sexstories.com
Transvestite
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Sister's Dress Up Doll - revised_(1) by jonialabaster
«A new doll is all the rage with older girls. Kimmy can't afford one, but her brother looks like he could fit her clothes»
Rated 94.6%, Read 47208 times, Posted Sun 20th of May 2018
Fiction , Blowjob, Reluctance, Romance, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 93.9%, Read 47172 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Toronto Subway Deepthroat by G_Reillyp
«A young lady headed home on the Toronto subway has a chance encounter with a gorgeous t-girl.»
Rated 93.2%, Read 46482 times, Posted Mon 28th of May 2018
True Story , Bi-sexual, Blowjob, Cum Swallowing, Domination/submission, Extreme, Female / Girl, Hardcore, Humiliation, Oral Sex, Romance, Transgendered, Transsexual, Transvestite, Young -
Tranny in Toronto - Chapter 5 by Lizzie1337
«Giving a massage to my friend Helen»
Rated 91.8%, Read 46248 times, Posted Tue 15th of December 2015
True Story , Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Erotica, Extreme, First Time, Hardcore, Lesbian, massage, Mature, Oral Sex, Pregnant, Romance, Transgendered, Transsexual, Transvestite, Wife, Written by women -
first love_(2) by Empress Lainie
Rated 75%, Read 46002 times, Posted Fri 2nd of March 2012
True Story , Anal, Ass to mouth, Blowjob, First Time, Masturbation, Older Male / Female, Reluctance, Transgendered, Transsexual, Transvestite, Written by women -
I’m Ed’s cross-dressing home help by Dave.Trudy2
«After being made redundant l needed something to keep me busy. I passed a charity shop and saw a card in the window asking for volunteers and that’s how l met Edward and the fun started.»
Rated 95.9%, Read 45723 times, Posted Sat 24th of October 2020
Fantasy , Anal, Blowjob, Role-playing, Transvestite -
My Bathroom parts 1-3 by littlemale
Rated 66%, Read 45513 times, Posted Mon 21st of September 2009
Fantasm , Anal, Gay, Latex fetish, Masturbation, Teen Male Solo, Toys, Transvestite -
The story of Tim to Jennifer Part 6 by jen128
Rated 93.5%, Read 45459 times, Posted Tue 15th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite -
The New Girls_(1) by Phoenix Cinders
«Femboy gets turned into a sissy by the New Girls in school»
Rated 90.8%, Read 45294 times, Posted Wed 1st of January 2020
Science-Fiction , Anal, Blowjob, Coercion, Cum Swallowing, Group Sex, Oral Sex, Reluctance, School, Transgendered, Transsexual, Transvestite, Virginity -
Sam to Samantha_(1) by valkak
Rated 89.1%, Read 44877 times, Posted Thu 19th of November 2009
Fantasy , Anal, Blackmail, Reluctance, Transvestite, Young -
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 93.9%, Read 44736 times, Posted Wed 9th of June 2021
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite, Young -
Miss Tiffany Fulfilling Her Dream by SereneLove
Rated 90.3%, Read 44301 times, Posted Sun 11th of October 2009
Fiction , First Time, Transgendered, Transsexual, Transvestite -
DNA Chapter 3 by Zenythmon
Rated 90.9%, Read 44280 times, Posted Tue 23rd of October 2007
Fantasy , Transgendered, Transvestite -
Pleasing Bill: A Crossdressing Story #2 by JessRider
«“Hello?” Bill said answering his phone “Hi Bill, it's me.” I said hoping he would recognize my voice sounding more girly then it was. “I was wondering how long it would be before you caved in and call me. So you ready to be a part time sissy bitch? “Yes, I wa»
Rated 93%, Read 44007 times, Posted Fri 29th of April 2016
Fiction , Anal, Blackmail, Blowjob, Domination/submission, Humiliation, Reluctance, Transgendered, Transsexual, Transvestite, Voyeurism -
Christmas Magic Pt. 1 by Phoenix Cinders
«homeless femboy wizard finds a home with 2 futa witches»
Rated 92.1%, Read 43941 times, Posted Sat 5th of December 2020
Fantasy , Anal, Ass to mouth, Blowjob, Boy, Coercion, Consensual Sex, Erotica, First Time, Humiliation, Interracial, Oral Sex, Reluctance, Romance, Threesome, Transgendered, Transsexual, Transvestite, Virginity -
The Story of Tim to Jennifer Part 7 by jen128
Rated 92.5%, Read 43566 times, Posted Wed 23rd of November 2011
Fiction , Anal, Bi-sexual, Consensual Sex, Hardcore, Lesbian, Oral Sex, Transgendered, Transsexual, Transvestite -
Brenda's First by brendajets
«A crossdresser takes the next step.»
