sexstories.com
Transsexual
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My first time with a tranny by Daddydick89
«A true story about my first encounter with a tranny»
Rated 95.2%, Read 95778 times, Posted Mon 4th of December 2017
True Story , Bi-sexual, Black, Blowjob, Cum Swallowing, First Time, Interracial, Oral Sex, Transsexual -
Surprise Second Time with Sensuous Savannah by markerss
«She was attractive and I thought about her often. We grant spoken but suddenly I got an email from her saying she wanted to get together again.»
Rated 95.2%, Read 52278 times, Posted Thu 20th of May 2021
True Story , Anal, Consensual Sex, Cum Swallowing, Interracial, Transgendered, Transsexual -
Tight Spot by XtinaSmith
«Goaded into a bet with only one outcome, what a bind.»
Rated 95.2%, Read 926622 times, Posted Thu 14th of December 2017
Fiction , Anal, BDSM, Blowjob, Body modification, Bondage and restriction, Consensual Sex, Cum Swallowing, Erotica, First Time, Oral Sex, Toys, Transgendered, Transsexual, Written by women -
Meeting Sensuous Shemale Savannah by markerss
«I had been watching porn that involved transsexuals in various sex acts and started to fantasize about being with one. I was apprehensive at first about it but wanted to try it too.»
Rated 94.8%, Read 68607 times, Posted Sun 2nd of May 2021
True Story , Anal, Consensual Sex, First Time, Interracial, Masturbation, Transsexual -
Southern Hospitality Ch.04 by XtinaSmith
«Ash finally meets Laura's niece, Amy, and she's nothing like he expected.»
Rated 94.5%, Read 270591 times, Posted Sat 25th of November 2017
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Mature, Oral Sex, Plumper, Romance, Transgendered, Transsexual, Virginity, Written by women -
Southern Hospitality Ch.01 by XtinaSmith
«(Shemale x Male) Milfy seductress does all she can to score the boy next door.»
Rated 94.5%, Read 557109 times, Posted Fri 14th of April 2017
Fiction , Anal, Blowjob, Coercion, Consensual Sex, Exhibitionism, First Time, Male / Older Female, Mature, Older Female / Males, Oral Sex, Romance, Transgendered, Transsexual, Virginity, Written by women -
Tease Me by XtinaSmith
«A summer with his aunt, who happens to be incredibly hung. Who'd have thought that would end with lewds? Go figure!»
Rated 94.5%, Read 726063 times, Posted Mon 1st of January 2018
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Erotica, Exhibitionism, First Time, Incest, Mature, Older Female / Males, Oral Sex, Transgendered, Transsexual, Written by women -
Rite of Passage Ch.03 by XtinaSmith
«(Shemale x Male) Jamie's corruption furthers with help from his crush, Kelly.»
Rated 94.5%, Read 157713 times, Posted Fri 14th of April 2017
Fiction , Anal, Coercion, Consensual Sex, Domination/submission, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women -
Southern Hospitality Ch.02 by XtinaSmith
«(Shemale x Male) Ash continues his journey of discovery with Laura.»
Rated 94.5%, Read 262023 times, Posted Fri 14th of April 2017
Fiction , Anal, Consensual Sex, Cum Swallowing, Male / Older Female, Mature, Older Female / Males, Oral Sex, Romance, Transgendered, Transsexual, Written by women -
She Swings Her Own Bat by Chitown33
Rated 94.5%, Read 322695 times, Posted Tue 6th of May 2014
True Story , Asian, Blowjob, Consensual Sex, Cum Swallowing, Transgendered, Transsexual -
Blind Date_(8) by XtinaSmith
«An office workers manager sets him up in a particularly interesting blind date, despite his concerns.»
Rated 94.4%, Read 143856 times, Posted Sat 14th of October 2017
Fiction , Anal, Consensual Sex, First Time, Romance, Transgendered, Transsexual, Written by women -
The Trucker's Load by Phoenix Cinders
«18 year old Alex runs away from home and hitches a ride from Edna the trucker who's packing a little something extra!»
