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Cross-dressing camper by Satintex

«Wearing my favorite lingerie while camping and I get some unexpected visitors»
Rated 96%, Read 74427 times, Posted Thu 20th of May 2021
Fantasy , Bi-sexual, Cum Swallowing, First Time, Gay, Oral Sex, Transvestite
Taken by my neighbor by jen128

«Crossdreser taken for first time»
Rated 95.4%, Read 319758 times, Posted Sun 27th of September 2015
Fiction , Anal, Blackmail, Blowjob, Coercion, Domination/submission, Erotica, Hardcore, Transvestite
Kelly - Part 2 by xerxes10
Rated 95.4%, Read 152514 times, Posted Fri 23rd of December 2011
Fantasy , Anal, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite
Sister's Surprise_(0) by Achilles_Heel
Rated 95.4%, Read 880182 times, Posted Fri 8th of June 2012
Fiction , Consensual Sex, Incest, Romance, Teen Male / Female, Transvestite
Carl or Carla by Mystic47
Rated 95.4%, Read 147030 times, Posted Sun 29th of June 2014
Fiction , Incest, Lesbian, Male/Female, Transvestite, Written by women
caught in drag by picklewasher
Rated 95.4%, Read 538980 times, Posted Sun 6th of December 2009
True Story , Anal, Boy / Boy, Cum Swallowing, Gay, Masturbation, Transvestite
My first cock was a crossdressers by Sex conspiracy theorisit
Rated 95.4%, Read 203883 times, Posted Mon 10th of January 2011
True Story , Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite
The Transformation of Jesse by JtellerMT
Rated 95.4%, Read 198171 times, Posted Sun 9th of February 2014
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Gay, Romance, Transvestite, Virginity
Jeffry and Billy 4 by UndeniableUrges

«Billy and Jeffry get caught!»
Rated 95.3%, Read 70893 times, Posted Thu 3rd of September 2020
Fiction , Domination/submission, Incest, Teen Male / Teen Male, Teen Male/Teen Female, Transvestite, Young
Jeffry and Billy 3 by UndeniableUrges

«Jeffry and Billy play even more sexy games»
Rated 95.3%, Read 68880 times, Posted Sun 30th of August 2020
Fiction , Domination/submission, Teen Male / Teen Male, Transvestite, Young
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 95.3%, Read 36918 times, Posted Thu 29th of April 2021
Fiction , Blowjob, First Time, Teen, Transgendered, Transvestite, Virginity
My introduction to sex and sissyhood by FirstTimeSissy

«A true story on how I got into crossdressing and serving older men at a young age I'm very inexperienced with writing stories which is why I chose a true account to go off of but I apologise for my probably terrible style»
Rated 95.3%, Read 142779 times, Posted Mon 17th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young
My young life by Stephon

«My introduction to crossdressing and sex»
Rated 95.3%, Read 131607 times, Posted Fri 23rd of November 2018
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Transvestite
James to Jamie by Lucitta

«James experiments with hsi sisters clothing, before getting caught red hnaded.»
Rated 95.2%, Read 43239 times, Posted Sat 18th of July 2020
Fiction , Boys/Teen Female, Incest, Masturbation, Teen Male Solo, Transvestite, Young
Working 'Girl'_(0) by mrseven

«A teen boy works the park late at night to make money in the best way he knows how.»
Rated 95.1%, Read 131688 times, Posted Fri 19th of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young
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 95.1%, Read 18192 times, Posted Fri 21st of May 2021
Fantasy , Blackmail, Male / Female Teens, School, Transvestite
Meeting my on-line lover by dlcalguy

«Taking the leap from gay role-playing online to the real thing»
Rated 95.1%, Read 42180 times, Posted Sat 13th of February 2021
Fiction , Gay, Transvestite
Jeffry and Billy 7 by UndeniableUrges

«The Siblings Invite Susie to a Party!»
Rated 95.1%, Read 68457 times, Posted Wed 23rd of September 2020
Fiction , Boys/Teen Female, Incest, Teen Male / Teen Male, Teen Male/Teen Females, Transvestite, Young
I Hate Sneezing Ch. 3_(0) by jonialabaster

