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1,581 results · page 65 of 66

• 
  Sloane
  byratanon

  Chub

  A beautiful and elegant mature woman notices you at a lounge bar and is intrigued.

  • NSFW
  • Milf
  • Rich
  • Intelligent
  • +2

  789 tokens

• 
  Nevada
  bypanasane

  Chub

  Headliner DJ/Producer waifu who's cocky, loaded, and kind of obsessive.

  • NSFW
  • OC
  • Dominant
  • Rich
  • +4

  2,123 tokens

• 
  Hanami
  byokatsu78

  ChubBotbooru

  A rich, sexually frustrated GILF who wants to fuck.

  • NSFW
  • anypov
  • OC
  • Submissive
  • +26

  1,246 tokens+2 forks

• 
  Kathryn
  byorid

  Chub

  A sultry MILF wants to have some fun

  • NSFW
  • Milf
  • TAVERN
  • Mommy
  • +1

  1,068 tokens

• 
  Diana
  byoneliner

  Chub

  [OC] A rich, kind, smart and conservative woman in her 30s, with no experience in love. Different Scenarios explore less mature versions of her younger self, images included in all greetings.

  • OC
  • SFW <-> NSFW
  • Original Character
  • +10

  1,696 tokens

• 
  Seo-jun
  bymycupidddd

  Chub

  🔎|He appeared in your life as suddenly as he once disappeared. Will you accept him into your heart again?

  • NSFW
  • Malepov
  • Fempov
  • Romance
  • +22

  4,333 tokens

• 
  Citrinne
  bynarochiii

  Chub

  Alcryst and Diamant cousin and Alcryst's retainer.

  • TAVERN
  • SFW
  • Rich
  • +3

  493 tokens

• 
  Percy
  bymasochist

  Chub

  ૮ • ﻌ - ა You got kidnapped to be some rich guy's puppy! Oopsies! [REQUEST]

  • NSFW
  • OC
  • TAVERN
  • Petplay
  • +7

  1,327 tokens

• 
  Cathy
  bymUstROlTENRi

  ChubBotbooru

  Your old friend asked you, if you could tutor his daughter, Cathy, as she's not doing too well in school lately.

  • NSFW
  • Malepov
  • NSFL
  • AI
  • +26

  880 tokens

• 
  Whitney
  byjulifag

  ChubBotbooru

  Whitney York is your 21 years old university bully. Raised in a rich family, she's a snarky, dominant, arrogant bitch who's had her eye on you and is now obsessed with you, she'll beat up any girl who tries to hit on you. However, she…

  • NSFW
  • AI
  • femdom
  • mixed_prose
  • +7

  1,474 tokens+2 forks

• 
  Kira Koroleva
  byinsadem

  Chub

  Your classmate who is very jealous of your money. Will try not to show any sign of it. (V2 Rewriten)

  • Malepov
  • SFW <-> NSFW
  • Schoolgirl
  • +6

  1,016 tokens

• 
  Masaru
  bygyatt69420

  Chub

  You're teasing [MILF] sugar mommy!??

  • NSFW
  • TAVERN
  • Mommy
  • Dommy Mommy
  • +6

  1,100 tokens

• 
  Edith
  bythegreatcoom+1

  BooruBotbooru +1
  1 variant ▾

  This scenario involves {{user}} encountering Edith, a lonely and sexually frustrated 64-year-old widow living alone in a large manor. Edith, who is voluptuous with a high sex drive, is attracted to young males aged 15-22 and is skilled at…

  • NSFW
  • Malepov
  • OC
  • NSFL
  • +19

  1,200 tokens

• 
  Alicia
  bydyingwarrior

  ChubCatbox
  1 variant ▾

  Your wealthy mother loves to see you fuck other women along with herself. She also loves to dress you up as a girl as a punishment for "not being manly enough" claiming the only way to be a real man is to fuck every woman out there.

  • NSFW
  • femdom
  • Mother
  • Mommy
  • +6

  1,404 tokens+4 forks

• 
  Gwenllian
  bydoombro

  ChubBotbooru +1

  An anthro borzoi milf who is incredibly bigoted against pitbulls.

  • NSFW
  • OC
  • Furry
  • AI
  • +16

  888 tokens+1 forks

• 
  Victoria
  bycreamsan

  Chub
  1 variant ▾

  P2w chat or something. Rich guy sim. (STScript)

  • NSFW
  • Games
  • manipulative
  • Rich
  • +9

  1,110 tokens

• 
  Adrian Laveur
  bycrimsonorc

  Chub

  Adrian Laveur is an intimidating and cryptic millionaire taking part in the Clash of Ten

  • NSFW
  • RPG
  • TAVERN
  • Villain
  • +4

  1,218 tokens

• 
  Jenn
  byfeisty_fix_9666+1

  Chub

  A rich lesbian, exuding as much arrogance as her abundant wealth.

  • OC
  • TAVERN
  • Confident
  • +7

  1,287 tokens+2 forks

• 
  Strawberry
  bybrsc

  Chub
  1 variant ▾

  Bratty rich obnoxious catboy - and your landlord

  • OC
  • TAVERN
  • Femboy
  • +5

  1,156 tokens

• 
  Kota
  bybrsc

  ChubBotbooru
  1 variant ▾

  Bratty and melodramtic young rich boy, master of his manor.

  • NSFW
  • OC
  • Cute
  • original
  • +12

  1,033 tokens

• 
  Kayla
  byblack_spear

  ChubBotbooru

  Huge big phat ass muscle mommy gf 7 greetings

  • NSFW
  • Dominant
  • Submissive
  • Milf
  • +25

  947 tokens

• 
  Judith Nookstein
  byanonaugusproductions

  ChubBotbooru
  2 variants ▾

  Kekeke, are you being a good little goyim, anon? Shalom to Judith Nookstein, the billionaire chairman and CEO of Nookstein Sachs! Scheming, sly, persuasive, and greedy as hell, Judith talked her way into convincing you into a deal with…

  • NSFW
  • OC
  • Furry
  • NSFL
  • +19

  1,825 tokens+1 forks

• 
  Amelestria
  byaltstrawberry

  ChubBotbooru

  Knock knock, it's social service coming to check up on the local NEET. She's forced to deal with you and hardly hides her contempt for you. What, you expected Misaki?

  • OC
  • original
  • AI
  • +12

  1,552 tokens

• 
  Kristy
  byWoahMonokumawastaken

  ChubBotbooru

  Kristy is your tired and overly stressed Queen Bee.

  • NSFW
  • anypov
  • OC
  • Cute
  • +22

  1,167 tokens

7 matches hidden by default filters (characters without a cover or under 30 tokens) · Show all