Rated 94%, Read 43545 times, Posted Fri 12th of April 2019
Diary , Blowjob, First Time, Transvestite -
Life long TV by lorilongnails
Rated 93.2%, Read 43527 times, Posted Sat 22nd of October 2011
True Story , Bi-sexual, Cum Swallowing, Transgendered, Transvestite -
The Video Booth_(1) by Miki-In-Panties
Rated 93.3%, Read 43365 times, Posted Wed 4th of December 2013
True Story , Bi-sexual, Blowjob, Exhibitionism, Masturbation, Oral Sex, Transvestite -
Summer vacation changed whole life pt1 by rahul008
«an summer vacation brings out the girl»
Rated 82.1%, Read 43281 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
OUR UBER DRIVER by CecilBCK
«Sometimes the best sexual relationships happen unexpectedly, by serendipty or by happenstance. Even as a result of a previous dalliance This story involves new sexual partners for both my lady and I in such circumstances.»
Rated 73%, Read 43236 times, Posted Fri 8th of September 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Cuckold, Cum Swallowing, Discipline, Domination/submission, Erotica, Exhibitionism, Female / Girl, Female exhibitionist, Female/Female, Group Sex, Hardcore, Lesbian, Male / Females, Oral Sex, Spanking, Threesome, Transvestite, Voyeurism, Written by women -
Satan's Den by jen128
Rated 93.3%, Read 43200 times, Posted Wed 8th of October 2014
Fiction , Anal, Bi-sexual, Consensual Sex, Erotica, First Time, Gay, Hardcore, Oral Sex, Transgendered, Transvestite -
Lara & Jack to Melissa - part 3 by LesLara84
Rated 88.5%, Read 42573 times, Posted Fri 13th of January 2012
True Story , Anal, Blackmail, Body modification, Consensual Sex, Discipline, Domination/submission, Female Domination, Fisting, Latex fetish, Teen Male / Teen Male, Transsexual, Transvestite, Written by women -
adult book store_(1) by iminhose
Rated 81.1%, Read 42234 times, Posted Tue 7th of February 2012
True Story , Gay, 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 changing fortunes - 02 by Luvagobfull
Rated 90%, Read 41850 times, Posted Thu 27th of October 2011
Fiction , Anal, Blowjob, Gay, Transsexual, Transvestite -
Kalynns Ass part two_(0) by Kalynn
Rated 93.7%, Read 41253 times, Posted Sun 2nd of June 2013
True Story , Transvestite -
The Grave Protrusion by EroticErina
Rated 80%, Read 40791 times, Posted Mon 23rd of August 2010
Fantastic , Anal, Boy, Cum Swallowing, Gay, Gothic, Horror, Masturbation, Oral Sex, Pregnant, Snuff, Transvestite -
Pleasing Bill: A Crossdressing Story #3 by JessRider
«]I woke up early the morning after my first day of being Bill’s live in slut. I got up to listen and hear my dad and siblings leaving for work around 7. I was going to wait for all of them to leave before I dress and go back to Bill’s at 12.»
Rated 93%, Read 40146 times, Posted Tue 29th of November 2016
Fantasm , Anal, Blowjob, Discipline, Domination/submission, Slavery, Transgendered, Transsexual, Transvestite -
The story of Tim to Jennifer Part 5 by jen128
Rated 93.2%, Read 39783 times, Posted Mon 7th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite -
Sam's sisters boyfriend by gloryholelover
Rated 75%, Read 39609 times, Posted Sat 16th of February 2013
Fantasy , Anal, Cum Swallowing, Group Sex, Interracial, Male/Teen Female, Older Male / Female, Oral Sex, Teen, Transsexual, Transvestite, Young -
Cross-dressing camper Part 2 by Satintex
«After having been caught in the woods wearing lingerie and giving my first blow job, another camper shows up.»
