sexstories.com
Transsexual
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Hotel Pool Tranny by markerss
«I was in town visit relatives for a party. I ended up having to stay at a hotel near by and after checking in, i headed to the pool. There was an attractive younger lady there, sunning herself and when we ended up talking, she suggested I come by her room»
Rated 89.9%, Read 31872 times, Posted Sun 21st of November 2021
True Story , Anal, Blowjob, First Time, Gay, Transsexual -
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 89.4%, Read 31812 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Stuffed Pig by [James Bondage]
«Well hung hookers teach a freshman cop a lesson.»
Rated 91.3%, Read 31812 times, Posted Thu 7th of January 2021
Fiction , Anal, Authoritarian, Blackmail, Blowjob, Bondage and restriction, Cum Swallowing, Domination/submission, Female Domination, Hardcore, Humiliation, Latex fetish, Masturbation, Oral Sex, Reluctance, Spanking, Transsexual -
Discovering Bobby - part 2 by Franz Schein
Rated 61.7%, Read 31795 times, Posted Thu 5th of February 2004
Fiction , Transsexual -
Bob, Sue and Anita’s holiday romance - 2 by Nellymcboatface
«Bob and his wife were on holiday, after nearly 30 years of marriage neither were looking for a holiday romance.»
Rated 93.1%, Read 31767 times, Posted Sat 17th of October 2020
Fantasy , Anal, Blowjob, Romance, Transgendered, Transsexual -
The Story of Tim to Jennifer Chapter 8 by jen128
Rated 92.7%, Read 31287 times, Posted Wed 30th of November 2011
Fiction , Bi-sexual, Consensual Sex, Female/Female, Group Sex, Hardcore, Oral Sex, Romance, Threesome, Transgendered, Transsexual -
the wedding night from hell by heidi001
«six guys use me as the fuck toy and cum all over me in the end.»
Rated 67.5%, Read 31281 times, Posted Sat 31st of August 2019
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Erotica, Female Domination, First Time, Group Sex, Humiliation, Spanking, Transgendered, Transsexual, Virginity -
Blackmailed into Submission by Echoes Valentia
«Man asks fiancée's boss and gets blackmailed by her»
Rated 91.5%, Read 31125 times, Posted Sat 24th of April 2021
Fiction , Anal, Blackmail, Cheating, Male/Female, Transgendered, Transsexual -
in 7 days by kj
Rated 66.7%, Read 30921 times, Posted Fri 3rd of June 2005
Fantasy , Lesbian, Transsexual -
Gift of the Old Pt. 2 by Deus_Mortem666
Rated 88.9%, Read 30873 times, Posted Thu 18th of July 2013
Fantasm , Anal, Body modification, Cum Swallowing, Extreme, Female / Girl, Female/Female, Hardcore, Lesbian, Pregnant, Transsexual -
Sissy Hypno & The Fascinating Return To Porn by Katie_Johnny
«Lifelong closeted sissy gets reintroduced to porn, and discovers her dream of being a sissy has become an entire genre in the porn world»
Rated 93.5%, Read 30498 times, Posted Tue 14th of March 2023
True Story , Blowjob, Cum Swallowing, Drug, Gay, Oral Sex, Transsexual -
The Appearence of Kirsten Chapter 1 by Kirsten Alexandria
Rated 78.4%, Read 30228 times, Posted Wed 24th of September 2008
True Story , Transgendered, Transsexual -
oh no, I just fucked my bosses son. by TSmadisonheights
«BASED ON TRUE EVENTS OF MY OWN LIFE. Flirting in the office leads to trans girl dreaming about a co-worker's cock. It turns out HR won't be called as he is the bosses son.»
Rated 85.6%, Read 30156 times, Posted Fri 4th of November 2022
True Story , Anal, Blowjob, Transgendered, Transsexual, Written by women -
Impossible Desires: Part one (revised) by Tyler27
Rated 92.4%, Read 30117 times, Posted Tue 3rd of January 2012
Fantasy , Body modification, Masturbation, Teen Female Solo, Transsexual -
Surprise, Surprise by Jax_Teller
«Surprise, Surprise is the second installment of The Advert.»
