Sort by
Relevancy

Free Stories

100%
My TV Sex Adventures Hot time in the Gurl&#
After sucking off the custodian of the offices next door I went back to the club. I was seriously disappointed. I loved how big and hard his dick was and I really wanted a serious cock like his to fuck. I got back into the club with only a knowing grin and a chuckle from the guy at the door. He was... Read full Story
shemale lover 2012-07-05 3,871 Group Sex Cumshot sucking Interracial
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 6,072 suck shemale ass fucking Interracial big cocks
100%
I FIND MY ROAD IN SYGKROY
My name is Anastasia, although the real name is Nick. As you can see I'm a decent boy day, a normal relationship with girl (not so normal, but that another story!), Sociableness and not effeminate at work and generally to the outside world. But when you go home and my girl is missing, I beco... Read full Story
ANASTASIS CD CRETA 2014-12-03 3,898 first time Creampie Blowjob ass fucking 69 cd
80%
Three In A Day
Clara felf especially slutty today. She briefly gazed at her long legs shimmered in the smooth, silky black stockings, and black patent leather pumps as she pressed the gas pedal of her car. Her olive skin and black wig were set off by the brightest shade of red lipstick she could find. Driving d... Read full Story
iluvgurls 2018-11-12 4,582 Small Tits Crossdresser Group Sex Cumshot Blowjob cum in mouth
100%
Ich und der Kommissar
Ich und der Kommissar, nach einer Vergewaltigung wollte ich mein Erlebnis einem Polizei Kommissar schildern. Wir saßen im Wohnzimmer auf meiner Couch, er sagte zu mir ich solle ihm meiner Erlebnis schildern, er merkte das ich etwas gehemmt und schüchtern war, er bot sich auch als Statist an, er sag... Read full Story
Jaque böses Mädchen 2020-08-13 2,653 Crossdresser Amateur Cumshot Bareback Creampie Fetish Blowjob Big Cock domination Guy Fucks Shemale Compilation Ass to Mouth cum in mouth
100%
Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
FoxyHosed 2021-02-17 7,810 Crossdresser Cumshot Masturbation Fetish Blowjob Big Cock redhead pantyhose feet toes legs cock ass pantyhose legs
50%
SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO parte 2
SUBMISSA, ADESTRADA E BEM ALIMENTADA POR UM MACHO DOTADO (parte 2) Como eu falei, depois de ter minha boquinha judiada e meu cuzinho maltratado por um dotado, com pauzão grosso e pesado que gozou tanto na minha garganta que tive que ir engolindo pra não vazar nada pelos cantinhos da minha boca...... Read full Story
Anymelzinhacd 2023-07-04 707 anal Crossdresser Amateur Cumshot Blowjob Big Cock Lingerie domination sissy femboy Ass to Mouth cum in mouth
100%
Sarah fucking in vienna
Sarah in Wien , sie nennt mir ein mir bekanntes Hotel in der Innenstadt, sowie eine feste Uhrzeit! Überpünktlich bin ich Vorort , komplett glatt , unter der Anzugshose einen schwarzen engen Nylon Slip , sneaker weißes Kurzarm Hemd, guter Duft , klopfe ich etwas nervös an der Zimmertür! Von innen k... Read full Story
Sarah Diener 2023-08-30 1,769 anal Crossdresser Amateur Cumshot Bareback Creampie Blowjob blonde Lingerie Guy Fucks Shemale sissy Ass to Mouth cum in mouth
50%
Rassemblement d'alumni pas comme les autres; 2/2
... J'ai ouvert les yeux, dessoûlé de l'alcool et mais aussi de mes sensations de luxure. Simo était déjà parti. Je devais me préparer pour la fête, et ce, en homme!!! MAIS, la salope que je suis, pour rendre mes seins plus proéminents sous mon débardeur pourpre foncé, j'ai serré un sangle transpa... Read full Story
hippocampus_171 2024-06-17 84 anal Amateur Cumshot Creampie Blowjob Sex Toys Mature small cock Ass to Mouth cum in mouth
100%
A Day Driving in the Country
Day off, out for a drive. What a predicament, standing on the side of the road next to my open car door with my hands straight up in the air; looking down the barrel of a Highway Patrolman's handgun. I'm about to pee my pants, that is what little bit of pants I have on. The Highway Patrolman is d... Read full Story
shemale lover 2012-02-26 4,234 Fetish Blowjob crossdressing
100%
A Transvestite Love
"Are you sure you want to go inside?" Heather asked. "Of course. I mean, we've come so far, haven't we?" I said. "But you know what I am." Her eyes seemed sad – her tone emotionless. Just moments earlier we were having dinner and those eyes were bright and t... Read full Story
shemale lover 2012-07-10 4,243 Cumshot oral sex transvestite
100%
Whitney's Way
My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard ... Read full Story
shemale lover 2012-11-18 8,579 Cumshot oral sex kissing
100%
TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
