Sort by
Relevancy

Free Stories

100%
I had park sex with three HUNG black guys after dark !
So last night, I had sex with three black guys at a park last night as of writing today. This happened at midnight. But, let’s reverse and start from the beginning…. I left my house because I was feeling a little frisky and if anyone knows what sniffles app is , if you know , ..you know! So a hot sp... Read full Story
Ezra_Kyle25 2024-08-18 2,824 anal Crossdresser Cumshot Bareback Blowjob Big Cock Ebony domination Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth
40%
Thank Heaven for Little Girly Boys
Thank heaven for shemales (and cross dressers). Without them, erotica might still be sugary and nice, but it would certainly lack the variety that spices up one's sex life. After all, there's only one heterosexual plot (boy meets girl), just as there are but two homosexual plots (boy meets boy an... Read full Story
shemale lover 2011-08-18 4,786 ass cock cunt
100%
Meet Barbies Sissy
Imagination and fantasy can be a wonderfulescape as I am about to relate to you but let me first set the stage. Like many, I have been crossdressing privately for many years. My desire to wear panties, stockings, garter belts, slips and bras started in my pre-teens however, I stopped for a numbe... Read full Story
shemale lover 2011-09-18 3,485 cum dildo ass fucking
87%
They Were Right
They were my friends, but I'd had sex with both of them. Not at the same time, but I had dated the one for a month and just started dating the other. So, although the thought had never crossed my mind before, I found myself dressed up as a girl for Halloween. After we had partied at a few clubs and ... Read full Story
shemale lover 2011-12-29 6,023 shemale Big Cock porn
50%
A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
shemale lover 2012-03-18 7,381 Group Sex Masturbation sucking Sex Toys
100%
Darling Nikki
Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She ... Read full Story
shemale lover 2012-07-15 7,599 Cumshot oral sex Latex sissy
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 3,997 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
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 6,351 suck Big Cock cum jerking gangbang doggy style Interracial cd
100%
Claudia Coming out adventure part 1
*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... Read full Story
MissClaudia 2015-01-04 6,127 tranny Stockings suck Creampie ass fucking doggy style Latex
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 7,829 Crossdresser hardcore ass fucking cd
100%
Porn Cinemas and GinaG
I really like porn cinemas, there is a certain seediness and sleaziness about them that makes them alluring to me. My problem is that living as I do in the south of the UK, there are no porn cinemas anywhere near me. Fortunately, I travel in my job quite a bit and so can get to cinemas in Birmingham... Read full Story
GinaG 2019-01-08 3,620 Stockings Crossdresser Amateur Cumshot Masturbation Blowjob Lingerie Mature cum in mouth shemale + shemale
100%
Liberty in Lisbon Part 2
So here I was walking down the Av da Liberdade feeling very pleased with myself. I had just thoroughly enjoyed an experience I thought would only ever be in my dreams and, the best part, there was more to come [cum]. In fact I found myself humming the 59th Street Bridge Song. Life I love you feeling... Read full Story
Rusty12 2019-07-31 5,119 Amateur Masturbation Bareback Creampie Shemale Fucks Guy cumming
85%
The Gang
I had always thought of myself as female in spite of the fact that I was born with male genitlia. Even in my earliest memories where I had witness sex, I identified with the female in the relationship. As a small young child, I had always longed for womanhood each time I heard a woman sing or especi... Read full Story
Regina10 2020-06-29 9,150 Group Sex Cumshot Blowjob Big Cock Ebony gangbang double anal
100%
The Day I Went SheCock Crazy
I summed up courage to meet up with my old shemale flame Fransicca (she is a Malaysian but living in indonesia) ... messaged her, she sounded excited and asked if i minded her friend joining us. 'Why not' i said. It was settled. we booked a villa for the next day. I checked in early. cleaned up ... Read full Story
Sara Banks 2021-04-26 6,840 Group Sex Cumshot Outdoor Bareback Shemale Fucks Guy Fetish Blowjob blonde Big Cock Asian Ladyboy gangbang
100%
The Next Level
Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... Read full Story
Gwapo67 2022-02-01 6,151 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
66%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 6,310 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
Becoming a Chrissy - Chapter 1
