sexstories.com
Transvestite
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Night Shift Sissy by Nightside
Rated 89.2%, Read 46380 times, Posted Thu 3rd of September 2015
Fiction , Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite -
DNA Chapter 4 by Zenythmon
Rated 87.5%, Read 46322 times, Posted Fri 26th of October 2007
Fantasy , Pregnant, Transgendered, Transsexual, Transvestite -
Best week ever at Uncle John's Part 2 by freak4alot
Rated 93.7%, Read 45873 times, Posted Mon 18th of March 2013
Fiction , Exhibitionism, Gay, Incest, Male Domination, Teen, Transvestite -
Rebecca Chapter 02 by RebeccaTG
Rated 93.7%, Read 45585 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite -
Suzy Unleashed Chapter 1 by Suzygurl
Rated 92.8%, Read 45498 times, Posted Sat 26th of May 2012
True Story , Oral Sex, Slavery, Transgendered, Transsexual, Transvestite -
Smoke a Cock by EroticErina
Rated 78.4%, Read 45276 times, Posted Wed 8th of September 2010
Fiction , Anal, Asian, Authoritarian, BDSM, Blowjob, Boy / Boy, Cock & ball torture, Domination/submission, Gay, Hardcore, Masturbation, Non-consensual sex, Oral Sex, Transgendered, Transvestite -
My Summer as a Girl part 1 by allioops
«A young man is given the chance to stay with his cousin Christine and live as a girl.»
Rated 95.8%, Read 44913 times, Posted Mon 2nd of August 2021
Fiction , First Time, Romance, Teen Male/Teen Female, Transvestite, Virginity -
MY MAN AND I SHARE A LADYBOY. by CecilBCK
«In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock.»
Rated 87.2%, Read 44652 times, Posted Sun 16th of June 2019
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cuckold, Exhibitionism, Male / Females, Oral Sex, Threesome, Transvestite, Written by women -
Kim Possible (The Better Revised Version) by tj_hawk
Rated 55.2%, Read 44560 times, Posted Thu 30th of August 2007
Fantasy , Rape, Reluctance, School, Transvestite -
My Bathroom parts 1-3 by littlemale
Rated 65.8%, Read 44415 times, Posted Mon 21st of September 2009
Fantasm , Anal, Gay, Latex fetish, Masturbation, Teen Male Solo, Toys, Transvestite -
Her girlfriend, my cousin by point_prelude
Rated 84.5%, Read 44198 times, Posted Tue 24th of October 2006
True Story , Blowjob, Incest, Transvestite -
Something Extra Part 2_(1) by jjkrause
«More adventures with our hermaphrodite hero Chris!»
Rated 93.5%, Read 44187 times, Posted Tue 29th of December 2015
Fantasy , Anal, Oral Sex, Transgendered, Transsexual, Transvestite -
first love_(2) by Empress Lainie
Rated 75%, Read 44127 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 -
Submissive CD used in Park! by Steve Edwards
Rated 84.7%, Read 44109 times, Posted Mon 31st of August 2015
True Story , Anal, Authoritarian, Bestiality, Bondage and restriction, Domination/submission, Fisting, Transvestite -
Jane ch 1 by Guy9494
Rated 89.7%, Read 43836 times, Posted Wed 3rd of August 2011
Fiction , Girls domination, Job/Place-of-work, Oral Sex, Reluctance, Spanking, Transgendered, Transsexual, Transvestite, Violence, Young -
Jeffry and Billy 6 by UndeniableUrges
«Becky apologizes and tries to make it up to poor Susie»
Rated 93.9%, Read 43662 times, Posted Tue 22nd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young -
Sam to Samantha_(1) by valkak
Rated 89.1%, Read 43467 times, Posted Thu 19th of November 2009
Fantasy , Anal, Blackmail, Reluctance, Transvestite, Young -
A Dad's Fantasy: Chapter 4 by dirtytrucker1973
Rated 77%, Read 43314 times, Posted Wed 31st of August 2011
Fantasy , Anal, BDSM, Domination/submission, Female Domination, First Time, Humiliation, Incest, Job/Place-of-work, Male/Teen Female, Non-consensual sex, Rape, Toys, Transvestite -
I want to be a woman chapter 5 by fuckmeanyway
Rated 88.7%, Read 43017 times, Posted Mon 12th of April 2010
Fantasy , Anal, Cum Swallowing, Gay, Group Sex, Interracial, Rape, Transvestite -
Miss Tiffany Fulfilling Her Dream by SereneLove
Rated 89.6%, Read 43014 times, Posted Sun 11th of October 2009
Fiction , First Time, Transgendered, Transsexual, Transvestite -
The story of Tim to Jennifer Part 6 by jen128
Rated 93.2%, Read 42993 times, Posted Tue 15th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite -
DNA Chapter 3 by Zenythmon
Rated 90.8%, Read 42975 times, Posted Tue 23rd of October 2007
Fantasy , Transgendered, Transvestite -
Hot Chocolate by XtinaSmith
«Casey's twin sister Joanna has a hot new girlfriend that she's desperate to keep, the only issue is she's desperate for a blowjob, something Joanna is unwilling to provide. Fortunately for her, her brother with the right outfit and makeup looks just like her...»
