Taylor Bennett

Taylor Bennett is an American rapper from the South Side of Chicago, part of a hip-hop scene that has produced some of the genre's most inventive voices in the 2010s. He is the younger brother of Chance The Rapper, a connection that brought him early attention, though Bennett has built a distinct catalog and persona of his own, often exploring themes of identity, family, and self-acceptance — he came out as bisexual in 2017, making him one of hip-hop's few openly LGBTQ+ artists at the time.

He first gained notice with self-released mixtapes, including The Taylor Bennett Show in 2013 and Mainstream Music in 2014, showcasing an energetic, melodic style that blends rap with pop and R&B sensibilities. His profile grew further with the Broad Shoulders mixtape in 2015 and the full-length Restoration of an American Idol in 2017, which leaned into more personal and introspective songwriting.

Bennett's sound draws on Chicago's eclectic rap tradition, mixing upbeat, hook-driven tracks with more reflective, socially conscious material. Songs like «Grown Up Fairy Tales», «Favorite Colors», and «Dancing in the Rain» reflect his range, moving between celebratory anthems and vulnerable confessionals, and cementing him as an artist willing to push against genre and identity expectations within mainstream hip-hop.