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Bleak Humor Caps

56 items

56 items

Item preview, Hang In There It Gets Worse Sarcastic Humor Quote designed and sold by RetroMini2026.

Hang In There It Gets Worse Sarcastic Humor Quote Baseball Cap

Item preview, On the Psycho Path designed and sold by LiskoDesign.

On the Psycho Path Baseball Cap

Item preview, Bacon against the void designed and sold by LiskoDesign.

Bacon against the void Dad Hat

Item preview, Life Is Okay (I Suppose): A Quiet Downgrade in Gray designed and sold by Ignorant-Artist.

Life Is Okay (I Suppose): A Quiet Downgrade in Gray Dad Hat

Ignorant-Artist

Item preview, Chic and a Little Bleak designed and sold by LithiumCocktail.

Chic and a Little Bleak Dad Hat

LithiumCocktail

Item preview, This Can’t Be Good – Dystopian End-of-the-World Apathy Art designed and sold by Ignorant-Artist.

This Can’t Be Good – Dystopian End-of-the-World Apathy Art Dad Hat

Ignorant-Artist

Item preview, “Please Let It Be Enough” – Dystopian Prayer Dark Humor Art designed and sold by Ignorant-Artist.

“Please Let It Be Enough” – Dystopian Prayer Dark Humor Art Baseball Cap

Ignorant-Artist

Item preview, CLOSED FOR WINTER (DO NOT WAIT) designed and sold by Rare Plus Apparel!.

CLOSED FOR WINTER (DO NOT WAIT) Dad Hat

Rare Plus Apparel!

Item preview, If Only Four-Year-Old Me Knew - Caterpillar designed and sold by The Unkown Store.

If Only Four-Year-Old Me Knew - Caterpillar Dad Hat

The Unkown Store

Item preview, The Perfect Cocktail for a Perfect New Year designed and sold by Kyradem.

The Perfect Cocktail for a Perfect New Year Dad Hat

Item preview, Open Until Further Notice Coffee designed and sold by TytherleyTees.

Open Until Further Notice Coffee Dad Hat

Item preview, Apocalypse Coffee Menu Dark Humor designed and sold by TytherleyTees.

Apocalypse Coffee Menu Dark Humor Baseball Cap

Item preview, Hope Is Gone Coffee Isn’t designed and sold by TytherleyTees.

Hope Is Gone Coffee Isn’t Baseball Cap

Item preview, Monochrome Cat Illustration Expressing Dark Humor And Existential Irony designed and sold by GenioFin.

Monochrome Cat Illustration Expressing Dark Humor And Existential Irony Dad Hat

Item preview, Mother I Am But Skin And Bones Dark Humor Art designed and sold by PonyRoniku.

Mother I Am But Skin And Bones Dark Humor Art Baseball Cap

Item preview, Mother I Am But Skin Bones designed and sold by nryum.

Mother I Am But Skin Bones Dad Hat

Item preview, Black is more than just a color | Gothic cartoon saying with roses and skull designed and sold by RebellDancer.

Black is more than just a color | Gothic cartoon saying with roses and skull Baseball Cap

Item preview, Baby in bathwater time is ensuing designed and sold by gahteeriffico.

Baby in bathwater time is ensuing Dad Hat

Item preview, Profuciously Something designed and sold by gahteeriffico.

Profuciously Something Dad Hat

Item preview, Snowglobe with a Polar Bear in a Claw Trap designed and sold by Naux | Design & Illustration.

Snowglobe with a Polar Bear in a Claw Trap Dad Hat

Naux | Design & Illustration

Item preview, Chic & Bleak — Goth Vampire with Heart Sunglasses designed and sold by Cheerioza.

Chic & Bleak — Goth Vampire with Heart Sunglasses Baseball Cap

Item preview, "Gas-Kids of the Future: Bearly Surviving 2084" designed and sold by Print Fiction.

"Gas-Kids of the Future: Bearly Surviving 2084" Dad Hat

Item preview, Cubicle Abyss – Endless Office Pixel Poster designed and sold by WhisperFrame.

Cubicle Abyss – Endless Office Pixel Poster Baseball Cap

Item preview, The Constitution Is Just Vibes Now – Political Satire designed and sold by macvoodoodesign.

The Constitution Is Just Vibes Now – Political Satire Baseball Cap

macvoodoodesign

Item preview, Visit the United States designed and sold by Boriken Brujas.

Visit the United States Dad Hat

Item preview, Satanic Vegan designed and sold by Metaphysischer Tinnitus.

