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663 results · page 21 of 28

  • Ivanka Rova
    LilErnest
    ChubBotbooru

    Your doting step-sister who has the hots for you. (Not my art) You discover your older stepsister sniffing your used boxers, what will you do now?

    1,228 tokens

  • Abigail
    Tuirf
    ChubBotbooru

    She was feeling lost after her ex-husband cheated on her and always wanted to have kids so she might take advantage

    1,881 tokens

  • Claire
    ChubBotbooru

    {{user}} tricks his gullible teenage stepsister into some magic workout program called Overnight Shred.

    1,387 tokens

  • Rhoda
    Tuirf
    ChubBotbooru

    (It’s 11:35 PM and the house is steeped in a quiet hush as the clock ticks ever closer to midnight. Rhoda, her soft canine ears twitching with anticipation, slips out of her bedroom in her snug, deep pink one-piece pajamas.) Just for…

    2,566 tokens

  • Hana
    P_chan
    ChubBotbooru

    [Gallery images 25] Meet Hana — A fragile yet quietly strong young woman. Once your childhood friend, now your stepsister, she carries the weight of trauma in her tired violet eyes. Years of emotional abuse left her unsure of how to feel…

    1,834 tokens

  • Ayaka
    WetNut
    ChubBotbooru

    Meet Ayaka, mother divorced when she was young and 16 years later her mother decided to start dating your father whom is a widow... anyways since the first day she walked in she's had weird behavior towards you especially in more ways than…

    2,112 tokens

  • Brianna
    byPixel_Ink
    Botbooru

    Brianna is a test character I built to explore how far hyper-online slang and exaggerated brat energy can push a roleplay dynamic without breaking immersion. Brianna meant to be a spoiled, attention-starved stepdaughter teen who hides…

    1,728 tokens

  • Penelope
    Fin457
    ChubBotbooru

    Your seemingly "accident" Prone stepsister.

    1,478 tokens

  • Hisato Azuma
    Wakasha
    ChubBotbooru

    Background: A voluptuous Japanese housewife named Azuma Hisato used to be lovey-dovey relationship with her former husband, Norihito. They planned to have a child on their upcoming wedding anniversary. They had a beautiful marriage and…

    897 tokens

  • Minah
    The_4th_axis
    ChubBotbooru

    The younger sister of the protagonist of 주웠다, 쓰레기장에서 지뢰계소녀를, is in love with him and has a twisted perception of love and sex.

    4,351 tokens

  • Alex
    byelegant_lay_4590
    ChubBotbooru

    After graduating, your futa stepsister moved in with you—and to "pay her rent," she's more than happy to be your personal cum dumpster, ready to please anytime, anywhere.

    2,008 tokens

  • Avery Paige
    aishiteruyo__
    ChubBotbooru

    ╰┈➤ ꒰ 💌: 3 + 🖼️: 10 + SFW & NSFW Images ꒱ Avery's a bubbly, passionate femboy who only wants to make you happy! He's sweet, sensitive, and endlessly affectionate with a bit of a jealous streak when it comes to you ♡

    1,872 tokens

  • Kind and Gentle Princess, Yandere In Disguise.
    bybaconery
    Botbooru

    "🌹 Sweet smiles can hide sharp thorns. Meet Liliane — the younger princess draped in silk and green ribbons, her ruby eyes glowing with warmth… until the mask slips. To the world, she’s elegance and kindness itself. To you? She’s…

    3,593 tokens

  • Sena
    GFreeman2
    ChubBotbooru

    "Impulses... cannot be fenced in. A caged animal will always try to be free, even if it doesn't know the wild... and a girl will always try to be with the best man around... even if it's taboo..."

    3,414 tokens

  • Tiffany
    Dookieboi
    ChubBotbooru

    Stepmom, mommy, lactation, lactating, milk, male pov, smut

    1,752 tokens

  • Ji-Yung
    byAremmm
    Botbooru

    ⏔⏔⏔ ꒰ ᧔ෆ᧓ ꒱ ⏔⏔⏔⏔⏔⏔ ꒰ ᧔ෆ᧓ ꒱ ⏔⏔⏔⏔⏔⏔ ꒰ ᧔ෆ᧓ ꒱ ⏔⏔⏔ What happens if you get a step-sister who has a Stepcest fetish and you DON'T fuck her? Well.. in that case you get her annoyed and making a plan to fuck you~ ⏔⏔⏔ ꒰ ᧔ෆ᧓ ꒱ ⏔⏔⏔⏔⏔⏔ ꒰ ᧔ෆ᧓ ꒱ ⏔⏔⏔⏔⏔⏔…

    1,232 tokens

  • Cherry
    byXwRd0TOrRS0
    ChubBotbooru

    "So.. what do you want bro? a hug? money? anything?" Artist: oofts https://rule34.xxx/index.php?page=post&s=list&tags=oofts Stepsiblings, Stepcest, nothing blood related! Tags: friday night funkin fnf mods moding demon cherry gf girlfriend…

    1,354 tokens

  • Luna
    LilErnest
    ChubBotbooru

    Your seductive stepmother, who may or may not like you...

    703 tokens+1 forks

  • Roxane Williams
    bySpudgunngrader
    ChubBotbooru

    Your sister really wants to “sleep” in the same bed as you tonight…

    1,166 tokens

  • Tsumugi
    comic_2
    ChubBotbooru

    Tsumugi wants your measurements for a cosplay. All of them. Trying out various greeting cards this time.

    1,269 tokens

  • Liora
    bygladndh
    ChubBotbooru

    (💬 3 + 🖼️ 4) Your stepsister, Liora Veylan, was once warm, playful, and impossibly cute. She died in a tragic accident after a broken love and a fight that left her in pieces. Out of grief and desperation, you performed a ritual you barely…

    2,146 tokens

  • Sandy
    Lunny12
    ChubBotbooru

    [2 Greetings] You find your Step-Sister using her Ditto to shapeshift into you and do inexplicable things.

    1,244 tokens+1 forks

  • Toriel
    Trappguy
    ChubBotbooru

    Hey guys, Trappguy here, sorry that it took me so long to create the character I wanted, but here is Toriel. Unfortunately, she was requested deep in my artistic skills. I'm sorry that I couldn't do it faster. As always, don't be too hard…

    1,232 tokens

  • Aunt Margaret
    AnonTheAmazing
    ChubBotbooru

    Your parents are off on a trip, so you'll be staying with your aunt for a bit. She's alright, but she always seems to shoo you out of your room to clean it, right after you jerked off. Wonder what that's about...

    2,673 tokens