sexstories.com
Transvestite
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Denver and Alex by younganhung1889
Rated 93%, Read 77202 times, Posted Mon 25th of April 2011
Fiction , Blowjob, 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 -
Allison is a he by Roy
Rated 74.1%, Read 77015 times, Posted Fri 28th of May 2004
Fiction , Anal, Bi-sexual, Blowjob, Gay, Transvestite -
Becoming Sadi: Part 3 by Beckyj1992
«Sadi takes a big risk and is then faced with a decision that will change her life forever!»
Rated 93.8%, Read 76167 times, Posted Thu 7th of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Something Extra_(0) by jjkrause
«A young hermaphrodite searches for love and understanding»
Rated 93.5%, Read 75096 times, Posted Sat 26th of December 2015
Fantasm , Anal, Bi-sexual, Blowjob, Transgendered, Transsexual, Transvestite -
Working 'Girl'_(1) by mrseven
«A teen boy works the park late at night to make money in the best way he knows how.»
Rated 94.8%, Read 73731 times, Posted Sat 20th of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young -
First Time In Shiny Pantyhose by silkslipsandhose
Rated 89.3%, Read 73464 times, Posted Mon 7th of February 2011
True Story , Bi-sexual, Boy, Erotica, First Time, Gay, School, Teen, Transvestite, Young -
i got caught!!! by iminhose
Rated 88.7%, Read 73248 times, Posted Tue 7th of February 2012
True Story , Bi-sexual, Female Domination, Gay, Transvestite, Wife -
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 94.9%, Read 73125 times, Posted Mon 2nd of August 2021
Fiction , First Time, Romance, Teen Male/Teen Female, Transvestite, Virginity -
Suzy Unleashed Chapter 1 (formatting corrected) by Suzygurl
Rated 93.3%, Read 72408 times, Posted Sat 26th of May 2012
True Story , Oral Sex, Slavery, Transgendered, Transsexual, Transvestite -
My Hidden Secrets by Itachi
Rated 76.6%, Read 71340 times, Posted Mon 22nd of December 2008
Fiction , Anal, Asian, Ass to mouth, Blowjob, Cum Swallowing, Hardcore, Slavery, Transsexual, 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 -
First Time pt 2 by trans_love
Rated 93.9%, Read 70113 times, Posted Mon 13th of February 2012
True Story , Exhibitionism, Gay, Teen, Transsexual, Transvestite -
Smooth Sensation by Tara T-Girl
Rated 91.1%, Read 69887 times, Posted Tue 30th of January 2007
True Story , Anal, Bi-sexual, Blowjob, Cum Swallowing, Gay, Transvestite -
Subby Hubby and Dommy Mommy by willingwimp
Rated 92.1%, Read 69411 times, Posted Mon 28th of October 2013
Fiction , Cuckold, Domination/submission, Erotica, Foot or shoe fetish, Transsexual, Transvestite, Voyeurism, Wife -
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 94.7%, Read 69078 times, Posted Thu 29th of April 2021
Fiction , Blowjob, First Time, Teen, Transgendered, Transvestite, Virginity -
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 -
Meeting my on-line lover by dlcalguy
«Taking the leap from gay role-playing online to the real thing»
Rated 95.1%, Read 67359 times, Posted Sat 13th of February 2021
Fiction , Gay, Transvestite -
'My Beginning' by vanityfair
Rated 87.5%, Read 67230 times, Posted Sat 25th of September 2010
Fiction , Blowjob, Boy / Boy, Consensual Sex, Gay, Oral Sex, Transvestite -
Gangbanging my wife_(1) by sexstoryman
Rated 91.6%, Read 66720 times, Posted Sun 29th of March 2015
Fantasy , Anal, Blowjob, Bondage and restriction, Girls / Female, Group Sex, Hardcore, Transgendered, Transsexual, Transvestite, Wife -
First Time pt 1 by trans_love
Rated 93.5%, Read 66456 times, Posted Tue 7th of February 2012
True Story , Exhibitionism, Teen Male Solo, Transvestite, Virginity -
Pleasing Bill: A Crossdressing Story #1 by JessRider
«A closeted crossdresser is home while two men walk in and take a liking to him/her»
Rated 93.1%, Read 66414 times, Posted Fri 11th of December 2015
Fiction , Anal, Blowjob, Domination/submission, First Time, Group Sex, Reluctance, Transgendered, Transsexual, Transvestite -
Tricked became Enjoyed Part II by Sportslover
Rated 93.9%, Read 64833 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite -
Rick's Wife_(0) by slipperydigit
Rated 93.1%, Read 64236 times, Posted Wed 1st of February 2012
Fiction , Anal, Blowjob, Transgendered, Transsexual, Transvestite -
t-girl girlfriend by caryli
Rated 85.7%, Read 64032 times, Posted Mon 17th of March 2014
True Story , Bi-sexual, Transgendered, Transsexual, Transvestite -
Sisters Substitute by jmar93
