Crying Hats
Description: A crying pink love letter envelope with wings flying on a colorful splash background. A funny and dramatic kawaii illustration for anime lovers and romantic humor fans.
Notice Me Please Cute Crying Pink Love Letter Mascot Hat
by angsabiru design
$12 $19
EMPLOYEES MUST STOP CRYING BEFORE RETURNING TO WORK Hat
by Frankieper
$12 $19
Description: Vibrant neon cartoon character skateboarding on a ramp while crying tears. This playful marksman holds a skull bubble tea and a bow. Perfect for gamers, archers, and streetwear fans who love colorful anime aesthetics.
Neon Archer Skateboarder Crying Bubble Tea Gamer Hat
by My Memories
$12 $19
Description: Tears of Inflation: The Crying Hundred-Dollar Founding Father Tears of Inflation by Puff Sumo. Benjamin Franklin, the face on the hundred dollar bill, finally breaks down: a single dollar-sign tear rolls down his cheek in this hand-engraved style portrait. It's the perfect satire for anyone feeling the squeeze of rising prices, grocery bills, rent hikes, and a paycheck that stretches less every month. Cost of living crisis humor, economic anxiety, and finance memes all collide in one weeping founding father. Bold black linework on cream tones, inspired by classic banknote engraving and vintage woodcut portraits. A conversation starter for savers, realists, and anyone who has said prices are insane.
Tears of Inflation: The Crying Hundred-Dollar Founding Father Hat
by Puff Sumo
$12 $19
Description: I Don't Care How Many Girls Make Him Laugh Funny Quote I Don't Care How Many Girls Make Him Laugh Joke It's entertaining to wear this design every day. Are you looking for a matching design? Then you should buy this outstanding design! Ideal for those who love being wild, cool, and amusing, this eye-catching design makes a wonderful gift for your mother, aunt, grandmother, sister, or anybody else you care about.
I Don't Care How Many Girls Make Him Laugh Funny Quote Hat
by SleepySploof
$12 $19
Description: Crown the family pun master with this hilarious "Dad Joke Champion" vintage graphic. Featuring a highly detailed, hand-drawn crying laughing emoji, bold retro block lettering, and a weathered "CHAMPION" ribbon banner, it’s the perfect witty apparel choice for Father's Day, family gatherings, or his birthday.
Employees Must Stop Crying Before Work, Funny Retro Design Hat
by Contrast Gallery
$12 $19
Mental health illustration of crying character with motivational quote Hat
by KamalArtGallery
$12 $19
Description: A playful design inspired by a classic sports film. Features a memorable quote about passion and determination on the field.
Theres No Crying In Baseball A League Of Their Own Quote Hat
by BROUS TQ
$12 $19
Description: A cartoon-style teddy bear head with stitched-up eyes, nose, and mouth, showing tears falling from its eyes. The bear is wearing a string around its neck with two VHS cassette tapes hanging on either side.
Sad Teddy Bear with Stitches and Crying with VHS Cassette Hat
by DORI STORE
$12 $19
Description: Class Of 2027 Senior Mom I'm Not Crying, You're Crying. Graduation Mother Parent Celebration.
Class Of 2027 Senior Mom I'm Not Crying, You're Crying Graduation Mother Hat
by Fiesta of Pets
$12 $19