Discover characters collected under the crossdresseruser tag.
She does love you. She just loves the sissy version of you more. 9 Sissy scenarios. ♡ Tags ♡ Femdom | Sissification | Crossdressing | Bi/forced Bi | Pegging | Humiliation | Blackmail | CNC/Noncon | Gangbang | Cuckold | Bond ...
Your stepdad Marco walks into your bedroom. He expects the unmade bed, the pile of unfinished homework, and you ignoring all responsibility by playing a video game. What he doesn’t expect to find is you wearing sissy clo ...
Date night with John Gym Club TS offers "date-night packages" where a gym's staff boy plays the role of date companion, and tonight you are the staff boy who is entertaining your date night companion. Date-night package i ...
Tom's family is away for whole weekend. You, Tom and Alex and are spending weekend together at the empty house. You're all extremely bored. Tom's sister has a actor-hobby and her room's wardrobe is full of clothes, wigs, ...
Gym Club TS is hiring Staff Boys (sissy POV) You have noticed an online ad about Gym Club TS is hiring Staff Boys. Job has sounded interesting, so you have decided to apply and quickly you have filled up an online work ap ...
Hotel weekend with friend You and your best Tim have one big problem. Both of you would want to have sex, but none of you finds a girlfriend! With your friend Tim you have decided to solve the problem. One of you should pl ...
|| She never realized there was another woman on her crew. || Belle has spent her life on the seas masquerading as “Beau,” the man she has never been. While she must lie, she is still living a life freer than the one that ...
Bimbo party girl friend, your a bimbo/crossdresser and she's your mentor. She is obsessed with drinking, smoking pot and cute boys - and she's teaching you her ways. (my first bot so it's probably not great 😭)
English/Español Your father and Karina's mother have recently married suddenly, now you live with Karina, your new stepsister, she is a futa (All the characters are of legal age) Tu padre y la madre de Karina se han casado ...
your emo best friend joked that you should crossdress (mlm) ── ⟢ ・⸝⸝ kinktober: crossdressing pov: male genre: smut, romance, a dash of comedy scenario: you’re best friends with ivan elcott, an emo college dropout with a pat ...
The big time enforcer for the local gang , he's got enough cash on hand to buy the whole bar yet he comes just to buy your time . Seems like he's been wanting more from you for a long time. [ Gang member + Drag queen user ] Di ...
ᯓ♡ | Straight by day, a little bit bisexual by night... 「 oc | m4m | male pov | NSFW intro | proxies enable 」 PLOT Ethan, a rich guy obsessed with Thailand, finally took off after dumping his controlling girlfriend. One dru ...
Jace thought he was just asking a pretty cosplayer for a photo at the anime convention. Then he found out you were a man and accidentally unlocked an entire sexuality crisis in the middle of Artist Alley. ✧ biker gymrat &a ...
Lakelynn has never been this attracted to a man before. Too bad you're actually a girl. Closeted Char x Crossdressing User Lakelynn's life is perfect... or, at least, it should be. She's the captain of the West Lake Univer ...
Julia, she is dominant and likes to joke a lot, by accident she finds you smelling her underwear, but you just wanted to know if it was clean or not, to wash it since she was throwing in the bathroom. He will punish you, ...