sexstories.com
Transgendered
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The Loop - part 25 by Wanderwolf
«Alex is taken in for an interview at S.L.U.T. Corp»
Rated 75%, Read 1200 times, Posted Mon 23rd of February 2026
Fantasy , Anal, Ass to mouth, Authoritarian, Blowjob, Domination/submission, Hardcore, Humiliation, Job/Place-of-work, Oral Sex, Transgendered -
She-Hulk SMASHED by AnalLover42069
«She-Hulk pays stripper Rikki Ryder with intense anal sex for vital client information.»
Rated 57.1%, Read 3192 times, Posted Mon 5th of January 2026
Fiction , Anal, Consensual Sex, Fan fiction, Female Domination, Oral Sex, Transgendered, Transvestite -
The Opposite Gender by SailorVibe
«Female about to undergo sex reassignment surgery let's me enjoy her micro-penis and lets me fuck her pussy.»
Rated 75.4%, Read 7335 times, Posted Fri 14th of November 2025
Fantasy , Bi-sexual, Body modification, Consensual Sex, Male/Female, Older Male / Female, Oral Sex, Transgendered, Transsexual, Transvestite -
Bambi by SailorVibe
«I meet a hot chick at the bar. Take her home. She turns out to be a he!»
Rated 79.8%, Read 14262 times, Posted Sun 19th of October 2025
Fantasy , Anal, Ass to mouth, Blowjob, Body modification, Cum Swallowing, Oral Sex, Transgendered, Transsexual -
Rocky Revisited - A Halloween Story by The_Technician
«A 50th anniversary Rocky Halloween Party.»
Rated 84%, Read 5055 times, Posted Wed 15th of October 2025
Fantasy , Alien, Anal, Blowjob, Cosplay, Erotica, Exhibitionism, Female/Female, Group Sex, Male / Females, Transgendered, Transsexual -
Babalon's Curse 8 by M_K_Babalon
«A woman who worships the Goddess Babalon helps her with a new curse to turn men into werewhores.»
Rated 66.7%, Read 5031 times, Posted Mon 25th of August 2025
Fantasy , Consensual Sex, Oral Sex, Transgendered -
Saturday night trans fever by Foryourpleasure1980
«This is the story of my one and only encounter with a transgender girl»
Rated 81%, Read 12852 times, Posted Tue 19th of August 2025
True Story , Anal, Bi-sexual, First Time, Masturbation, Oral Sex, Transgendered -
The Corruption of a Straight Boy, part 1 by alopex69
«Tom and Jen have been trying new things, Tom didn't expect a third person would get involved.»
Rated 93.5%, Read 53430 times, Posted Sun 6th of July 2025
Fantasy , Anal, Bondage and restriction, Drug, Male/Female, Pegging, Transgendered -
The Corruption of a Straight Boy, part 2 by alopex69
«Tommy gets more than he bargained for when he goes to a bar with Lexi and Jen.»
Rated 94%, Read 23358 times, Posted Tue 8th of July 2025
Fantasy , Anal, Cum Swallowing, Drug, Male / Females, Transgendered -
The Corruption of a Straight Boy, part 3 by alopex69
«Lexi and Jen leave Tommy stranded at a glory hole. Then they arrange for him to get another gangbang.»
Rated 95.1%, Read 16983 times, Posted Tue 8th of July 2025
Fantasy , Anal, Cum Swallowing, Drug, Male / Females, Transgendered -
Hard Evidence by AnalLover42069
«Femboy stripper Rikki Ryder gets interrogated by Officer Maxine Steele, who fucks her in the ass.»
Rated 92.7%, Read 7473 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 66.7%, Read 5121 times, Posted Tue 24th of June 2025
Fantasy , Transgendered, Transvestite -
Becoming Charlotte - Part 6: Coping and Preparing by bigdaddyoh
«Charlotte deals with missing Andy, using imagination and toys to cope with her desires with surprising results and finally steps into her new life outside the institute.»
Rated 81.8%, Read 4683 times, Posted Wed 28th of May 2025
Fantasy , Female solo, Hardcore, Masturbation, Toys, Transgendered -
Becoming Charlotte - Part 4: Making the most of it 1 of 2 by bigdaddyoh
«As Charlotte and Andy come to terms with him leaving for basic training, they discover a secret and decide to do a little matchmaking.»
