Yes, oversized T-shirts for men are back. But don’t worry: We’re not about to tell you to start dressing like Soulja Boy circa 2007. Thankfully, the oversized tees we’re talking about are not of the quintuple-XL, Elizabethan-gown-length variety that all ringtone rappers were required by law to wear in their music videos. Instead, like the Dickies and Vans everyone’s wearing again, the raddest tees in 2020 take direct inspiration from ’90s skateboarders: boxy and baggy and strangely flattering, cut from crisp, weighty cotton that’s anything but sloppy. Since you can suddenly find these bigger, badder T-shirts everywhere from the mall to the runway, we took the liberty of searching out the nine best versions from across the fashion spectrum for you to cop right now.
The Best Vivid Oversized T-Shirt
The Best Heavy-Duty Oversized T-Shirt
The Best Next-Level Oversized T-Shirt
The Best OG Oversized T-Shirt
The Best Sculptural Oversized T-Shirt
The Best Affordable Oversized T-Shirt