Elevate your streetwear game with the ultimate irony piece: the Pim and Charlie Shirt. Featuring Pim and Charlie like you’ve never seen them before—iced out, suited up, and flashing serious cash—this tee channels the viral ‘hard image’ aesthetic that’s dominating TikTok and meme culture in late 2025.
Smiling Friends Gangster Shirt – The Gangster Pim & Charlie Money
Step into the world of ironic fashion with the shirt, a bold and hilarious piece of apparel that flips the script on the show’s wholesome premise. This shirt features an exclusive, high-definition graphic of Pim Pimling and Charlie Dompler trading their usual Smiling Friends uniforms for exaggerated “hustler” attire.
Charlie is decked out in a sharp green pinstripe suit and fedora, flashing gold grillz and a stack of cash, while Pim embraces the street look with a bandana, sagging jeans, and an oversized bling pendant. It is the ultimate collision of Smiling Friends awkwardness and early 2000s “gangsta cartoon” aesthetic.

Why Did This Design Go Viral?
This design went viral because it taps into the “Gangster Cartoon” nostalgia trend and the “Hard Image” meme format. In the early 2000s, it was common to see unauthorized shirts of characters like SpongeBob or Popeye dressed as mobsters. Internet culture revived this in 2024-2025 as a form of “ironic drip.” Seeing Pim—a character defined by his pathetic optimism—dressed as a hardened street thug creates a visual oxymoron that resonates perfectly with the surreal, unexpected humor of Smiling Friends creators Zach Hadel and Michael Cusack.
Product Specifications:
- Classic T-Shirt G500: Made from 90% cotton and 10% polyester for breathability and comfort.
- Premium SS T-Shirt NL3600: Heather Gray blend of 90% cotton and 10% polyester; pre-laundered for a soft finish.
- Pullover Hoodie G185: Crafted with 55% cotton and 45% polyester for a cozy and durable feel.
- Crewneck Sweatshirt G180: Features a blend of 55% cotton and 45% polyester, perfect for casual wear.
- Long Sleeve T-Shirt G240: Ash is 99% cotton, 1% polyester; Sport Grey 90% cotton, 10% polyester; Dark Heather 50% cotton, 50% polyester.
- Jersey Tank 3480: 100% combed and ringspun cotton for softness and long-lasting quality.
- Sleeve Raglan NL6051: 50% polyester, 25% combed ringspun cotton, 25% rayon jersey for a premium blend of comfort and stretch.
- Ladies T-Shirt: 100% preshrunk cotton; Ash Grey is 99% cotton, 1% polyester for a perfect fit.