Rated 80%, Read 4680 times, Posted Thu 15th of May 2025
Fantasy , Blowjob, Consensual Sex, Hardcore, Oral Sex, Transgendered -
Becoming Charlotte - Part 5: Making the most of it 2 of 2 by bigdaddyoh
«Charlotte and Andy put their matchmaking plan into action and Charlotte gives him a special going away present.»
Rated 86.7%, Read 4707 times, Posted Thu 15th of May 2025
Fantasy , Anal, Consensual Sex, Hardcore, Oral Sex, Transgendered, Virginity -
Becoming Charlotte - Part 3: Love, love, love (doo doo de doo) by bigdaddyoh
«Charlotte deals with being in love as a woman, rumours and Inquisitions from friends as she and Andrew start the relationship together»
Rated 84.2%, Read 4587 times, Posted Sat 3rd of May 2025
Fantasy , Blowjob, Consensual Sex, Male/Female, Oral Sex, Transgendered -
More than before.. part 1 by C.dotsa
«A boyfriend... accepts his girlfriends cock.»
Rated 90.8%, Read 19467 times, Posted Sat 3rd of May 2025
Fantasy , Blowjob, Cum Swallowing, Humiliation, Transgendered, Transsexual, Transvestite -
Becoming Charlotte, Chapter 2: Death and Rebirth by bigdaddyoh
«Charlotte, a 25yo redhead biological female who used to be a biological male comes to terms with being raped and has to face her former self, all whilst preparing to start her new life in the outside world.»
Rated 87%, Read 4956 times, Posted Sun 27th of April 2025
Fantasy , Consensual Sex, Death, Masturbation, Transgendered -
The Principal's Turn - Sam's Fall by rimaday
«With Principal's Turner's seduction complete, Taisha finds a way to Deal with her husband Sam»
Rated 94.4%, Read 15480 times, Posted Sun 30th of March 2025
Fantasy , Ass to mouth, Black, Blowjob, Cum Swallowing, Domination/submission, Gay, Reluctance, Transgendered -
TRANNY AT THE SWINGERS RESORT by CecilBCK
«My man and I are seeking new sexual experiences at a swingers resort.»
Rated 82.4%, Read 14637 times, Posted Tue 24th of October 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Body modification, Consensual Sex, Erotica, Exhibitionism, Female exhibitionist, Hardcore, Oral Sex, Transgendered, Written by women -
One Night With Stacy by JJStories
«Stacy was my best friend. I trusted her. Look what she did.»
Rated 86.5%, Read 17721 times, Posted Wed 20th of November 2024
Fiction , First Time, Lesbian, Pregnant, Transgendered, Transsexual -
ANOTHER COCKTAIL PARTY by CecilBCK
«Another cocktail party for another new product launch, this time for a range of adult toys and accessories. This one much more entertaining than many others. My lady Sarah and I do enjoy them though and treat them as an opportunity to meet new sexual partners.»
Rated 71.4%, Read 16680 times, Posted Sat 12th of August 2023
True Story , Ass to mouth, Bi-sexual, Blowjob, Body modification, Boy / Boy, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female exhibitionist, First Time, Gay, Group Sex, Hardcore, Male / Older Female, Males / Female, Older Female / Males, Oral Sex, Role-playing, Threesome, Transgendered, 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 18132 times, Posted Sun 20th of October 2024
Fantasy , Alien, Anal, Female Domination, Monster, Pegging, Transgendered, Transsexual, Transvestite -
Morgan Switches Teams by BigDaddyDG
«The back story of how Morgan became a she.»
Rated 76.7%, Read 8718 times, Posted Tue 15th of October 2024
Fiction , Transgendered -
My Evolving Transition – Ch. 08 by Luvagobfull
«The ongoing adventure of a young man, transitioning into a new adventure.»
Rated 50%, Read 69252 times, Posted Fri 28th of June 2024
Fiction , Anal, Consensual Sex, Transgendered -
One night to suck a dick by robdcruz
«A man's attempts to explore his sexuality take an unexpected turn»
Rated 94.8%, Read 107634 times, Posted Wed 5th of June 2024
Fiction , Gay, Transgendered -
Anniversary Surprise - Part 1 of 2 by storiesforyou
«A neglected wife sends a surprise to her husband's hotel room since he's out of town for their anniversary»
Rated 87.7%, Read 13935 times, Posted Mon 13th of May 2024
Fiction , Blackmail, Blowjob, Cheating, Cum Swallowing, Female Domination, Male / Females, Oral Sex, Transgendered, Transsexual -
Babalon's Curse 3&4 by M_K_Babalon
«The curse is laid and the suffering begins.»
