sexstories.com
Transgendered
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Wee Jock's last night stand before he transitions and loses his balls by abroadsword
«Wee Jock sees an opportunity to play major league Soccer for the girls team if he transitions to a trans woman»
Rated 52.3%, Read 7323 times, Posted Fri 21st of July 2023
Fiction , Body modification, Lesbian, Male / Females, Transgendered -
Michael to Michelle part 4 the work slut by SonicRush66
«As I go further and further into the sissy life, my workplace finds out»
Rated 91.8%, Read 22212 times, Posted Tue 18th of April 2023
Fantasy , Anal, Bi-sexual, Blackmail, Blowjob, Cum Swallowing, Domination/submission, Gay, Job/Place-of-work, Male Domination, Reluctance, Threesome, Transgendered, Transsexual, Transvestite -
Roberta Slut by Yankee Dan
«This is the story of how a virgin trans girl started to blossom and have come out, with the help of her slut mother and best friend.»
Rated 93.9%, Read 37884 times, Posted Sat 4th of March 2023
Fiction , Anal, Blowjob, Gay, Teen Male / Teen Male, Transgendered, Transsexual -
Cross dressing gay fantasy act 2 by Martyn1981
«Time to try something new»
Rated 73.6%, Read 14940 times, Posted Tue 28th of February 2023
Fiction , Anal, Boy / Boy, Consensual Sex, Gay, Transgendered -
Asian Massage Parlor by markerss
«I had just gotten back from a business trip and feeling i needed an adjustment, I reached out to my chiropractor to no a vale. However, i search for local massage parlors and ended u0 deciding on 9ne that was listed as an Asian massage place.»
Rated 90%, Read 64212 times, Posted Sun 19th of February 2023
True Story , Anal, Asian, Blowjob, Gay, massage, Reluctance, Transgendered, Transsexual, Virginity -
Cross dressing gay fantasy by Martyn1981
«I've often fantasized about being fucked with a strap on before realising that a real cock would feel so much nicer than a strap on. here is my fantasy -»
Rated 70.8%, Read 17199 times, Posted Thu 19th of January 2023
Fiction , Anal, Gay, Hardcore, Role-playing, Transgendered, Transsexual -
First time reverse Crab by Martyn1981
«Me and my bit on the side Dave try Reverse Crab for the first time xx»
Rated 84.5%, Read 13170 times, Posted Sat 21st of January 2023
Fiction , Anal, Boy / Boy, Consensual Sex, First Time, Gay, Transgendered, Transsexual -
KINKY ANNABELLE. by CecilBCK
«Ada has new assignment for me which might be a bit kinky.»
Rated 83.3%, Read 14181 times, Posted Mon 16th of January 2023
True Story , Authoritarian, Bi-sexual, Blowjob, Cheating, Cosplay, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Gay, Group Sex, Hardcore, Male/Female, Oral Sex, Threesome, Transgendered, Voyeurism -
FTM Sexy Antics by TransManZest
«We are a horny couple and need sexual satisfaction as often as possible. I am never happier than when my large clit is being sucked and my sexy wife knows exactly how to pleasure me.»
Rated 80%, Read 10071 times, Posted Fri 6th of January 2023
True Story , BDSM, Domination/submission, Toys, Transgendered, Wife -
The Day My Best Friends Dad Made Me A Woman by BreePhillips
«It all started as what it would take to become a woman. A change I knew I needed in my life.»
Rated 90.2%, Read 60339 times, Posted Fri 9th of December 2022
True Story , Anal, Gay, Reluctance, Transgendered, Young -
Michael to Michelle 2- Glory hole revelation by SonicRush66
«After his experience at the sex shop, Michael starts the journey to femanize himself and have new sexual experiences»
Rated 92.6%, Read 37758 times, Posted Wed 30th of November 2022
Fantasy , Anal, Bi-sexual, Blowjob, Boy / Boy, Cheating, Cum Swallowing, Gay, Group Sex, Threesome, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 11 by Jenny Lane
«Five sissy sluts sex fest in the forest.»