Rated 92%, Read 39414 times, Posted Thu 20th of May 2021
Fantasy , Anal, Bi-sexual, Gay, Transvestite, Water Sports/Pissing -
sexy secretary & friend by lemoignan1970@yahoo.co.uk
Rated 71.7%, Read 39409 times, Posted Mon 8th of October 2007
True Story , Anal, Mature, Threesome, Toys, 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 -
Spicy Story - The rest of the fuckin story by TexanBelgianCutie
«Big dicked mommy, her submissive twink son, and the transformed daughter explore each other's bodies for days to come.»
Rated 87.3%, Read 39093 times, Posted Fri 1st of December 2017
Fantasy , Anal, Bi-sexual, Body modification, Boy, Domination/submission, Gay, Group Sex, Humiliation, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
A Night Not To Remember.... by sally slutton
«Dean fancies himself as a ladies man, work all week, fuck all weekend. The bigger the tits, the more he goes for them. Until he 'bumps' into Sally and gets more than he bargained for...»
Rated 88.4%, Read 39069 times, Posted Mon 23rd of August 2021
Fiction , Anal, Male / Females, Oral Sex, Transsexual, Transvestite -
The Walk...continued (pt2) by charlotte69
Rated 95.4%, Read 38445 times, Posted Wed 8th of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, Transvestite -
Deal with a Demon pt. 1 by Wolf Hunt
«The wealthy Draco Kostova just so happens to find a sexy femboy to his liking, walking alongside the road. His intentions for the boy aren't as pure as the boy's intentions. Draco wants to make a deal with the boy, will he accept? Or will he find out Draco's secret and run!»
Rated 92.7%, Read 38046 times, Posted Wed 2nd of January 2019
Fantasy , Anal, Ass to mouth, Authoritarian, Boy, Coercion, Consensual Sex, Cum Swallowing, Domination/submission, Erotica, Gay, Hardcore, Male Domination, Reluctance, Slavery, Teen, Transvestite, Virginity -
Bitch in Heat_(3) by Randal Satyr
«A young man finds out what it is to be dominated, spanked, and used as a young woman.»
Rated 92.5%, Read 37680 times, Posted Fri 4th of May 2018
True Story , Anal, Authoritarian, Cum Swallowing, Gay, Spanking, Transvestite -
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 -
I love going to the bathhouse by toddh1970
«I love going to the bathhouse. I love who I really am and desperately need to become her full-time.»
Rated 93%, Read 37287 times, Posted Thu 24th of September 2020
True Story , Anal, Bi-sexual, Blowjob, Cum Swallowing, Gay, Oral Sex, Transsexual, Transvestite -
Black Lace_(1) by countryboy44
Rated 91.3%, Read 37251 times, Posted Sun 25th of March 2012
Fiction , Anal, Blowjob, Gay, Teen Male / Teen Male, Transvestite -
Valerie discovers me Part 1 by Satintex
«I enjoyed wearing panties to school and thought no one knew, but my friend Valerie was on to me.»
Rated 95.2%, Read 37131 times, Posted Fri 21st of May 2021
Fantasy , Blackmail, Male / Female Teens, School, Transvestite -
Missing my Mom by g1958101
Rated 89.3%, Read 37026 times, Posted Sat 13th of November 2010
Fiction , Anal, Masturbation, Toys, Transvestite, Young -
my transition by horny4u69
Rated 56.5%, Read 36737 times, Posted Mon 8th of May 2006
Fiction , Bi-sexual, Bondage and restriction, Teen, Teen Male / Teen Male, Threesome, 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 -
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 -
Random Sex by caryli
Rated 90%, Read 35904 times, Posted Mon 24th of February 2014
True Story , Anal, Bi-sexual, Blowjob, Cum Swallowing, Gay, Transvestite -
Jaclyn part one by Kalynn
Rated 90%, Read 35895 times, Posted Sun 6th of October 2013
Fantasy , Transsexual, Transvestite -
First time out in Woman's clothing by Mdcowboy01
Rated 89%, Read 35739 times, Posted Mon 26th of November 2012
Fiction , Anal, Ass to mouth, Gay, Transvestite -
Hot Chocolate Ch.02_(0) by XtinaSmith
«Shahira comes back for more.»