Rated 91.7%, Read 42858 times, Posted Fri 6th of April 2018
Fiction , Blowjob, Coercion, Cum Swallowing, Interracial, Transgendered, Transsexual, Transvestite -
Forgiveness by The_Technician
Rated 87.9%, Read 42603 times, Posted Wed 21st of January 2015
Fantasm , Anal, Blowjob, Coercion, Enema, Extreme, Female Domination, Gay, Humiliation, Masturbation, Non-consensual sex, Prostitution, Transvestite -
Dressed To Thrill by PicturePainter
Rated 95.3%, Read 41895 times, Posted Thu 1st of July 2010
Fantasy , Bondage and restriction, Male Solo, Masturbation, Spanking, Transvestite -
Life long TV by lorilongnails
Rated 93%, Read 41751 times, Posted Sat 22nd of October 2011
True Story , Bi-sexual, Cum Swallowing, Transgendered, Transvestite -
The Story of Tim to Jennifer Part 7 by jen128
Rated 92.1%, Read 41523 times, Posted Wed 23rd of November 2011
Fiction , Anal, Bi-sexual, Consensual Sex, Hardcore, Lesbian, Oral Sex, Transgendered, Transsexual, Transvestite -
Daddy's Femboi by LordKuyohashi
«A sissy femboi pleases his new Daddy.»
Rated 40%, Read 41475 times, Posted Mon 12th of October 2015
Fiction , Anal, Gay, Transvestite -
My Brother's Girlfriend by justfordanniboi
«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 93.7%, Read 41160 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite -
The Video Booth_(1) by Miki-In-Panties
Rated 93.1%, Read 40956 times, Posted Wed 4th of December 2013
True Story , Bi-sexual, Blowjob, Exhibitionism, Masturbation, Oral Sex, Transvestite -
The New Girls_(0) by Phoenix Cinders
«Noah gets femmed out and gangbanged by the New Girls»
Rated 93%, Read 40914 times, Posted Thu 2nd of January 2020
Science-Fiction , Anal, Black, Blowjob, Coercion, Domination/submission, Group Sex, Reluctance, School, Spanking, Threesome, Transgendered, Transsexual, Transvestite, Virginity -
Tranny in Toronto - Chapter 5 by Lizzie1337
«Giving a massage to my friend Helen»
Rated 92.1%, Read 40815 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 01 by RebeccaTG
Rated 83.3%, Read 40704 times, Posted Sat 3rd of September 2011
Fiction , Cum Swallowing, Transgendered, Transsexual, Transvestite -
Lara & Jack to Melissa - part 2 (the 1. day continues and the 2. day) by LesLara84
Rated 86.2%, Read 40665 times, Posted Thu 12th of January 2012
True Story , Anal, Ass to mouth, Bi-sexual, Cum Swallowing, Female Domination, Fisting, Humiliation, Latex fetish, Masturbation, Non-consensual sex, Oral Sex, Prostitution, Teen Female Solo, Toys, Transvestite, Written by women -
Lara & Jack to Melissa - part 3 by LesLara84
Rated 88.3%, Read 40557 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 -
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 65.5%, Read 40494 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 -
Craigslist Tranny, First Time by markerss
«I had thought about being with a transsexual and decided to contact them through Craigslist. I got many responses back wanting to meeting, but I couldn’t get the guts to pursue it, until I came across a post that simply said, "Satisfaction Guaranteed.”»