Rated 48.1%, Read 6384 times, Posted Sat 3rd of December 2022
Fiction , Anal, Cum Swallowing, Group Sex, Transgendered -
I got cream-pied on a private island. by TSmadisonheights
«My outdoor adventure ends in a hunky BBC cumming inside my ass»
Rated 84.2%, Read 29808 times, Posted Wed 23rd of November 2022
True Story , Anal, Bi-sexual, Cum Swallowing, Erotica, Exhibitionism, Hardcore, Interracial, Transgendered, Transsexual, Voyeurism, Written by women -
oh no, I just fucked my bosses son. by TSmadisonheights
«BASED ON TRUE EVENTS OF MY OWN LIFE. Flirting in the office leads to trans girl dreaming about a co-worker's cock. It turns out HR won't be called as he is the bosses son.»
Rated 86.2%, Read 32319 times, Posted Fri 4th of November 2022
True Story , Anal, Blowjob, Transgendered, Transsexual, Written by women -
Sexy BFF's Chapter 10 by Jenny Lane
«Jenny and Gracie meet Missy's two lieutenants and go off into the woods for a feast and 'dessert'.»
Rated 50%, Read 6003 times, Posted Sat 15th of October 2022
Fantasy , Cum Swallowing, Group Sex, Oral Sex, Transgendered -
New Maid - Where's Alice by BiStander
«Let's say The Brady Bunch got a new maid. Greg and Marcia are the first to encounter her.»
Rated 74%, Read 13743 times, Posted Sat 8th of October 2022
Fiction , Anal, First Time, Transgendered -
Danni's Diet by Danni8585
«Danni's Transvestite Food Triangle requires some toys up her ass coating fruit and candy with her cum»
Rated 38.1%, Read 7617 times, Posted Sat 24th of September 2022
Fantasy , Anal, Cum Swallowing, Exhibitionism, Extreme, Female exhibitionist, Female solo, Masturbation, Transgendered, Transvestite -
Hermia Aphrodite (Chapter 1?) by pANTSU
«A man has to make a decision when he hooks up with a beautiful woman who turns out to be not quite what she seemed.»
Rated 84.5%, Read 24807 times, Posted Wed 21st of September 2022
Fantasy , Anal, Consensual Sex, Erotica, Female/Female, First Time, Gay, Hardcore, Lesbian, Male/Female, Oral Sex, Pegging, Romance, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 9 by Jenny Lane
«Jenny and Gracie, fresh from a sissy threesome fucking meet 'Badass', the sexy maintenance man while Missy is off doing paperwork or something.»
Rated 58.3%, Read 6429 times, Posted Thu 1st of September 2022
Fiction , Black, Group Sex, Threesome, Transgendered -
Sexy BFF's Chapter 7 by Jenny Lane
«After their sexy bath, the girls sit down to a hearty breakfast.»
Rated 43.5%, Read 5874 times, Posted Sat 30th of July 2022
Fiction , Transgendered -
Sexy BFF's Chapter 6 by Jenny Lane
«Jenny and Gracie take a hot soapy bath in her whirlpool tub. As expected things get hot and wet.»
Rated 54.3%, Read 6228 times, Posted Sun 24th of July 2022
Fiction , Anal, Transgendered -
Sexy BFF's Chapter 5 by Jenny Lane
«Jenny and Gracie go to bed but they are certainly not ready for sleep! They 69 and Gracie gets pounded hard.»
Rated 83.3%, Read 6468 times, Posted Fri 15th of July 2022
Fiction , Anal, Blowjob, Cum Swallowing, Oral Sex, Transgendered -
Sexy BFF's Chapter 4 by Jenny Lane
«Jenny and Gracie get sloppy in her backyard covered in mud and Gracie brings a toy into their pleasure.»
Rated 76.2%, Read 6081 times, Posted Thu 14th of July 2022
Fiction , Anal, Cum Swallowing, Toys, Transgendered -
Sexy BFF's Chapter 3 by Jenny Lane
«Jenny and Gracie spend some time in her hot tub and then roll around in the mud.»
Rated 62.5%, Read 5844 times, Posted Tue 12th of July 2022
Fiction , Transgendered -
Amazing Night With A Sexy Crossdresser by markerss
«I wanted to be with a transsexual and as I looked on Craigslist for either a crossdresser or a transsexual to spend time with, of course before Casual Encounters was dropped, i came across a young lady that was not only attractive but seemed genuine too.»
Rated 83.2%, Read 28641 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 2 by Jenny Lane
«Jenny and Gracie continue their visit this time getting gooey and sloppy in the kitchen and Gracie gets pounded hard.»
