sexstories.com
Transvestite
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New identity by luv 2 wear cotton panties
«A man goes out in drag for the first time to see how people react.»
Rated 85.7%, Read 25932 times, Posted Sat 15th of July 2017
Fiction , Anal, Interracial, Oral Sex, Transvestite -
Say Hello to Georgette by sourdough
Rated 85.7%, Read 36330 times, Posted Mon 31st of January 2011
Fiction , Bi-sexual, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite -
WOULD YOU LIKE TO SHARE HIM WITH ME? by CecilBCK
«Five minutes after we first met Jeremy, my male partner asked me. would you like to share him with me? So tempting.»
Rated 85.7%, Read 4059 times, Posted Thu 19th of February 2026
True Story , Bi-sexual, Blowjob, Cosplay, Cuckold, Erotica, Group Sex, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
The Office Chair by Katie_Johnny
«A suggestion from a fuck buddy ended up leading to the discovery of a new favorite way to get fucked»
Rated 85.7%, Read 27363 times, Posted Mon 19th of February 2024
True Story , Anal, Blowjob, Cum Swallowing, Transvestite -
Summer vacation changed whole life pt2 by rahul008
«an summer vacation brings out the girl»
Rated 85.5%, Read 36051 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
Office Fuck Buddy by Katie_Johnny
«I develop an intense sexual relationship with a younger man who lives near my office.»
Rated 85.5%, Read 16203 times, Posted Thu 11th of April 2024
True Story , Anal, Blowjob, Domination/submission, Gay, Transvestite -
My First Time!_(3) by Eonasha
«Thanks for reading my first story!»
Rated 85.5%, Read 55587 times, Posted Sat 26th of November 2016
True Story , Anal, Asian, Blowjob, Boy / Boy, Consensual Sex, First Time, Gay, Teen Male / Teen Male, Transgendered, Transsexual, Transvestite -
A story of my CD friend and I by biguy1984
«I tell the story of meeting my new crossdresser playmate and the time that he flipped the *********** on me.»
Rated 85.4%, Read 11349 times, Posted Wed 2nd of June 2021
True Story , Anal, Asian, Consensual Sex, Gay, Oral Sex, Transvestite -
Crossdressing Hooker and the Creampie by 1670d
Rated 85.3%, Read 70161 times, Posted Sat 14th of February 2009
Fiction , Bi-sexual, Hardcore, Transsexual, Transvestite -
My little secret 4 by Ashley Coxx
Rated 85%, Read 63388 times, Posted Wed 7th of February 2007
Fantasy , Anal, Bi-sexual, Body modification, Transgendered, Transsexual, Transvestite -
A Night to Herself in London by jayvivien
«A hot young crossdresser prepares for a night of debauchery»
Rated 84.9%, Read 14685 times, Posted Fri 3rd of January 2020
Diary , Anal, Toys, Transgendered, Transvestite, Voyeurism -
Me and Alice Part 2 by gblover
Rated 84.9%, Read 23088 times, Posted Thu 4th of March 2010
True Story , Anal, Ass to mouth, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Female Domination, First Time, Foot or shoe fetish, Girls domination, Plumper, Reluctance, Teen Male/Teen Female, Toys, Transvestite, Virginity -
OUR NEW TRANNY by CecilBCK
«My husband and I rediscovered our sex lives when we turned forty. A little over a year later we are now very comfortable being gender fluid, receiving sexual pleasure for same sex partners, three-ways four-ways and even a tranny. Perhaps a second one even?»
Rated 84.6%, Read 5067 times, Posted Mon 8th of April 2024
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Erotica, Exhibitionism, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
Helping Rob's Dad by mazeyj
«Ron introduces his Dad to his young fuck partner»
Rated 84.5%, Read 34353 times, Posted Fri 15th of September 2017
Diary , Gay, Transvestite -
Lisa gets more than what she thought she would by toddh1970
Rated 84.5%, Read 22227 times, Posted Sun 16th of November 2014
Fiction , Blowjob, Cum Swallowing, Transvestite -
Cock Pictures 6 by MySemen
«Another story unfolding. A former member of the cock pictures site has a change of situation and comes back on the site.»