Rated 87.6%, Read 30015 times, Posted Wed 6th of January 2016
Fantasy , Anal, Ass to mouth, Bi-sexual, Gay, Threesome, Transsexual -
The Ordinary Girl_(1) by Marc Rollins
Rated 89.8%, Read 29598 times, Posted Fri 25th of June 2010
Fiction , Blowjob, Lesbian, Transsexual -
pre surgery fun by caryli
Rated 80%, Read 29580 times, Posted Sat 7th of June 2014
True Story , Bi-sexual, Transsexual, Transvestite -
Latex Futa Nuns From Hell - Chapter 03 - Seeding The Sisterhood by [James Bondage]
«A powerful Succubus rises, but she needs allies. Where better to start than her own convent?»
Rated 87.5%, Read 29343 times, Posted Fri 6th of March 2020
Fiction , Anal, Authoritarian, BDSM, Bondage and restriction, Discipline, Domination/submission, Female Domination, Hardcore, Interracial, Latex fetish, Latina, Oral Sex, Reluctance, Slavery, Toys, Transsexual -
DNA 2 Chapter 2 by Zenythmon
Rated 73%, Read 29203 times, Posted Sun 11th of November 2007
Fantasy , Transgendered, Transsexual, Transvestite -
The Adventures of Samantha Part 4: Caught by radianteclipse
Rated 83.5%, Read 29082 times, Posted Sun 21st of April 2013
Fiction , Alien, Bi-sexual, Body modification, Consensual Sex, Cum Swallowing, Female/Female, Male Solo, Masturbation, School, Teen, Teen Female Solo, Teen Female/Teen Female, Transsexual, Young -
The story of tintin by Johnmi15
«My first experience with a TS, didn't go anything like I expected.»
Rated 92.5%, Read 29052 times, Posted Fri 5th of March 2021
Diary , Asian, Blowjob, Cum Swallowing, First Time, Transsexual -
Highschool exploration chapter 2. The shopping trip with a surprise. by toddh1970
«I needed a costume.»
Rated 92.1%, Read 29010 times, Posted Mon 3rd of April 2017
True Story , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Humiliation, Transgendered, Transsexual, Virginity -
Cal & Leslie by luv 2 wear cotton panties
«Cal meets leslie at a friends party and asks her out.»
Rated 89.2%, Read 28785 times, Posted Sat 15th of July 2017
Fiction , Anal, Romance, Transsexual -
TWO SEXY BIRTHDAYS. by CecilBCK
«My man and I both have birthdays coming up so I organise another couple for our sexual pleasure to mark the occasion.»
Rated 83.1%, Read 28704 times, Posted Tue 23rd of June 2020
True Story , Ass to mouth, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Exhibitionism, Female exhibitionist, Gay, Group Sex, Hardcore, Lesbian, Male / Females, Masturbation, Oral Sex, Threesome, Transsexual, Voyeurism, Written by women -
Aratheon: Wicked Witch of the Woods by Phoenix Cinders
«A lost traveler in a world of fantasy manages to get ensnared by a witch with a big fat dick.»
Rated 91.2%, Read 28599 times, Posted Mon 14th of October 2019
Fantasy , Anal, Black, Blowjob, Coercion, Consensual Sex, Oral Sex, Reluctance, Slavery, Transgendered, Transsexual, Virginity -
Lady boy. by sunshineday
Rated 69.4%, Read 28473 times, Posted Sat 25th of August 2012
True Story , Transsexual, Water Sports/Pissing -
The Ordinary Girl_(0) by Jimmmy D.
