Pessimists Caps

764 items

Pessimists Baseball Cap

Black-Orc

$22.00

~~$27.50~~ (20% off)

Misanthropic Humanist - Sticker Dad Hat

GnomeEnthusiast

$18.47

~~$23.09~~ (20% off)

Always borrow money from a pessimist he won’t expect it back Trucker Hat

Gevover

$23.99

Sunny Pessimist Dad Hat

foreverfictionl

$20.15

~~$25.19~~ (20% off)

Pessimist Trucker Hat

Sunny Pessimist Trucker Hat

foreverfictionl

$23.99

Nah Funny Quote Trucker Hat

NosandEdgy

$23.99

Pessimists are Seekers (2022) Baseball Cap

Tarissya (tartide)

$20.15

~~$25.19~~ (20% off)

Living The Dream One Nightmare at a Time - Funny Livin Dream Baseball Cap

zemama

$20.15

~~$25.19~~ (20% off)

Pessimist Girl Holding An Umbrella Trucker Hat

RicoTurcotte

$23.99

Optimists, Pessimists, and Me Trucker Hat

T-ShirtGuy

$23.99

As The World Burns Baseball Cap

The Common Tee

$20.15

~~$25.19~~ (20% off)

as if the world wasn't ending Trucker Hat

Kingrocker

$23.99

PONIES ARE HORSES FOR PESSIMISTS Baseball Cap

Carl's Clothing

$19.99

~~$24.99~~ (20% off)

Nah Funny Quote Trucker Hat

NosandEdgy

$23.99

I like to be an optimist. It pisses people off Funny Quote Baseball Cap

Gevover

$20.15

~~$25.19~~ (20% off)

It Gets Worse Before It Gets Worse Eternal Pessimist Shirt Baseball Cap

Dwebster27

$17.63

~~$22.04~~ (20% off)

Vintage Political Insult for Media and Pessimists Dad Hat

MadamBullmoose

$20.15

~~$25.19~~ (20% off)

Schopenhauer quote on black Baseball Cap

Dead-Moroz

$20.99

~~$26.24~~ (20% off)

Item preview, Pessimists & Fearmongers Satire | Friedrich Merz Anti-CDU Politics Criticism | Colorful Instead of Black designed and sold by VariousGoodies.

Pessimists & Fearmongers Satire | Friedrich Merz Anti-CDU Politics Criticism | Colorful Instead of Black Baseball Cap

VariousGoodies

$20.57

~~$25.71~~ (20% off)

Stages of rigor mortis Trucker Hat

foreverfictionl

$23.99

Stages of rigor mortis Trucker Hat

foreverfictionl

$23.99

Sarcasm Its How I Hug : Funny Smart Dark Humor Gift Sarcasm Baseball Cap

Feather of art ⭐⭐⭐⭐⭐

$20.15

~~$25.19~~ (20% off)

Sarcasm Its How I Hug : Funny Smart Dark Humor Gift Sarcasm Baseball Cap

Feather of art ⭐⭐⭐⭐⭐

$20.15

~~$25.19~~ (20% off)

Black Is My Favorite Color Baseball Cap

kjanedesigns

$20.15

~~$25.19~~ (20% off)

My pessimism extends to the point of even suspecting the sincerity of other pessimists Dad Hat

CalvinMade

$20.15

~~$25.19~~ (20% off)

Pessimist definition Trucker Hat

Amine-Creation

$22.79

Item preview, Henry James quote: Life is, in fact, a battle. On this point optimists and pessimists agree. Evil is insolent and strong; beauty enchanting but rare; designed and sold by artbleed.

Henry James quote: Life is, in fact, a battle. On this point optimists and pessimists agree. Evil is insolent and strong; beauty enchanting but rare; Baseball Cap

artbleed

$20.32

~~$25.40~~ (20% off)

Item preview, Copy of Henry James quote: Life is, in fact, a battle. On this point optimists and pessimists agree. Evil is insolent and strong; beauty enchanting designed and sold by artbleed.

Copy of Henry James quote: Life is, in fact, a battle. On this point optimists and pessimists agree. Evil is insolent and strong; beauty enchanting Dad Hat

artbleed

$20.32

~~$25.40~~ (20% off)

Im not a pessimist, I Just...! - Typography, Facts, Quotes, Sticker, Life Trucker Hat

fatalfactaddict

$21.39

I Got Up Early There Was No Worm Dad Hat

PatternFariss

$17.63

~~$22.04~~ (20% off)

Technically The Glass Is Full Dad Hat

Grinch sometimes Baseball Cap

vialgames

$17.97

~~$22.46~~ (20% off)

Sarcasm 70s Style Sarcastic Person Baseball Cap

Renata illustrata

$20.15

~~$25.19~~ (20% off)

Argenti-No - The pessimist Argentinian Dad Hat

NolensVolens

$20.15

~~$25.19~~ (20% off)

Little Schopenhauer Trucker Hat

Julio Cesar Gomes

$23.99

Optimist Pessimist Accountant Glass Funny Accounting Dad Hat

Pitchou07

$20.15

~~$25.19~~ (20% off)

Hang In There It Gets Worse Dark Humor Sarcasm Cynical Quote Baseball Cap

HumansStuck12

$25.19

~~$31.49~~ (20% off)

Carnival Ride Dad Hat

bunnyboiler

$20.15

~~$25.19~~ (20% off)

Artistic philosophic design ''Who painted all this??'' Baseball Cap

Przemy

$20.15

~~$25.19~~ (20% off)

Awesome Sarcasm 70s Style Sarcastic Person Trucker Hat

pessimist or optimist realist Trucker Hat

I’m trying a new wellness trend called ‘sitting down and aggressively worrying about the future. Baseball Cap

jrzvibe

$18.47

~~$23.09~~ (20% off)