Rated 94.4%, Read 499518 times, Posted Sun 17th of June 2018
Science-Fiction , Anal, Ass to mouth, Blowjob, Consensual Sex, Cum Swallowing, Erotica, First Time, Oral Sex, Reluctance, Romance, Spanking, Teen, Transgendered, Transsexual, Virginity -
My life as a woman by curiouscoupleinraleigh
Rated 94.4%, Read 376566 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 -
The Adventurous Couple by Heatround
Rated 94.4%, Read 300036 times, Posted Thu 28th of April 2011
Fiction , Threesome, Toys, Transsexual -
A Special friend. by Heatround
Rated 94.4%, Read 248568 times, Posted Sun 3rd of January 2010
Fiction , Transsexual -
Estranged Sister Eve by Phoenix Cinders
«Femboy Shay moves in with his estranged sister Eve after his parents died. He soon learns Eve's got a few secrets of her own and he discovers a few things about himself he never knew. The joy of wearing women's clothing.»
Rated 94.4%, Read 223353 times, Posted Wed 5th of December 2018
Diary , Anal, Ass to mouth, Blowjob, Boy, Consensual Sex, Cum Swallowing, Drug, First Time, Gay, Group Sex, Hardcore, Incest, Oral Sex, Romance, Teen, Threesome, Toys, Transgendered, Transsexual, Virginity -
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 101817 times, Posted Fri 13th of May 2016
Fiction , Anal, Blowjob, Cum Swallowing, Gay, Mature, Oral Sex, Romance, Transgendered, Transsexual, Transvestite -
My Love for Daddy Transformed Me by willingwimp
Rated 94.3%, Read 293181 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Erotica, First Time, Incest, Transsexual, Transvestite, Virginity -
Becoming Sadi by Beckyj1992
«Feminine crossdresser finally lives out his fantasy.»
Rated 94.3%, Read 278934 times, Posted Mon 2nd of May 2016
Fiction , Anal, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Romance, Transgendered, Transsexual, Transvestite, Virginity -
Sugar Momma by XtinaSmith
«Two women who couldn't be less similar find each other through a website, while they couldn't have less in common, they each have something the other needs.»
Rated 94.3%, Read 352026 times, Posted Sun 1st of October 2017
Fiction , Bi-sexual, Consensual Sex, Erotica, Gothic, Mature, Plumper, Romance, Teen, Transgendered, Transsexual, Written by women -
Surprise.........Surprise! by PicturePainter
Rated 94.3%, Read 631938 times, Posted Tue 25th of January 2011
Fantasy , Ass to mouth, Bi-sexual, Blowjob, Cum Swallowing, Transsexual -
Bob, Sue and Anita’s holiday romance – 3 by Nellymcboatface
«Bob and his wife Sue were on holiday, after nearly 30 years of marriage neither were looking for a holiday romance and definitely not this one!»
Rated 94.3%, Read 44454 times, Posted Sun 18th of October 2020
Fantasy , Bi-sexual, Lesbian, Romance, Transgendered, Transsexual -
Becoming Jane by maverick1989
«The story of a young man giving into his desires.»
Rated 94.3%, Read 186483 times, Posted Fri 2nd of September 2016
Fantasy , Transgendered, Transsexual, Transvestite -
Sister's Surprise, Chapter 3 by Achilles_Heel
Rated 94.3%, Read 186915 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 -
Abby's Surprise by wolf_dreamer
«Young woman catches mom with tranny aunt»
Rated 94.3%, Read 163806 times, Posted Mon 30th of May 2016
Diary , Blowjob, Consensual Sex, Female solo, Female/Female, Incest, Threesome, Transsexual -
Sister's Surprise, Capter 2 by Achilles_Heel
Rated 94.3%, Read 315888 times, Posted Mon 11th of June 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Incest, Oral Sex, Romance, Teen Male / Female, Transgendered, Transsexual, Transvestite -
Kylee's Sauna Fantasies by Jess Romeo
«A hot rich teen named Kylee has a big surprise for the guy she brings back to her hotel room»
Rated 94.2%, Read 116952 times, Posted Thu 14th of January 2016
Fantasm , Anal, Bi-sexual, Blowjob, Cum Swallowing, Drug, Toys, Transgendered, Transsexual, Transvestite, Young -
The Night I Desired by flyingcarrot9
Rated 94.2%, Read 280335 times, Posted Mon 16th of May 2011
Fantasy , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Hardcore, Masturbation, Oral Sex, Romance, Transsexual -
Uncles Sissy Bitch Part 1 by Juicy Lucy 1
«A boy is sent to stay with his uncle with unexpected results»
Rated 94.2%, Read 231342 times, Posted Wed 5th of October 2016
Fiction , Boy, Gay, Incest, Male Domination, Spanking, Toys, Transsexual, Young -
The Trucker's Load Pt. 2 by Phoenix Cinders
«The ride continues & Alex continues to get his butt pounded»
Rated 94.2%, Read 98217 times, Posted Tue 26th of November 2019
Science-Fiction , Anal, Ass to mouth, Black, Blowjob, Boy, Consensual Sex, Oral Sex, Romance, Teen, Transgendered, Transsexual -
Sister's Surprise, Chapter 6: The Slumber Party by Achilles_Heel
Rated 94.2%, Read 309009 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 -
Southern Hospitality Ch.03 by XtinaSmith
«Ash and Laura go on their big date, battling their feelings and their lust»
Rated 94.2%, Read 133791 times, Posted Tue 11th of July 2017
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Older Female / Males, Oral Sex, Romance, Transgendered, Transsexual, Written by women -
Neck Deep by XtinaSmith
«A new college means new friends, sort of. A non-con story.»
