Crying Pins and Buttons
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 Pin
by Puff Sumo
$3.00 $3.25
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 Pin
by Contrast Gallery
$3.00 $3.25
Mental health illustration of crying character with motivational quote Pin
by KamalArtGallery
$3.00 $3.25
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 Pin
by BROUS TQ
$3.00 $3.25
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 Pin
by DORI STORE
$3.00 $3.25
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 Pin
by Fiesta of Pets
$3.00 $3.25
Description: A humorous and slightly melancholy holiday design featuring two raccoons wearing festive Santa hats. The larger raccoon is in the foreground, crying with visible tears. Above them, text reads 'MERRIER CHRISTMAS TO SOME, SADNESS FOR THE REST.' The raccoons have striped tails and are colored in shades of grey and black with white accents.
Merrier Christmas To Some, Sadness For The Rest Crying Raccoons Pin
by STUDIO DESIGN PESSO
$3.00 $3.25
THERE'S NO CRYING IN PICKLEBALL JUST A LOT OF SWEARING Pin
by mdr design 23
$3.00 $3.25
Description: A cartoon gingerbread man with a sad expression and tears, sitting beside a decorated Christmas tree and wrapped gifts. A gingerbread nurse in a white uniform holds an IV bag, dispensing liquid into a small puddle on the floor. The scene is festive with holiday elements and a whimsical medical theme.
Sick Gingerbread Man Crying Next to Christmas Tree with Doctor Gingerbread Nurse Pin
by VIGOLD STORE
$3.00 $3.25
Description: A weathered yellow square sign with a distressed texture. Black text reads "NOTICE" at the top, followed by "EMPLOYEES MUST STOP CRYING BEFORE RETURING TO WORK". To the right, a stylized black eye with blue tears is depicted with three falling drops.
Notice Employees Must Stop Crying Before Returning To Work Eye Pin
by BrotherNightSky
$3.00 $3.25
Description: A stylized black cat with large, tearful eyes and whiskers is depicted. Behind the cat's head is a large heart shape divided into blue and yellow stripes, resembling the Ukrainian flag. Below the cat and heart, large white text reads "STOP" and below that, red text reads "WAR". The background is black.
Description: Feeling completely overwhelmed, sensitive, and drowning in your own feelings? Share your emotional overload with the world through this funny plants design. Featuring a sad, crying cartoon houseplant overflowing with water inside a terracotta pot under a distressed retro sunset badge, this vintage typography illustration perfectly captures the text "Emotionally Overwatered". It's the ultimate sarcastic outfit for plant lovers, gardeners, introverts, and anyone who understands the struggle of caring just a little too much.
