At the hotel in New York City, Sunny meets the bellhop, Antonio, and they go out for a drink when he gets off of work. The call came at exactly seven. I had woke up about five minutes before and was watching Antonio sleep. All of the oth... Read full Story
SpankydeBautumn 2021-02-23 2,716 Small Tits Crossdresser Amateur Cumshot Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
Catching up with the biggest cock
I have recently written with an account from my diary about the biggest cock that I’ve ever seen and someone saw the experience and wanted to know more as I had said that I met him a few times. So, I can bring that right up to date now because I have recently been to see him again. But let me go bac... Read full Story
lkusex 2021-06-03 11,188 Masturbation Big Cock Ladyboy domination self sucking Ass to Mouth Vintage
100%
Hooked On Shemale Cock
Nitromethane Well, that did it, I finally swallowed my first load of shemale cum, and I haven't been able to get it out of my mind since. It was three years or so that I'd been wanting to have a shemale cum in my mouth, and it was everything I'd dreamed and more, but now what? I'm at work think... Read full Story
Gwapo67 2022-02-01 3,475 cum in mouth
100%
My Love Letter To Joanna Jet
I await my goddess on my knees, my heart pounding in my chest as I hear the sound of your footsteps outside my door. You knock and I spring to my feet, opening the door. You enter, pushing me aside and closing the door behind you. You are radiant, tall and curvy, with long black hair, smooth cara... Read full Story
TgirlLover4Life18 2022-04-12 2,534 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy blonde Big Cock Lingerie Mature Ass to 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 7,046 Big Tits Bareback Creampie Shemale Fucks Guy blonde Big Cock
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 5,837 tranny Cumshot Shemale Fucks Guy ass fucking Guy Fucks Shemale
92%
My Introduction to Crossdressing
I hope my story is appropriate for this site. It is rather basic in detail, but I have wanted to tell others how I got started for quite some months now. When I was twelve years old I started masturbating. At that time all my fantasies were about girls. Masturbating became quite an obsession with ... Read full Story
young&rampant 2016-03-08 6,135 first time ass cum masturbating
100%
Why I desire transsexual cock
I've thought about what it must feel like to have jus for a bit, a transsexual cock inside you. How ones nervousness is turned into extreme horniness upon seeing her cock for the first time. The thoughts that must race thru your head. How big is her she-cock?. Do I touch it? Do i lick the length of... Read full Story
Curious_billy 2023-01-19 7,315 Amateur Cumshot Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock domination Homemade cum in mouth
100%
How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
cock&heels69 2023-05-25 9,378 Stockings cock Masturbation sucking Blowjob shemale orgasm oral sex porn high heels cum shot first experience
100%
Jennifer
WhiskeyIsGood I woke with a start, startled by a loud banging sound from downstairs. The floor shook from the vibrations, causing me to sit upright in my bed and glance towards my bedroom door. What in the hell, was going on down there? My question was quickly answered, by another loud bang, foll... Read full Story
Gwapo67 2022-09-13 6,304 Big Tits Bareback Shemale Fucks Guy Blowjob blonde Big Cock
100%
She Loves Dirty Talk Too
Sexy TS Girl: Hiii! How are you? Thanks for being my new friend. I have so much love forssz you, my friend. Don't hesitate to like and comment one or two photos of me that you like. We can also chat... Love, love, love you, sexy man. HardRock: I really enjoyed looking at your galleries.... Read full Story
Hardrock51Fifty 2024-05-17 4,101 anal Amateur Cumshot Creampie Shemale Fucks Guy Blowjob Big Cock domination Guy Fucks Shemale Ass to Mouth cum in mouth dirty talk
92%
Proud To Be A Sissy Chapter 6
It was still early and I wanted to enjoy the feeling of being dressed in my shear hose and garter belt, tiny g-string panties and matching bra and the form fitting shiny black mini dress that barely covered my stocking tops for as long as possible. So I spent some time doing some domestic chores and... Read full Story
shemale lover 2012-12-24 6,463 sucking domination ass fingering deep throat cd
94%
Proud To Be A Sissy Chapter 2