Rated 94.2%, Read 169629 times, Posted Tue 25th of July 2017
Fiction , Anal, Blowjob, Bondage and restriction, Cum Swallowing, Domination/submission, Erotica, First Time, Hardcore, Non-consensual sex, Oral Sex, Rape, Reluctance, Threesome, Transgendered, Transsexual, Virginity, Written by women -
Mya, My Tgirl Princess by Bogreen69
«Bo meets Mya at the club. Gorgeous Asian girl turns out to be a tgirl»
Rated 94.2%, Read 151947 times, Posted Tue 24th of October 2017
Fiction , Anal, Asian, First Time, Transgendered, Transsexual -
Tranny In Toronto by Lizzie1337
Rated 94.1%, Read 241524 times, Posted Sat 5th of October 2013
True Story , Anal, Bi-sexual, Blowjob, Body modification, Consensual Sex, Erotica, First Time, Lesbian, Mature, Older Male / Female, Oral Sex, Prostitution, Teen, Transgendered, Transsexual, Virginity, Written by women -
Bad Habits by XtinaSmith
«Ethan gets an unorthodox punishment from an unorthodox nun»
Rated 94.1%, Read 122607 times, Posted Thu 1st of June 2017
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Discipline, Erotica, First Time, Male / Older Female, Oral Sex, School, Transgendered, Transsexual, Written by women -
Auntie Turned Me into Her Little Boy Slut by willingwimp
Rated 94.1%, Read 193989 times, Posted Mon 2nd of February 2015
Fiction , Domination/submission, Incest, Transsexual, Transvestite, Young -
Becoming Daddy's Halloween Princess by willingwimp
Rated 94.1%, Read 196929 times, Posted Mon 24th of August 2015
Fiction , Consensual Sex, Incest, Romance, Teen, Transsexual, Transvestite -
Nova pt. 1 by Phoenix Cinders
«Saved by a superhero, Sam is in for a big surprise when he finds out the Superhero Nova's secret. And it's not her identity but the thing in between her legs.»
Rated 94.1%, Read 39129 times, Posted Sun 4th of November 2018
Diary , Alien, Anal, Ass to mouth, Blowjob, Consensual Sex, Cum Swallowing, Drug, Erotica, First Time, Oral Sex, Reluctance, Romance, School, Teen, Transgendered, Transsexual, Violence, Virginity -
Internet Hookup Pioneer by Katie_Johnny
«A sissy spends an enchanting evening with a hot hunk»
Rated 94.1%, Read 26952 times, Posted Wed 22nd of March 2023
True Story , Blowjob, Cum Swallowing, Domination/submission, Drug, Oral Sex, Transsexual, Transvestite -
A Game of Basketball by Phoenix Cinders
«The Star Basketball Player loses his anal virginity to the new girl with a little something extra after losing a game of basketball.»
Rated 94.1%, Read 193701 times, Posted Mon 14th of January 2019
Science-Fiction , Anal, Blowjob, Consensual Sex, Drug, First Time, Hardcore, Reluctance, Transgendered, Transsexual, Virginity -
An Accidental Woman by curiouscoupleinraleigh
Rated 94.1%, Read 479100 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 -
A Game of Basketball Pt. 8 by Phoenix Cinders
«A funeral and a Dance...»