Rated 88.5%, Read 63744 times, Posted Sun 29th of July 2012
True Story , Anal, Ass to mouth, Bi-sexual, Blowjob, Body modification, Boy, Cum Swallowing, Teen, Teen Female/Boy, Transvestite, Virginity, Young -
Tranny in Toronto - Chapter 2 by Lizzie1337
Rated 92.2%, Read 63450 times, Posted Fri 11th of October 2013
True Story , Anal, Ass to mouth, Black, Blowjob, Body modification, Consensual Sex, First Time, Male / Older Female, Masturbation, Oral Sex, Prostitution, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite, Virginity, Written by women -
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 -
Tom Confesses by Fred
Rated 87.2%, Read 63019 times, Posted Sat 9th of July 2005
Fiction , Anal, Blowjob, Oral Sex, Romance, Transsexual, 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 -
Carl to Carla by benzeb666
Rated 90.3%, Read 62649 times, Posted Fri 10th of September 2010
Fiction , Anal, Enema, Gay, Transgendered, Transsexual, Transvestite -
Night Shift Sissy - Chapters 1-4 by Nightside
«He enjoyed working nights so he could indulge his fantasies. But then he got caught.»
Rated 89.5%, Read 62388 times, Posted Thu 3rd of September 2015
Fiction , Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite -
I want to be a woman Chapter 3 by fuckmeanyway
Rated 92.6%, Read 62328 times, Posted Fri 5th of March 2010
Fantasy , Anal, Blowjob, Cum Swallowing, Gay, Group Sex, Prostitution, Transvestite -
The Alternative Bar Awakening by wife4hungblk
Rated 91.9%, Read 62322 times, Posted Sat 27th of October 2012
True Story , Bi-sexual, Domination/submission, Exhibitionism, Humiliation, Interracial, Transvestite, Voyeurism -
2 stories halloween parties by iminhose
Rated 94.5%, Read 62127 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite -
Cameron Chameleon Chapter Two: Do Blondes Really Have More Fun? by Doran
Rated 77.6%, Read 61854 times, Posted Tue 6th of March 2012
Fiction , Bi-sexual, Body modification, Female / Girl, Hardcore, Lesbian, Male/Female, School, Teen, Transgendered, Transsexual, Transvestite -
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 88.2%, Read 61725 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 -
A Night in a Hotel by PicturePainter
Rated 92.3%, Read 60624 times, Posted Fri 3rd of September 2010
Fantasy , Anal, Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Gay, Oral Sex, Transvestite -
My little secret 3 by Ashley Coxx
Rated 88.1%, Read 60196 times, Posted Mon 29th of January 2007
Fantasy , Anal, Bi-sexual, Body modification, Transgendered, Transsexual, 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 -
Defend each other - Alex and John's story continues by Heatround
Rated 78.4%, Read 59382 times, Posted Sat 8th of October 2005
Fiction , Masturbation, Transgendered, Transsexual, Transvestite -
My Stepfather 2_(1) by Rutger5
Rated 86.8%, Read 59031 times, Posted Sun 9th of January 2011
Fiction , Anal, Domination/submission, Teen, Transvestite -
First Time pt 3 by trans_love
Rated 91.4%, Read 57468 times, Posted Mon 19th of March 2012
True Story , Ass to mouth, Boy / Boy, Extreme, Interracial, Transgendered, Transsexual, Transvestite -
sister's dress up doll by jonialabaster
Rated 91.2%, Read 57228 times, Posted Wed 28th of November 2012
Fiction , Blowjob, Cum Swallowing, Female Domination, Teen Female/Teen Female, Transvestite -
C-FAST part 3 by Piscean
Rated 92.2%, Read 56832 times, Posted Tue 25th of September 2012
Fiction , Authoritarian, Bi-sexual, Bondage and restriction, Boy / Boy, Coercion, Cum Swallowing, Discipline, Domination/submission, Female Domination, Humiliation, Reluctance, Spanking, Transsexual, Transvestite -
Sam's sister's black bf's cock. by gloryholelover
Rated 91.4%, Read 56142 times, Posted Tue 10th of April 2012
Fantasy , Black, Blowjob, Cum Swallowing, Interracial, Transvestite -
fun in key west by iminhose
Rated 92.8%, Read 55560 times, Posted Tue 7th of February 2012
True Story , Anal, Bi-sexual, Exhibitionism, Gay, Transvestite, Wife -
Castration fun by Susan David Philip
Rated 57.8%, Read 55401 times, Posted Wed 14th of December 2011
Fantasm , Anal, Cock & ball torture, Domination/submission, Extreme, Female Domination, Teen Female/Boy, Threesome, Transgendered, Transsexual, Transvestite -
Danny becomes Danni. Part 4 by Danni8585
«First day at the boutilque Danni met Madelyn...which had lit the fire of lust between them...and after measuring...led Danni and Madelyn to have some incredibly erotic sex.»
