Smile Now Cry Later Pins and Buttons
LAUGH NOW... CRY LATER (EVIL MASKS) Pin
by D. HARRIS, PARTNER OF ICE Designs
$2.75 $3.25
Description: Feeling the heat or just avoiding the gym? This funny cartoon fox illustration perfectly captures that exhausted vibe. Featuring a dramatic fox in sunglasses and the hilarious ironic quote "Sweat Now Cry Later", it's the perfect design for anyone who loves sarcastic animal humor or needs a laugh.
Description: Classic theater mask illustration with smile now cry later script typography. The vintage style captures expressive emotional contrast. Perfect for art lovers and retro typography fans. Ideal for casual wear showcasing bold classic mask themed design.
Smile Now Cry Later Vintage Mask Chicano Style Script Design Pin
by Karamaster
$2.75 $3.25
Description: The design showcases a cartoon skeleton character dressed in dark attire and a knit cap, engaged in skateboarding. The skeleton features luminous eye sockets and a wide grin, projecting a determined and lively demeanor. It’s depicted mid-air, executing a dynamic skateboard maneuver, with paint splatters and star motifs enhancing the grunge, street art aesthetic. The phrase “SKATE NOW CRY LATER” is prominently featured in distressed, brush-style lettering, underscoring a fearless approach to boarding. The graphic resonates with skateboarders, street wear aficionados, and anyone who values bold city style and an energetic vibe. It encapsulates the essence of challenging boundaries and embracing difficulties within the boarding world. The artw
Description: Chicano theater masks bring comedy and tragedy symbolism to this Smile Now Cry Later tattoo art design. Realistic masks, ornate roses, blue flames, barbed wire, stippled shading, and ribbon banners create an intricate black-and-white Chicano illustration with striking blue accents. A meaningful choice for Chicano culture fans, theater lovers, tattoo art enthusiasts, and anyone who connects with the balance of joy and sorrow. Chicano theater masks make the central theme clear in a bold design suited to many forms of personal expression.
Chicano Theater Masks Smile Now Cry Later Tattoo Art Pin
by Greenboy Suitable
$2.75 $3.25
Description: Retro rodeo-inspired cowboy design featuring “COWBOY WITH ISSUES” and “RIDE NOW CRY LATER” in a bold distressed style. Combining western humor, dark meme aesthetics, burnout energy, and alternative streetwear vibes for a wearable vintage look perfect for black tees, hoodies, and stickers.
COWBOY WITH ISSUES Ride Now Cry Later Retro Rodeo Graphic Pin
by HarperDesigns
$2.75 $3.25
Description: Distressed outlaw skeleton artwork featuring “COWBOY WITH ISSUES” and “RIDE NOW CRY LATER” in a vintage western badge layout. Inspired by dark cowboy humor, emotional damage memes, burnout culture, and edgy alternative fashion. Great for fans of retro western graphics, gothic aesthetics, and sarcastic outlaw energy.
COWBOY WITH ISSUES Ride Now Cry Later Outlaw Skull Design Pin
by HarperDesigns
$2.75 $3.25
Description: Vintage western skeleton design featuring “COWBOY WITH ISSUES” and “RIDE NOW CRY LATER” in a distressed outlaw style. Inspired by dark humor, burnout meme culture, bad decisions, and alternative cowboy streetwear aesthetics. Perfect for fans of western gothic fashion, sarcastic humor, retro rodeo vibes, and edgy white graphic apparel.
COWBOY WITH ISSUES Ride Now Cry Later Vintage Skull Graphic Pin
by HarperDesigns
$2.75 $3.25
Description: Bold western typography featuring “COWBOY WITH ISSUES” and “RIDE NOW CRY LATER” in a distressed retro style. A minimalist dark humor design inspired by outlaw culture, sarcastic memes, burnout humor, and modern cowboy aesthetics. Perfect for black tees, hoodies, stickers, and western streetwear lovers.
COWBOY WITH ISSUES Ride Now Cry Later Western Typography Design Pin
by HarperDesigns
$2.75 $3.25
Description: A high-energy, vintage streetwear-style typography graphic featuring bold, angular cream lettering stacked over a black shadow frame with geometric hatch patterns. Spelling out "BUY NOW OR CRY LATER," this edgy comic-and-graffiti-inspired design is perfect for shopaholics, streetwear enthusiasts, fashion lovers, and fans of bold statement graphic apparel
Buy Now Or Cry Later Vintage Streetwear Block Typography Design Pin
by Harsu
$2.75 $3.25