Rated 90.1%, Read 28464 times, Posted Thu 20th of May 2010
Fiction , Blowjob, Lesbian, Transsexual -
The Devil's Pact Chapter 43: The Hidden Place by mypenname3000
Rated 71.8%, Read 28410 times, Posted Thu 1st of May 2014
Fantasy , Anal, Ass to mouth, Blowjob, Cum Swallowing, Female/Female, Lesbian, Male/Female, massage, Mind Control, Oral Sex, Pregnant, Transsexual, Wife -
Ex Daughter Grown Up, Part 8 - Love & Sex: Confused by ExpatSteve48
Rated 89.4%, Read 28404 times, Posted Sat 17th of May 2008
Fantasy , Consensual Sex, Erotica, Female Domination, Male/Female, Romance, Transsexual, Virginity -
The Retirees Club (12) by NormJohnson
«A new adventure for me»
Rated 92.8%, Read 28332 times, Posted Tue 29th of November 2016
Fantasm , Anal, Transsexual -
First black cock by 808fun
«Needed to try black cock»
Rated 89%, Read 28143 times, Posted Wed 13th of July 2016
True Story , Anal, Transsexual -
A Long List of Firsts by Drakon66
«A man helps a woman in need and gets more than he bargained for.»
Rated 87.9%, Read 28128 times, Posted Sat 31st of December 2022
Fiction , Anal, Consensual Sex, First Time, Transsexual -
I got cream-pied on a private island. by TSmadisonheights
«My outdoor adventure ends in a hunky BBC cumming inside my ass»
Rated 83.3%, Read 28035 times, Posted Wed 23rd of November 2022
True Story , Anal, Bi-sexual, Cum Swallowing, Erotica, Exhibitionism, Hardcore, Interracial, Transgendered, Transsexual, Voyeurism, Written by women -
Femboy & his best friends pt.1 by princessfemboy
«Femboy came out to his best friend and they started making out, after couple days another friends joined, two sisters as well.»
Rated 56.5%, Read 27969 times, Posted Fri 7th of October 2022
True Story , Anal, Bi-sexual, Blowjob, Cum Swallowing, Female Domination, Male/Female, Pegging, Transsexual -
Am not Gay ( Vol 1 ) by JonJonE13
Rated 76.3%, Read 27939 times, Posted Fri 28th of September 2012
True Story , Gay, Transsexual -
candy's Club Pt 1 by auliianlit
Rated 67.5%, Read 27879 times, Posted Mon 20th of April 2009
Diary , Reluctance, Transsexual -
Lisa... in a world that isn't but ought to be.. by trampman01
Rated 84.6%, Read 27858 times, Posted Fri 25th of October 2013
Fiction , Cum Swallowing, Domination/submission, Oral Sex, Prostitution, Transsexual -
Bayonetta's Abuse - Chapter 02 - Double Team by [James Bondage]
«James' descent into sexual slavery continues as he learns that his Mistress is not the only absurdly endowed, sex crazed futa.»
Rated 81.4%, Read 27597 times, Posted Sat 7th of December 2019
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Bondage and restriction, Cum Swallowing, Discipline, Domination/submission, Extreme, Female Domination, Fisting, Hardcore, Latex fetish, Oral Sex, Reluctance, Slavery, Spanking, Threesome, Transsexual -
The unexpected! by S_dark_knight
Rated 75.7%, Read 27339 times, Posted Mon 19th of November 2012
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Transgendered, Transsexual -
Lady-Man Love pt 3 by ExpatSteve48
Rated 87%, Read 27261 times, Posted Sun 20th of July 2008
Fiction , Anal, Bi-sexual, Blowjob, Consensual Sex, Erotica, Female Domination, Oral Sex, Romance, Transsexual -
Amazing Night With A Sexy Crossdresser by markerss
«I wanted to be with a transsexual and as I looked on Craigslist for either a crossdresser or a transsexual to spend time with, of course before Casual Encounters was dropped, i came across a young lady that was not only attractive but seemed genuine too.»