Rated 50%, Read 55116 times, Posted Sat 18th of May 2019
Diary , Anal, BDSM, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Extreme, Female Domination, Lactation, Lesbian, Masturbation, Oral Sex, Toys, Transvestite -
Deeper by I_Am_Tina_To_You
Rated 92.1%, Read 55035 times, Posted Thu 4th of November 2010
True Story , Cum Swallowing, Hardcore, Transvestite -
My First Time!_(3) by Eonasha
«Thanks for reading my first story!»
Rated 85.5%, Read 54846 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 -
on the road to being a slut-my 2nd encounter with Tel by NewSubmissiveSlut
Rated 93.3%, Read 54102 times, Posted Thu 15th of December 2011
True Story , Anal, Bi-sexual, Blowjob, Boy / Boy, Cum Swallowing, Discipline, Drug, Exhibitionism, First Time, Gay, Male Domination, Mature, Older Female / Males, Threesome, Transvestite -
I Just Knew It Felt So Right by tina_beena_girl
Rated 91.8%, Read 53601 times, Posted Sat 27th of February 2010
True Story , Anal, Blowjob, Cum Swallowing, Transvestite -
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 -
The New Girls_(0) by Phoenix Cinders
«Noah gets femmed out and gangbanged by the New Girls»
Rated 93.1%, Read 52563 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 -
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 -
girls fun for all 5 by samson
Rated 56.3%, Read 51894 times, Posted Sun 28th of November 2004
True Story , Authoritarian, Domination/submission, Humiliation, Transvestite, Wife -
Crossdresser True Storie by srlvictoria
Rated 57.9%, Read 51810 times, Posted Wed 7th of November 2012
True Story , Anal, Boy / Boy, Teen Male / Teen Male, Transvestite -
Dinner Party Aftermath by newatit33
Rated 90.7%, Read 51636 times, Posted Wed 20th of November 2013
Fantasy , Anal, Bi-sexual, Consensual Sex, Cuckold, Domination/submission, Extreme, Female Domination, First Time, Gay, Group Sex, Hardcore, Lesbian, Oral Sex, Transsexual, Transvestite, Voyeurism -
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 92.2%, Read 51234 times, Posted Fri 6th of April 2018
Fiction , Blowjob, Coercion, Cum Swallowing, Interracial, Transgendered, Transsexual, Transvestite -
Caught Stealing Thongs_(1) by willingwimp
Rated 92.7%, Read 50805 times, Posted Mon 24th of August 2015
Fiction , Asian, Interracial, Spanking, Teen, Transsexual, Transvestite -
Dressed To Thrill by PicturePainter
Rated 95.2%, Read 50787 times, Posted Thu 1st of July 2010
Fantasy , Bondage and restriction, Male Solo, Masturbation, Spanking, Transvestite -
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 92.5%, Read 50763 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 -
Suzy Unleashed Chapter 2 by Suzygurl
Rated 93.4%, Read 49491 times, Posted Thu 7th of June 2012
Fiction , Slavery, Transgendered, Transsexual, Transvestite -
My first time with Joe _(1) by BisexualCockWhore
Rated 89.6%, Read 49323 times, Posted Wed 22nd of December 2010
True Story , Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Transvestite -
Something Extra Part 2_(1) by jjkrause
«More adventures with our hermaphrodite hero Chris!»
Rated 93.4%, Read 48705 times, Posted Tue 29th of December 2015
Fantasy , Anal, Oral Sex, Transgendered, Transsexual, Transvestite -
Tricked became enjoyed IV by Sportslover
Rated 91.1%, Read 48612 times, Posted Sat 18th of May 2013
Fiction , Anal, Ass to mouth, Blackmail, Blowjob, Cheating, Cum Swallowing, Domination/submission, First Time, Gay, Humiliation, Reluctance, Transvestite, Virginity -
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 -
Daddy's Femboi by LordKuyohashi
«A sissy femboi pleases his new Daddy.»
Rated 50%, Read 47943 times, Posted Mon 12th of October 2015
Fiction , Anal, Gay, Transvestite -
DNA Chapter 4 by Zenythmon
Rated 87.2%, Read 47726 times, Posted Fri 26th of October 2007
Fantasy , Pregnant, Transgendered, Transsexual, Transvestite