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HaileyKitty69

hello, I'm HaileyKitty69, I love to do art and stuff!

Works (140)

The_Simpsons Seymour_Skinner diaper HazbinHotel spanking Adam PMATGA Lucifer Roblox age_regression messy My_Little_Pony my little pony HellsNewestBaby Betrayus Christmas omorashi Sonic_the_Hedgehog The_Loud_House South_Park Star_Vs_The_Forces_Of_Evil

The_Simpsons, Seymour_Skinner, HazbinHotel / Chocolate Milk For Seymour

Chocolate Milk For Seymour

The_Simpsons, Seymour_Skinner, diaper / Reindeer Seymour (Two Versions)

Reindeer Seymour (Two Versions)

Roblox / Turkey Shedletsky / November 28th, 2025

Turkey Shedletsky

The_Simpsons, Seymour_Skinner / Blepmour / October 23rd, 2025

The_Simpsons, Seymour_Skinner, Halloween / Trick or Treating with Dad?

Trick or Treating with Dad?

The_Simpsons, Seymour_Skinner, Forsaken / Forsaken Hams

The_Simpsons, Seymour_Skinner, diaper / Relaxing After A Hard Day's Work

Relaxing After A Hard Day's Work

The_Simpsons, Simpsona / Happy Pride / June 2nd, 2025

The_Simpsons, Seymour_Skinner, age_regression / Little Seymour

Kitty_Crossovers / Marketable Hailey Kitty Toy / April 23rd, 2025

Marketable Hailey Kitty Toy

The_Simpsons, Seymour_Skinner, HazbinHotel / Naughty Little Duckling

Naughty Little Duckling

The_Simpsons, Seymour_Skinner, diaper / Butcher!Seymour+Diapered Butcher

Butcher!Seymour+Diapered Butcher

The_Simpsons, Seymour_Skinner, diaper / Making Room For More By Accident

Making Room For More By Accident

The_Simpsons, Sheldon_Skinner, Seymour_Skinner / Like Father Like Son?

Like Father Like Son?

My_Little_Pony, Tamers12345 / Flawless Sparklemoon / February 21st, 2025

Flawless Sparklemoon

The_Simpsons, Seymour_Skinner, diaper / Seymour PlayTime

Seymour PlayTime

The_Simpsons, Seymour_Skinner, Sonic_the_Hedgehog / Gotta Spank Fast

Gotta Spank Fast

The_Simpsons, Seymour_Skinner, diaper / Deermour Fawnner

Deermour Fawnner

The_Simpsons, Seymour_Skinner, HazbinHotel / Summoning Gone Wrong Aftermath

Summoning Gone Wrong Aftermath

The_Simpsons, PMATGA, The_Loud_House / Crossover Friends Gives Thanks

Crossover Friends Gives Thanks

PMATGA, The_Simpsons, The_Loud_House / Spooky Crossover Friends

Spooky Crossover Friends

The_Simpsons, Seymour_Skinner, HazbinHotel / Bad Sinner

HazbinHotel, Adam, Lute / Big Baby Adam

The_Simpsons, Seymour_Skinner, diaper / A Balloon For A Good Boy

A Balloon For A Good Boy

HazbinHotel, Adam, omorashi / Holy Piss

The_Simpsons, Seymour_Skinner, HazbinHotel / Full Demon+Adam's Big Punishment

Full Demon+Adam's Big Punishment

The_Simpsons, Seymour_Skinner, HazbinHotel / Forced Playdate

Forced Playdate

PMATGA, Betrayus, Pridemonth / Pride EasterEgg

Pride EasterEgg

HazbinHotel, Adam, diaper / Bouncing First Baby Boy

Bouncing First Baby Boy

The_Simpsons, HazbinHotel, HellsNewestBaby / Hell's Newest Baby

Hell's Newest Baby

Betrayus, PMATGA, age_regression / Betrayus And Hailey Pampered

Betrayus And Hailey Pampered

HazbinHotel, Adam, Sera / Adam's Punishment

Adam's Punishment

hybrid / Pencoon / April 18th, 2024

The_Simpsons, Seymour_Skinner, Changed / Tiger Shark Seymour

Tiger Shark Seymour

cherry_blossom / Cherry Blossom Tree / April 12th, 2024

Cherry Blossom Tree

The_Simpsons, Seymour_Skinner, diaper / GamerPrincipal46 Livestream

GamerPrincipal46 Livestream

The_Simpsons, EXE / Skinned (EXE OC) / January 26th, 2024

Skinned (EXE OC)

The_Simpsons, Seymour_Skinner, My_Little_Pony / Age Play (Fluttermour Redraw)

Age Play (Fluttermour Redraw)

Ugoira / Steamboat Kitty / January 1st, 2024

Steamboat Kitty

The_Simpsons, Seymour_Skinner, PMATGA / Padded Betrayus

Padded Betrayus