Rated 94%, Read 98661 times, Posted Tue 5th of March 2019
Science-Fiction , Anal, Ass to mouth, Consensual Sex, Romance, Transgendered, Transsexual -
A Game of Basketball Pt. 2 by Phoenix Cinders
«First game of the year and second time Nicole fucks Dave in the ass!»
Rated 94%, Read 137112 times, Posted Sat 26th of January 2019
Science-Fiction , Anal, Ass to mouth, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Hardcore, Oral Sex, Romance, School, Spanking, Teen, Transgendered, Transsexual -
Trans woman at the club by Jim2066
«I met a transwoman at a swingers club and we had an amazing night.»
Rated 93.9%, Read 91584 times, Posted Sat 24th of July 2021
True Story , Anal, Bi-sexual, Gay, Group Sex, Transgendered, Transsexual -
Roberta Slut by Yankee Dan
«This is the story of how a virgin trans girl started to blossom and have come out, with the help of her slut mother and best friend.»
Rated 93.9%, Read 24315 times, Posted Sat 4th of March 2023
Fiction , Anal, Blowjob, Gay, Teen Male / Teen Male, Transgendered, Transsexual -
A Game of Basketball Pt. 4 by Phoenix Cinders
«The team goes on a road trip. Dave gives Nicole road head and of course he takes it up the ass a few times.»
Rated 93.9%, Read 85218 times, Posted Sat 9th of February 2019
Science-Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Hardcore, Oral Sex, Romance, School, Spanking, Transgendered, Transsexual, Violence -
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 93.9%, Read 24948 times, Posted Tue 14th of March 2023
True Story , Blowjob, Cum Swallowing, Drug, Gay, Oral Sex, Transsexual -
Matt's surprise - Chapter 2 by Story Teller 101
«Matt finds Alexis has a secret.»
Rated 93.9%, Read 58347 times, Posted Mon 26th of October 2020
Fiction , Oral Sex, Pegging, Transsexual -
Bad Habits Ch.02 by XtinaSmith
«Ethan and Katherine get caught red handed»
Rated 93.9%, Read 49494 times, Posted Wed 6th of June 2018
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Erotica, School, Threesome, Transgendered, Transsexual, Written by women -
Confessions of a Cum Slut Pt. 6-10 by Candi Nyse
«I lose my virginity again, get served as dessert, have a farewell threesome, and a reunion.»
Rated 93.9%, Read 238317 times, Posted Thu 22nd of December 2016
Fiction , Anal, Ass to mouth, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Cum Swallowing, Domination/submission, Female/Female, Group Sex, Lesbian, Threesome, Transsexual, Written by women -
A Game of Basketball Pt. 3 by Phoenix Cinders
«A video goes viral and hot shower sex!»
Rated 93.9%, Read 66909 times, Posted Sat 2nd of February 2019
Science-Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Hardcore, Oral Sex, Romance, School, Spanking, Transgendered, Transsexual -
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 -
Athena by XtinaSmith
«For Robin, just catching a glimpse of the world-renowned pop star Athena would've been the number one highlight of his life, but when she takes an interest in him after one of her shows, it lead's him down a path he could never have expected.»
Rated 93.8%, Read 73617 times, Posted Sun 29th of April 2018
Fiction , Blowjob, Coercion, Cum Swallowing, Domination/submission, First Time, Oral Sex, Transgendered, Transsexual, Written by women -
Lost Time by XtinaSmith
«A mother and daughter catch up after a year apart.»
Rated 93.8%, Read 103569 times, Posted Thu 10th of August 2017
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Gothic, Incest, Oral Sex, Teen, Transgendered, Transsexual, Written by women -
Late Night In The Office by Heatround
Rated 93.8%, Read 118962 times, Posted Tue 13th of August 2013
Fantasy , Hardcore, Transgendered, Transsexual, Transvestite -
Bob, Sue and Anita’s holiday romance - 1 by Nellymcboatface
«Bob was a red blooded heterosexual but had never had a holiday romance in his 55 years but now he was going to get one. One he wouldn't have expected in a million years.»
Rated 93.8%, Read 50640 times, Posted Fri 25th of September 2020
Fantasy , Anal, Bi-sexual, Blowjob, Romance, Transgendered, Transsexual -
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 72477 times, Posted Thu 7th of July 2016
Fiction , Anal, Blowjob, Body modification, Male/Teen Female, Oral Sex, Reluctance, Romance, Teen, Transgendered, Transsexual, Transvestite -
Neck Deep Ch.02 by XtinaSmith
«Jay advances his position with the enabled twins.»