SpankydeBautumn 2021-02-22 3,639 Small Tits Crossdresser Cumshot Bareback Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial cum in mouth
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 4,072 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
100%
Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... Read full Story
Beryl 2023-12-12 7,160 first time Stockings Crossdresser Bareback Blowjob Big Cock Lingerie redhead sissy cum in mouth
62%
White Sissies on Black Dicks
Sunni inhaled the marijuana, held it in for a few moments, and then released a puff of smoke in the air. The effeminate white man with a platinum blonde Mohawk pressed the number two button on his phone to listen to the message. He heard a deep-voiced Black man say he needed his dick sucked and woul... Read full Story
shemale lover 2014-09-11 12,505 ass suck Big Cock oral sex Interracial cd
83%
Fantasy dream
So i had this dream and it gave me such a raging boner i felt i had to write it down. Im at a party, everyone is wasted and having a great time. I had been dancing and flirting with some blonde chick who kept mentioning her friend and wondering where she had gone. Eventually we found her and went... Read full Story
Wanksalo 2019-04-15 4,052 Cumshot Blowjob blonde Shemale and Girl
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 6,035 anal Crossdresser Bareback Creampie Blowjob gangbang Lingerie Guy Fucks Shemale Interracial sissy femboy bbc
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 5,543 Big Tits transsexual big ass
76%
Sissy Ghetto bitch part 1
-The Guys 4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching al... Read full Story
shemale lover 2013-06-01 6,147 suck Big Cock cum jerking gangbang doggy style Interracial cd
100%
I Fooled Everyone But the Black Pimp Part 4
Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... Read full Story
cdtampa4u 2023-05-17 5,000 Crossdresser Blowjob Interracial sissy bbc
50%
The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
shemale lover 2011-11-14 5,351 Cumshot cum swallowing handjob
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 3,689 Group Sex Cumshot oral sex rimjob
100%
A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
shemale lover 2012-06-05 8,509 Group Sex Cumshot oral sex assfucking
100%
My Fantasy #1
I had been secretly cross dressing for years without anyone knowing about it. I got pretty good at hiding it even when I would wear a hot pair of panties under my clothing. I must have become too confident because one day it caught up to me. Terry was a guy I knew from work. We had known each other ... Read full Story
shemale lover 2012-09-14 2,222 Cumshot Blowjob jerking off crossdressing
84%
Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
shemale lover 2013-03-27 22,775 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
80%
Chapter 2 - Cuckold Cruise
If you read Chapter 1, you know how I’ve been a weak, submissive sissy my whole life. My tiny nub of a penis never fully developed has never been inside a woman. I was fortunate enough to find and marry a strong and beautiful woman who accepted my submissive nature but only learned the full scope ... Read full Story
Sissy Annabelle 2022-10-07 5,342 Interracial crossdressing sissy cuckold chastity
88%
Didn't Know
My name is Mark Denny, turned 22 years old last friday. I work at the local supermarket as a cashier. Friday nights there is always this girl, Sandy who is my bagger. She is 5'7'' long blonde hair, beautiful blue eyes, full lips, from what I can tell a nice ass. Of course I was attracted to her, who... Read full Story
shemale lover 2012-05-09 3,917 anal sex Cumshot Blowjob
100%
My Tranny Experience
Hey all I am about to tell for the first time my tranny experience! This happened last year on a trip with two of my divorced guy friends. We went to Costa Rica on a surf trip and while we were all single guys we took advantage of Costa Rica's night clubs and strip clubs and were having a very fun ... Read full Story
shemale lover 2012-08-20 4,804 Cumshot little ass jerking oral sex
82%
Pandora's Box Chapter 1
I discovered transsexual women completely by accident when I was 18. I was watching one of those Real Sex shows on HBO, and without warning, two women who were showering together for a video shoot turned around and I was shocked when I saw cocks where I expected to see pussies. What probably shocked... Read full Story
shemale lover 2012-08-31 4,220 Cumshot Blowjob transsexual Lingerie condom sex
100%
Steve to Stephanie Chapter 1
This is my first attempt at a longer story with deeper characters and a more evolved story line. Stay tuned for the next chapter. As always comments are welcome. * Steve was mild mannered guy with a big secret. Steve was an avid cross dresser, very bi actually leaning towards being gay. Steve... Read full Story
