Pessimist Caps

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764 items

Funny, Sarcastic I Tried Looking on the Bright Side. It Hurt My Eyes Dad Hat

SnakeCharm

$18.47

~~$23.09~~ (20% off)

Misanthropic Humanist - Sticker Dad Hat

GnomeEnthusiast

$18.47

~~$23.09~~ (20% off)

Pessimist definition Dad Hat

Amine-Creation

$19.14

~~$23.93~~ (20% off)

Schopenhauer quote on black Baseball Cap

Dead-Moroz

$20.99

~~$26.24~~ (20% off)

It Gets Worse Before It Gets Worse Eternal Pessimist Shirt Dad Hat

Dwebster27

$18.47

~~$23.09~~ (20% off)

Black Is My Favorite Color Baseball Cap

kjanedesigns

$20.15

~~$25.19~~ (20% off)

Pessimist Girl Holding An Umbrella Baseball Cap

RicoTurcotte

$20.15

~~$25.19~~ (20% off)

I already fucked up. 2025 will be my year. Baseball Cap

UnCoverDesign

$21.83

~~$27.29~~ (20% off)

Pessimist Band Merch Dad Hat

DON'T PESSIMIST BE FEMINIST Baseball Cap

PGAart

$19.31

~~$24.14~~ (20% off)

pessimist or optimist realist Baseball Cap

Periush

$18.47

~~$23.09~~ (20% off)

Optimist... Pessimist... Scientist Baseball Cap

lauvjdxks

$20.15

~~$25.19~~ (20% off)

Optimist... pessimist... SCIENTIST! Dad Hat

Kellieenny

$20.15

~~$25.19~~ (20% off)

Pessimist Baseball Cap

twHistory

$20.15

~~$25.19~~ (20% off)

Pessimist Baseball Cap

foreverfictionl

$20.15

~~$25.19~~ (20% off)

Better or worse? Baseball Cap

ALF2023

$20.15

~~$25.19~~ (20% off)

Pessimist Baseball Cap

A "Realist" is just a Pessimist in Denial Dad Hat

PHNDZMND

$20.15

~~$25.19~~ (20% off)

A "Realist" is just a Pessimist in Denial - Cheerful 70's Version Dad Hat

PHNDZMND

$20.15

~~$25.19~~ (20% off)

Pessimist Baseball Cap

Pessimist Baseball Cap

VOKED

$18.97

~~$23.72~~ (20% off)

Pessimist Baseball Cap

VOKED

$18.97

~~$23.72~~ (20% off)

Pessimist Baseball Cap

Jeallan Designs

$20.99

~~$26.24~~ (20% off)

A "Realist" is just a Pessimist in Denial - Fancy Version Baseball Cap

Pessimist Baseball Cap

foreverfictionl

$20.15

~~$25.19~~ (20% off)

Optimist... Pessimist... Scientist (1) Dad Hat

lauvjdxks

$20.15

~~$25.19~~ (20% off)

pessimist club Baseball Cap

liwetjuice

$20.15

~~$25.19~~ (20% off)

The Pessimist’s cookbook Baseball Cap

BertHall

$20.15

~~$25.19~~ (20% off)

Borrow Money From Pessimist Baseball Cap

LoboTomica

$20.15

~~$25.19~~ (20% off)

The Poet of Pessimism Dad Hat

Art School Dropout

$18.47

~~$23.09~~ (20% off)

Aquarium Optimist Pessimist Aquarist Fish Dad Hat

CruzJane

$20.15

~~$25.19~~ (20% off)

chronic pessimist Dad Hat

JustAnotherBee

$20.15

~~$25.19~~ (20% off)

Optimist Pessimist Engineer Funny Tee Dad Hat

MilasKloser

$21.83

~~$27.29~~ (20% off)

Bald Head Island NC Vintage 70s Retro Throwback Design T-Shirt Baseball Cap

CruzJane

$20.15

~~$25.19~~ (20% off)

Why does there have to be a day every day? Can't we get one day off? Baseball Cap

ThatIsSomething

$20.15

~~$25.19~~ (20% off)

George Bernard Shaw Quote Baseball Cap

PatSeg Photos

$20.15

~~$25.19~~ (20% off)

Optimist Pessimist Table Saw Humor Dad Hat

AvahBarnes

$20.15

~~$25.19~~ (20% off)

Freaking Optimist | Funny Optimism | Ironic Pessimist Baseball Cap

MadamBullmoose

$20.15

~~$25.19~~ (20% off)

optimist pessimist realist - fagottist Baseball Cap

kobyakov

$20.15

~~$25.19~~ (20% off)

i'm done t shirt Dad Hat

nothingspecialt

$20.15

~~$25.19~~ (20% off)