Rated 73.9%, Read 5859 times, Posted Sat 27th of April 2024
Fantasy , Anal, Coercion, Oral Sex, Reluctance, Transgendered -
Sexy BFFs Chapter 13 by Jenny Lane
«Jenny and Gracie are the only students left at the boarding school for the summer and they make a new sexy friend.»
Rated 59.1%, Read 4536 times, Posted Wed 17th of April 2024
Fiction , Transgendered -
Sexy Bff's Chapter 12 by Jenny Lane
«A flashback story to when Jenny and Gracie meet at boarding school and get into some wet, messy and muddy fun!»
Rated 52.6%, Read 4644 times, Posted Mon 1st of April 2024
Fantasy , Anal, Blowjob, Cum Swallowing, Interracial, School, Transgendered -
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 31356 times, Posted Mon 5th of February 2024
True Story , Anal, Blowjob, Consensual Sex, First Time, Mature, Teen, Transgendered, Transsexual, Transvestite, Young -
Taking over as massage therapist for two weeks - Part 2 by SensuousTurquoise
«I have my second massage appointment, this time with a beautiful, young trans woman. The massage turns even more sexual than last time.»
Rated 83.5%, Read 79887 times, Posted Tue 6th of February 2024
Diary , Bi-sexual, Blowjob, Consensual Sex, Female / Girl, First Time, massage, Masturbation, Transgendered, Written by women -
Christmas Eve with Gloryhole Glenda by Limnophile
«Man pays for anonymous blowjobs and gets several big surprises. CAUTION - If you hate smoking or trans / bi males please read something else.»
Rated 75.5%, Read 21405 times, Posted Fri 27th of October 2023
Fiction , Blowjob, Male/Teen Female, Prostitution, Romance, Transgendered -
2 she males 1 lucky male by Martyn1981
«2 she males 1 lucky male all alone»
Rated 82.5%, Read 21753 times, Posted Fri 3rd of November 2023
Fiction , Anal, Transgendered, Transsexual, Transvestite -
The Body Whisperer by fidgetwrites
«Amanda discovers a spiritual healer who can help her attain the extreme proportions her body was always supposed to have.»
Rated 79.5%, Read 8805 times, Posted Fri 6th of October 2023
Fiction , Body modification, Exhibitionism, Female/Female, Mind Control, Plumper, Transgendered -
Neighbors Part One by TheGentlemn4yu
«New neighbor surprise»
Rated 82.5%, Read 20463 times, Posted Fri 15th of September 2023
Fiction , Bi-sexual, Blowjob, Cum Swallowing, Oral Sex, Transgendered -
Privileges Revoked - Chapter 1 by ArielZark
«A young man goes in for an interview and receives a generous job offer. But can he satisfy his boss's demands?»
Rated 84.6%, Read 20943 times, Posted Tue 5th of September 2023
Fiction , Coercion, Female Domination, Humiliation, Job/Place-of-work, Male/Female, Reluctance, Slavery, Transgendered, Transsexual -
Sex at the theater by Jim2066
«Had lots of great sex at an adult theater, with a surprise»
Rated 90.9%, Read 38679 times, Posted Thu 7th of September 2023
True Story , Bi-sexual, Blowjob, Cum Swallowing, Exhibitionism, Group Sex, Oral Sex, Transgendered -
Cheat Day by BashfulScribe
«What starts out as a movie night turns into a night where Ethan discovers a lot more about himself.»
Rated 89.3%, Read 31032 times, Posted Wed 9th of August 2023
Fiction , Blowjob, Boy / Boy, Consensual Sex, Erotica, Exhibitionism, First Time, Gay, Group Sex, Male/Female, Oral Sex, Romance, Transgendered -
Wee Jock's last night stand before he transitions and loses his balls by abroadsword
«Wee Jock sees an opportunity to play major league Soccer for the girls team if he transitions to a trans woman»
Rated 52.3%, Read 6681 times, Posted Fri 21st of July 2023
Fiction , Body modification, Lesbian, Male / Females, Transgendered -
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 92.3%, Read 19503 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 -
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 93.8%, Read 31299 times, Posted Sat 4th of March 2023
Fiction , Anal, Blowjob, Gay, Teen Male / Teen Male, Transgendered, Transsexual -
Cross dressing gay fantasy act 2 by Martyn1981
«Time to try something new»
Rated 72%, Read 13599 times, Posted Tue 28th of February 2023
Fiction , Anal, Boy / Boy, Consensual Sex, Gay, Transgendered -
Asian Massage Parlor by markerss
«I had just gotten back from a business trip and feeling i needed an adjustment, I reached out to my chiropractor to no a vale. However, i search for local massage parlors and ended u0 deciding on 9ne that was listed as an Asian massage place.»
