The track “should’ve wore a bonnet” marks the first collaboration between Brent Faiyaz and 21 Savage and is the 12th track on 21 Savage’s third studio album american dream.

The song explores themes of love, desire, and the complexities of relationships. The title refers to a common protective hair accessory, suggesting the importance of being prepared for the unexpected and possible break-ups in a relationship.

The song samples K-CI Hailey on Mary J. Blige’s 1992 “I Don’t Want To Do Anything.”

Brent’s feature was teased a day before the album’s release on January 11, 2024 via 21 Savage’s Instagram.