Chicago’s Lil Zay Osama knows a thing or two about pain. The self-proclaimed Trench Baby hasn’t had an easy life, treating the booth as a confessional as he reflects on stories of love and loss on wax.
Lil Zay, his OG rap name before being christened on the streets as Lil Zay Osama, has only been releasing music for a few years but his raps take listeners back in time, such as on early hit songs like “Back When I Was Young” and “Old Days.”
With two arguable street classics under his belt—2019’s Hood Bible and this year’s Trench Baby—Lil Zay Osama is steadily building his case as one of Chicago drill’s burgeoning stars. Back in January of 2021, Lil Zay spoke with Audiomack about the underbelly of his city. In 2020, he performed “Changed Up” and “Percocet Crazy” for Fine Tuned.
For Audiomack’s Bless The Booth freestyle series, Lil Zay Osama spits a menacing eight bars over a TGUT-produced beat.
Shot by Sage English at Audiomack Studios in New York City, Bless The Booth showcases the lyrical dexterity of rappers both established and on the rise. Head on over to YouTube right now to watch past Bless The Booth episodes from Seddy Hendrinx, 26AR, LBS Kee’vin, Courtney Bell, Payroll Giovanni, Bizzy Banks, Bay Swag, King Von, Abby Jasmine, REASON, Megan Thee Stallion, Luh Kel, Rapsody, G Herbo, Tee Grizzley, Don Q, CyHi The Prynce, Wyclef Jean, Key Glock, Mozart La Para, and more.