Rated 89.3%, Read 58119 times, Posted Sun 19th of February 2023
True Story , Anal, Asian, Blowjob, Gay, massage, Reluctance, Transgendered, Transsexual, Virginity -
Cross dressing gay fantasy by Martyn1981
«I've often fantasized about being fucked with a strap on before realising that a real cock would feel so much nicer than a strap on. here is my fantasy -»
Rated 69.6%, Read 15396 times, Posted Thu 19th of January 2023
Fiction , Anal, Gay, Hardcore, Role-playing, Transgendered, Transsexual -
First time reverse Crab by Martyn1981
«Me and my bit on the side Dave try Reverse Crab for the first time xx»
Rated 83.6%, Read 11931 times, Posted Sat 21st of January 2023
Fiction , Anal, Boy / Boy, Consensual Sex, First Time, Gay, Transgendered, Transsexual -
KINKY ANNABELLE. by CecilBCK
«Ada has new assignment for me which might be a bit kinky.»
Rated 82.4%, Read 12993 times, Posted Mon 16th of January 2023
True Story , Authoritarian, Bi-sexual, Blowjob, Cheating, Cosplay, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Gay, Group Sex, Hardcore, Male/Female, Oral Sex, Threesome, Transgendered, Voyeurism -
FTM Sexy Antics by TransManZest
«We are a horny couple and need sexual satisfaction as often as possible. I am never happier than when my large clit is being sucked and my sexy wife knows exactly how to pleasure me.»
Rated 82.1%, Read 9273 times, Posted Fri 6th of January 2023
True Story , BDSM, Domination/submission, Toys, Transgendered, Wife -
The Day My Best Friends Dad Made Me A Woman by BreePhillips
«It all started as what it would take to become a woman. A change I knew I needed in my life.»
Rated 89.5%, Read 54936 times, Posted Fri 9th of December 2022
True Story , Anal, Gay, Reluctance, Transgendered, Young -
Michael to Michelle 2- Glory hole revelation by SonicRush66
«After his experience at the sex shop, Michael starts the journey to femanize himself and have new sexual experiences»
Rated 93%, Read 33354 times, Posted Wed 30th of November 2022
Fantasy , Anal, Bi-sexual, Blowjob, Boy / Boy, Cheating, Cum Swallowing, Gay, Group Sex, Threesome, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 11 by Jenny Lane
«Five sissy sluts sex fest in the forest.»
Rated 48.1%, Read 5937 times, Posted Sat 3rd of December 2022
Fiction , Anal, Cum Swallowing, Group Sex, Transgendered -
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 27768 times, Posted Wed 23rd of November 2022
True Story , Anal, Bi-sexual, Cum Swallowing, Erotica, Exhibitionism, Hardcore, Interracial, Transgendered, Transsexual, Voyeurism, Written by women -
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 85.4%, Read 29814 times, Posted Fri 4th of November 2022
True Story , Anal, Blowjob, Transgendered, Transsexual, Written by women -
Sexy BFF's Chapter 10 by Jenny Lane
«Jenny and Gracie meet Missy's two lieutenants and go off into the woods for a feast and 'dessert'.»
Rated 50%, Read 5538 times, Posted Sat 15th of October 2022
Fantasy , Cum Swallowing, Group Sex, Oral Sex, Transgendered -
New Maid - Where's Alice by BiStander
«Let's say The Brady Bunch got a new maid. Greg and Marcia are the first to encounter her.»