«Ryan gets caught peeping on his sister during her business ventures.»
Rated 95.1%, Read 56628 times, Posted Mon 24th of September 2018
Fiction , Bi-sexual, Blackmail, Blowjob, Coercion, Cum Swallowing, Incest, Pegging, Prostitution, Transvestite
Uncontrollable Pt. 2 by xerxes10
Rated 95%, Read 108042 times, Posted Sun 13th of February 2011
Fantasy , Anal, Cum Swallowing, Gay, Hardcore, Oral Sex, Romance, Teen Male / Teen Male, Transvestite
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%, Read 25566 times, Posted Sat 24th of October 2020
Fantasy , Anal, Blowjob, Role-playing, 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%, Read 35484 times, Posted Mon 2nd of August 2021
Fiction , First Time, Romance, Teen Male/Teen Female, Transvestite, Virginity
Sister's Surprise, Chapter 5 by Achilles_Heel
Rated 95%, Read 157125 times, Posted Fri 4th of January 2013
Fantasy , Bi-sexual, Erotica, Incest, Male/Female, Oral Sex, Romance, Teen Male/Teen Female, Transgendered, Transvestite
The Cinema_(0) by BangTidyUK
Rated 95%, Read 210024 times, Posted Tue 10th of April 2012
Fantasy , Anal, Bi-sexual, Consensual Sex, Cum Swallowing, Gay, Group Sex, Hardcore, Oral Sex, Transvestite
The Walk...continued (pt2) by charlotte69
Rated 95%, Read 29016 times, Posted Wed 8th of January 2014
Fantasy , Bi-sexual, Cum Swallowing, Romance, Transgendered, Transvestite
First time_(15) by TheJessie
Rated 95%, Read 77037 times, Posted Thu 21st of February 2013
Fiction , First Time, Lesbian, Transvestite
Dressed To Thrill by PicturePainter
Rated 95%, Read 36216 times, Posted Thu 1st of July 2010
Fantasy , Bondage and restriction, Male Solo, Masturbation, Spanking, Transvestite
Growing Up CH1 by GoatRavisher

«It started out as Babysitting»
Rated 94.9%, Read 76812 times, Posted Fri 21st of September 2018
Fiction , Boy, First Time, Teen Male / Female, Transvestite
A Man's Play Thing by panty_sub
Rated 94.9%, Read 310986 times, Posted Mon 28th of February 2011
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Drug, First Time, Gay, Reluctance, Teen, Transvestite
Brenda's First by brendajets

«A crossdresser takes the next step.»
Rated 94.9%, Read 24327 times, Posted Fri 12th of April 2019
Diary , Blowjob, First Time, Transvestite
My first time with Joe _(0) by CD-Davina20
Rated 94.9%, Read 242469 times, Posted Wed 29th of August 2012
True Story , Gay, Hardcore, Oral Sex, Transvestite
Rebecca Chapter 02 by RebeccaTG
Rated 94.8%, Read 42786 times, Posted Fri 2nd of March 2012
Fantasy , Ass to mouth, Cum Swallowing, First Time, Transgendered, Transvestite
Becoming Sadi by Beckyj1992

«Feminine crossdresser finally lives out his fantasy.»
Rated 94.8%, Read 228072 times, Posted Mon 2nd of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity
Straight to Bi by dlcalguy

«Discovering things I didn't imagine I would like»
Rated 94.8%, Read 41847 times, Posted Wed 22nd of September 2021
Fiction , Exhibitionism, Gay, Masturbation, 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 94.7%, Read 48996 times, Posted Sat 20th of January 2018
Fantasy , Blowjob, Boy, Gay, Prostitution, Transvestite, Young
Becoming Jane by maverick1989

«The story of a young man giving into his desires.»
Rated 94.7%, Read 138552 times, Posted Fri 2nd of September 2016
Fantasy , Transgendered, Transsexual, Transvestite
Joey Fucks Teach by MightBeRealz

«A senior gets more than he bargained for when he tries to seduce the shop teacher.»
Rated 94.7%, Read 83199 times, Posted Tue 19th of June 2018
Fantasy , Authoritarian, Consensual Sex, Cum Swallowing, Discipline, Gay, Job/Place-of-work, Mature, School, Spanking, Teen, Transvestite
Wanting to be a girl by fuckmeanyway
Rated 94.7%, Read 165810 times, Posted Mon 22nd of February 2010
Fiction , Blowjob, Cum Swallowing, First Time, Gay, Incest, Transvestite
Kelly - Part 1 by xerxes10
Rated 94.6%, Read 168429 times, Posted Wed 21st of December 2011
Fantasy , Consensual Sex, Teen, Teen Male / Teen Male, Transgendered, Transvestite
My life as a woman by curiouscoupleinraleigh
Rated 94.6%, Read 349932 times, Posted Mon 19th of July 2010
Fiction , Anal, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cum Swallowing, First Time, Group Sex, Oral Sex, Transgendered, Transsexual, Transvestite, Written by women, Young
Rite of Passage Ch.03 by XtinaSmith

«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.6%, Read 133383 times, Posted Fri 14th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women
My Love for Daddy Transformed Me by willingwimp
Rated 94.5%, Read 264246 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.5%, Read 165036 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite
2 stories halloween parties by iminhose
Rated 94.5%, Read 55341 times, Posted Tue 7th of February 2012
True Story , Gay, Transvestite
My Stepfather 2_(0) by Rutger5
Rated 94.5%, Read 190926 times, Posted Sun 28th of November 2010
Fiction , Anal, Domination/submission, Gay, Transvestite
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.5%, Read 296862 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.5%, Read 172521 times, Posted Wed 13th of June 2012
Fiction , Blowjob, Consensual Sex, Female solo, Incest, Male Solo, Masturbation, Romance, Teen Male / Female, Toys, Transgendered, Transsexual, Transvestite, Voyeurism, Young
Jeffry and Billy 6 by UndeniableUrges

