sexstories.com
Transvestite
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TEMPTATIONS AND VARIATIONS by CecilBCK
«I work though an agent as a male escort. Let me tell you about some of my more unusual assignments.»
Rated 70%, Read 1194 times, Posted 2 days ago
Diary , Bi-sexual, Blowjob, Cheating, Erotica, Exhibitionism, Extreme, Group Sex, Hardcore, Male / Older Female, Oral Sex, Transvestite, Voyeurism -
Danny Boy, Jr - A Halloween Story by The_Technician
«]Danny Boy again visits... with his son!»
Rated 46.2%, Read 2919 times, Posted Fri 10th of October 2025
Fantasy , Bi-sexual, Erotica, Transsexual, Transvestite -
Melanie Catches Me Wearing Her Panties by Rangerfan6165
«I had been using my sister's panties to jerk off with for a while. I started to wear them and cumming in them a few weeks ago. She caught me. Things took an unexpected turn, and I discovered my true inner-self.»
Rated 91.3%, Read 22977 times, Posted Tue 19th of August 2025
Fiction , Blowjob, Domination/submission, Female Domination, Foot or shoe fetish, Incest, Male / Female Teens, Masturbation, Oral Sex, Teen, Transvestite, Young -
Sometimes short for Samuel pt. 4 by lavanne
«Mom comes to visit, making new friends.»
Rated 91.4%, Read 6831 times, Posted Tue 22nd of July 2025
Diary , Anal, Incest, Male / Older Female, Masturbation, Transvestite -
OUR UNFULFILLED FANTASIES by CecilBCK
«Over time Sarah and me have worked through many of our sexual fantasies, though we still have a list of unfulfilled sexual fantasies we would like to explore.»
Rated 69%, Read 5478 times, Posted Thu 24th of April 2025
Diary , Ass to mouth, Bi-sexual, Blowjob, Boy, Cuckold, Erotica, Exhibitionism, Group Sex, Hardcore, Lesbian, Male / Older Female, Male/Teen Female, Oral Sex, Teen, Transvestite, Voyeurism, Written by women -
Sometimes short for Samuel pt. 3 by lavanne
«Samantha takes some self defense lessons, and runs into trouble on the way through the park.»
Rated 79.5%, Read 5334 times, Posted Mon 30th of June 2025
Fiction , Anal, Blowjob, Gay, Male Domination, Teen, Transvestite -
Hard Evidence by AnalLover42069
«Femboy stripper Rikki Ryder gets interrogated by Officer Maxine Steele, who fucks her in the ass.»
Rated 92.9%, Read 4764 times, Posted Fri 20th of June 2025
Fiction , Anal, Blowjob, Consensual Sex, Job/Place-of-work, Transgendered, Transsexual, Transvestite -
The Boy in the Cream Blouse by satinshirt
«A Soft Fiction of Friendship, Light, and Becoming...»
Rated 62.5%, Read 4401 times, Posted Tue 24th of June 2025
Fantasy , Transgendered, Transvestite -
FRANCESCA’S HUNG TRANNY by CecilBCK
«When I was first unfaithful to my husband, I was forty-years old and long married. Then I met Daniel and some of his friends, male and female who introduced me to whole new world of sexual pleasure. Now I have a new man Raoul who introduced me to tranny sex.»
Rated 75.7%, Read 8994 times, Posted Mon 3rd of March 2025
True Story , Bi-sexual, Blowjob, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Hardcore, Masturbation, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
TWO JOCKS FOR OUR SEXUAL PLEASURE by CecilBCK
«My man Roger and I still had four days remaining at the new resort one of my girlfriends had recommended to us, four days to achieve some of the remaining preferences we had set ourselves..»
Rated 67.7%, Read 17496 times, Posted Thu 13th of June 2024
Diary , Asian, Bi-sexual, Blowjob, Boy, Consensual Sex, Erotica, Exhibitionism, Female / Girl, Group Sex, Male / Females, Male / Older Female, Male/Teen Female, Males / Females, Older Female / Males, Older Male / Female, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women, Young -
Night Shift Sissy - Chapters 1-4 by Nightside
«He enjoyed working nights so he could indulge his fantasies. But then he got caught.»
