Sale’s in Session: Up to 40% off Back to School
ends soon
Categories
Sell your art
Login
Signup
Caps
Retro mountain with trees
Redbubble logo
Explore
For You
Retro Gaming
Horror
Sci-Fi
80s Fandoms
Pop-Culture
Fresh Finds
Fan Art
Blockbuster Movies
Clothing
New
All Clothing
T-Shirts
New
Hoodies & Sweatshirts
Hats
Socks
Dresses
Tank Tops
Stickers
All Stickers
Holographic Stickers
Funny Stickers
Car Stickers
Bumper Stickers
Water Bottle Stickers
Cool Stickers
Anime Stickers
Laptop Stickers
Magnets
Custom Stickers
Phone Cases
All Phone Cases
iPhone Cases
Samsung Galaxy
New
Wall Art
All Wall Art
Posters
Photographic Prints
Art Prints
Tapestries
Canvas Prints
Framed Prints
Art Board Prints
Home & Living
All Home & Living
Mugs
Throw Pillows
Throw Blankets
Tapestries
Magnets
Aprons
Coasters
Jigsaw Puzzles
Duvet Covers
Acrylic Blocks
Clocks
Shower Curtains
Bath Mats
Kids & Babies
All Kids Clothes
Kids T-Shirts
Baby One-Pieces
Kids Pullover Hoodies
Accessories
All Accessories
Hats
Socks
Pins
Backpacks
Tech Accessories
Tote Bags
Makeup Bags
Toiletry Bags
Zipper Pouches
Duffle Bags
Scarves
Stationery & Office
All Stationery & Office
Greeting Cards
Spiral Notebooks
Mouse Pads & Desk Mats
Postcards
Hardcover Journals
Gifts
All Gifts
Gifts for Book Lovers
Gifts for Gamers
Gifts for Her
Gifts for Him
Gifts for Animal Lovers
Gifts Under $50
Gifts for Outdoorsy Types
Gifts for Kids
Stocking Stuffers
Gift Cards
Pessimist Meme Caps
81 items
Hats
Filters (2)
81 items
Most Relevant
Optimist, Pessimist & Realist Baseball Cap
UrTshirt
$18.47
$23.09
(20% off)
Rimworld Pessimist Trait Baseball Cap
gilbertgraham
$21.83
$27.29
(20% off)
Programmer Logic Dad Hat
Regin Productions
$21.41
$25.19
(15% off)
Optimists, Pessimists, and Me Dad Hat
T-ShirtGuy
$21.41
$25.19
(15% off)
Polite Pessimist Pacifist Funny Philosophy Sarcastic Dad Hat
Schrodinger's Clothing
$19.62
$23.09
(15% off)
Accountant Glass Funny Accounting Optimist Pessimist Dad Hat
tmerchtrends
$20.52
$24.14
(15% off)
Born Without My Consent - Ver. 2 black Baseball Cap
R-A Designs
$20.15
$25.19
(20% off)
Born Without My Consent - black Dad Hat
R-A Designs
$21.41
$25.19
(15% off)
Born Without My Consent - Ver. 2 Baseball Cap
R-A Designs
$20.15
$25.19
(20% off)
Cancelled Baseball Cap
SkyAfterDusk
$22.00
$27.50
(20% off)
Hang In There It Gets Worse Sarcastic Humor Vintage Meme Funny Gag Baseball Cap
HumansStuck12
$26.87
$33.58
(20% off)
Born Without My Consent Dad Hat
R-A Designs
$21.41
$25.19
(15% off)
Life is full of horrors, still positive Baseball Cap
SweetLog
$20.15
$25.19
(20% off)
Argenti-No - The pessimist Argentinian Baseball Cap
NolensVolens
$20.15
$25.19
(20% off)
No matter what, I will give up. Dad Hat
WittyChest
$21.41
$25.19
(15% off)
Nihilist memes Dad Hat
mag-graphic
$21.41
$25.19
(15% off)
Everything Will Be Amazing OK Pessimist Dad Hat
ongemtuoitr
$23.73
$27.92
(15% off)
Hope Is The First Step On The Road To Disappointment Baseball Cap
kualio
$33.58
$41.98
(20% off)
Hang In There It Gets Worse Sarcastic Humor Cynical Pessimist Funny Baseball Cap
HumansStuck12
$26.87
$33.58
(20% off)
Nihilist memes Baseball Cap
mag-graphic
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Sarcastic Humor Pessimist Baseball Cap
RetroMini2026
$26.87
$33.58
(20% off)
Optimism? Never Heard Of It – Broken Smiley Dark Humor Baseball Cap
WeranovDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Sarcastic Dark Humor Pessimist Meme Gift Baseball Cap
SkeletonsDanger
$25.19
$31.49
(20% off)
Hang In There It Gets Worse Funny Banana Sarcastic Quote Pessimist Humor Baseball Cap
HumansStuck12
$26.87
$33.58
(20% off)
[BLCK] DELUSION For You, For Me, For Everyone | Sarcastic Retro Quote T-Shirt Dad Hat
myTRASHure-com
$19.62
$23.09
(15% off)
Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Dad Hat
Urban Muse And Sultry Hues
$21.41
$25.19
(15% off)
Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap
Urban Muse And Sultry Hues
$20.15
$25.19
(20% off)
Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Dad Hat
Urban Muse And Sultry Hues
$21.41
$25.19
(15% off)
Doomer Media vs Builder Chad – Apocalypse Sold Out 2026-2028 Baseball Cap
Urban Muse And Sultry Hues
$20.15
$25.19
(20% off)
Life Sucks And then You Die Dad Hat
2teesme
$21.41
$25.19
(15% off)
Rainbow Dead Inside Baseball Cap
Denvervineart
$20.15
$25.19
(20% off)
Murphy's law kawaii Baseball Cap
NemiMakeit
$20.15
$25.19
(20% off)
Never trust anyone Rainbow Color Sticker Pack - Trust Issues Dad Hat
CaitU
$21.47
$25.26
(15% off)
Don't Be a Pessimist, It Wouldn't Work Anyway Baseball Cap
Bloom Haven
$20.15