Rated 88.8%, Read 35574 times, Posted Thu 15th of November 2018
Fiction , Blowjob, Cum Swallowing, Erotica, Romance, Transgendered, Transsexual, Transvestite, Written by women -
My First Boyfriend 3 by Verytas
Rated 89.7%, Read 35568 times, Posted Wed 20th of April 2011
Fiction , Authoritarian, Boy, Cruelty, Gay, Humiliation, Reluctance, Teen, Transvestite -
Summer vacation changed whole life pt2 by rahul008
«an summer vacation brings out the girl»
Rated 85.4%, Read 35568 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
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 88.7%, Read 34857 times, Posted Sun 26th of December 2021
True Story , Anal, Blowjob, First Time, Gay, Transgendered, Transsexual, Transvestite -
Futanari First Love 2 by L King
«Dickgirl fucks for the first time»
Rated 92.9%, Read 34548 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 -
My First Boyfriend 6 by Verytas
Rated 91.9%, Read 34449 times, Posted Tue 26th of April 2011
Fiction , Blowjob, Boy, Cruelty, Domination/submission, Gay, Teen, Transvestite, Virginity -
Buyers Beware Ch.02 by XtinaSmith
«Lace finds herself among increasingly appealing company.»
Rated 82.3%, Read 34269 times, Posted Sun 17th of February 2019
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Interracial, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
The Walk by charlotte69
Rated 94.2%, Read 34242 times, Posted Mon 6th of January 2014
Fantasy , Romance, Transgendered, 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 93.2%, Read 34209 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
Fun In Twickenham by naughtygirlyboy
Rated 92.3%, Read 33861 times, Posted Mon 20th of April 2009
Fantasy , Bi-sexual, Transvestite -
Bunking Off by student111
Rated 93.5%, Read 33819 times, Posted Mon 10th of February 2014
Fiction , First Time, Group Sex, Transvestite -
Helping Rob's Dad by mazeyj
«Ron introduces his Dad to his young fuck partner»
Rated 84.5%, Read 33807 times, Posted Fri 15th of September 2017
Diary , Gay, Transvestite -
Sexual Compulsion Out of Space by EroticErina
Rated 44.3%, Read 33768 times, Posted Mon 23rd of August 2010
Fantastic , Alien, Asian, Blowjob, Cum Swallowing, Death, Gay, Horror, Mind Control, Pregnant, Scatology, Snuff, Transvestite -
My flatmate is a panty pervert by kinkyjill
Rated 81.2%, Read 33699 times, Posted Sat 15th of January 2011
Fantasy , Fisting, Girls domination, Masturbation, Oral Sex, Transvestite -
family changed ron to rose by rahul008
«this story says how a family has changed the fate of ron»
Rated 78.4%, Read 32988 times, Posted Fri 3rd of July 2015
Fiction , Anal, Cum Swallowing, Transgendered, Transsexual, Transvestite -
Joey's First Detention by MightBeRealz
«Joey Stevens, Superslut Part 2! Joey shows up for his first detention with Mr. Brennan.»
Rated 91.7%, Read 32841 times, Posted Mon 4th of March 2019
Fiction , Anal, Consensual Sex, Gay, Job/Place-of-work, School, Teen, Transvestite -
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 93.4%, Read 32736 times, Posted Wed 30th of November 2022
Fantasy , Anal, Bi-sexual, Blowjob, Boy / Boy, Cheating, Cum Swallowing, Gay, Group Sex, Threesome, Transgendered, Transsexual, Transvestite -
The Bet_(1) by kinkyrubber
Rated 92.8%, Read 32715 times, Posted Thu 1st of December 2011
Fiction , Blowjob, Transvestite -
Sissy Slut Adventure by sneakyPoet
«A gay slut describes how he became who he is and gives his first head»
Rated 92.6%, Read 32589 times, Posted Fri 29th of September 2017
Diary , Blowjob, Cum Swallowing, First Time, Gay, Humiliation, Masturbation, Oral Sex, Transvestite -
best movie i never saw by iminhose
Rated 92.4%, Read 32481 times, Posted Tue 7th of February 2012
True Story , Blowjob, Gay, Transvestite