Rated 65.6%, Read 7509 times, Posted Fri 24th of June 2022
Fiction , Transgendered -
Sexy BFF's Chapter 1 by Jenny Lane
«Jenny sneaks off to Los Angeles to finally meet a girl she met on a chat site!»
Rated 84.9%, Read 9141 times, Posted Sat 18th of June 2022
Fiction , Blowjob, Cum Swallowing, Oral Sex, Transgendered -
Camming Down the Rabbit Hole Ch.12 by Dani_does_Dallas
«It’s all getting messy for our cam gurl, being pulled in so many directions, but a decision must be made. how will he/she come to a conclusion?»
Rated 85.2%, Read 13908 times, Posted Thu 5th of May 2022
Fiction , Bi-sexual, Blowjob, Cum Swallowing, Masturbation, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch.11 by Dani_does_Dallas
«The continued story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money.»
Rated 82.7%, Read 15468 times, Posted Sun 24th of April 2022
Fiction , Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch10 by Dani_does_Dallas
«My continued journey into the crossdressing cam world. A gift arrives, that takes me to new heights but at what cost.»
Rated 86.1%, Read 17028 times, Posted Sun 10th of April 2022
Fiction , Cum Swallowing, Exhibitionism, Masturbation, Pegging, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch9 by Dani_does_Dallas
«My continued journey into the crossdressing cam world. Things are coming to a head, in more ways than one.»
Rated 93.6%, Read 19458 times, Posted Thu 17th of March 2022
Fiction , Body modification, Bondage and restriction, Cum Swallowing, Exhibitionism, Masturbation, Toys, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch8 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - Going deeper into the warren has never been so much fun.»
Rated 92.7%, Read 15678 times, Posted Mon 15th of November 2021
Fiction , Bi-sexual, Body modification, Cum Swallowing, Masturbation, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch7 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - Technical trouble causes outage, but the show must go on.»
Rated 92.6%, Read 19869 times, Posted Tue 19th of October 2021
Fiction , Anal, Body modification, Cum Swallowing, Exhibitionism, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Zacks College Bully by Echoes Valentia
«Zack runs into his college bully and gets a mouthful (literally)»
Rated 87.9%, Read 21414 times, Posted Fri 28th of January 2022
Fiction , Blowjob, Cum Swallowing, Female Domination, Male/Female, School, Transgendered -
Alexia at Charlie’s by markerss
«I had always thought about being with a tranny but never had to gut to meet one, but when the opportunity presented itself, i nervously took a chance.»
Rated 87%, Read 38763 times, Posted Sun 26th of December 2021
True Story , Anal, Blowjob, First Time, Gay, Transgendered, Transsexual, Transvestite -
Johnnys Summer by Echoes Valentia
«During the summer Johnny meets up with a old friend from high school and gets invited to her place.»
Rated 92.1%, Read 31725 times, Posted Thu 16th of December 2021
Fiction , Anal, Blowjob, Female Domination, First Time, Transgendered -
Aunt Leah Dumped me. Now it's just Jodi by Smoove Runna
«Aunt Leah cheated on me with our friend Simon/Sasha then ghosted me.»
Rated 91.8%, Read 14685 times, Posted Wed 8th of December 2021
Fiction , Romance, Transgendered, Transsexual -
Jodi and Aunt Leah Chapter Two by Smoove Runna
«I am in love with my Aunt Leah. She's not really my aunt. She is my mom's best friend. She talked me into wearing girl clothes and I didn't resist. The problem is that no on knows about us or my penchant for dressing like a girl.»
Rated 92.2%, Read 26091 times, Posted Tue 7th of December 2021
Fantasy , Male / Older Female, Transgendered, Transsexual -
Piggy's Birthday Party by Sissy_Seeker_91766
«Daphne's birthday surprise is a group of men that daddy brings home for her. Mommy's friends enjoy the show.»
Rated 79.1%, Read 24852 times, Posted Sat 4th of December 2021
Fiction , Anal, Ass to mouth, BDSM, Blowjob, Domination/submission, Group Sex, Transgendered -
FTM Encounter by dlcalguy
«Meeting a transman in the gym shower room»
Rated 91.7%, Read 18129 times, Posted Fri 26th of November 2021
Fiction , Bi-sexual, Oral Sex, Reluctance, Transgendered -
My unexpected journey - part 6 by Desire2beagurl
«A fantasy of a journey I would love to take»
Rated 79.6%, Read 12069 times, Posted Sun 28th of November 2021
Fantasy , Anal, Ass to mouth, Ass to pussy, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Extreme, Transgendered, Transsexual -
Futa feeds her girlfriend, then feeds herself. Pt1&2 by JasonSensation
«Giant cock futa can't stop cumming. Her girlfriend is hungry and swallows it all. Extreme Gokkun. No sex. Yet. Pt3 soon.»