I always knew I was a little sissy slut. When I was ten, I took a pair of my mommy’s panties to try on. It was a hot pink G-string that my petite mother must have worn when she was ready to get fucked by my daddy. It was just the right size to cover my prepubescent clitty and also stretch through my... Read full Story
mindlessrobot45 2024-05-13 4,255 Crossdresser Blowjob blonde femboy cum in mouth
100%
My Gloryhole Daddy
I had been working the gloryhole at the strip club for almost a month. Mostly it was jerking off pathetic dicks with a fleshlight while fake moaning and scrolling my phone. But every now and then I'd get a text from my favorite john saying he'd be stopping by. His cock was so beautiful! A solid 8 in... Read full Story
KaceyKlarissa 2024-09-11 1,930 anal Crossdresser Bareback Creampie Blowjob blonde Big Cock domination Guy Fucks Shemale sissy femboy Ass to Mouth
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 1,161 anal Crossdresser Big Tits Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale big ass sissy femboy daddy
70%
Shemale Gangbang
I am not your average female. But I guess I am not your average male either. You see, I am a tranny. I make a really hot woman. I am 5'10", am slim and have dark, wavy hair that comes down to tight between my shoulder blades. The only thing I was missing was beautiful tits. So I got those as we... Read full Story
shemale lover 2011-08-27 17,688 anal Blowjob cum swallowing
100%
My Lesbian Shemale Adventure
I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't dr... Read full Story
shemale lover 2012-05-01 2,975 big dick Cumshot Masturbation small breasts
83%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
shemale lover 2012-11-07 3,861 Cumshot oral ass licking
100%
The Meeting
He could not believe that he was finally going to see her after all these years. Since his divorce, she had been all he could think of. He fantasized every day how it would be to see her again, make love to her again, and now the day had finally arrived. He could barely sit still. He had decided... Read full Story
shemale lover 2012-12-21 5,931 Crossdresser hardcore Cumshot Lingerie Latex
85%
A Great Cocky Owner
Immobilized, that's what I was. Although I did not know for exactly how long. My wrists and ankles were tightly shackled, and I was unable to see or speak because of the tight latex hood that had been put over my head. Nevertheless, I still managed to make out through the heavy gauge rubber the &... Read full Story
shemale lover 2013-04-26 5,763 suck Big Cock domination Latex bondage
89%
Tgirl BBC slut Jill ravaged by 3 BB12"Cs at BBC nightclub
I'm a white whore blonde bubble butt Tgirl BBC fuck slut living in Las Vegas. I love it here because we get many big black studs who cum here to be serviced. I dance at a private unadvertized no-name shemale club off the strip which caters to big black studs only. I love the thrill of being on ... Read full Story
TgirlSlut4BBC 2015-02-15 17,149 tranny ass Big Cock gangbang high heels bbc
100%
Claudia Coming out adventure part 2
As Claudia walked out of the bathroom, her asshole continued to quiver and semen continued to drip out of her asshole and she was craving for more cock. She went up to the bar and ordered a sex on the beach then after she got her drink she walked over to the dance floor where she met another trans ... Read full Story
MissClaudia 2015-05-13 5,694 anal sex Fetish Blowjob domination Latex
91%
A little office fun
Two days had passed since Scott’s amazing night with Louise. He hadn’t heard from her at all but today he was finally going to see her again at work. He was nervous and excited all at the same time. Scott proceeded to his work desk and worked his day as usual. He hadn’t seen Louise at all throughou... Read full Story
Master VeeJay 2018-01-04 4,870 Big Tits Masturbation Blowjob Guy Fucks Shemale
96%
A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
JessicaEdwards 2018-08-07 18,595 Stockings Amateur Cumshot Masturbation Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock Lingerie deepthroating Guy Fucks Shemale cum swallowing deep throat deep penetration cum swapping pov Ass to Mouth cum in mouth anal fuck sloppy virgin ass
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 14,993 Stockings Masturbation Creampie Shemale Fucks Guy Lingerie rimming Ass to Mouth escort ts no lube anal fuck just saliva
100%
Slutty Sissy's 2 Loves
Tonight was young and I was already hot and bothered, my ass-pussy was on fire, and I could hardly wait for Bob and John to come over. I had invited them over to fulfill those erotic dreams I am constantly having about the two of them using me like a tool, and I wanted that so bad. I fantasized abou... Read full Story
Regina10 2020-11-23 5,213 Group Sex Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie Guy Fucks Shemale pov Ass to Mouth cum in mouth double anal
66%
More from my closet....