$25.19
(20% off)
Toaster Bath Live Laugh Dad Hat
Beanster-nl
$22.30
$26.24
(15% off)
The Wheel Turns You Lose Tarot Cat Pessimist Snark Dad Hat
BLACKCAT-COVEN
$19.62
$23.09
(15% off)
I am not an optimist Dad Hat
Pink Ribbon
$21.05
$24.77
(15% off)
Hang In There It Gets Worse Dark Humor Sarcastic Quote Funny Cynical Saying Dad Hat
RetroMini2026
$28.54
$33.58
(15% off)
Don't Worry It Gets Worse Dark Humor Sarcastic Quote Pessimist Cynical Humor Dad Hat
HumansStuck12
$28.54
$33.58
(15% off)
The Vibe Is In Shambles Dad Hat
Beanster-nl
$22.30
$26.24
(15% off)
Funny Sarcastic Quote Sorry Result Realist Pessimist Sarcasm Dad Hat
farhanhafeez
$23.19
$27.29
(15% off)
avoid negative people meme Baseball Cap
Peaceful Life Co
$20.15
$25.19
(20% off)
2026 Dumpster Fire Funny New Year Sarcastic Humor Dad Hat
The Junto Shop
$21.41
$25.19
(15% off)
First of all no second of all still no Meme Humor Funny Joke Baseball Cap
Designer-Girl
$21.83
$27.29
(20% off)
Never Trust Anyone | Simple Words Bubble | Trust Quote Baseball Cap
JooArtPrints ★★★★★
$19.98
$24.98
(20% off)
Get worse, possum, pessimist, grumpy, funnyfits70, Humor, Funny, retro, vintages, funny quotes, animal humor, Dad Hat
FunnyFits70
$21.32
$25.08
(15% off)
I am optimistic that my pessimism will prove to be right! - Funny Optimist Pessimist Meme – Sarcastic Humor Gift Dad Hat
PunArtistry
$21.41
$25.19
(15% off)
The optimist thinks this is the best of all possible worlds. The pessimist fears it is true. Baseball Cap
missmarilee
$20.15
$25.19
(20% off)
Plan B Was Never There - Funny Sarcastic Penguin Norbert Existential Dark Humor Tee Dad Hat
DONT ASK CLUB
$19.62
$23.09
(15% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Dad Hat
DynamicDesign
$21.41
$25.19
(15% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hang In There It Gets Worse Gear Dad Hat
DynamicDesign
$21.41
$25.19
(15% off)
Hang In There It Gets Worse Gear Dad Hat
DynamicDesign
$21.41
$25.19
(15% off)
Hang In There It Gets Worse Gear Baseball Cap
DynamicDesign
$20.15
$25.19
(20% off)
Hello Darkness Baseball Cap
JanGrackle
$20.32
$25.40
(20% off)
Covid 1984 Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
Orwell Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
George Orwell Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
Introvert AF Funny Humor Sarcastic Antisocial Pessimist Baseball Cap
Buyeseoshop
$20.15
$25.19
(20% off)
Covid 1984 Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
No Meaning No Problem Dad Hat
BayBoutique
$28.54
$33.58
(15% off)
No Meaning No Problem Baseball Cap
BayBoutique
$26.87
$33.58
(20% off)
Animal Farm - George Orwell Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
George Orwell - I told you so Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
George Orwell - I told you so Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
Orwell Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
Existence is Overrated Dad Hat
BayBoutique
$28.54
$33.58
(15% off)
Animal Farm - George Orwell Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
George Orwell I told you so Baseball Cap
StickLoveFamily
$20.15
$25.19
(20% off)
George Orwell - I told you so Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
Existence is Overrated Dad Hat
BayBoutique
$28.54
$33.58
(15% off)
1984 George Orwell Told You So Baseball Cap
ValentinaHramov
$22.67
$28.34
(20% off)
George Orwell - I told you so Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
Dust to dust but first coffee Baseball Cap
BayBoutique
$26.87
$33.58
(20% off)
Just Here For The Irony Dad Hat
BayBoutique
$28.54
$33.58
(15% off)
George Orwell - I told you so Dad Hat
ValentinaHramov
$24.08
$28.34
(15% off)
Become a member.
Get 25% off your first order.
Plus other neat perks and exclusive savings to help you find the very thing.
Sign up
Previous
1
Next
Pessimist
Funny
Meme
Dark Humor
Sarcastic
Memes
Humor
Vintage
1984
Nihilism
84 S
Book
Liberal
Orwel
Worldwide Shipping
Available as standard or express delivery
Learn more
- opens in new window or tab
Secure Payments
100% Secure Payment with 256-bit SSL encryption
Learn more
- opens in new window or tab
Free Return
Exchange or money back guarantee for all orders
Learn more
- opens in new window or tab
Local Support
24/7 Dedicated support
Learn more
- opens in new window or tab
![Item preview, [BLCK] DELUSION For You, For Me, For Everyone | Sarcastic Retro Quote T-Shirt designed and sold by myTRASHure-com.](https://ih1.redbubble.net/image.6169516619.3581/ssrco,dad_hat,product,E3DDCC:7a66214621,front,square,600x600-bg,f8f8f8.u4.jpg)