Rated 91.1%, Read 16539 times, Posted Wed 24th of November 2021
Diary , Cum Swallowing, Extreme, Lesbian, Transgendered, Young -
My unexpected journey - part 1 by Desire2beagurl
«Journey into a life that I did not expect to happen»
Rated 94.1%, Read 33639 times, Posted Thu 18th of November 2021
Fantasy , Anal, Ass to mouth, Cum Swallowing, First Time, Transgendered -
My unexpected journey - part 3 by Desire2beagurl
«A fantasy of a journey I would love to take»
Rated 87%, Read 27456 times, Posted Sun 21st of November 2021
Fantasy , Anal, Ass to mouth, Bi-sexual, Blowjob, Body modification, Cock & ball torture, Consensual Sex, Cosplay, Cum Swallowing, Enema, Exhibitionism, Extreme, Humiliation, Transgendered, Water Sports/Pissing -
My unexpected journey - part 4 by Desire2beagurl
«A fantasy of a journey I would love to take»
Rated 87.7%, Read 10956 times, Posted Mon 22nd of November 2021
Fantasy , Anal, Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Humiliation, Job/Place-of-work, Transgendered -
Farm Boy by faringwayb
«Hunter's boss visits him in the stable for a chat»
Rated 93.4%, Read 36645 times, Posted Mon 22nd of November 2021
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Gay, Oral Sex, Transgendered -
My unexpected journey - part 2 by Desire2beagurl
«More of my fantasy of a journey I would love to take»
Rated 94.4%, Read 20673 times, Posted Fri 19th of November 2021
Fantasy , Anal, Ass to mouth, Blowjob, Body modification, Consensual Sex, Cum Swallowing, Toys, Transgendered -
A Favor for Danny Boy - A Halloween Story by The_Technician
«Danny Boy visits again, but this time he is in real trouble.»
Rated 90%, Read 11715 times, Posted Fri 15th of October 2021
Fantasy , BDSM, Bondage and restriction, Discipline, Domination/submission, Exhibitionism, Female Domination, Female exhibitionist, Female solo, Humiliation, Masturbation, Slavery, Transgendered, Transvestite -
Camming Down the Rabbit Hole Ch6 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - New outfits and a trip to the shops with an unexpected bonus.»
Rated 93%, Read 27315 times, Posted Mon 11th of October 2021
Fiction , Anal, Bi-sexual, Cum Swallowing, Exhibitionism, Male Solo, Masturbation, Pegging, Prostitution, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch5 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own.»
Rated 88.1%, Read 24117 times, Posted Tue 28th of September 2021
Fantasy , Anal, Bi-sexual, Cosplay, Exhibitionism, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
School Change by Echoes Valentia
«Boy transfers to a school to find out its more to his liking than he imagined»
Rated 92.5%, Read 32016 times, Posted Tue 21st of September 2021
Fiction , Anal, Female Domination, Male/Female, School, Teen, Transgendered -
Futanari First love by L King
«Futa girl falls in love with the boy next door»
Rated 92.7%, Read 35937 times, Posted Sun 29th of August 2021
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, First Time, Interracial, Male/Female, Reluctance, Transgendered -
Camming Down the Rabbit Hole Ch3 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money.»
Rated 92.1%, Read 25041 times, Posted Tue 24th of August 2021
Fiction , Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch4 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money.»
Rated 92.9%, Read 20160 times, Posted Mon 30th of August 2021
Fiction , Anal, Erotica, Exhibitionism, First Time, Male Solo, Masturbation, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Futanari First Love 2 by L King
«Dickgirl fucks for the first time»
Rated 92.2%, Read 38625 times, Posted Mon 30th of August 2021
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Interracial, Male/Female, Oral Sex, Pegging, Romance, Transgendered, Transsexual, Transvestite, Virginity -
Camming Down the Rabbit Hole Ch2 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money.»
Rated 92.8%, Read 22116 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Erotica, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Role-playing, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch1 by Dani_does_Dallas
«The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money.»