Satanic Vegan Dad Hat

Metaphysischer Tinnitus

Item preview, I'm just Death - You're the Cause designed and sold by Metaphysischer Tinnitus.

I'm just Death - You're the Cause Dad Hat

Metaphysischer Tinnitus

Item preview, Death - Don't blame me! designed and sold by Metaphysischer Tinnitus.

Death - Don't blame me! Dad Hat

Metaphysischer Tinnitus

Item preview, Purr Vampire – The dark vampire cat designed and sold by PixelForge.com.de.

Purr Vampire – The dark vampire cat Dad Hat

PixelForge.com.de

Item preview, Misery Bay (Gold) – Michigan – USA designed and sold by buglevel.

Misery Bay (Gold) – Michigan – USA Dad Hat

Item preview, Hell – Michigan – USA designed and sold by buglevel.

Hell – Michigan – USA Baseball Cap

Item preview, Nameless – Tennessee – USA designed and sold by buglevel.

Nameless – Tennessee – USA Dad Hat

Item preview, Dying to get outta here! designed and sold by Talpha.

Dying to get outta here! Baseball Cap

Item preview, Gray Grumpy. designed and sold by KrisDry.

Gray Grumpy. Baseball Cap

Item preview, World on Fire...Can't We Just Unplug It & Plug It Back In? | End of the World Funny Design designed and sold by brekotadesign.

World on Fire...Can't We Just Unplug It & Plug It Back In? | End of the World Funny Design Dad Hat

Item preview, Crystal Ball Yikes designed and sold by GenZStickerCo.

Crystal Ball Yikes Dad Hat

Item preview, Future Looks Bleak. designed and sold by jardraz.

Future Looks Bleak. Baseball Cap

Item preview, BARELY FUNCIONAL HUMAN BEING designed and sold by chuck-ramos.

BARELY FUNCIONAL HUMAN BEING Dad Hat

Item preview, cry & look hot! designed and sold by emilywaterz.

cry & look hot! Baseball Cap

Item preview, GrimmPark designed and sold by MuseOfMilo.

GrimmPark Dad Hat

Item preview, GrimmPark designed and sold by MuseOfMilo.

GrimmPark Dad Hat

Item preview, GrimmPark designed and sold by MuseOfMilo.

GrimmPark Baseball Cap

Item preview, Existential Dread Over Small Talk designed and sold by spacefogdesign.

Existential Dread Over Small Talk Baseball Cap

Item preview, Sad clown - unhappy face designed and sold by siloto.

Sad clown - unhappy face Baseball Cap

Item preview, Contrarian Thinker White on Black Cyberpop, Fotocollage, DSLR, CGsociety, 500px, game item, bleak colors, Medicalcore, fluorescent lighting designed and sold by EmprendeHoy.

Contrarian Thinker White on Black Cyberpop, Fotocollage, DSLR, CGsociety, 500px, game item, bleak colors, Medicalcore, fluorescent lighting Dad Hat

Item preview, zombie unicorn designed and sold by WackyWorldArt.

zombie unicorn Baseball Cap

Item preview, homeschooling designed and sold by WackyWorldArt.

homeschooling Baseball Cap

Item preview, Zombie bear is looking for a home (Play with me!) designed and sold by WackyWorldArt.

Zombie bear is looking for a home (Play with me!) Dad Hat

Item preview, An infinite capacity for disappointment v.7 designed and sold by x1brett.

An infinite capacity for disappointment v.7 Dad Hat

Item preview, An infinite capacity for disappointment v.6 designed and sold by x1brett.

An infinite capacity for disappointment v.6 Baseball Cap

Item preview, An infinite capacity for disappointment v.5 designed and sold by x1brett.

An infinite capacity for disappointment v.5 Baseball Cap

Item preview, An infinite capacity for disappointment v.4 designed and sold by x1brett.

An infinite capacity for disappointment v.4 Dad Hat

Item preview, An infinite capacity for disappointment v.3 designed and sold by x1brett.

An infinite capacity for disappointment v.3 Baseball Cap

Item preview, An infinite capacity for disappointment v.2 designed and sold by x1brett.

An infinite capacity for disappointment v.2 Dad Hat

Item preview, Sad X-Eyes Smiley – Punk & Grunge Vibes designed and sold by renemo3osow.

Sad X-Eyes Smiley – Punk & Grunge Vibes Baseball Cap

Item preview, Pre-Dead Ugly Christmas Sweater Design designed and sold by Mauswohn.

Pre-Dead Ugly Christmas Sweater Design Baseball Cap

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