Rated 84.3%, Read 11622 times, Posted Tue 1st of October 2019
Fiction , Bi-sexual, Blowjob, Cum Swallowing, Gay, Mature, Transvestite, Water Sports/Pissing -
Sam's sister's black bf's cock 2. by gloryholelover
Rated 84.2%, Read 37635 times, Posted Fri 27th of April 2012
Fantasy , Anal, Ass to mouth, Bi-sexual, Black, Blowjob, Boy, Cum Swallowing, Gay, Interracial, Male/Teen Female, Threesome, Transvestite -
Friday night crossdressing by Lisa's panties
«An unexpected reveal turns into an unexpected night out»
Rated 84.1%, Read 12702 times, Posted Sat 7th of January 2023
Fantasy , Blowjob, Gay, Transvestite -
05. Gay.Scene: From Buckley's to an ABS by Luvagobfull
«Gay bar cocksucker»
Rated 84%, Read 18441 times, Posted Tue 25th of April 2017
Fiction , Anal, Cum Swallowing, Gay, Transvestite -
My Lingerie Fetish Takes a Very Unexpected Turn by justaguy999
«My secret fetish for wearing women's lingerie leads down a very surprising path. This was inspired by a true story.»
Rated 84%, Read 12618 times, Posted Thu 26th of March 2026
True Story , Blowjob, Cosplay, Masturbation, Oral Sex, Pegging, Role-playing, Toys, Transvestite, Wife -
Daddy's Dilemma..Part1 by C.dotsa
«A dad and his daughter explore her cock»
Rated 84%, Read 14088 times, Posted Sat 21st of March 2026
Fantasy , Blowjob, Cheating, Oral Sex, Teen, Transgendered, Transsexual, 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 83.9%, Read 22980 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 -
KERI AND I SHARE A NEW MAN. by CecilBCK
«Kerri expects and enjoys a second man in our sex life at least once a month. Her girlfriend had assured her that the latest ‘pleasure person’ was very gifted ‘both ways’ and would not be possessive or too curious about her or her man.»
Rated 83.9%, Read 18657 times, Posted Mon 20th of August 2018
True Story , BDSM, Bi-sexual, Blowjob, Cuckold, Erotica, Oral Sex, Threesome, Transvestite -
My First Boyfriend 7 by Verytas
Rated 83.9%, Read 26862 times, Posted Wed 27th of April 2011
Fiction , Blowjob, Coercion, Cum Swallowing, Gay, Humiliation, Teen Male / Teen Male, Threesome, Transvestite -
Susie's First Visit by jackie offee
Rated 83.7%, Read 16860 times, Posted Sat 24th of May 2014
Fiction , Transvestite -
Halloween_(1) by Heatround
Rated 83.7%, Read 111674 times, Posted Wed 11th of May 2005
True Story , Bi-sexual, Domination/submission, First Time, Gay, Hardcore, Transvestite -
Gay Seduction by Blue Rail
«A straight guy is seduced by another guy and learns a thing or two about the female psyche»
Rated 83.7%, Read 12312 times, Posted Sat 7th of March 2026
Fiction , Anal, Ass to mouth, Bi-sexual, Blowjob, First Time, Gay, Oral Sex, Reluctance, Transvestite, Virginity -
The Sex Book by Loupy
«A young wife buys her husband a sex book for his birthday, to rekindle their romance. Adventure ensues.»
Rated 83.6%, Read 20772 times, Posted Sun 5th of January 2025
Fiction , Bi-sexual, Pegging, Role-playing, Transvestite -
When I Take A Chance, It Pays Off, Pt 1_(0) by blueredlover
«In which I take a chance and make a discovery about myself.»
Rated 83.6%, Read 17058 times, Posted Sat 16th of February 2019
Fiction , Anal, Transgendered, Transsexual, Transvestite -
To My Surprise by FreakDiscrete
Rated 83.5%, Read 39246 times, Posted Sat 26th of January 2013
Fiction , Black, Blowjob, Consensual Sex, Oral Sex, Transgendered, Transsexual, Transvestite -
THE FILM CREW. by CecilBCK
«I am fantasizing about meeting a new person tonight and having that person lick my cunt. You know I love being licked and teased. Perhaps a bi-sex woman a little younger than us?»
Rated 83.3%, Read 13332 times, Posted Sun 8th of January 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Lesbian, Male / Females, Male Solo, Older Female / Males, Oral Sex, Role-playing, Threesome, Transvestite -
likes to crossdress by shyguy984
Rated 83.3%, Read 62694 times, Posted Wed 2nd of February 2011
Fiction , Ass to mouth, Bi-sexual, Female Domination, Male / Older Female, Transvestite -
From Jeffrey to Cindy by MurphyJacked
Rated 83.3%, Read 21438 times, Posted Fri 7th of June 2013
Fantasm , Reluctance, Transvestite -
Horny Holiday by student111
Rated 83.3%, Read 17325 times, Posted Sat 28th of December 2013
Fiction , Teen Male / Teen Male, Transvestite -
My First Boyfriend 4 by Verytas
Rated 83.3%, Read 26916 times, Posted Thu 21st of April 2011
Fiction , Authoritarian, Cruelty, Foot or shoe fetish, Gay, Oral Sex, Transvestite -
Athena Corp Chronicles - Chapter 5 - Apotheosis by [James Bondage]
«The path to divinity is paved with female domination.»