Rated 91.3%, Read 40485 times, Posted Sun 10th of May 2020
True Story , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, First Time, Gay, Latina, Prostitution, Reluctance, Transgendered, Transsexual, Transvestite -
adult book store_(1) by iminhose
Rated 81.2%, Read 40134 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Satan's Den by jen128
Rated 92.9%, Read 40086 times, Posted Wed 8th of October 2014
Fiction , Anal, Bi-sexual, Consensual Sex, Erotica, First Time, Gay, Hardcore, Oral Sex, Transgendered, Transvestite -
Kalynns Ass part two_(0) by Kalynn
Rated 93.7%, Read 40020 times, Posted Sun 2nd of June 2013
True Story , 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 93.6%, Read 39714 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 -
the most amazing story ever told part 3 finale by ZZZ
Rated 35.7%, Read 39698 times, Posted Sun 7th of May 2006
Fantasm , Bi-sexual, Death, Incest, Prostitution, Transvestite, Violence -
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 94.1%, Read 39447 times, Posted Sun 20th of May 2018
Fiction , Blowjob, Reluctance, Romance, Transvestite -
The Grave Protrusion by EroticErina
Rated 80%, Read 39387 times, Posted Mon 23rd of August 2010
Fantastic , Anal, Boy, Cum Swallowing, Gay, Gothic, Horror, Masturbation, Oral Sex, Pregnant, Snuff, Transvestite -
My New Life_(4) by Artie_Longer
Rated 84.6%, Read 38949 times, Posted Mon 9th of December 2013
Fiction , Anal, Blowjob, Consensual Sex, Incest, Threesome, Toys, Transgendered, Transsexual, Transvestite -
Growing Up Ch2 by GoatRavisher
«I get to be a big sister»
Rated 94.4%, Read 38646 times, Posted Sat 13th of October 2018
Diary , Cum Swallowing, First Time, Incest, Male / Older Female, Transvestite -
Club Gomorrah. The Sissy Saga. Chapter 1 The Mindfuck. by NumberNinetyFour
«Ryan Everest, a horny porn addicted 22 year old male has been kidnapped by a strange woman, he wakes up only to find that he has been restrained and that his captor wants to play, and stream it for the world to see.»
Rated 91.3%, Read 38502 times, Posted Sun 6th of January 2019
Fiction , Asian, BDSM, Bi-sexual, Blowjob, Body modification, Bondage and restriction, Cock & ball torture, Cruelty, Cum Swallowing, Discipline, Domination/submission, Drug, Exhibitionism, Extreme, Female Domination, First Time, Hardcore, Interracial, Mind Control, Non-consensual sex, Oral Sex, Rape, Reluctance, Romance, Slavery, Stockholm Syndrome, Teen Male / Female, Torture, Transgendered, Transsexual, Transvestite, Virginity -
Sometimes loosing a bet is not bad by rahul008
«change of my life for my love»
Rated 79.3%, Read 38457 times, Posted Fri 26th of February 2016
Fiction , Anal, Body modification, Group Sex, Incest, Threesome, Transgendered, Transsexual, Transvestite -
sexy secretary & friend by [email protected]
Rated 72.1%, Read 38035 times, Posted Mon 8th of October 2007
True Story , Anal, Mature, Threesome, Toys, Transvestite -
Pledging Alpha Kappa Betta Sorority by Phoenix Cinders
«Ash and his best friend Casey are recruited to join Alpha Kappa Beta Sorority by two really beautiful girls. Soon they find out that there is a darker agenda behind their invitation.»