Iconic Label - "Fatalist" White Lettering Dad Hat

cousinbessie

$19.31

~~$24.14~~ (20% off)

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

SkeletonsDanger

$26.87

~~$33.58~~ (20% off)

Iconic Label - "Fatalist" Black Lettering Baseball Cap

Edward Abbey quote: A pessimist is simply an optimist in full possession of the facts. Baseball Cap

artbleed

$20.32

~~$25.40~~ (20% off)

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

Compusmurf Design

$20.15

~~$25.19~~ (20% off)

Professional Pessimist. Dad Hat

Witch Queen Clothing

$20.15

~~$25.19~~ (20% off)

IS ONE AN OPTIMIST, A REALIST OR A PESSIMIST? Baseball Cap

REALiTY WiTHiN

$18.47

~~$23.09~~ (20% off)

Eternal Pessimist Baseball Cap

livelaughhell

$20.15

~~$25.19~~ (20% off)

Sunny Pessimist Baseball Cap

foreverfictionl

$20.15

~~$25.19~~ (20% off)

Don't Worry It Gets Worse — Funny Kawaii Pessimist Design Baseball Cap

the pessimist Baseball Cap

TOOTIFROOTI merch

$20.15

~~$25.19~~ (20% off)

Funny Pessimist Baseball Cap

HappyHavenStu

$20.15

~~$25.19~~ (20% off)

optimist pessimist realist - bassoonist Dad Hat

kobyakov

$20.15

~~$25.19~~ (20% off)

Optimist, Pessimist & Realist Baseball Cap

UrTshirt

$18.47

~~$23.09~~ (20% off)

Sunny Pessimist Dad Hat

foreverfictionl

$20.15

~~$25.19~~ (20% off)

If There Was An Award For Pessimism, I Probably Wouldn't Even Be Nominated Dad Hat

Good-Looking Corpse

$21.83

~~$27.29~~ (20% off)

optimist pessimist realist - oboist Dad Hat

kobyakov

$20.15

~~$25.19~~ (20% off)

Emotional prostate exam Dad Hat

PinkDuckTees

$20.15

~~$25.19~~ (20% off)

My rose-colored glasses have thorns Baseball Cap

RickPostCo

$20.15

~~$25.19~~ (20% off)

Have you heard the bad news? Dad Hat

Domain of the Public

$20.15

~~$25.19~~ (20% off)

Noah Fence - Everything Sucks! Baseball Cap

chicksdoings

$20.15

~~$25.19~~ (20% off)

Glass isn’t half empty it’s laced with cyanide Dad Hat

Waifu-inc

$20.15

~~$25.19~~ (20% off)

Certified Emotional Support Pessimist Badge Dad Hat

PictorialWhimsy

$20.15

~~$25.19~~ (20% off)

Everything Sucks Dad Hat

AMangoTees

$20.15

~~$25.19~~ (20% off)

Pessimist. | A design that says Pessimist. Dad Hat

chestify

$21.83

~~$27.29~~ (20% off)

Everything Sucks Baseball Cap

Oblivion Baseball Cap

Armleyboy

$20.15

~~$25.19~~ (20% off)

Department of Lowered Expectations Poster Baseball Cap

PictorialWhimsy

$20.15

~~$25.19~~ (20% off)

Clearly overthinking is not a problem for you Dad Hat

EdifiedExpressions

$18.47

~~$23.09~~ (20% off)

Life sucks and then you die Baseball Cap

MrDaddyTs

$18.47

~~$23.09~~ (20% off)

George Orwell Dad Hat

ValentinaHramov

$22.67

~~$28.34~~ (20% off)

I used to be a optimist Baseball Cap

Waifu-inc

$20.15

~~$25.19~~ (20% off)

People Suck Baseball Cap

RMH23

$18.47

~~$23.09~~ (20% off)

Programmer Logic Dad Hat

Regin Productions

$20.15

~~$25.19~~ (20% off)

No Karen Baseball Cap

Peter Stawicki

$18.47

~~$23.09~~ (20% off)

work really hard and this could be you Baseball Cap

caddystar

$20.15

~~$25.19~~ (20% off)

What's The Point? Dad Hat

artpirate

$20.15

~~$25.19~~ (20% off)

Whatever Fuck It Baseball Cap

HiddenStar02

$20.15

~~$25.19~~ (20% off)

There's Always Something And It Never Ends Dad Hat

Good-Looking Corpse

$21.83

~~$27.29~~ (20% off)

The Optimistic Pessimistic Realist Baseball Cap

eli-the-art-guy

$20.15

~~$25.19~~ (20% off)

pessimist in black Dad Hat

sofilustra

$20.15

~~$25.19~~ (20% off)

Rimworld Pessimist Trait Baseball Cap

gilbertgraham

$21.83

~~$27.29~~ (20% off)

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Pessimist Caps

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