Rated 83.3%, Read 6981 times, Posted Fri 12th of January 2024
Fiction , Authoritarian, BDSM, Bondage and restriction, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Job/Place-of-work, Latex fetish, Mind Control, Oral Sex, Pegging, Romance, Slavery, Spanking, Threesome, Transvestite -
Rebecca Chapter 01 by RebeccaTG
Rated 83.3%, Read 42216 times, Posted Sat 3rd of September 2011
Fiction , Cum Swallowing, Transgendered, Transsexual, Transvestite -
My first Time_(78) by iminhose
Rated 83.3%, Read 27822 times, Posted Tue 7th of February 2012
True Story , Bi-sexual, Threesome, 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 83.2%, Read 14613 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 -
Frank's Inner Woman by Fred
Rated 83.2%, Read 77197 times, Posted Sat 11th of June 2005
Fiction , Anal, Blowjob, Transgendered, Transsexual, Transvestite -
Cumming up Trumps Part 2 by Fisher King
«Trump finds his world is blown apart by his mysterious woman»
Rated 83.2%, Read 15747 times, Posted Thu 7th of April 2016
Fiction , Bi-sexual, Blowjob, Bondage and restriction, Cum Swallowing, Fan fiction, Gay, Oral Sex, Transvestite -
Danny becomes Danni. Part 2 by Danni8585
«Lynn and Jodi find Danni enjoying Kristin's cock, which leads to some confessions and even more steamy action...»
Rated 83.2%, Read 16425 times, Posted Tue 14th of May 2019
Fantasy , Anal, Lesbian, Toys, Transvestite -
Bottom Boy's Hot Creampie by Crystal Cherry
Rated 83.1%, Read 36069 times, Posted Thu 22nd of December 2011
Fiction , Anal, Ass to mouth, Erotica, Gay, Transvestite -
DID YOU PAY FOR THOSE TWO BOYS? by CecilBCK
«In my man’s recent story, Have you ever?, he told how he organized two twenty-two year boys, male escorts, for one of my girlfriends.»
Rated 83%, Read 12417 times, Posted Sat 26th of August 2023
True Story , Ass to mouth, Bi-sexual, Black, Blowjob, Bondage and restriction, Cheating, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Female/Female, Group Sex, Hardcore, Interracial, Male / Females, Masturbation, Mature, Older Female / Males, Oral Sex, Threesome, Transvestite, Written by women -
In the Cloud - Chapter 01 by A. N. Pervert
«Pictures are posted to the cloud»
Rated 83%, Read 15213 times, Posted Mon 12th of June 2017
Fiction , Authoritarian, Boy / Boy, Humiliation, Transvestite -
beginner crossdressing by srlvictoria
Rated 83%, Read 52461 times, Posted Mon 12th of November 2012
True Story , Anal, Oral Sex, Teen, Teen Male / Teen Male, Transvestite -
Good Girl_(2) by troubl3d
Rated 82.8%, Read 59994 times, Posted Tue 1st of July 2008
Fantasy , Anal, First Time, Masturbation, Teen, Teen Male Solo, Transvestite, Young -
My first night as a Maid by WittleKitten
Rated 82.8%, Read 53217 times, Posted Wed 25th of January 2012
True Story , Boy / Boy, Gay, Job/Place-of-work, Masturbation, Romance, Teen, Teen Male / Teen Male, Teen Male Solo, Transvestite, Young -
Danny becomes Danni. Part 3 by Danni8585
«Danni after having a night to remember...after admitting her crossdressing...in a vivid and slutty way...is going to enjoy the next day...»
Rated 82.8%, Read 16026 times, Posted Fri 17th of May 2019
Diary , Anal, Consensual Sex, Cum Swallowing, Lactation, Oral Sex, Toys, Transvestite -
Daddy's Dilemma by C.dotsa
«A dad and his daughter explore her cock.»
Rated 82.8%, Read 6507 times, Posted Sun 22nd of March 2026
Fantasy , Blowjob, Oral Sex, Transgendered, Transsexual, Transvestite -
I WAS JUST NINETEEN WHEN … by CecilBCK
«When I was just nineteen I arrived in a new city for a Cadetship with a new employer. One of my new buddies suggested I join a gym he was a member of.»
Rated 82.7%, Read 13944 times, Posted Wed 20th of November 2024
True Story , Bi-sexual, Blowjob, Boy, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Group Sex, Hardcore, Male / Older Female, Masturbation, Oral Sex, Teen Male / Female, Transvestite, Voyeurism, Wife -
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 82.7%, Read 27237 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
2 she males 1 lucky male by Martyn1981
«2 she males 1 lucky male all alone»
Rated 82.7%, Read 22158 times, Posted Fri 3rd of November 2023
Fiction , Anal, Transgendered, Transsexual, Transvestite -
Sometimes short for Samuel pt. 3 by lavanne
«Samantha takes some self defense lessons, and runs into trouble on the way through the park.»
