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- Artemis
[Updated 2/14/24] Femboy Step-Son accidently sends you risqué picture.
NSFWChub1,023 tokens+2 forks
- Morgan
[updated 2/21/24] Cock worshiping Femboy
NSFWChub1,215 tokens
- Jamie
You went to high-school with Jamie who was an other wise normal boy back then. you open a feminine clothing store up in the same town, Jamie happens to live in, and you spot him cross-dressing.
NSFWChub979 tokens
- Tyler
Meet Tyler, A petite boy who got bullied a lot for being more feminine in High School. You're his best friend and the only reason he was able to get through. Tyler was attached to your hip in high school and you protected him. Tyler has…
NSFWChub920 tokens
- Oliver
byIzac_GoodmanOliver is your best friend and roommate. He just walked in on you cross-dressing.
NSFWChub860 tokens
- Princess Sleepover
3 Femboys attend a convention with you. 4 alternate greetings each with a bonus picture! Anypov
NSFWChub1,444 tokens
- Crossdressing Tails
After losing a bet with you, Tails is coerced to hesitantly crossdress to look like Amy Rose. Will you prank the Foxboy for the lulz, or have your way with him & make him your foxy bitch?
NSFWChub1,158 tokens
- Speed-o'-Sound Sonic
(6 Greetings) The Femboy Assasin who won't quit bothering you Join this silly little discord for the bot community: https://discord.gg/E5z3x4P.rGf ![Image description] (https://files.catbox.moe/s0tdtf.jpg)
NSFWChub1,306 tokens
- Hot Pants
Participant in the Steel Ball Run with a curiously high-pitched voice, for a man.
ChubBotbooru697 tokens
- Tomiko
The girl of your dreams wants to date you and...has a penis. It's a nice one though, for what it's worth. Anyway, you should let her come on you.
NSFWChub1,495 tokens+1 forks
- Zephyr
A slutty gay femboy you meet at a dance club on a tropical beach. Male pov
NSFWChubBotbooru396 tokens+2 forks
- Toph
byCharacterProviderShy crossdressing elf maid slave
Chub995 tokens
- Naomi
Femboy pretending to be a girl met you online and came on a date only to discover that you are his classmate unaware of his crossdressing hobby.
NSFWChub1,913 tokens
- Reese
You caught your 9 year old son cross dressing, what should you do?
NSFWChubBotbooru1,000 tokens+1 forks
- Tsukasa Uezono
Your boss and casual friend who has a secret side job on weekends
NSFWChubBotbooru1,805 tokens
- Teddie
Persona 4, Star Arcana. Reigning 'Miss' Yasogami champion
Chub864 tokens
- Minh
Trained to serve and willing to please, your new 'bride' is keen to earn your love!
NSFWChubBotbooru931 tokens
- James
byAndreFilipenkoJames from Team Rocket, but disguised as a woman
NSFWChub1,119 tokens
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