As I reached down to retrieve my clothes that Mr. Clark had thrown at me there was a bright flash of light. Without thinking I turned my head towards him only to be blinded by another flash from his Polaroid camera. "What are you doing?" I asked. "Just wanted to capture the m... Read full Story
shemale lover 2012-12-23 8,127 Crossdresser sucking ass fucking domination ass fingering
100%
Proud To Be A Sissy Chapter 3
I woke Monday morning actually looking forward to what the day may hold and feeling good about myself. I felt like I was a different person and as I thought about it realized that in a few ways I was. I laid in bed thinking I did have a little better understanding of my sexuality now that was so con... Read full Story
shemale lover 2012-12-23 7,527 Crossdresser sucking Big Cock Lingerie ass fucking
100%
Proud To Be A Sissy Chapter 4
As usual, Mr. Clark was sitting in his recliner when I went into his house. "Good morning daddy," I beamed kneeling before him. "Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet." "Thank you daddy," I rep... Read full Story
shemale lover 2012-12-24 8,346 Cumshot sucking Big Cock gangbang bukkake
88%
Tgirl trained to be the town whore to serve ALL Black men
A few years back I spent time on and off with several shall we say more dominating types of gentlemen One of them, who for this I shall call Leroy, just loved when we got together to make me totally helpless. It was our 6th or 7th meeting. Leroy and i had been chatting on Yahoo and when he f... Read full Story
__tiffanylondontv__ 2014-09-30 6,264 suck shemale ass fucking Interracial big cocks
84%
First Time: How I Love Cock
The first time I ever sucked a dick was when I was around 12 years old. I was at a sleep over with a friend. We were camped out in his backyard in a tent and he started things out tentatively by asking about my luck with the ladies, which was non-existent. Then he suggested that since neither of us ... Read full Story
wickeddogg 2019-12-11 34,041 Teen (18+) Cumshot Bareback Blowjob cum in mouth
100%
From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... Read full Story
CDJaneBooty 2022-04-01 10,523 first time Crossdresser Amateur Cumshot Bareback Creampie Blowjob Big Cock gay Homemade Ass to Mouth curious first time with a man
60%
I've got to make this happen
I've got a sexual fantasy that gets me aroused and makes my dick hard just thinking about it and telling it, here goes, I'm a straight male never been with a man never wanted to be with a man, I don't find myself attracted to men. I love busty curvy women,the scent of a woman the softness of a woman... Read full Story
Huckfinn642 2022-11-15 5,301 anal atm double and triple penetration double triple penetration blowjobs shemales gangbang virgin ass and mouth
100%
Proud To Be A Sissy Chapter 1
I had just turned eighteen and only had two months of high school left. My marks were good and already had a possible placement in a university where I hoped to get a new start. I was so looking forward to getting away from all the shit that life had forced on me in this little hick town. Usuall... Read full Story
shemale lover 2012-12-23 12,134 Stockings Crossdresser Big Cock ass fucking ass licking
50%
Fluffy Takes a Walk
It neared dusk at ValueStar Motor Lodge which sat smack dab in the middle of the hood. Inside of Room Twelve, an average height, chubby, brown-skinned femboy repeated the douche. He let out the stream of lukewarm water and turned around to study the toilet as the hip hop music blared in the backgrou... Read full Story
Faggyboi and Puzziboi 2023-04-09 5,486 Crossdresser Big Tits Guy Fucks Shemale big ass sissy femboy BB fagg faggyboi puzziboi
80%
Buffy the Shemale Vampire Slayer Part 14
"Let's get this over with," Buffy suggested. "The sooner we start, the sooner I kick your demon ass." Baphomet smiled. "You will fuck the witch," he said, "while I fuck you." Buffy shook her head. "Willow's my best friend. I can't-" "Th... Read full Story
shemale lover 2011-08-23 5,291 anal sex asshole Big Cock
100%
Assertive Wench
You Can Take It If You Try This past summer the deli and filling station a couple of blocks from my residence hired a new cashier. She is supposedly 23 but she looks like she belongs in somebody’s high school. She is a 90 pound cuties pie with long hair, an hour glass figure and those calves on ... Read full Story
DRILLMASTER 2023-10-26 4,993 femboy