I'm not a pessimist, I'm just fluent in reality. Dad Hat

Merchgard

$20.15

~~$25.19~~ (20% off)

Half-full? Half-empty? More like Cracked. Baseball Cap

5PointsDigital

$20.15

~~$25.19~~ (20% off)

Nothing Really Matters Dad Hat

TypesetStudio

$20.15

~~$25.19~~ (20% off)

Help! Me Baseball Cap

MagiqueStickers ⭐⭐⭐⭐⭐

$20.15

~~$25.19~~ (20% off)

A pessimist is a person who has had to listen to too many Dad Hat

Gevover

$20.15

~~$25.19~~ (20% off)

"Only change is constant" vs. "The more things change" - Conflicting proverbs - Funny Trucker Hat

Ghoof-Wear

$23.99

I had my patience tested, I'm negative Dad Hat

Compusmurf Design

$20.15

~~$25.19~~ (20% off)

the pessimist Baseball Cap

TOOTIFROOTI merch

$20.15

~~$25.19~~ (20% off)

Hell Was Boring Dad Hat

happy gift art

$21.83

~~$27.29~~ (20% off)

This Encounter Sucks DnD Baseball Cap

DnlDesigns

$20.15

~~$25.19~~ (20% off)

To live alone is the fate of all great souls (black) Baseball Cap

didijuca

$20.15

~~$25.19~~ (20% off)

Coffee bitter as life Trucker Hat

NemiMakeit

$23.99

Optimist, Pessimist & Realist Trucker Hat

UrTshirt

$21.99

Item preview, The Pessimist Sees Difficulty In Every Opportunity The Optimist Sees Opportunity In Every Difficulty designed and sold by QuotesAreFun.

The Pessimist Sees Difficulty In Every Opportunity The Optimist Sees Opportunity In Every Difficulty Baseball Cap

QuotesAreFun

$20.15

~~$25.19~~ (20% off)

I Have Given Up - Funny Pessimist Quote Give Up Cool Baseball Cap

Aimyashoppy

$20.15

~~$25.19~~ (20% off)

Optimist Pessimist Archaeologist - drinking glass is cult - paleontology design Baseball Cap

Garaunt - The bavarian brute

$21.45

~~$26.81~~ (20% off)

The leader adjusts the sails Baseball Cap

Caregiverology

$20.15

~~$25.19~~ (20% off)

GLASS OF WATER OPTIMIST PESSIMIST REALIST ETC / Cool and Funny designs Trucker Hat

DRK7DSGN

$28.67

Awesome Sarcasm 70s Style Sarcastic Person Dad Hat

Renata illustrata

$20.15

~~$25.19~~ (20% off)

Resist Optimism Trucker Hat

DontGiveaShirt

$23.99

Everyday Is A Great Day To Be A Pessimist Dad Hat

goatshirt

$21.83

~~$27.29~~ (20% off)

Recovering Pessimist Cute Dog - Wholesome Mental Health Humor 2 Baseball Cap

Recovering Pessimist

$18.47

~~$23.09~~ (20% off)

Hang In There It Gets Worse Dark Humor Sarcastic Skeleton Quote Dad Hat

SkeletonsDanger

$26.87

~~$33.58~~ (20% off)

Hang In There It Gets Worse Sarcastic Humor Cynical Pessimist Funny Dad Hat

HumansStuck12

$25.19

~~$31.49~~ (20% off)

I Am Not Pessimist, Smart Distance In A Bold Style Baseball Cap

JokeAndStyle

$20.15

~~$25.19~~ (20% off)

Recovering Pessimist Cute Cat - Kawaii Mental Health & Optimism Design Trucker Hat

Recovering Pessimist

$21.99

Item preview, Former Chief Pessimist Retired Occasionally Consulting - Funny Sarcastic Text ID Badge designed and sold by Recovering Pessimist.

Former Chief Pessimist Retired Occasionally Consulting - Funny Sarcastic Text ID Badge Baseball Cap

Recovering Pessimist

$18.47

~~$23.09~~ (20% off)

Whatever Life Throws At You Duck Let It Hit Someone Else Dad Hat

HARI POX

$19.31

~~$24.14~~ (20% off)

tall glass of disappointment Dad Hat

mad-i-mood

$20.15

~~$25.19~~ (20% off)

realistic, unfortunately Dad Hat

MolnFabrik

$20.13

~~$25.17~~ (20% off)

Hang In There It Gets Worse Sarcastic Humor Pessimist Quote Dad Hat

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

WeranovDesign

$23.99

Pessimist (Band) HD Logo Baseball Cap

KPopverse2

$22.50

~~$28.13~~ (20% off)

Life is full of horrors, still positive Dad Hat

SweetLog

$20.15

~~$25.19~~ (20% off)

The Pessimist Sees Difficulty In Every Opportunity Baseball Cap

Future Proofing

$19.31

~~$24.14~~ (20% off)

Hell Was Boring Dad Hat

happy gift art

$21.83

~~$27.29~~ (20% off)

An infinite capacity for disappointment v.2 Dad Hat

x1brett

$20.15

~~$25.19~~ (20% off)

Don't Be a Pessimist, It Wouldn't Work Anyway Baseball Cap

Bloom Haven

$20.15

~~$25.19~~ (20% off)

Houston, We Are the Problem Dad Hat

Good-Looking Corpse

$21.83

~~$27.29~~ (20% off)

Hang In There It Gets Worse Sarcastic Humor Coffee Drinker Baseball Cap

SkeletonsDanger

$26.87

~~$33.58~~ (20% off)

I Got Up Early There Was No Worm Dad Hat

Maris8Mihok

$20.15

~~$25.19~~ (20% off)

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Pessimists Caps

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