From hip-hop’s golden age, this original 1991 promo tee celebrates the breakout success of Naughty by Nature’s anthemic single O.P.P., released under Tommy Boy Records. The shirt features bold block lettering with the unforgettable phrase “Down Wit O.P.P.,” a phrase that became a wink to those in the know.

Issued as a promotional item rather than for retail sale, the tee reflects the raw, grassroots energy of early '90s rap marketing, before the era of drops and merch empires. Worn by DJs, record store clerks, and industry insiders, pieces like this circulated through the hands of tastemakers who helped define the era’s sound and look.

To listen to O.P.P., click here.

Bust: 42 inches (106.7 cm)

Waist: 42 inches (106.7 cm)

Sleeve length: 7 inches (17.8 cm)

Full length: 27 1/4 inches (69.2 cm)