sexstories.com
Transgendered
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I got cream-pied on a private island. by TSmadisonheights
«My outdoor adventure ends in a hunky BBC cumming inside my ass»
Rated 83.8%, Read 29052 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 86.1%, Read 31569 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 5826 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 13443 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 40%, Read 7380 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 84.3%, Read 24201 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 6297 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 5760 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 6081 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 6342 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 5937 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 5718 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 83.1%, Read 28134 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 7347 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 8958 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 13620 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 15144 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%, Read 16695 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 93.5%, Read 18702 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 15378 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 19488 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 87.8%, Read 20997 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 87.6%, Read 37833 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%, Read 31140 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 92.4%, Read 14343 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 93.1%, Read 25080 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 24240 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 91.6%, Read 17733 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 79.2%, Read 11754 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 16077 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 93.9%, Read 32766 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 86.7%, Read 26895 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 87.5%, Read 10737 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 93.3%, Read 35676 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 94.2%, Read 19917 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 11238 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 92.9%, Read 26646 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 23658 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 92.3%, Read 31350 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 92.6%, Read 35250 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 24588 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 92.8%, Read 19731 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 92.5%, Read 37641 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 92.7%, Read 21672 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 92.7%, Read 35883 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 105618 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 14625 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 45177 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 13707 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%, Read 56610 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 91.3%, Read 14148 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 48324 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 7347 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 94.8%, Read 129486 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%, Read 24711 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 92.5%, Read 26244 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 10998 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 7554 times, Posted Fri 30th of April 2021
Fantasy , Cum Swallowing, Hardcore, Job/Place-of-work, Transgendered -
Under a Witch's Spell Ch. 1 by slick98
«An erotic fantasy that takes Mark Simon into a world he could never have imagined.»
Rated 93.7%, Read 33978 times, Posted Fri 30th of April 2021
Fantasy , Anal, Body modification, Bondage and restriction, Domination/submission, Male/Female, Masturbation, Oral Sex, Transgendered -
Bob, Sue and Anita’s holiday romance – 6 by Nellymcboatface
«Bob, Sue have met Anita on holiday. Sue and Anita go out for the evening, as Anita has a surprise in store for Sue»
Rated 94.5%, Read 43380 times, Posted Wed 28th of April 2021
Fantasy , Anal, Female/Female, Lesbian, Role-playing, Threesome, Toys, Transgendered -
A Summer Ride by drivingallnight
«A young hitch-hiker winds up dressed as an attractive girl and comes to enjoy it very much while thinking of the events that in their life that led them to this point of self-discovery.»
Rated 94.4%, Read 74787 times, Posted Thu 29th of April 2021
Fiction , Blowjob, First Time, Teen, Transgendered, Transvestite, Virginity -
Trixie's Big Case Chapter 5: Trixie's In Trouble by ErosViper
«Continuation of BNWO fantasy story about Agent Trixie Daniels, an undercover agent in the BNWO PD and her adventures with BBC, cuckold white boys and black trans women. INCLUDES: Raceplay, black domination, cuckolding, interracial including black trans domination. Dont read if thats not your bag»
Rated 66.7%, Read 11547 times, Posted Tue 27th of April 2021
Fantasy , Authoritarian, Black, Blowjob, Cruelty, Cuckold, Domination/submission, Extreme, Female Domination, Group Sex, Humiliation, Interracial, Transgendered, Transsexual -
Blackmailed into Submission by Echoes Valentia
«Man asks fiancée's boss and gets blackmailed by her»
Rated 91%, Read 32583 times, Posted Sat 24th of April 2021
Fiction , Anal, Blackmail, Cheating, Male/Female, Transgendered, Transsexual -
Trans woman teaches me scat by Jim2066
«Trans woman teaches me the joy of scat while fucking.»
Rated 80.7%, Read 63441 times, Posted Tue 27th of April 2021
True Story , Anal, Scatology, Transgendered, Water Sports/Pissing -
The Adventures of Jenny and Tory Chap. 3 by Jenny Lane
«A gooey fantasy comes true for Jenny and Tory»
Rated 78.3%, Read 8664 times, Posted Wed 31st of March 2021
Fantasy , Blowjob, Cum Swallowing, Group Sex, Job/Place-of-work, Transgendered -
Another World, Another Life Pt. 1 by LancerMojo
«A man is summoned to an alternate reality by a beautiful princess. So what if he has to be some big hero? He gets the Princess.»
Rated 92.1%, Read 12891 times, Posted Thu 18th of February 2021
Fiction , Transgendered -
Bob, Sue and Anita’s holiday romance – 5 by Nellymcboatface
«Bob, Sue and Anita meet and have a holiday romance like no other.»
Rated 94.4%, Read 26400 times, Posted Mon 15th of February 2021
Fiction , Anal, First Time, Toys, Transgendered -
O's Odyssey, Episode 0: Prologue by Starshard
«Milly first discovers the extraordinary effect of a necklace she found.»
Rated 71.9%, Read 8013 times, Posted Sun 31st of January 2021
Fiction , Bi-sexual, Body modification, Masturbation, Transgendered -
Tea party for a cross dresser by Martyn1981
«It was my big day. I would hang out at a female friends flat, role play, have fun and play an elegant lady»
Rated 72.7%, Read 9750 times, Posted Mon 18th of January 2021
Fiction , Transgendered -
The Secret Game Part 3 by Lukesmitty
«The game comes to an end, but the night is still young.....»
Rated 95.4%, Read 41532 times, Posted Sun 10th of January 2021
Fiction , Anal, Blowjob, Consensual Sex, Erotica, Male / Older Female, Males / Females, Mature, Oral Sex, Teen, Transgendered, Voyeurism