Rated 82.7%, Read 27198 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
HER TOTAL SUBMISSION by senorlongo
«Mark is a serial cheater until he gives into his fantasy of total submission»
Rated 78.1%, Read 27075 times, Posted Wed 9th of December 2020
Fiction , Cheating, Cum Swallowing, Oral Sex, Slavery, Transsexual -
A triceratops' gang-bang (three horns) by les09
Rated 86.4%, Read 26832 times, Posted Fri 22nd of July 2011
True Story , Anal, Blowjob, Group Sex, Hardcore, Reluctance, Threesome, Transsexual -
Sunrise Motel by AmyJane1980
Rated 84.7%, Read 26679 times, Posted Sat 30th of June 2012
Fiction , Blowjob, First Time, Oral Sex, Transsexual -
Beyond the Wall by Drakon66
«A young man gets an eye opening and life changing experience in a rich gated community.»
Rated 88.9%, Read 26547 times, Posted Mon 27th of February 2023
Fiction , Anal, Blowjob, Consensual Sex, Male / Older Female, Transsexual -
The Sissygasm Bet by Loupy
«A sissy has arranged to finally lose her cherry to a sexy older man she met online, and they have agreed to a little bet.»
Rated 86.5%, Read 26268 times, Posted Wed 29th of January 2025
Fiction , Anal, Authoritarian, Blowjob, Consensual Sex, First Time, Gay, Transsexual, Transvestite, Virginity, Young -
Suzy Unleashed Chapter 4 by Suzygurl
Rated 90.6%, Read 26181 times, Posted Fri 28th of June 2013
Fiction , Domination/submission, Interracial, Transsexual, Transvestite -
Lady-Man Love pt1&2 by ExpatSteve48
Rated 66.7%, Read 26112 times, Posted Tue 8th of July 2008
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Transsexual -
I own you now! by aryalez
«Just a random encounter in a bar, like many other. Or maybe not.»
Rated 87.1%, Read 26094 times, Posted Sun 27th of December 2020
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, Transgendered, Transsexual, Transvestite -
Life story 4 by MISTER BIG T
Rated 57%, Read 25859 times, Posted Mon 5th of June 2006
Fantasy , Anal, Bi-sexual, Blowjob, Domination/submission, First Time, Transsexual -
Cecil III by FRB
Rated 63.9%, Read 25806 times, Posted Wed 23rd of February 2005
Fiction , Anal, Blowjob, Transsexual -
Cecil Part II by FRB
Rated 73.4%, Read 25764 times, Posted Mon 21st of February 2005
Fantasy , Anal, Blowjob, Transsexual -
Suzy Unleashed Chapter 6 by Suzygurl
Rated 93.4%, Read 25704 times, Posted Wed 23rd of April 2014
Fiction , Blowjob, Domination/submission, Transsexual, Transvestite -
Sissy Story Chapter 02 by A. N. Pervert
«A Sissy Life Explored»
Rated 93.2%, Read 25686 times, Posted Thu 1st of June 2017
Fiction , Authoritarian, Transsexual -
Sex with judges for Tranny contest by srlvictoria
Rated 58.9%, Read 25566 times, Posted Mon 25th of February 2013
Fiction , Anal, Ass to mouth, Blowjob, Body modification, Hardcore, Threesome, Transsexual -
Suzy's Daydream by Suzygurl
Rated 88.2%, Read 25497 times, Posted Sat 24th of November 2012
Fantasy , Domination/submission, Exhibitionism, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch6 by Dani_does_Dallas
«The continued journey into a guy becoming a cam girl - New outfits and a trip to the shops with an unexpected bonus.»
Rated 92.9%, Read 25497 times, Posted Mon 11th of October 2021
Fiction , Anal, Bi-sexual, Cum Swallowing, Exhibitionism, Male Solo, Masturbation, Pegging, Prostitution, Transgendered, Transsexual, Transvestite -
Under a Witch's Spell Ch. 2 by slick98
«This is the second chapter of a wildly erotic story. The next chapter will be coming soon.»