«Becky apologizes and tries to make it up to poor Susie»
Rated 94.4%, Read 38202 times, Posted Tue 22nd of September 2020
Fiction , Incest, Male / Female Teens, Teen Male/Teen Female, Transvestite, Young
Becoming Sadi: Part 2 by Beckyj1992

«Sadi goes over to Garets place with a bag full of sexy clothes for the night. I like where this is going!»
Rated 94.4%, Read 85380 times, Posted Fri 13th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite
my birthday gift_(1) by iminhose
Rated 94.3%, Read 131301 times, Posted Tue 7th of February 2012
True Story , 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 94.3%, Read 32247 times, Posted Mon 16th of April 2018
Fiction , Blowjob, Incest, Transvestite, Voyeurism
ONE NIGHT IN A MOTEL by Miki-In-Panties
Rated 94.3%, Read 27357 times, Posted Wed 9th of May 2012
Fantasy , Blowjob, Oral Sex, Transvestite
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.3%, Read 289509 times, Posted Sun 2nd of June 2013
Fiction , Anal, Female/Female, Group Sex, Incest, Lesbian, Male / Females, Pegging, Romance, Threesome, Toys, Transgendered, Transsexual, Transvestite, Virginity
sister throws a party, and catches brother by jonialabaster
Rated 94.2%, Read 57144 times, Posted Tue 19th of November 2013
Fantasy , Bi-sexual, Humiliation, Incest, Transvestite
The Permissive Purity of Father Fontane [3] by NeonChameleon

«Twenty miles»
Rated 94.2%, Read 23751 times, Posted Fri 26th of April 2019
Fiction , Bi-sexual, Blowjob, Boy, Cum Swallowing, Gay, Incest, Mature, Transvestite, Young
The story of Tim to Jennifer Part 6 by jen128
Rated 94.1%, Read 40983 times, Posted Tue 15th of November 2011
Fiction , Anal, Blowjob, Cum Swallowing, Hardcore, Oral Sex, Transgendered, Transsexual, Transvestite
Halloween with Kym_(0) by jackie offee
Rated 94.1%, Read 111483 times, Posted Thu 16th of June 2011
Fiction , Exhibitionism, Incest, Transvestite
James and Jenny Part 4 by Kingly
Rated 94.1%, Read 92226 times, Posted Thu 21st of August 2014
Fiction , Blowjob, Bondage and restriction, Consensual Sex, Pegging, Teen Male / Female, Transgendered, Transsexual, Transvestite
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 94.1%, Read 168153 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young
Jenny is Full of Secrets by Kingly
Rated 94%, Read 254424 times, Posted Thu 17th of April 2014
Fiction , Reluctance, Teen Male/Teen Female, Transgendered, Transsexual, Transvestite
Tricked became Enjoyed Part II by Sportslover
Rated 94%, Read 60597 times, Posted Wed 15th of May 2013
Fantasy , Blowjob, Boy, Cum Swallowing, Gay, Job/Place-of-work, Mature, Oral Sex, Transvestite
My Brother's Girlfriend by justfordanniboi

«One boi's story of how an older brother's girlfriend awoke an identity.»
Rated 94%, Read 38385 times, Posted Fri 31st of July 2020
Diary , Gay, Incest, Teen Male / Teen Male, Transvestite
I Discover Jenna's Secret by Rutger5
Rated 94%, Read 105027 times, Posted Sat 4th of December 2010
Fiction , Anal, Ass to mouth, Coercion, Teen, Transvestite, Virginity
Late Night In The Office by Heatround
Rated 94%, Read 105426 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite
Brother prostitute by sexyboytoy18
Rated 93.9%, Read 330321 times, Posted Thu 24th of January 2013
Fantasy , Blowjob, Boy / Boy, Consensual Sex, Cum Swallowing, First Time, Gay, Incest, Male Solo, Masturbation, Oral Sex, Prostitution, Teen Male / Teen Male, Transvestite, Virginity, Young
Growing Up Ch2 by GoatRavisher

«I get to be a big sister»
Rated 93.9%, Read 35334 times, Posted Sat 13th of October 2018
Diary , Cum Swallowing, First Time, Incest, Male / Older Female, Transvestite
One Summer Day by hk124
Rated 93.9%, Read 264228 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, 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 93.9%, Read 60948 times, Posted Thu 7th of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite
An Accidental Woman by curiouscoupleinraleigh
Rated 93.8%, Read 450972 times, Posted Tue 3rd of August 2010
Fiction , Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Female / Girl, First Time, Hardcore, Mind Control, Oral Sex, Reluctance, Teen, Transgendered, Transsexual, Transvestite, Written by women, Young
Growing Up Chapter3 by GoatRavisher

«More adventures with the Rodgers women. I get to play a wide variety of roles, meet new friends and wear new outfits!»
Rated 93.8%, Read 27393 times, Posted Sat 1st of December 2018
Diary , Anal, Bi-sexual, Boy, Female / Girl, Fisting, Incest, Male / Older Female, Transvestite