Rated 72.8%, Read 12639 times, Posted Sat 8th of October 2022
Fiction , Anal, First Time, Transgendered -
Danni's Diet by Danni8585
«Danni's Transvestite Food Triangle requires some toys up her ass coating fruit and candy with her cum»
Rated 40%, Read 6834 times, Posted Sat 24th of September 2022
Fantasy , Anal, Cum Swallowing, Exhibitionism, Extreme, Female exhibitionist, Female solo, Masturbation, Transgendered, Transvestite -
Hermia Aphrodite (Chapter 1?) by pANTSU
«A man has to make a decision when he hooks up with a beautiful woman who turns out to be not quite what she seemed.»
Rated 83.8%, Read 22512 times, Posted Wed 21st of September 2022
Fantasy , Anal, Consensual Sex, Erotica, Female/Female, First Time, Gay, Hardcore, Lesbian, Male/Female, Oral Sex, Pegging, Romance, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 9 by Jenny Lane
«Jenny and Gracie, fresh from a sissy threesome fucking meet 'Badass', the sexy maintenance man while Missy is off doing paperwork or something.»
Rated 58.3%, Read 5943 times, Posted Thu 1st of September 2022
Fiction , Black, Group Sex, Threesome, Transgendered -
Sexy BFF's Chapter 7 by Jenny Lane
«After their sexy bath, the girls sit down to a hearty breakfast.»
Rated 43.5%, Read 5526 times, Posted Sat 30th of July 2022
Fiction , Transgendered -
Sexy BFF's Chapter 6 by Jenny Lane
«Jenny and Gracie take a hot soapy bath in her whirlpool tub. As expected things get hot and wet.»
Rated 54.3%, Read 5724 times, Posted Sun 24th of July 2022
Fiction , Anal, Transgendered -
Sexy BFF's Chapter 5 by Jenny Lane
«Jenny and Gracie go to bed but they are certainly not ready for sleep! They 69 and Gracie gets pounded hard.»
Rated 82.6%, Read 6057 times, Posted Fri 15th of July 2022
Fiction , Anal, Blowjob, Cum Swallowing, Oral Sex, Transgendered -
Sexy BFF's Chapter 4 by Jenny Lane
«Jenny and Gracie get sloppy in her backyard covered in mud and Gracie brings a toy into their pleasure.»
Rated 75%, Read 5649 times, Posted Thu 14th of July 2022
Fiction , Anal, Cum Swallowing, Toys, Transgendered -
Sexy BFF's Chapter 3 by Jenny Lane
«Jenny and Gracie spend some time in her hot tub and then roll around in the mud.»
Rated 61.3%, Read 5475 times, Posted Tue 12th of July 2022
Fiction , Transgendered -
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 82.6%, Read 26931 times, Posted Mon 27th of June 2022
True Story , Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite -
Sexy BFF's Chapter 2 by Jenny Lane
«Jenny and Gracie continue their visit this time getting gooey and sloppy in the kitchen and Gracie gets pounded hard.»
Rated 64.5%, Read 7047 times, Posted Fri 24th of June 2022
Fiction , Transgendered -
Sexy BFF's Chapter 1 by Jenny Lane
«Jenny sneaks off to Los Angeles to finally meet a girl she met on a chat site!»
Rated 84.6%, Read 8601 times, Posted Sat 18th of June 2022
Fiction , Blowjob, Cum Swallowing, Oral Sex, Transgendered -
Camming Down the Rabbit Hole Ch.12 by Dani_does_Dallas
«It’s all getting messy for our cam gurl, being pulled in so many directions, but a decision must be made. how will he/she come to a conclusion?»
Rated 86.1%, Read 12966 times, Posted Thu 5th of May 2022
Fiction , Bi-sexual, Blowjob, Cum Swallowing, Masturbation, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch.11 by Dani_does_Dallas
«The continued 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 83.1%, Read 14427 times, Posted Sun 24th of April 2022
Fiction , Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch10 by Dani_does_Dallas
«My continued journey into the crossdressing cam world. A gift arrives, that takes me to new heights but at what cost.»
Rated 85.8%, Read 16035 times, Posted Sun 10th of April 2022
Fiction , Cum Swallowing, Exhibitionism, Masturbation, Pegging, Transgendered, Transsexual, Transvestite -
Camming Down the Rabbit Hole Ch9 by Dani_does_Dallas
«My continued journey into the crossdressing cam world. Things are coming to a head, in more ways than one.»
Rated 93.3%, Read 17334 times, Posted Thu 17th of March 2022
Fiction , Body modification, Bondage and restriction, Cum Swallowing, Exhibitionism, Masturbation, Toys, Transgendered, Transsexual, Transvestite