Rated 92.3%, Read 25446 times, Posted Fri 7th of May 2021
Fantasy , Body modification, Domination/submission, Female/Female, Lesbian, Male/Female, Masturbation, Oral Sex, Threesome, Transgendered, Transsexual -
A fantasy of a closeted CD by victoriaD1121
Rated 81.7%, Read 25308 times, Posted Mon 2nd of February 2015
Fantasy , Blowjob, First Time, Transgendered, Transsexual, Transvestite -
Don't bet someone who can control your life financially by Billlee
«A young man from a poor town makes a bet that can change his world for the better or her life for the worst»
Rated 90.6%, Read 25293 times, Posted Tue 21st of February 2017
Fiction , Body modification, First Time, Humiliation, Transsexual -
It all started with picking up my sister's panties part 2 by Twink Mike 420
«Multiple discoveries have led this senior in high school to a new world of pleasure»
Rated 87.2%, Read 25221 times, Posted Sun 3rd of November 2019
Fiction , Anal, Ass to mouth, Boy, Cum Swallowing, Gay, Male Solo, Oral Sex, Teen Male Solo, Toys, Transsexual -
Turned Out By The Tomb Raider by [James Bondage]
«Lara Croft gives a young male escort a big surprise.»
Rated 81.1%, Read 25158 times, Posted Thu 9th of July 2020
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Domination/submission, Fan fiction, Female Domination, Hardcore, Humiliation, Oral Sex, Prostitution, Reluctance, Transsexual -
Bound in Blood pt. 1 by Phoenix Cinders
«Jack runs into his best friend from High School only to find out that she's a vampire and she gives him an offer of a life time. Become her slave and eventually he can become a vampire.»
Rated 90.8%, Read 24906 times, Posted Tue 30th of June 2020
Science-Fiction , Anal, Blowjob, Consensual Sex, Domination/submission, Oral Sex, Romance, Transgendered, Transsexual, Virginity -
Breaking out of a Boring Life by LancerMojo
«a no lifers' life gets turned upside down»
Rated 92.5%, Read 24834 times, Posted Sun 25th of October 2015
Fiction , Anal, First Time, Transsexual, Virginity -
Vegas Luck Part 1_(0) by hj1492
Rated 92.5%, Read 24609 times, Posted Sun 7th of June 2015
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, First Time, Transsexual -
The Knight and the Acolyte Book 5, Chapter 3: The Redheaded Elf by mypenname3000
«A mysterious, redheaded elf has a job for Minx the thief.»
Rated 90.7%, Read 24198 times, Posted Fri 12th of August 2016
Fantasy , Anal, Blowjob, Cum Swallowing, Domination/submission, Female/Female, Lactation, Lesbian, Male / Females, Male/Female, Oral Sex, Toys, Transsexual, Voyeurism -
The Devil's Pact Side-Story: Willow's Fantasy by mypenname3000
Rated 82.8%, Read 24114 times, Posted Sun 26th of January 2014
Fantasy , Female / Girl, Female solo, Lesbian, Masturbation, Mind Control, Oral Sex, Threesome, Toys, Transsexual, Virginity -
A debt repaid by Billlee
«John is a gambler down on his luck, he turns to a female gangster to place his bets thinking she will be easier to handle than the guys. But Angry Angie is more ruthless than he could have anticipated. He has to get fucked out of his debt.»
Rated 84.6%, Read 23991 times, Posted Sat 10th of August 2019
Diary , Blackmail, Domination/submission, Female Domination, Fisting, Pegging, Transsexual -
Jodi and Aunt Leah Chapter Two by Smoove Runna
«I am in love with my Aunt Leah. She's not really my aunt. She is my mom's best friend. She talked me into wearing girl clothes and I didn't resist. The problem is that no on knows about us or my penchant for dressing like a girl.»
Rated 93%, Read 23964 times, Posted Tue 7th of December 2021
Fantasy , Male / Older Female, Transgendered, Transsexual -
Camming Down the Rabbit Hole Ch3 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 92%, Read 23907 times, Posted Tue 24th of August 2021
Fiction , Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite