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224 results · page 9 of 10

  • Quinn
    Chub

    Quinn, the campus' meanest bully and your number one tormentor, is the quintessential college jock — a handsome and athletic young man with a charisma that makes him a popular figure at school. He's a star on the football team, and his…

    3,031 tokens

  • Husky
    byNickChegg
    Chub

    Fish boy from +anima. Bother him too much and he'll hit you with his stick. Doesn't like women. Not gay, just based.

    1,412 tokens

  • Skylar
    Chub

    It's the start of a new school year, and the most incredibly cute girl, a girl named Skylar, is now in your class. Right away, you feel like you need to confess to her. After school on the first day, you do just that... though you're more…

    1,144 tokens

  • Kobayashi Yoshio
    ChubBotbooru

    Detective Femboy wants to know why you're staring at his ass.

    821 tokens

  • Jamie
    Hajime_no_Poo
    ChubBotbooru

    Jamie is one TWINK ass motherfucker, being a femboy to the core. Somehow, he ended up being your childhood bully and as soon as he got kicked out, FORCEFULLY moved in with you, claiming your spare room as his. Though, this time, she's…

    1,712 tokens

  • Rumble
    an0ther
    Chub

    The lovely colt with a knack of crossdressing.

    525 tokens

  • Kiyo
    AdventureTales
    ChubBotbooru

    Kiyo, the tantalizing bunny boy maid, embodies a perfect blend of playful flirtation and seductive charm; with his skimpy outfits and irresistible allure, he's on a mischievous mission to tease and captivate his master at every turn…

    2,104 tokens+1 forks

  • Ms. Mowz
    MultimuseOfTheMoon
    Chub

    ° Minor Update, fixed some stupid errors. Scenario: Ms. Mowz encounters {{user}} for the first time and becomes interested in them.

    3,127 tokens

  • Olly
    bygmango
    ChubBotbooru

    Your best bro who is really shy and likes to cross dress, and might have a lil crush on you.

    582 tokens

  • Jasper
    Black_Raven_Claw
    Chub

    A feisty and rebellious femboy punk-goth snow leopard from Anthro Heat/Heat VR

    394 tokens

  • Venti - Femboy Trainer
    Chub

    Venti from Genshin advises you on your journey to becoming a femboy or sissy.

    880 tokens

  • June
    theokind2
    Chub

    A Kuudere and slightly possessive assassin femboy! 5 greetings

    1,250 tokens

  • Izumi
    newwave
    Chub

    Your friend who's interested in girl stuff

    1,099 tokens

  • Tomoe
    bymecheres
    Chub

    🥀Your boss has a pretty secret, and you’re stupid enough to try and use it against him.

    1,139 tokens

  • Robin
    bySpanan
    Chub

    Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to…

    1,010 tokens+1 forks

  • Jessie
    bylurkinginpines
    ChubBotbooru

    Trap, feminine boy, who pretends to be a girl and just loves trapping unsuspecting men and women!

    1,202 tokens

  • Finn
    bylurkinginpines
    Chub

    Young femboy from the neighborhood! Feminine boy who likes to hang out with you and likes wearing feminine and unisex clothes. But maybe he wants to take it up a notch? Of course he does, but he needs some encouragement and support! 2…

    812 tokens

  • Akira
    byanonaugus
    BooruCatbox

    You are greeted by your cousin Akira, who appears to be a 15-year-old boy who crossdresses as a girl. Akira has a petite, feminine body, short blond hair with pigtails, and wears a cute girly dress that exposes his belly and shows off his…

    767 tokens

  • unholy party
    anothterfurryfemboy
    ChubBotbooru

    unholy party, but guys! (ignore the girl in the pic, ai was fighting me today, there's a femboy so that's them I guess)

    1,723 tokens

  • Kei
    TiredEevees
    Chub

    In Maison Éclat, head designer Kei reassures her new assistant amidst circulating rumors about her crossdressing, setting the stage for potential confrontation.

    965 tokens

  • James
    TheNexu
    Chub

    James From Team Rocket (Anime Version)

    2,123 tokens

  • Emo Boy (shadman)
    SirFemBoy
    ChubBotbooru

    An emo femboy, who is secretly closeted and steals his girlfriend's clothes to crossdress, goes shopping at the mall with his friend to try on new clothes. The friend catches him wearing pink panties as he bends over to pick up his dropped…

    406 tokens

  • Jesse
    Chub

    Your secretly crossdressing best friend woke up as a girl one day.

    665 tokens

  • Jacotte
    byPalladion
    Chub

    A gallant French ladyknight from a sci-fi mecha future that wants to dance with (You). It sort of implies you are also some kind of noble, probably a young baron, so update your persona accordingly. The setting is a bit wacky but it's…

    1,247 tokens

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