sexstories.com
Transvestite
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Suzy Unleashed Chapter 1 by Suzygurl
Rated 92.7%, Read 48237 times, Posted Sat 26th of May 2012
True Story , Oral Sex, Slavery, Transgendered, Transsexual, Transvestite -
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 92.9%, Read 47940 times, Posted Wed 9th of June 2021
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite, Young -
My Bi-Curious Adventure - Part 1 by justaguy999
«A lifelong heterosexual gives-in to bi-curious fantasies.»
Rated 90.4%, Read 47904 times, Posted Sat 4th of April 2026
Fiction , Anal, Bi-sexual, Blowjob, Cosplay, Cum Swallowing, Transvestite -
DNA Chapter 4 by Zenythmon
Rated 87.2%, Read 47726 times, Posted Fri 26th of October 2007
Fantasy , Pregnant, Transgendered, Transsexual, Transvestite -
Tranny in Toronto - Chapter 5 by Lizzie1337
«Giving a massage to my friend Helen»
Rated 91.4%, Read 47463 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 -
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 -
The New Girls_(1) by Phoenix Cinders
«Femboy gets turned into a sissy by the New Girls in school»
Rated 91.1%, Read 46710 times, Posted Wed 1st of January 2020
Science-Fiction , Anal, Blowjob, Coercion, Cum Swallowing, Group Sex, Oral Sex, Reluctance, School, Transgendered, Transsexual, Transvestite, Virginity -
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 -
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 92.8%, Read 45900 times, Posted Fri 29th of April 2016
Fiction , Anal, Blackmail, Blowjob, Domination/submission, Humiliation, Reluctance, Transgendered, Transsexual, Transvestite, Voyeurism -
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 -
Brenda's First by brendajets
«A crossdresser takes the next step.»
Rated 94.2%, Read 45465 times, Posted Fri 12th of April 2019
Diary , Blowjob, First Time, 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 -
Christmas Magic Pt. 1 by Phoenix Cinders
«homeless femboy wizard finds a home with 2 futa witches»
Rated 92.2%, Read 45192 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 -
Sam to Samantha_(1) by valkak
Rated 89.1%, Read 44877 times, Posted Thu 19th of November 2009
Fantasy , Anal, Blackmail, Reluctance, Transvestite, Young -
Summer vacation changed whole life pt1 by rahul008
«an summer vacation brings out the girl»
Rated 81.9%, Read 44439 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
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 -
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 43875 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 -
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 -
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 -
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 -
Feminized And Fucked On Halloween by Loupy
«I agreed to let my girlfriend pick my costume and dress me up for Halloween... but I had no idea where that decision would lead!»
Rated 85.8%, Read 42444 times, Posted Wed 10th of June 2026
Fiction , Anal, BDSM, Bi-sexual, Blowjob, Cock & ball torture, Consensual Sex, Cosplay, Erotica, First Time, Gay, Male Male/Teen Female, Role-playing, Threesome, Transvestite, Virginity, Young -
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 -
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 93.1%, Read 41955 times, Posted Tue 29th of November 2016
Fantasm , Anal, Blowjob, Discipline, Domination/submission, Slavery, 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 -
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 94.9%, Read 41604 times, Posted Fri 21st of May 2021
Fantasy , Blackmail, Male / Female Teens, School, Transvestite -
Kalynns Ass part two_(0) by Kalynn
Rated 93.7%, Read 41253 times, Posted Sun 2nd of June 2013
True Story , Transvestite -
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 92.1%, Read 40950 times, Posted Thu 20th of May 2021
Fantasy , Anal, Bi-sexual, Gay, Transvestite, Water Sports/Pissing -
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 -
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 87.5%, Read 40728 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 88.6%, Read 40374 times, Posted Mon 23rd of August 2021
Fiction , Anal, Male / Females, Oral Sex, Transsexual, 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 92.9%, Read 40056 times, Posted Thu 24th of September 2020
True Story , Anal, Bi-sexual, Blowjob, Cum Swallowing, Gay, Oral Sex, 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 -
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 92.8%, Read 39519 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 -
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 -
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 92.7%, Read 39396 times, Posted Fri 4th of May 2018
True Story , Anal, Authoritarian, Cum Swallowing, Gay, Spanking, 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 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 -
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 -
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 87.5%, Read 37374 times, Posted Sun 26th of December 2021
True Story , Anal, Blowjob, First Time, Gay, Transgendered, 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 -
Futanari First Love 2 by L King
«Dickgirl fucks for the first time»
Rated 92.5%, Read 37203 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 -
Missing my Mom by g1958101
Rated 89.3%, Read 37026 times, Posted Sat 13th of November 2010
Fiction , Anal, Masturbation, Toys, Transvestite, Young -
Summer vacation changed whole life pt2 by rahul008
«an summer vacation brings out the girl»
Rated 86.1%, Read 36822 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
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 -
Hot Chocolate Ch.02_(0) by XtinaSmith
«Shahira comes back for more.»
Rated 88.8%, Read 36276 times, Posted Thu 15th of November 2018
Fiction , Blowjob, Cum Swallowing, Erotica, Romance, Transgendered, Transsexual, Transvestite, Written by women -
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 -
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 92.9%, Read 35805 times, Posted Wed 30th of November 2022
Fantasy , Anal, Bi-sexual, Blowjob, Boy / Boy, Cheating, Cum Swallowing, Gay, Group Sex, Threesome, Transgendered, 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 -
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%, Read 35595 times, Posted Tue 24th of August 2021
Fiction , Bi-sexual, Exhibitionism, First Time, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite -
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 -
Helping Rob's Dad by mazeyj
«Ron introduces his Dad to his young fuck partner»
Rated 84.9%, Read 35229 times, Posted Fri 15th of September 2017
Diary , Gay, Transvestite -
Buyers Beware Ch.02 by XtinaSmith
«Lace finds herself among increasingly appealing company.»
Rated 82.3%, Read 34785 times, Posted Sun 17th of February 2019
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Interracial, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
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 -
The Walk by charlotte69
Rated 94.2%, Read 34242 times, Posted Mon 6th of January 2014
Fantasy , Romance, Transgendered, Transvestite -
Internet Hookup Pioneer by Katie_Johnny
«A sissy spends an enchanting evening with a hot hunk»
Rated 93.6%, Read 34188 times, Posted Wed 22nd of March 2023
True Story , Blowjob, Cum Swallowing, Domination/submission, Drug, Oral Sex, Transsexual, Transvestite -
Sissy Slut Adventure by sneakyPoet
«A gay slut describes how he became who he is and gives his first head»
Rated 93.1%, Read 34095 times, Posted Fri 29th of September 2017
Diary , Blowjob, Cum Swallowing, First Time, Gay, Humiliation, Masturbation, Oral Sex, Transvestite -
family changed ron to rose by rahul008
«this story says how a family has changed the fate of ron»
Rated 79%, Read 33930 times, Posted Fri 3rd of July 2015
Fiction , Anal, Cum Swallowing, Transgendered, Transsexual, Transvestite -
Tinder Tranny Hook Up by markerss
«This story took place many years ago after breaking up with a girlfriend of several years. I was feeling lost and felt I need to get out there. I started looking at porn online, and eventually searched the internet for dating site, and even casual sexual encounter sites.»
Rated 89.8%, Read 33885 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
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 -
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 -
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 33741 times, Posted Mon 4th of March 2019
Fiction , Anal, Consensual Sex, Gay, Job/Place-of-work, School, Teen, Transvestite