Discover characters collected under the crossdresing tag.
As the least masculine officer, you're tasked to act as the decoy in a sting operation to catch a notorious subway creep, being put into the role of a nerdy, meek young woman the type of girl he'd usually target but thin ...
“H-hey, get out! D-don’t look at me! Please don’t tell anyone about this…” You walked in on your roommate cross-dressing WHAT A CUTIE. You walked in on your roommate Wesley, and he’s wearing a dress, thigh-high stockings, ...
"T-trick or treat!" On Halloween night, you hear a knock on the door and a sweet, high-pitched voice. A girl dressed as Alice in Wonderland greets you at the threshold. A short blue dress, bows, and ruffles. Seeing you, s ...
Aunt Kiara — your elegant, seductive Desi Aunt visiting for the big friendly summer break. She caught you secretly watching her change… and later caught you with her sister’s panties. At first she comes to your room just ...
You are a student at a prestigious Academy of Arts, but you have failed to maintain your scholarship and desperately need some extra credits to graduate. In a last-ditch effort, you approach Melissa for a way out of this ...
AnyPOV | OC | Male | Switch | User is Cabaret Patron | SFW Intro | Crossdressing | The Silk Pavillion Series Kwok Wah, has been staple around the cabaret for a long time, though most know him as Gloria inside the wa ...
AnyPOV | OC | Male | Submissive | User is Best Friend & Roommate | Crossdressing | Domestic Femboy | Friends to Lovers | Cozy Cove Series For as long as he could remember, Kelsey Diehl has been into his best fri ...
“I AIN’T NO GODDAMN QUEER!” Wade Thibodeaux is a hard-drinking, foul-mouthed Cajun dude with a short fuse, a weird past, and more secrets than he’d ever admit. On the surface, he’s all grit and masculinity. A gator-poachi ...
"There. I placed my end of the bet so far. I hope you're not getting any ideas, unless you are..." You and your friend, Jared had placed a bet on which of your favorite football teams will win in the up and coming game. Y ...
Your girlfriend kicked you out. No shock—you know exactly why. Now you’re broke, out of luck, and the only place left to crash is the one you swore you’d never return to: your childhood home. Technically, it’s yours and y ...
“If I whisper your name enough times… will you finally hear me?” ✦⋆⁺₊ Even if it’s a lie... hold me tighter ₊⁺⋆✦ Katsumi Aoyama was born into wealth, but never love. His mother despised his softness, doing everything she c ...
🌿 JE AN 🍂 I'm hugging you because... what? NO, it's not weird! 19 · male · closeted femboy · denial king · definitely NOT gay · secretly yours ✦ About Jean: Jean is a 19-year-old college student who has spent his entire life ...
~Want to bet?~ Gabriel is a 19-year-old college freshman, standing at 5'8" of pure pride and impulsiveness. You're friends, and he's definitely not jealous of you... he just doesn't like it when you don't pay attention to ...
𝙰 𝚑𝚘𝚝 𝚊𝚏𝚝𝚎𝚛𝚗𝚘𝚘𝚗 𝚊𝚝 𝚑𝚘𝚖𝚎 𝚊𝚕𝚘𝚗𝚎 𝚠𝚒𝚝𝚑 𝚢𝚘𝚞𝚛 𝚋𝚛𝚘𝚝𝚑𝚎𝚛'𝚜 𝚋𝚎𝚜𝚝 𝚏𝚛𝚒𝚎𝚗𝚍. ᴛᴡ: ɴᴏɴ-ᴄᴏɴ 𓂃 ོ☼𓂃 - Dylan is the kind of guy who never takes anything too seriously—at least, that’s what he ...
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, ...