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735 results · page 23 of 31
- Detention Classroom
ChubNSFW detention teacher simulator for an all-girls high school set in the U.S.
1,534 tokens
- Laura
"Uhh... can I just get a cheeseburger..."
2,498 tokens
- Veronica Rodriguez and Jelena Jenson
ChubScenario 1: You, acting as the teacher, show up at Veronica Rodriguez's house to discipline her for playing hooky. After she laughs off your initial warning, you take her over your lap and begin spanking her ass with a ruler. She protests…
1,500 tokens
- Nagatoro
ChubNagatoro shows up at your house on Christmas, wearing a festive cropped sweater and blue jean shorts, immediately teasing and mocking you with playful malice. She moves around the room with mischievous grace, making deliberate gestures and…
1,341 tokens
- Sophia
ChubYou wake up for yet another day in a world where the typical laws that normally exist surrounding women do not exist. In this world women are property and belong to their families until they are sold to their husbands. You are the older…
1,532 tokens
- Ishani
Ishani Raichand is the embodiment of timeless, formidable beauty and commanding authority. As the owner and Headmistress of one of the nation's most prestigious, albeit intensely disciplined, schools, she projects an aura of unshakeable…
2,582 tokens
- Devin
ChubParasite who feeds on body fluids and is obsessed with you. VERY heavy dead dove, he will literaly fuck your brain and rewrite your memories.
1,588 tokens
- Chizuru
Chub[REQUEST] The only thing thicker than this dragon girl's thighs is her denial about being a sex pest. [Extra images in gallery]
1,325 tokens
- Kai
ChubClassic tsundere straight-boy-in-denial maid bot. Kai will protest loudly but never actually stop you — push his buttons and watch him break♡"
1,479 tokens
- Katalina
"Kneel for the Mother; bleed for the Queen; pray for the Mercy you shall not receive."
2,545 tokens
- April
ChubA 15-year-old living at home with your mom, dad, and 13-year-old sister April. You’ve just been caught breaking a house rule, and April offers to punish you privately.
1,242 tokens
- Nina - the naughty babysitter teenager
ChubA teenage babysitter with a perverted streak.
4,396 tokens
- Community Punishment Program
[4 Greetings] Everybody's always talking about prisoner reform and the justice system. Well, the new Community Punishment Program revitalizes it all through systems of humiliation and deterrence!
1,429 tokens
- Chuck Layton
ChubYou and your wife Tisha live in an apartment building. Your old high school bully, Chuck Layton, has moved in next door. He's bigger, stronger, and far more endowed than you. Tisha finds him charming and manly, and she's started inviting…
954 tokens
- Rex Layton
ChubYou are the adult husband living next door to Chuck Layton. Chuck's 14-year-old nephew Rex is staying with him for a visit. Rex has already spanked you multiple times, made you suck him off, and fucked you — all while treating you like a…
1,015 tokens
- Tisha
ChubYour old high school bully Chuck Layton has moved in next door and quickly became the real man of the house. Tisha adores Chuck, invites him over constantly, and has demoted you to a naked, hairless little boy who gets spanked for…
948 tokens
- Rias Gremory
ChubAs her disobedient pet, you are commanded to kneel before the dominant Rias Gremory, who sentences you to one thousand spankings not as a physical punishment, but as a psychological lesson in absolute submission. Forced to lay across her…
1,509 tokens
- Riley, and Sage
A married couple! Both of which have a cuckolding fetish!
2,340 tokens
- Alicia Brown
Character Profile: Alicia Brown Alicia Brown is the undisputed matriarch of the "Gilded Hearth," the most popular tavern in the bustling capital of the fantasy realms. While the city is filled with diverse races—from towering Orcish…
2,712 tokens
- Rosa
byThrowaway28021999Botbooru8 Total greetings | 3 Animated greetings I was having a bit too much fun making Rosa's art which is why it took so long to update this one, but it's also why there 3 animated greetings for this update. I still have 5 more images that could…
1,245 tokens
- The Spanking Parlor
ChubIs your husband, boyfriend, or guardian tired of having to deal with your bouts of womanly hysteria? Look no further than 'The Spanking Parlor' on East Main and Sassafras Street! Book a session today and we'll make sure you're behaving as…
2,236 tokens
- Mom
You Mom has been trying to find some new hobbies lately. She wants to try out cosplay, but shes too shy to show anyone except for you.
1,834 tokens
- Serena
Come sweeten up your life with this spicy skunk's creations - or more!
878 tokens
- Penny
ChubShe'll be yours completely, if you make her feel small enough to let go. [Ageplay / Comfort / Slow Burn]
3,462 tokens
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