Pessimist Meme Caps

68 items

Optimist, Pessimist & Realist Dad Hat

UrTshirt

$23.09

Rimworld Pessimist Trait Dad Hat

gilbertgraham

$27.29

Programmer Logic Baseball Cap

Regin Productions

$25.19

Optimists, Pessimists, and Me Dad Hat

T-ShirtGuy

$25.19

Polite Pessimist Pacifist Funny Philosophy Sarcastic Baseball Cap

Schrodinger's Clothing

Born Without My Consent - black Dad Hat

R-A Designs

$25.19

Born Without My Consent - Ver. 2 black Dad Hat

R-A Designs

$25.19

Born Without My Consent - Ver. 2 Dad Hat

R-A Designs

$25.19

Accountant Glass Funny Accounting Optimist Pessimist Baseball Cap

tmerchtrends

$24.14

Life is full of horrors, still positive Dad Hat

SweetLog

$25.19

Born Without My Consent Baseball Cap

R-A Designs

$25.19

Argenti-No - The pessimist Argentinian Baseball Cap

NolensVolens

$25.19

No matter what, I will give up. Dad Hat

WittyChest

$25.19

Everything Will Be Amazing OK Pessimist Dad Hat

ongemtuoitr

$27.92

Hope Is The First Step On The Road To Disappointment Baseball Cap

kualio

$41.98

Nihilist memes Baseball Cap

mag-graphic

$25.19

Nihilist memes Baseball Cap

mag-graphic

$25.19

Optimism? Never Heard Of It – Broken Smiley Dark Humor Dad Hat

WeranovDesign

$25.19

Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap

Urban Muse And Sultry Hues

$25.19

Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap

Urban Muse And Sultry Hues

$25.19

Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap

Urban Muse And Sultry Hues

$25.19

Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap

Urban Muse And Sultry Hues

$25.19

Life Sucks And then You Die Baseball Cap

2teesme

$25.19

Rainbow Dead Inside Dad Hat

Denvervineart

$25.19

Murphy's law kawaii Baseball Cap

NemiMakeit

$25.19

Never trust anyone Rainbow Color Sticker Pack - Trust Issues Baseball Cap

CaitU

$25.26

Toaster Bath Live Laugh Baseball Cap

Beanster-nl

$29.39

The Wheel Turns You Lose Tarot Cat Pessimist Snark Dad Hat

BLACKCAT-COVEN

$23.09

I am not an optimist Baseball Cap

Pink Ribbon

$24.77

HANG IN THERE it gets worse Baseball Cap

turkey1200

$30.65

Funny Sarcastic Quote Sorry Result Realist Pessimist Sarcasm Dad Hat

farhanhafeez

$27.29

avoid negative people meme Dad Hat

Peaceful Life Co

$25.19

First of all no second of all still no Meme Humor Funny Joke Dad Hat

Designer-Girl

$27.29

2026 Dumpster Fire Funny New Year Sarcastic Humor Baseball Cap

The Junto Shop

$25.19

Never Trust Anyone | Simple Words Bubble | Trust Quote Dad Hat

JooArtPrints ★★★★★

$24.71

Get worse, possum, pessimist, grumpy, funnyfits70, Humor, Funny, retro, vintages, funny quotes, animal humor, Baseball Cap

FunnyFits70

$25.08

Item preview, I am optimistic that my pessimism will prove to be right! - Funny Optimist Pessimist Meme – Sarcastic Humor Gift designed and sold by PunArtistry.

I am optimistic that my pessimism will prove to be right! - Funny Optimist Pessimist Meme – Sarcastic Humor Gift Dad Hat

PunArtistry

$25.19

The optimist thinks this is the best of all possible worlds. The pessimist fears it is true. Dad Hat

missmarilee

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Dad Hat

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Dad Hat

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Baseball Cap

DynamicDesign

$25.19

Hang In There It Gets Worse Gear Dad Hat

DynamicDesign

$25.19

Hello Darkness Baseball Cap

JanGrackle

$25.40

George Orwell Dad Hat

Covid 1984 Baseball Cap

ValentinaHramov

$28.34

No Meaning No Problem Dad Hat

BayBoutique

$33.58

Introvert AF Funny Humor Sarcastic Antisocial Pessimist Baseball Cap

Buyeseoshop

$25.19

Animal Farm - George Orwell Dad Hat

ValentinaHramov

$28.34

No Meaning No Problem Dad Hat

BayBoutique

$33.58

George Orwell - I told you so Dad Hat

ValentinaHramov

$28.34

George Orwell - I told you so Baseball Cap

Existence is Overrated Dad Hat

BayBoutique

$33.58

Animal Farm - George Orwell Baseball Cap

ValentinaHramov

$28.34

George Orwell I told you so Baseball Cap

StickLoveFamily

$25.19

Dust to dust but first coffee Dad Hat

BayBoutique

$33.58

Existence is Overrated Baseball Cap

BayBoutique

$33.58

Just Here For The Irony Dad Hat

BayBoutique

$33.58

1984 George Orwell Told You So Dad Hat

ValentinaHramov

$28.34

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Pessimist Meme Caps

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