Rated 89.4%, Read 60558 times, Posted Thu 3rd of September 2015
Fiction , Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite -
MORGANA AND RAELINE by CecilBCK
«My lady Morgana and me both have a high sex drive and thrive on sexual excitement. We are both in our late thirties, attractive business professionals, sexually sophisticated, and gender fluid, bi-sexual.»
Rated 84%, Read 4275 times, Posted Tue 20th of May 2025
True Story , Ass to mouth, Bi-sexual, Blowjob, Erotica, Exhibitionism, Female/Female, Group Sex, Hardcore, Lesbian, Male / Older Female, Oral Sex, Transvestite, Voyeurism -
Sometimes short for Samuel pt. 1 by lavanne
«A young man's feminine side opens doors and more when he goes to college.»
Rated 89.4%, Read 18633 times, Posted Mon 14th of April 2025
Fiction , Anal, Bi-sexual, Blowjob, School, Teen Male / Teen Male, Transvestite -
Sometimes Short for Samuel pt. 2 by lavanne
«Settling into life in the dorm.»
Rated 87.1%, Read 6543 times, Posted Sat 3rd of May 2025
Fiction , Anal, Blowjob, Masturbation, School, Transsexual, Transvestite -
More than before.. part 1 by C.dotsa
«A boyfriend... accepts his girlfriends cock.»
Rated 88.8%, Read 16404 times, Posted Sat 3rd of May 2025
Fantasy , Blowjob, Cum Swallowing, Humiliation, Transgendered, Transsexual, Transvestite -
MY NEW OLDER LOVER AND HER FRIENDS by CecilBCK
«I quickly learnt my new thirty-year old lover Charlene was seven-years older than me and far more sexually sophisticated.»
Rated 83.3%, Read 8424 times, Posted Tue 15th of April 2025
True Story , Ass to mouth, Bi-sexual, Blowjob, Boy, Cuckold, Erotica, Exhibitionism, Girls / Female, Group Sex, Lesbian, Male / Females, Older Female / Males, Oral Sex, Teen, Transvestite, Voyeurism -
Teaching Daddy Compassion by Limnophile
«This is the sequel to "Teaching Daughter Caution." Mom and daughter punish Dad and teach him compassion. They dress him up as a woman, put a wig on him, and do his makeup, before they humiliate him in public. Dad and daughter share a secret interest in pegging, and Mom goes along with it.»
Rated 65.7%, Read 8754 times, Posted Tue 11th of February 2025
Fiction , Coercion, Domination/submission, Humiliation, Incest, Masturbation, Pegging, Reluctance, Transvestite -
Symone's gang bang by paddler20
«A young man is dressed as a young woman by a group of women and sent to satisfy a group of young men.»
Rated 86.4%, Read 12096 times, Posted Fri 7th of February 2025
True Story , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Female Domination, Group Sex, Interracial, Transvestite -
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 83.3%, Read 21474 times, Posted Wed 29th of January 2025
Fiction , Anal, Authoritarian, Blowjob, Consensual Sex, First Time, Gay, Transsexual, Transvestite, Virginity, Young -
The Sex Book by Loupy
«A young wife buys her husband a sex book for his birthday, to rekindle their romance. Adventure ensues.»
Rated 81.7%, Read 16803 times, Posted Sun 5th of January 2025
Fiction , Bi-sexual, Pegging, Role-playing, Transvestite -
Lost a Bet to my Twin Sister by Loupy
«A guy lost a bet to his twin sister, and now has to pay it off while watching the game with their friends.»
Rated 78.6%, Read 57171 times, Posted Sun 5th of January 2025
Fiction , Anal, Bi-sexual, Blowjob, First Time, Incest, Role-playing, Transvestite -
The Truth About Being A Sissy by Katie_Johnny
«You must submit to your man»
Rated 83.1%, Read 9990 times, Posted Fri 3rd of January 2025
True Story , Anal, Blowjob, Cum Swallowing, Gay, Transvestite -
THE FILM CREW. by CecilBCK
«I am fantasizing about meeting a new person tonight and having that person lick my cunt. You know I love being licked and teased. Perhaps a bi-sex woman a little younger than us?»
Rated 81.6%, Read 12606 times, Posted Sun 8th of January 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Lesbian, Male / Females, Male Solo, Older Female / Males, Oral Sex, Role-playing, Threesome, Transvestite -
DID YOU PAY FOR THOSE TWO BOYS? by CecilBCK
«In my man’s recent story, Have you ever?, he told how he organized two twenty-two year boys, male escorts, for one of my girlfriends.»