Rated 82.7%, Read 6576 times, Posted Mon 30th of June 2025
Fiction , Anal, Blowjob, Gay, Male Domination, Teen, Transvestite -
Never too late part 2 by gandalf8472
Rated 82.5%, Read 16104 times, Posted Sat 2nd of June 2012
Fiction , Anal, Cum Swallowing, Enema, First Time, Group Sex, Oral Sex, Transvestite -
Buyers Beware Ch.02 by XtinaSmith
«Lace finds herself among increasingly appealing company.»
Rated 82.3%, Read 34494 times, Posted Sun 17th of February 2019
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Interracial, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
SARAH’S BI-SEXUAL FANTASIES by CecilBCK
«This Sunday afternoon my man Roger and I have been invited as ‘special guests’ to a swingers session with three other couples around our age.»
Rated 82.2%, Read 14028 times, Posted Fri 18th of November 2022
True Story , Ass to mouth, Bi-sexual, Blowjob, Cosplay, Cuckold, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Females, Masturbation, Oral Sex, Threesome, Transvestite, Voyeurism, Water Sports/Pissing -
BED AND BREAKFAST by iminhose
Rated 82.2%, Read 26223 times, Posted Tue 7th of February 2012
True Story , Threesome, Transvestite -
JUDITH X. by CecilBCK
«Judith and I share a man full of surprises.»
Rated 82.1%, Read 24894 times, Posted Thu 21st of February 2019
Diary , Ass to mouth, BDSM, Bi-sexual, Blowjob, Exhibitionism, Hardcore, Lesbian, Male/Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
my walk with a sexy neighbor by iminhose
Rated 82.1%, Read 27096 times, Posted Tue 7th of February 2012
True Story , Transvestite -
My Initiation Into BBC by Tranedrvr247
«My First introduction to BBC»
Rated 82%, Read 24345 times, Posted Mon 17th of June 2019
Fiction , Black, Boy, Consensual Sex, First Time, Transvestite -
Summer vacation changed whole life pt1 by rahul008
«an summer vacation brings out the girl»
Rated 81.9%, Read 43734 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
A fantasy of a closeted CD by victoriaD1121
Rated 81.7%, Read 25308 times, Posted Mon 2nd of February 2015
Fantasy , Blowjob, First Time, Transgendered, Transsexual, Transvestite -
The Convention Part 1 by jasonthefreak
«Twenty-something goes dressed up to a convention for the weekend»
Rated 81.7%, Read 9570 times, Posted Sat 23rd of September 2023
Fiction , Anal, Bi-sexual, Blowjob, Gay, Transvestite -
My Cum Filled Camping Trip Part One by CUM-LOVER
Rated 81.6%, Read 27909 times, Posted Mon 27th of February 2012
Fiction , Anal, Cum Swallowing, Domination/submission, Transvestite -
MY MORNING WALK by iminhose
Rated 81.4%, Read 31521 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Shemale Park Shame by Skunkbuzzard
Rated 81.4%, Read 68958 times, Posted Tue 4th of January 2011
True Story , Coercion, Cum Swallowing, Gay, Humiliation, Transsexual, Transvestite -
TRISH ON THURSDAY. by CecilBCK
«After a very sexy foursome on the weekend I have arranged to meet Trish for a lesbian experience on the following Thursday.»
Rated 81.4%, Read 25554 times, Posted Sun 10th of May 2020
True Story , Ass to mouth, Bi-sexual, Cheating, Consensual Sex, Erotica, Exhibitionism, Hardcore, Lesbian, Masturbation, Mature, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
MY NEW OLDER LOVER AND HER FRIENDS by CecilBCK
«I quickly learnt my new thirty-year old lover Charlene was seven-years older than me and far more sexually sophisticated.»
Rated 81.3%, Read 9588 times, Posted Tue 15th of April 2025
True Story , Ass to mouth, Bi-sexual, Blowjob, Boy, Cuckold, Erotica, Exhibitionism, Girls / Female, Group Sex, Lesbian, Male / Females, Older Female / Males, Oral Sex, Teen, Transvestite, Voyeurism -
The inheritance - Part One by FantasiasTrans
«The protagonist finds a talisman that allows him to control anyone he touches»
Rated 81.3%, Read 10020 times, Posted Wed 18th of March 2026
Fiction , Bi-sexual, Cum Swallowing, Domination/submission, Transvestite