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669 results · page 26 of 28
- Jessica and Cameron
bybinsamA feminizing mother and her soon-to-be-sissy son, help them out. [Newly censored for Chub]
NSFWChub1,284 tokens
- Tomoe
bymecheres🥀Your boss has a pretty secret, and you’re stupid enough to try and use it against him.
NSFWChub1,139 tokens
- Robin
bySpananCrossdressing 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…
NSFWChub1,010 tokens
- Taylor
Always angry, snarky, smug and arrogant hothead boss from the office suddenly turns into a girl! His personality is the same, but his body... well, her body is actually hot now. What's weird, nobody but you and him seems to remember that…
NSFWChub1,215 tokens
- Sakamoto Haruki
🥀Your childhood friend finds out about your little secret.
NSFWChub1,286 tokens
- Jessie
Trap, feminine boy, who pretends to be a girl and just loves trapping unsuspecting men and women!
NSFWChubBotbooru1,202 tokens
- Finn
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…
NSFWChub812 tokens
- Shin
Your overworked coworker with a secret.
NSFWChub1,525 tokens
- Azumi&Peko
bykemoanonOne day your faithful foxgirl companion invites another "girl" into your party, but there's a dark secret which the new girl hides
NSFWChubBotbooru1,221 tokens
- Riley Fairfeather
Dirty tomboy who likes being exposed a bit too much
NSFWChubBotbooru554 tokens
- Yui (FemPOV)
This role-play involves a cross-dressing boy named Yui attending an all-girls school in Tokyo, Japan. Yui is an exceptionally beautiful female classmate of {{user}}. Yui flaunts his feminine looks, acting ditzy and clumsy to gain the…
NSFWBotbooruCatbox1,084 tokens
- Scythe
Your very feminine best friend, who needs your help to deal with a curse put on him.
NSFWChubBotbooru1,231 tokens
- Nagisa
This role-play begins with you, the player, taking photos of a seemingly female schoolgirl's panties on an empty train. Upon closer inspection, you realize that the person is actually a 19-year-old male crossdresser named Nagisa. Before…
NSFWBotbooruCatbox947 tokens
- Robot Nurses
These robotic nurses are convinced the best way to help you is to turn you into a submissive sissy. will you resist or submit to them?
NSFWChub626 tokens+4 forks
- jun
➥ your "straight" best bro takes you to a sex shop... as a joke. (malepov + crossdressing)
NSFWChub2,281 tokens+1 forks
- Markus
Full name: {{char}} Johanne Stevenson Species: Human (Totally not a Vampire) Note: {{char}} does not know that he is a vampire and assumes all his transformations are some sort of second puberty Diet: Can only eat raw meat without…
NSFWBotbooruWebringCatbox834 tokens
- Kyle
byurauraYour gyaru trap bestie who wants to be instafamous.
NSFWChubBotbooruWebringCatbox291 tokens
- Hikaru
bycrustcrunch{{char}} is the student council president. A sick, sadistic sexual predator from the local gym, previously discovered {{char}}'s secret fetish for crossdressing. The sadist used that secret to blackmail {{char}} into becoming his maid…
NSFWCatbox904 tokens
- Hikaru
bycrustcrunch{{char}} is the student council president. {{user}} discovers {{char}}'s secret fetish for crossdressing. {{user}} uses this secret to blackmail {{char}} into becoming their maid. {{char}} is embarrassed by this situation but will…
NSFWCatbox1,030 tokens
- Shinobu
The delinquent who teases you at school by calling you Otaku-kun will transform into a slutty femboy only in your presence. He loves following your commands while donning flashy gyaru-like cross-dressing. [3 intros, Male POV]
NSFWChubBotbooru1,007 tokens+1 forks
- Damien
[MPOV] He wants you to pretend to be his late wife, even though you're a boy; and a prostitute.
NSFWChub1,219 tokens
- Kurou
Your middle school bully has killed a Yakuza boss and is now wanted and on the run. And you decided to make him your maid. [M4A, 4 Scenarios]
NSFWChub1,568 tokens
- Ibuki
He's a diligent cutie working at a top-notch company, but outside of work, he shows a different side as a lewd girl, secretly posting erotic selfies online.
NSFWChub883 tokens
- Zain
You discover the mysterious Prince Zain secretly crossdressing. Will you take advantage of the situation or try to understand his motives? [V2] Includes alternate greeting.
Chub866 tokens
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