Rated 82%, Read 11316 times, Posted Sat 26th of August 2023
True Story , Ass to mouth, Bi-sexual, Black, Blowjob, Bondage and restriction, Cheating, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Female/Female, Group Sex, Hardcore, Interracial, Male / Females, Masturbation, Mature, Older Female / Males, Oral Sex, Threesome, Transvestite, Written by women -
OUR NEW LOVERS WERE SO EXCITING, SO TALENTED by CecilBCK
«I met Amanda at a singles cocktail party. Instant chemistry. At thirty-nine she is two-years older than me. She told me her much older husband died a year ago. She realizes she has missed out on lots in her sex life and wants me to help her catch up.»
Rated 71.2%, Read 12039 times, Posted Wed 13th of September 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Male / Females, Male / Older Female, Males / Females, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism -
I WAS JUST NINETEEN WHEN … by CecilBCK
«When I was just nineteen I arrived in a new city for a Cadetship with a new employer. One of my new buddies suggested I join a gym he was a member of.»
Rated 81.8%, Read 12828 times, Posted Wed 20th of November 2024
True Story , Bi-sexual, Blowjob, Boy, Consensual Sex, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Group Sex, Hardcore, Male / Older Female, Masturbation, Oral Sex, Teen Male / Female, Transvestite, Voyeurism, Wife -
One With the Tribe pt3 by faringwayb
«Dyri and Aitu get closer.»
Rated 64.4%, Read 6594 times, Posted Mon 2nd of September 2024
Fantasy , Anal, Consensual Sex, Domination/submission, Erotica, Monster, Romance, Slavery, Stockholm Syndrome, Transvestite -
The Werewolf's Bitch (Parts VII and VIII) by chazzyxxx
«Continuation of the Bitch's adventures.»
Rated 71.9%, Read 8274 times, Posted Thu 14th of November 2024
Fantasy , Anal, Bestiality, Group Sex, Oral Sex, Transvestite -
Crossing Gender Lines (Chapter 1) by White Dragon
«A young man is caught wearing his sister's panties by his sister and is forced to confront his sexuality and feelings.»
Rated 83.3%, Read 8457 times, Posted Tue 5th of November 2024
Fiction , Consensual Sex, Incest, Male Solo, Male/Female, Masturbation, Transvestite, Voyeurism -
Travels Through The Multi-Sheverse by AnalLover42069
«An anthology series about different erotic worlds about a crossdresser stripper named “Rïkkï Rÿdër” who gets her ass fucked by different girls with all kinds of girl-cocks»
Rated 0%, Read 15342 times, Posted Sun 20th of October 2024
Fantasy , Alien, Anal, Female Domination, Monster, Pegging, Transgendered, Transsexual, Transvestite -
Pumping Iron - Secret Gym Sessions: Part Three by Caveman92
«Samantha wakes up after being brutally raped by Rea and Jake. can she turn the odds in her favor?»
Rated 70.7%, Read 8724 times, Posted Thu 10th of October 2024
Fiction , Anal, BDSM, Blowjob, Cruelty, Domination/submission, Extreme, Female Domination, Gay, Hardcore, Humiliation, Lesbian, Reluctance, Spanking, Torture, Transvestite, Violence -
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 88.1%, Read 60624 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 -
Pumping Iron - Secret Gym Sessions: Part one by Caveman92
«Pumping Iron - Secret Gym Sessions: Part One after a good workout at the gym Rea overhears her long time friend, Samantha, trash talking her to her other friends. Her anger gets the best of her as soon as Samantha is alone in the gym shower.»
Rated 80.5%, Read 18066 times, Posted Sat 28th of September 2024
Fiction , Anal, Blowjob, Cruelty, Domination/submission, Extreme, Female Domination, Gay, Hardcore, Lesbian, Non-consensual sex, Oral Sex, Rape, Transvestite, Violence -
Pumping Iron - Secret Gym Sessions: Part Two by Caveman92
«Rea calls her friend/Samantha's boyfriend for help in the aftermath of the shower rape. Jake gets pulled into the rapey futa fun.»