shemale lover 2013-01-29 3,843 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
100%
A Close Encounter
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
shemale lover 2013-07-16 3,968 tranny Cumshot shemale sex transexual
90%
She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes an... Read full Story
shemale lover 2013-07-18 4,959 anal sex Cumshot big boobs strapon shemale sex
60%
My first sex as a gurl with others
Had my first sexual experience as a gurl that wasn't by myself last night.... Left with alot of mixed feelings, had some.fun bit didn't turn out exactly like I would have hoped... Thing got a little weird at the end Well it started off great she was insanely hot, the CD husband was better t... Read full Story
Braxton_Paige 2019-02-18 1,960 Crossdresser Cumshot Blowjob cum in mouth
100%
I met a guy in the nightclub and I didn't tell him I was Trans
I’d worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least... Read full Story
Madison Heights 2023-03-25 6,675 Cumshot Outdoor Blowjob Big Cock cum in mouth club outfit Surprise Cock Partying surprised
50%
A Night Out
I was at the bar one Friday night after a long, long week at work. It was one of these weeks where at the end you tell yourself you need a drink. I was still new to this town and haven't been out that much so I went to a bar near where I live in case I decided to drink myself into a stupor. I got th... Read full Story
shemale lover 2012-04-19 3,552 Cumshot Blowjob cum swallowing
100%
The Poker Game
I'm 21 and i'd always considered myself totally straight until towards finishing school. I started having more fantasies about cocks. I would not find myself attracted to guys but while watching porn i would always love seeing the cock as well as the girl, sometimes wishing i was the girl sucking it... Read full Story
shemale lover 2012-05-04 3,169 anal Cumshot Blowjob wanking crossdressing
100%
My TV Sex Adventures Blow Job Slut
“Suck me you fucking whore!” The guy saying that was filling my mouth with his hot nine inches of thick Latino lusciousness. I met the guy whose name still escaped me only minutes earlier in a drag bar in a southwest city. He had been nice enough and he was good looking and fit. More im... Read full Story
shemale lover 2012-07-06 2,352 Stockings Cumshot Blowjob
66%
My TV Sex Adventures The Nightclub Whore
The bouncer of the biggest alternative clubs in the city followed me through the 3am streets as I drove to my motel. I imagined how this big guy was going to fuck my brains out. I had just finished sucking his cock in the coat closet and was shocked that he wanted more. I figured it would be a blow-... Read full Story
shemale lover 2012-07-06 3,570 Stockings Cumshot Blowjob rimjob
100%
Transsexual Mistress
I had heard some intersting comments about this S and M club and so I decided to go by and check it out. I walked in about 9pm and things were just starting to get warmed up. I sat down with a beer and looked up at the main stage where a gorgeous raven haired dominatrix with an enormous set of ti... Read full Story
shemale lover 2012-09-08 4,626 Cumshot Blowjob domination ass fuck
100%
Dirty Black Summer Chapter 3
"Do you have some extra cash on you?" Trina asked from the passenger seat as we headed downtown to meet Summer's Husband. "Why?" I turned and asked. "I told Larry while we were IM'ing earlier that I would bring some blow to the room...as drunk as he was I thought he wa... Read full Story
shemale lover 2012-09-25 3,576 tranny Cumshot oral cum swallowing
100%
CD And Trucker
At least four things went through my mind the moment I heard Hank ask me to go along with him. - One my wife was gone for at least 2 weeks so that was no problem. - Two, with wireless connection and my laptop I could take my job on the road. - Three, I had hardly any clothes in my bag that I was ... Read full Story
shemale lover 2013-04-30 9,594 Cumshot fingering domination spanking cd
88%
Never Wanted To Be Your Girlfriend Ch. 01
So here I sit, waiting to hear what will become of me, and I can't help wondering how the hell I got here. I know how it all got started. And it was all Michael's fault -- Michael and I met my first year of high school. We were both the smart nerdy types. And at around 5'6" and just over a 100 po... Read full Story
shemale lover 2014-07-19 6,991 Cumshot suck Blowjob Lingerie facial
82%
First time with a trans escort
I've thought about seeing a t-girl escort many times and a few weeks ago I finally made a date with a local girl named Carol. She´s a lovely Colombian girl with long dark hair and a slim, sexy body. She welcomed me into her home wearing a sexy black dress and high heels and after pouring a d... Read full Story