Rated 92.8%, Read 36453 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
Trans woman at the club by Jim2066
«I met a transwoman at a swingers club and we had an amazing night.»
Rated 93%, Read 107172 times, Posted Sat 24th of July 2021
True Story , Anal, Bi-sexual, Gay, Group Sex, Transgendered, Transsexual -
Good Girl and The Yule Log by kinkymira
«After some foreplay, an owner tells her pet that she can't play with herself.»
Rated 84.4%, Read 14892 times, Posted Thu 22nd of July 2021
True Story , Anal, BDSM, Blowjob, Domination/submission, Female Domination, Lesbian, Oral Sex, Transgendered -
Donna And Megan Part 1 by shad0walker
«A rich Trans woman decides to adopt a sugar baby»
Rated 94%, Read 46290 times, Posted Wed 14th of July 2021
Fantasy , Bi-sexual, Consensual Sex, Erotica, Female/Female, Gothic, Lesbian, Plumper, Teen, Transgendered -
The Creators: Chapter 5 Redux by White Walls
«An elven princess and a god of fire go for a walk in an enchanted forest.»
Rated 93.8%, Read 14118 times, Posted Sun 2nd of May 2021
Fiction , Anal, Blowjob, Body modification, Fisting, Group Sex, Lesbian, Mind Control, Teen, Transgendered, Virginity -
Quid Pro Quo by Lukesmitty
«Samantha will do whatever it takes to get her dream job»
Rated 95.5%, Read 62718 times, Posted Sat 10th of July 2021
Fiction , Anal, Authoritarian, Blowjob, Coercion, Cruelty, Discipline, Erotica, Humiliation, Job/Place-of-work, Male/Female, Transgendered -
My favorite Shower by allioops
«Homeless man invited to a friend's house for a shower. He is given the chance to to cross dress. He finds that he was meant to be a woman.»
Rated 91.4%, Read 14358 times, Posted Mon 7th of June 2021
Fiction , Anal, Blowjob, Transgendered -
Visiting Nikki, A Filipino Ladyboy by markerss
«When I met a girl online through one of those paid web-cam site, i knew she was more than just a girl. She went by the name of Nicole and I knew she was a transsexual, because at the time I was very curious about being with one. She was a very attractive, and passable girl with a great body.»
Rated 92.7%, Read 49161 times, Posted Wed 9th of June 2021
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite, Young -
The Adventures of Jenny and Tory Chap. 5 by Jenny Lane
«The girls find new ways to enjoy a homemade county breakfast.»
Rated 73.7%, Read 7545 times, Posted Fri 28th of May 2021
Fantasy , Cum Swallowing, Group Sex, Job/Place-of-work, Oral Sex, Transgendered -
Surprise Second Time with Sensuous Savannah by markerss
«She was attractive and I thought about her often. We grant spoken but suddenly I got an email from her saying she wanted to get together again.»
Rated 95%, Read 140730 times, Posted Thu 20th of May 2021
True Story , Anal, Consensual Sex, Cum Swallowing, Interracial, Transgendered, Transsexual -
My Time With A Beautiful Lifeguard by AnalLover42069
«Madison Ivy is the same as she is in the real world. Except shes a life guard and has a 16.5 inch cock.»
Rated 87.1%, Read 25236 times, Posted Sat 15th of May 2021
Fiction , Anal, Blowjob, Cum Swallowing, Pegging, Transgendered -
Under a Witch's Spell Ch. 2 by slick98
«This is the second chapter of a wildly erotic story. The next chapter will be coming soon.»
Rated 92.6%, Read 26841 times, Posted Fri 7th of May 2021
Fantasy , Body modification, Domination/submission, Female/Female, Lesbian, Male/Female, Masturbation, Oral Sex, Threesome, Transgendered, Transsexual -
The Creators: Chapter 3 Redux by White Walls
«A valkyrie meets a transgendered deity.»
Rated 85.7%, Read 11247 times, Posted Sun 2nd of May 2021
Fiction , Blowjob, Oral Sex, Teen, Transgendered, Virginity -
The Adventures of Jenny and Tory Chap. 4 by Jenny Lane
«Cum soaked naughtiness continues.»
Rated 72.7%, Read 7716 times, Posted Fri 30th of April 2021
Fantasy , Cum Swallowing, Hardcore, Job/Place-of-work, Transgendered