Rated 93.8%, Read 72609 times, Posted Fri 6th of October 2017
Fantasy , Anal, Blowjob, Consensual Sex, Cum Swallowing, Oral Sex, Threesome, Transgendered, Transsexual, Transvestite, Written by women -
The Landlord's Submission by Phoenix Cinders
«Landlord submits to his renter's big black cock»
Rated 93.7%, Read 156768 times, Posted Sun 23rd of August 2020
Fiction , Anal, Black, Consensual Sex, Domination/submission, Transgendered, Transsexual -
Bets Maid by XtinaSmith
«A high stakes gambler wins a property with more than he asked for inside, an indentured servant who'll do everything he asks for! But every boon comes with a price as he's all too quick to learn.»
Rated 93.7%, Read 83952 times, Posted Fri 19th of January 2018
Fiction , Anal, Blowjob, Consensual Sex, Domination/submission, Oral Sex, Romance, Slavery, Toys, Transgendered, Transsexual, Written by women -
Wartime Comfort House Diary - Day 8 Shemale by rojac29
«A wartime General found his comfort in a captured young local beauty, converted and trained by his Japanese lover in occupied land.»
Rated 93.7%, Read 44502 times, Posted Mon 11th of October 2021
Fiction , Anal, Asian, Authoritarian, BDSM, Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Domination/submission, Extreme, Foot or shoe fetish, Group Sex, Hardcore, Lactation, Male / Females, Mind Control, Oral Sex, Slavery, Threesome, Torture, Transgendered, Transsexual, Violence -
More Than Friends_(0) by Phoenix Cinders
«Love blossoms between two best friends Jess and Kev after they become college roommates.»
Rated 93.7%, Read 71622 times, Posted Sat 23rd of June 2018
Fantasy , Anal, Blowjob, Consensual Sex, Erotica, First Time, Oral Sex, Romance, School, Teen, Transgendered, Transsexual, Virginity -
Michael to Michelle by SonicRush66
«This is the story how Michael turned into the sissy slut Michelle»
Rated 93.6%, Read 71007 times, Posted Mon 21st of March 2022
Fantasy , Anal, Bi-sexual, Blowjob, Boy / Boy, Cum Swallowing, Gay, Group Sex, Transsexual, Transvestite -
High School reunion_(3) by Phoenix Cinders
«Kai's finally achieved success in life and now it's time to rub it in the faces of all the people that bullied him in high school as he comes home for his 10-year high school reunion. Little does he know an old classmate of his has a surprise for him. (Hint: a little sodomy)»
Rated 93.6%, Read 45144 times, Posted Sun 16th of September 2018
Science-Fiction , Anal, Consensual Sex, Domination/submission, First Time, Hardcore, Humiliation, Romance, Transgendered, Transsexual, Virginity -
Your tansgender girlfriend by TheTVonthecorner
Rated 93.6%, Read 278292 times, Posted Wed 5th of January 2011
True Story , Transgendered, Transsexual, Transvestite -
Turning My Roommate into a Sissy Slut Chapter 4_(1) by Rick_James
«I enjoy spending the weekend teaching my sissy slave her place.»
Rated 93.6%, Read 89376 times, Posted Wed 15th of May 2019
Fiction , Anal, Blowjob, Domination/submission, Humiliation, Reluctance, Slavery, Teen, Transgendered, Transsexual -
Matthew/Maria by TheAvengedMartyr
Rated 93.6%, Read 62973 times, Posted Fri 4th of January 2013
True Story , Cum Swallowing, Gay, Incest, Lesbian, Teen, Toys, Transsexual, Young -
Explicit powers Chapter 3 by Curious_George
Rated 93.5%, Read 32244 times, Posted Thu 1st of May 2014
Fantasy , Blowjob, Body modification, Cum Swallowing, Female/Female, Lesbian, Oral Sex, Teen Female/Teen Female, Toys, Transgendered, Transsexual, Transvestite -
One Summer Day by hk124
Rated 93.5%, Read 273678 times, Posted Wed 27th of March 2013
Fiction , Anal, Consensual Sex, Transgendered, Transsexual, Transvestite