Rated 86.5%, Read 38013 times, Posted Mon 24th of September 2018
Diary , Anal, Ass to mouth, Authoritarian, Blackmail, Blowjob, Bondage and restriction, Coercion, Cum Swallowing, Domination/submission, First Time, Gay, Girls domination, Hardcore, Humiliation, Non-consensual sex, Oral Sex, Reluctance, Spanking, Teen, Toys, Transgendered, Transsexual, Transvestite, Virginity -
To My Surprise by FreakDiscrete
Rated 82.3%, Read 37926 times, Posted Sat 26th of January 2013
Fiction , Black, Blowjob, Consensual Sex, Oral Sex, Transgendered, Transsexual, Transvestite -
Sam's sisters boyfriend by gloryholelover
Rated 74.4%, Read 37908 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 -
Krylo! by
Rated 76.3%, Read 37707 times, Posted Sun 5th of May 2013
Fantasm , Anal, Bestiality, Bi-sexual, Boy / Boy, Boys/Teen Female, Cum Swallowing, Exhibitionism, Extreme, Female / Girl, Female solo, First Time, Gay, Group Sex, Hardcore, Humiliation, Incest, Latina, Lesbian, Male / Female Teens, Males / Female, Males / Females, Masturbation, Older Female / Males, Rape, Spanking, Teen Female Solo, Teen Female/Teen Female, Teen Male Solo, Teen Male/Teen Female, Transsexual, Transvestite, Virginity, Wife, Young -
The New Girls_(1) by Phoenix Cinders
«Femboy gets turned into a sissy by the New Girls in school»
Rated 90.3%, Read 37404 times, Posted Wed 1st of January 2020
Science-Fiction , Anal, Blowjob, Coercion, Cum Swallowing, Group Sex, Oral Sex, Reluctance, School, Transgendered, Transsexual, Transvestite, Virginity -
The story of Tim to Jennifer Part 5 by jen128
Rated 92.8%, Read 37359 times, Posted Mon 7th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite -
Jamila: Tales of a Prison Transexual by
Rated 71.4%, Read 37170 times, Posted Mon 3rd of October 2011
Fiction , Anal, Death, Erotica, Gay, Hardcore, Masturbation, Murder, Oral Sex, Prostitution, Rape, Reluctance, Scatology, Transgendered, Transsexual, Transvestite, Violence -
Summer vacation changed whole life pt1 by rahul008
«an summer vacation brings out the girl»
Rated 78.9%, Read 37146 times, Posted Thu 7th of January 2016
True Story , Anal, Bi-sexual, Blowjob, Body modification, Cum Swallowing, Transgendered, Transsexual, Transvestite -
Pains of Aspiration by EroticErina
Rated 67.5%, Read 37137 times, Posted Mon 6th of September 2010
Fantasm , Anal, Blowjob, Boy / Boy, Cannibalism, Cheating, Consensual Sex, Cruelty, Cum Swallowing, Death, Gay, Murder, Oral Sex, Snuff, Transgendered, Transvestite, Violence -
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 92.9%, Read 36801 times, Posted Fri 29th of April 2016
Fiction , Anal, Blackmail, Blowjob, Domination/submission, Humiliation, Reluctance, Transgendered, Transsexual, Transvestite, Voyeurism -
My first Time_(81) by Soulstorys
Rated 75%, Read 36765 times, Posted Wed 7th of March 2012
True Story , Gay, Masturbation, Non-consensual sex, Transvestite, Young -
My changing fortunes - 02 by Luvagobfull
Rated 90%, Read 36390 times, Posted Thu 27th of October 2011
Fiction , Anal, Blowjob, Gay, Transsexual, Transvestite -
Sam's sister's black bf's cock 2. by gloryholelover
Rated 83.9%, Read 36000 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 -
my transition by horny4u69
Rated 56%, Read 35858 times, Posted Mon 8th of May 2006
Fiction , Bi-sexual, Bondage and restriction, Teen, Teen Male / Teen Male, Threesome, Transvestite -
Missing my Mom by g1958101
Rated 89%, Read 35571 times, Posted Sat 13th of November 2010
Fiction , Anal, Masturbation, Toys, Transvestite, Young -
Black Lace_(1) by countryboy44
Rated 91.1%, Read 35271 times, Posted Sun 25th of March 2012
Fiction , Anal, Blowjob, Gay, Teen Male / Teen Male, Transvestite -
I hate Sneezing!_(0) by jonialabaster
«Ryan is a voyeur, a pervert, and a younger. He's discovered in his sister's closet while she's working.»
Rated 94.7%, Read 35061 times, Posted Mon 16th of April 2018
Fiction , Blowjob, Incest, Transvestite, Voyeurism -
Say Hello to Georgette by sourdough
Rated 85.7%, Read 34761 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 82.2%, Read 34758 times, Posted Thu 22nd of December 2011
Fiction , Anal, Ass to mouth, Erotica, Gay, Transvestite -
Date With My Aunt by jonialabaster
«Ryan has a voyeuristic life and discovers his love for panties. After his mom dies, he and his aunt go on a date and they learn more about each other.»
Rated 91%, Read 34641 times, Posted Thu 20th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Exhibitionism, Female Domination, Humiliation, Incest, Male / Older Female, Transvestite, Voyeurism -
Futuristic Misfit: Finishing Early by Volume1995
Rated 84.6%, Read 34374 times, Posted Sun 1st of April 2012
Fantasy , Anal, BDSM, Blowjob, Bondage and restriction, Death, Extreme, First Time, Group Sex, Hardcore, Horror, Murder, Non-consensual sex, Oral Sex, Rape, Reluctance, Slavery, Transgendered, Transsexual, Transvestite, Virginity, Young