Pessimistic Caps

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1000+ items

Bad vibes only Dad Hat

optimist pessimist empathy Dad Hat

elnetoon

$25.19

Life is pointless Dad Hat

ReAnnaMation

$25.19

Pessimistic Baseball Cap

Dj Gavric998

$25.19

Pioneer of Negativity – Funny Einstein-Inspired Sarcastic Baseball Cap

TousheArt

$25.19

Hang In There It Gets Worse Sarcasm Dark Humor Cynical Pessimistic Funny Saying Dad Hat

HumansStuck12

$37.78

Pessimistic people tshirt Baseball Cap

Things are bad - plastic bag design Baseball Cap

Lauren Cuppy

$31.49

Just no. Baseball Cap

StickyGoddess

$25.19

You’re Doing Amazing Printable Quote – Funny Mental Health | Sarcastic Encouragement Gift Baseball Cap

Squish The Bug

$24.14

Pessimistic Classic Baseball Cap

Anavzla

$28.97

Pessimistic Meowmy Baseball Cap

BeeHappyShop

$27.08

Pessimistic pacifist Dad Hat

bonkn beeps

$27.29

Pessimistic Calli Dad Hat

kitteaa

$25.19

Bojack Horseman's Mother | Beatrice Horseman | Dirt for Inside (Variant) Baseball Cap

DemonicSalt

$25.19

OK. Not Good. Probably Bad. Sarcastic Humor Relatable Mood Quote Dad Hat

HumansStuck12

$37.78

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

Good-Looking Corpse

$27.29

Capricorn Baseball Cap

OpusDay

$23.09

Everything Sucks Dad Hat

AMangoTees

$25.19

Dark thoughts Dad Hat

eri-morie

$27.50

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

Waifu-inc

$25.19

Everything Sucks Baseball Cap

AMangoTees

$25.19

Could be worse. I could be stupid. Dad Hat

Double-Dome

$25.19

YES I CAN('T) Baseball Cap

NadyaCC

$23.77

It’ll get worse Baseball Cap

comrademittens

$25.19

Life Is Soup and I Am a Fork Baseball Cap

Trexyca Artworks Store

$25.19

Life is Hard Quote Baseball Cap

RowiKiwi

$25.19

Science is Optimistic Dad Hat

nextneveldesign

$30.44

Science is Optimistic Dad Hat

nextneveldesign

$30.44

Science is Optimistic Dad Hat

nextneveldesign

$30.44

Hang In There It Gets Worse Funny Relatable Sarcastic Quote Baseball Cap

RetroMini2026

$35.68

I'm not pessimistic, I'm just well informed. Saying in German - funny Baseball Cap

Pflugart

$22.67

Science is Optimistic Baseball Cap

nextneveldesign

$30.44

Science is Optimistic Dad Hat

nextneveldesign

$30.44

trying my best Baseball Cap

DaniVaca

$23.09

Thinking Positive Dad Hat

Trendi-Design

$27.29

Funny 8bit Pixel Text Quote Dad Hat

BoggsNicolasArt

$25.19

Science is Optimistic Baseball Cap

Science is Optimistic Dad Hat

nextneveldesign

$30.44

I used to be a optimist Dad Hat

Waifu-inc

$25.19

Science is Optimistic Dad Hat

nextneveldesign

$30.44

Science is Optimistic Baseball Cap

nextneveldesign

$30.44

. Wim Avril stoss. Darkness and Hope. (The Edited) Dad Hat

Wim Avril Stoss

$25.19

Depressed Santa Claus Baseball Cap

masterchef-fr

$23.09

Science is Optimistic Baseball Cap

nextneveldesign

$30.44

Wittgenstein Rabbit Duck Illusion Baseball Cap

PAULABIG

$25.19

I am pessimistic emotion and mood Dad Hat

Therapy by Sen

$31.49

I am not pessimistic. I am just well informed. Baseball Cap

Pflugart

$22.67

There's Always Something And It Never Ends Baseball Cap

Good-Looking Corpse

$27.29

Unredeemable Monster Baseball Cap

Steve Yao

$25.19

The 'Cynic' Baseball Cap

LarsBirdsong

$26.24

Emotional pack Dad Hat

chuckletuckle

$24.98

Height Classic Dad Hat

Gloriacleopat

$25.19

I am pessimistic emotion and mood Baseball Cap

Therapy by Sen

$31.49

How Much Worse Dad Hat

HandsOffMyDinosaur

$25.19

Those who doubt my ability. Baseball Cap

unspired

$25.19

Ok. Not Good. Probably Bad. Sarcastic Humor Mood Baseball Cap

JonesFlora2025

$31.49

Eat healthy, stay fit, die anyway. Dad Hat

unspired

$25.19

Anyone notice anything strange about the weather reports from hell Baseball Cap

mntimg

$25.19

I Want To Go Home. I Hate Camping Baseball Cap

Shauntoleary

$29.81

It will probably get worse. Dad Hat

unspired

$25.19

Depressed. Baseball Cap

I'm not pessimistic, I'm just well informed. Saying in German - funny Dad Hat

Pflugart

$22.67

You can always be replaced. Baseball Cap

unspired

$25.19

Feeling Bearish Dad Hat

sheprint

$25.19

Crystal Ball Fortune: It Gets Worse Dad Hat

RowiKiwi

$25.19

Reach for the stars, follow your dreams Baseball Cap

unspired

$25.19

It's all downhill from here. Dad Hat

unspired

$25.19

Not in the Mood Grumpy Face Emoji Illustration Baseball Cap

When in doubt, chicken out. Baseball Cap

unspired

$25.19

Ok. Not Good. Probably Bad. Funny Sarcastic Mood Relatable Quote Humor Baseball Cap

HumansStuck12

$37.78

Pessimism Killer Baseball Cap

IskandarDesigns

$24.14

Ok. Not Good. Probably Bad. Sarcastic Humor Pessimist Mood Baseball Cap

RetroMini2026

$35.68

Others can't use you if you're useless. Dad Hat

unspired

$25.19

If you never believe in yourself, you'll never let yourself down. Baseball Cap

unspired

$25.19

Pessimist Baseball Cap

Jeallan Designs

$26.24

Bloom and Doom Baseball Cap

LatonaGoods

$25.19

Item preview, Feelings Deleted no Text designed and sold by td5.

Feelings Deleted no Text Dad Hat

td5

$23.09

I love Mondays Baseball Cap

Coops Clothing

$25.19

You're A Disappointment Dad Hat

BigMovesHustler

$26.87

Fat Man Christmas Anniversary Gift Dad Hat

RomualdGR

$23.72

Hang In There It Gets Worse Funny Sarcastic Chicken Humor Dad Hat

HumansStuck12

$37.78

If you never try, you never fail. Baseball Cap

unspired

$25.19

Every day is a new chance. Dad Hat

unspired

$25.19

Gift for men Fat Grumpy Christmas Birthday Dad Hat

RomualdGR

$23.72

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