......being single is so better to play my games, no wives to take up my day, no one to lie to anymore about where I went... I had a layover for 3days in Vancouver last fall, three days all to myself, with the aid of google maps I found the local steambath for men. Steamworks it was called, set... Read full Story
badbadboi667 2020-12-03 3,441 Amateur Group Sex Outdoor Bareback Fetish gangbang domination Ass to Mouth amature
100%
Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
Regina10 2021-02-15 4,342 Teen (18+) Crossdresser Big Tits Cumshot Masturbation Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Homemade Ass to Mouth
100%
TG Girlfriend moves in
Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... Read full Story
Jon Paul 2022-01-18 5,415 Amateur Cumshot Latina Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale cum in mouth
100%
Shemale Porn
Nowadays, I masturbate exclusively to shemale porn. Like most guys, I started out reading, then watching, straight pornography. Sure, there was the titillation of happening across a cross-dressing tale in the glossy flesh mags, but they were for a ‘straight’ readership, and didn’t quite scratch that... Read full Story
Daddybear71 2023-05-24 7,837 Crossdresser Amateur Masturbation
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 7,042 Crossdresser Lingerie domination Sex Toys femboy forced webcams
100%
Sissy marathon session
I had a message come through on my Fabguys account from a Dom guy who was looking for a sissy Crossdresser to attend a private address for a group session he was trying to arrange. I eagerly responded and within a short period of time the date, time, and place was arranged. So last Friday the 25t... Read full Story
Sissy Kirsty 2023-08-30 5,725 sissy gangbang
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
Regina10 2024-04-27 3,691 anal Crossdresser Big Tits Outdoor Bareback Creampie Blowjob blonde Big Cock Ladyboy gangbang Guy Fucks Shemale
83%
Did I Do Right By Taking Money For Sex?
I first properly dressed when 14. (I did do the knickers and stockings and pantyhose thing previously from when I was 11). I first had sexual contact with a friend when we were both 14, i.e. wanked each other then I sucked him off and drank all his cum. I then waited until I was 16 for sex with... Read full Story
Linda Tiffany Vista 2024-05-07 3,243 anal Blowjob blonde Lingerie shemale fucks shemale cum in mouth teen (18+)
100%
Old but new
Years had passed since high school, and Alex found himself wandering through the familiar streets of his old neighborhood. The crisp autumn air carried a sense of nostalgia. As he passed Tony’s Sandwich Shop, he felt a pang of curiosity and decided to step inside. The shop hadn’t changed much—the... Read full Story
Gorg2gorg 2024-07-30 3,537 anal Amateur Cumshot Bareback Fetish Blowjob shemale Big Cock 69 sissy femboy cum in mouth
100%
I was backstage giving blowjobs at a transsexual beauty pageant
I was backstage giving blowjobs at a transsexual beauty pageant I had this neighbor, who cross-dressers on weekends for a LGBT club. She invited me to an annual transsexual beauty pageant. Beautiful slutty shemales competing to be the official beauty queen for the club. She happens to be hosti... Read full Story
My Shemale Attraction 2024-08-07 3,753 Crossdresser Group Sex Big Tits Cumshot Blowjob blonde Big Cock Ebony gangbang domination pantyhose
100%
My First Visit to a CD Sex Club
Feb 16 Time off work booked, nice new wig, false nails & lashes, & a nice new sexy red bra & panties from Ann Summers & I'm all ready for a fab day at Happy Mondays @ lovejoys on the 22nd. I'm really looking forward to meeting SuzieStern & all the other girls. Its been way too long since I last m... Read full Story
Lacy-Rose 2024-09-02 1,984 Crossdresser Amateur Group Sex Cumshot Blowjob gangbang cum in mouth
82%
Tranny Gas Station Attendant
This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intima... Read full Story
shemale lover 2014-06-29 8,118 Stockings shemale cumming
100%
My First Time Out Part 3
Angelo was still working on Shayna's blonde wig. He fussed with it, combed it, and teased it. Angelo knew a romantic style was very important to Sir Dominique. Shayna was escorted to a tremendous makeup table. Saki placed a headband on her that stretched her scalp and raised her non-existent eyeb... Read full Story
shemale lover 2011-10-18 4,501 blonde shemale massage
100%
Admitting My Secret Part 2