Rated 75.4%, Read 10431 times, Posted Sat 28th of September 2024
Fiction , Anal, Bi-sexual, Blowjob, Cruelty, Cum Swallowing, Domination/submission, Extreme, Female Domination, Gay, Non-consensual sex, Rape, Threesome, Transvestite -
GIGOLO FOR A FASHION INDUSTRY COUPLE. by CecilBCK
«I am Jon. I moonlight as a gigolo. This is one of my recent experiences.»
Rated 75.8%, Read 21033 times, Posted Wed 13th of January 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cosplay, Cuckold, Cum Swallowing, Exhibitionism, Gay, Group Sex, Older Female / Males, Oral Sex, Threesome, Transvestite, Voyeurism -
Forced to be a girl for a weekend by CDKimberlyMaj
«Lost a bet to a girl I just met»
Rated 87%, Read 20625 times, Posted Thu 11th of July 2024
True Story , Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite -
Trans - formation by abroadsword
«Getting into ladies changing rooms with all those naked ladies legally by simply filling in a form.»
Rated 31.6%, Read 5613 times, Posted Thu 27th of June 2024
Fiction , Transsexual, Transvestite -
Becoming Kim by CDKimberlyMaj
«The encounter that led me to become Kim full time»
Rated 92.4%, Read 9063 times, Posted Wed 19th of June 2024
True Story , Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite -
SYLVIA, TWO NEW LADY LOVERS AND THEIR MEN by CecilBCK
«I am a forty-five year old, widow, when my girlfriends regale me with stories of their sex lives I realize I have a lot of catching up to do and have missed out on lots of sexual pleasure and excitement.»
Rated 78.1%, Read 10446 times, Posted Mon 6th of May 2024
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Erotica, Exhibitionism, Group Sex, Hardcore, Male / Older Female, Male/Female, Masturbation, Mature, Older Female / Males, Oral Sex, Transvestite, Voyeurism, Written by women -
Gloryhole Glenda by Limnophile
«Well off man often pays for anonymous blowjobs at a gloryhole. What happens on Christmas Eve, when he discovers the oral sex artist isn't female? - - - CAUTION: Story includes smoking and a trans character.»
Rated 78.7%, Read 16773 times, Posted Fri 19th of April 2024
Fiction , Anal, Blowjob, Body modification, Gay, Incest, Male/Teen Female, Older Male / Female, Prostitution, Romance, Transvestite -
Li-Gals by Limnophile
«Lucy needs to decide if another century of life is worth a decade of sexual servitude.»
Rated 78.9%, Read 6273 times, Posted Thu 18th of April 2024
Science-Fiction , Anal, Bi-sexual, Body modification, Coercion, Consensual Sex, Group Sex, Male/Female, Male/Teen Female, Romance, Transvestite -
Office Fuck Buddy by Katie_Johnny
«I develop an intense sexual relationship with a younger man who lives near my office.»
Rated 85.1%, Read 14538 times, Posted Thu 11th of April 2024
True Story , Anal, Blowjob, Domination/submission, Gay, Transvestite -
OUR NEW TRANNY by CecilBCK
«My husband and I rediscovered our sex lives when we turned forty. A little over a year later we are now very comfortable being gender fluid, receiving sexual pleasure for same sex partners, three-ways four-ways and even a tranny. Perhaps a second one even?»
Rated 82.6%, Read 4554 times, Posted Mon 8th of April 2024
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Erotica, Exhibitionism, Oral Sex, Threesome, Transvestite, Voyeurism, Written by women -
MARRIED COUPLE DISCOVER TRANNY SEX by CecilBCK
«I am Allie, I want to tell you about how my husband and I had sex with with a drop, dead, gorgeous tranny, something we had been fantasizing about for a while and fantasizing about for long enough to make it even more exciting for both of us.»
Rated 86%, Read 9996 times, Posted Thu 28th of March 2024
True Story , Ass to mouth, Ass to pussy, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Erotica, Exhibitionism, Hardcore, Masturbation, Oral Sex, Transvestite, Voyeurism, Written by women -
A Night Not To Remember.... by sally slutton
«Dean fancies himself as a ladies man, work all week, fuck all weekend. The bigger the tits, the more he goes for them. Until he 'bumps' into Sally and gets more than he bargained for...»