Gracemel121 2017-03-28 19,404 anal Amateur Cumshot shemale escort top
71%
Alleyway Adventure
I was on my way home from school and this girl in those tight yoga pants and a shirt that showed off her huge boobs taps me on the shoulder as I walk past her. "Want to have some fun?" She asked smiling. Nodding I said "Yes I would love to." Taking my hand she lead me down the st... Read full Story
HornyCummer2344 2017-09-12 4,302 Big Tits Cumshot Blowjob Big Cock Lingerie Guy Fucks Shemale
91%
My Seductive Secret (True Story)
During my childhood, me and my brother used to play with two other boys who were our neighbors every weekend. One day we decided to wrestle, and I took on the youngest one, (he was about 2 years younger than me, like my brother) and we wrestled in the shed while my bro and his bro (who was my age) w... Read full Story
Chickzdigmeyup 2019-06-18 14,052 Stockings Teen (18+) Small Tits Crossdresser Cumshot Outdoor Masturbation Bareback Fetish Blowjob Big Cock Lingerie domination Sex Toys Homemade cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,438 Stockings Small Tits Crossdresser Cumshot Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,439 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
She lied ........ Part 1
I had walked into this bar on Castro St. in San Francisco, not realizing that it was a place for transsexuals. I chatted up with this super sexy bartender dressed in all lime green. We made small talk & she invited me up to her place after work. Being that she lived only 4 blocks away & it was a... Read full Story
Curious_billy 2023-04-14 6,484 Amateur Big Tits Cumshot Blowjob Big Cock domination Homemade
100%
Kate Berges the Shemale who fucked first in my ass
I was with her last week. She was in a duo. So I went there and rang the bell. Recognized me right away and gave me a deep kiss. I then asked her if she was available in the duo and her colleague a.) cums properly and if she would also fuck each other, which she confirmed. She then went out and c... Read full Story
Bigpruegel69 2023-12-17 6,791 Cumshot Creampie threesome Blowjob cum in mouth shemale + shemale
66%
A Night Out To Remember Part 2
Decisions... decisions... we all make decisions everyday and most of them are simple easy decisions. Some may take hours, some take seconds and some are made before we even know it. Some decisions carefully planned and some have planning at all. Some decisions are between several choices and some ar... Read full Story
shemale lover 2012-04-20 2,907 anal sex Cumshot Sex Toys
100%
Birthday Present Chapter 4
Chapter 13 [We have been busy with our summer schedule and have not had the time to continue this narrative. However, due to the many emails we have received urging us to continue the story, we have decided to return to the task. And task it is. In our effort to accurately relate what happened an... Read full Story
shemale lover 2012-06-17 2,575 Cumshot Blowjob feminization
100%
Surprise!
Here I was, on a Sunday night, going in the club to have some fun. After few hours of dancing and drinking, one pretty girl came and asked me to dance with her. Looking at her I saw that she`s not a "grenade" so I was thinking maybe I will have some fun tonight so we started dancing. Afte... Read full Story
shemale lover 2012-06-27 4,089 first time Cumshot Blowjob shemale tiny cock
50%
Devoted to Pleasure Chapter 2
Kelly was so bored when Janice was at work. She truly preferred to spend as much time as humanly possible with Janice. It seemed as if she enjoyed everything she did more when they were together. Because their days off and hours didn’t always align, Kelly often found herself looking for some w... Read full Story
shemale lover 2012-08-22 2,695 Cumshot oral foot fetish
100%
Porshe's Escapade Chapter 1
Hi, it's Porsche back again and rather disappointed. I thought I would get a much better response to my first story "Interactive Crossdresser...Dare Me" but i didn't. I was kind of reluctant to put myself out there since i have never dressed in public or in front of anyone else but my Aust... Read full Story
shemale lover 2012-09-03 1,984 Cumshot Blowjob Big Cock cum swallowing
100%
Brianne Rides Again Part 1
After the last excursion at the rest stop I had to check it out again. I couldn't believe the fucking I got the last time. All the next day I couldn't even walk right because of the ass pounding I took. Days past and I kept wondering what kinda luck I would have if I went again. I was getting so exc... Read full Story
shemale lover 2012-12-19 2,836 Crossdresser Cumshot Blowjob Big Cock deep throat