"Get on your fucking knees pig," the powerful Dom demanded. I was naked in Master Steven's basement dungeon. My wife Julie was fully dressed and sitting in a chair in the corner of the room watching me submit to a man. I was not gay, but I have always been very submissive and I had rece... Read full Story
shemale lover 2011-12-11 4,038 sucking shemale
33%
My shemale GF Part 3
Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, ... Read full Story
shemale lover 2012-07-09 3,689 anal shemale cum jerking oral
69%
Addicted to Candy
Almost two long weeks had passed since my first meeting with my new slave Candy. Our first encounter was special and my sexy new sub had not left my mind since he walked out of my door. His juicy ass and hard thick cock have filled my thoughts each day since. I had found myself wildly attracted to C... Read full Story
shemale lover 2012-08-12 3,751 anal sex Fetish cum domination Sex Toys cd
66%
Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... Read full Story
shemale lover 2012-10-04 4,121 Fetish ass licking domination
56%
Blow Job
My e-mail is: My rusted, green Toyota Tercel pulls into the mall parking lot. I pick a spot at the back, beyond where even employees park. The next car is a blue pickup 20 spots away. No one parks here, except at Christmas. But I know that I'll soon need the privacy. I'm a freak, a cross-dresser... Read full Story
shemale lover 2013-08-09 7,089 Crossdresser Masturbation Lingerie stripping party
88%
Purple Kiss, part 1
It happened during a week long trip for work. By the third night in a strange city I had grown tired of the hotel bar and broke away from my work colleagues for change of scenery. I told my coworkers that I was going to bed then quickly made my escape. The night was warm so I decided to take my o... Read full Story
Transadmirer 2016-01-02 10,320 Creampie Shemale Fucks Guy Fetish cum domination gangbang sex
97%
Purple Kiss, part 3
Continued... As I reached out for Tiffany's hand, she snagged the towel I had wrapped around my waist and threw it to the floor, “no need for that, cumslut.” The group of women surrounding the doorway applauded once again then dispersed. Most of the women headed downstairs, but Janet, Kimb... Read full Story
Transadmirer 2016-01-15 7,311 Shemale Fucks Guy Fetish Blowjob cum gangbang domination
73%
Nancy the hot and sexy TS in Pattaya
Hi this is Ris, this is my third story. Well Last year I went to Thailand on lone trip. I went directly to pattaya and had rest and went to Walking Street in the evening. Was visiting many nude bars, ts Bars, dance bars. but while walking on the street one particular girl catch my attention. s... Read full Story
Stud4Shemale 2017-05-22 9,807 Big Tits Cumshot Shemale Fucks Guy Ladyboy Guy Fucks Shemale cum in mouth
78%
Casino
I was drinking a little beer on my deck while no one was home. In fact I had the entire property to myself for the entire evening. I ditched my male clothing and put on a simple dress, thong, stockings, cleaned and lubed my asshole, and put in my but-plug. I started messaging guys on grindr even tho... Read full Story
Ville Lohner 2017-12-12 5,239 Crossdresser Creampie Guy Fucks Shemale
94%
My First Time Made Me A Slut
A true story of my first time. And why I so need a daddy now. The first time I went out dressed. I went to a bookstore in east Portland. As I got out of my car feeling the breeze up under my very short silky skirt, trying to pull it down as cars were wizzing by. I walked or should I say wobbled the... Read full Story
Teddie 2018-09-12 12,792 first time Stockings Crossdresser Bareback Blowjob blonde Big Cock gangbang domination Guy Fucks Shemale slut cum in mouth
83%
Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
gman57 2019-09-25 10,803 Big Tits Big Cock shemale + shemale
100%
ROBERTO’S SECRET by Spanky De Bautumn
Cody Daniels was only trying to help her country; she never dreamed things would come to this. She was patriotic and felt compelled to do whatever asked of her to aid in the capture of the terrorist known only as "Roberto". But lying in his bed, bound and gagged, Cody wondered why she let herself go... Read full Story
SpankydeBautumn 2021-01-22 5,105 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale
66%
TO BE OR NOT TO BE – PART 5
TO BE OR NOT TO BE – PART 5 by Spanky de Bautumn Part 4. Sunny made a life changing decision and in the process becomes better acquainted with Mark. On Monday, I met Mel and Shari at the theater at ten to run lines. I was confident that I knew my part for the first act. My concern was with m... Read full Story
SpankydeBautumn 2021-02-24 2,402 Crossdresser Cumshot Masturbation Blowjob Big Cock Lingerie Interracial