Rated 88.3%, Read 38334 times, Posted Mon 23rd of August 2021
Fiction , Anal, Male / Females, Oral Sex, Transsexual, Transvestite -
Mistress Cruel Love - Chapter 3 - Deviated Prevert by [James Bondage]
«Darius takes on a new role as the Femdom singularity grows.»
Rated 85.3%, Read 17169 times, Posted Fri 4th of June 2021
Fiction , Anal, Authoritarian, BDSM, Body modification, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Interracial, Oral Sex, Pegging, Plumper, Reluctance, Spanking, Toys, Transvestite -
Mistress Cruel Love - Chapter 4 - Mein Herrin! I Can Dance! by [James Bondage]
«Markus pursues Shireen while Darius takes the next big step on his journey into sissy slavery.»
Rated 75.8%, Read 9351 times, Posted Fri 10th of June 2022
Fiction , Anal, Authoritarian, BDSM, Black, Bondage and restriction, Consensual Sex, Discipline, Domination/submission, Exhibitionism, Female Domination, Hardcore, Humiliation, Interracial, Masturbation, Oral Sex, Pegging, Plumper, Reluctance, Sado-Masochism, Slavery, Spanking, Threesome, Toys, Transvestite, Voyeurism -
The Office Chair by Katie_Johnny
«A suggestion from a fuck buddy ended up leading to the discovery of a new favorite way to get fucked»
Rated 85.3%, Read 26427 times, Posted Mon 19th of February 2024
True Story , Anal, Blowjob, Cum Swallowing, Transvestite -
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%, Read 28968 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Mistress Cruel Love - Chapter 2 - Total Commitment by [James Bondage]
«The feminization of Darius continues as he encounters dominant women at every turn.»
Rated 87.3%, Read 21969 times, Posted Fri 11th of September 2020
Fiction , Anal, Authoritarian, BDSM, Black, Body modification, Bondage and restriction, Consensual Sex, Cum Swallowing, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Interracial, Job/Place-of-work, Pegging, Plumper, Reluctance, Spanking, Toys, Transvestite -
Mistress Cruel Love - Chapter 5 - We Must Not Allow A Femdom Gap by [James Bondage]
«Markus' feminization begins. He gives all and gets nothing.»
Rated 62.5%, Read 4335 times, Posted Mon 5th of February 2024
Fiction , Authoritarian, BDSM, Coercion, Discipline, Domination/submission, Female Domination, Foot or shoe fetish, Humiliation, Interracial, Latex fetish, Romance, Slavery, Spanking, Toys, Transvestite -
Athena Corp Chronicles - Chapter 5 - Apotheosis by [James Bondage]
«The path to divinity is paved with female domination.»
Rated 83.3%, Read 6411 times, Posted Fri 12th of January 2024
Fiction , Authoritarian, BDSM, Bondage and restriction, Discipline, Domination/submission, Female Domination, Hardcore, Humiliation, Job/Place-of-work, Latex fetish, Mind Control, Oral Sex, Pegging, Romance, Slavery, Spanking, Threesome, Transvestite -
King Vincent Parts 1 and 2 by Katie_Johnny
«This is a true story about a guy into role playing interviewed me about a room for rent in his house»
Rated 90.5%, Read 12321 times, Posted Thu 28th of December 2023
True Story , Anal, Blowjob, Domination/submission, Drug, Gay, Role-playing, Transvestite -
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 72.6%, Read 42837 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 -
Fun during a sad time by CDKimberlyMaj
«A bit of family fun»
Rated 87.6%, Read 21987 times, Posted Mon 4th of December 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Transsexual, Transvestite -
2 she males 1 lucky male by Martyn1981
«2 she males 1 lucky male all alone»
Rated 82.2%, Read 20595 times, Posted Fri 3rd of November 2023
Fiction , Anal, Transgendered, Transsexual, Transvestite -
Sissy Pussy BBC by Katie_Johnny
«A modern day hookup between a white sissy in her 40’s and a 20 something young black bull»
Rated 91.8%, Read 16932 times, Posted Sat 21st of October 2023
True Story , Anal, Blowjob, Domination/submission, Transvestite -
Kelly's Filthy Bookstore Gangbang by kellyswallows
«A typical night out for a depraved tranny»
Rated 60.9%, Read 20703 times, Posted Wed 20th of September 2023
True Story , Fisting, Gay, Group Sex, Scatology, Transvestite -
The Convention Part 1 by jasonthefreak
«Twenty-something goes dressed up to a convention for the weekend»
Rated 81.7%, Read 8913 times, Posted Sat 23rd of September 2023
Fiction , Anal, Bi-sexual, Blowjob, Gay, Transvestite -
Somewhere in Afgan by abroadsword
«Somewhere in Afgan. Fictionalised story of torturing the gooks. All names changed to avoid repercussions. None of the actions can be verified as they are against Kings regulations.»
Rated 42.9%, Read 7713 times, Posted Sat 26th of August 2023
Fiction , BDSM, Body modification, Bondage and restriction, Cheating, Cock & ball torture, Torture, Transvestite -
My Unintentional Threesome Part One by Katie_Johnny
«What started as a normal hookup turned into my first ever threesome.»
Rated 88.7%, Read 28305 times, Posted Mon 7th of August 2023
True Story , Anal, Consensual Sex, Cum Swallowing, Drug, Gay, Threesome, Transvestite -
Girl and the Dark Castle - chapter 12 by Wanderwolf
«Sweetheart wakes and finds some more kinky fun. This time in the bathroom.»
Rated 70.3%, Read 7314 times, Posted Sun 25th of June 2023
Fantasy , Blowjob, Hardcore, Pegging, Transvestite -
Michael to Michelle part 4 the work slut by SonicRush66
«As I go further and further into the sissy life, my workplace finds out»
Rated 91.9%, Read 18180 times, Posted Tue 18th of April 2023
Fantasy , Anal, Bi-sexual, Blackmail, Blowjob, Cum Swallowing, Domination/submission, Gay, Job/Place-of-work, Male Domination, Reluctance, Threesome, Transgendered, Transsexual, Transvestite -
Sissy Hypno & The Fascinating Return To Porn Part 3 by Katie_Johnny
«The final chapter in a series telling the story of my sexual exploits with “Daddy Daryl,” a man I first met in an adult book store»
Rated 92.9%, Read 10383 times, Posted Thu 18th of May 2023
True Story , Anal, Blowjob, Domination/submission, Hardcore, Transvestite -
Cock sucking Crossdresser by craigtv284
«Young man learns to love cock»
Rated 91.8%, Read 83970 times, Posted Mon 21st of September 2015
Fantasy , Gay, Transvestite -
Michael to Michelle Part 5 The Gay Sauna by SonicRush66
«The transition into a sissy continues when I get the experience of my life at a gay sauna»
Rated 87.4%, Read 24609 times, Posted Tue 25th of April 2023
Diary , Anal, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Boy / Boy, Cum Swallowing, Domination/submission, Extreme, Gay, Group Sex, Humiliation, Male Domination, Mature, Non-consensual sex, Rape, Transgendered, Transsexual, Transvestite -
Sissy Hypno & The Fascinating Return To Porn Part 2 by Katie_Johnny
«For anyone reading this who hasn't read part one, you should! A brief recap ~ I had checked out of the porn world for several years, and upon my return, I discovered the exhilarating and fascinating "Sissy Hypno" genre.»
Rated 93.8%, Read 14781 times, Posted Thu 13th of April 2023
True Story , Anal, Blowjob, Cum Swallowing, Domination/submission, Drug, Hardcore, Transvestite -
Internet Hookup Pioneer by Katie_Johnny
«A sissy spends an enchanting evening with a hot hunk»
Rated 94%, Read 29505 times, Posted Wed 22nd of March 2023
True Story , Blowjob, Cum Swallowing, Domination/submission, Drug, Oral Sex, Transsexual, Transvestite -
My Sister’s Thong by Derrik
«My taboo story about growing up with an older sister while discovering sex.»
Rated 76.6%, Read 63597 times, Posted Fri 10th of March 2023
True Story , Bi-sexual, Boy, Exhibitionism, First Time, Incest, Masturbation, Teen Male / Female, Teen Male Solo, Transvestite, Voyeurism, Young -
Mom Has Me Turned Out by Yankee Dan
«Mother is tired of her homophobic son and has him tied up and fucked.»
Rated 91%, Read 47874 times, Posted Mon 27th of February 2023
Fiction , Coercion, Gay, Non-consensual sex, Rape, Transvestite