5. Theophilus London
Category-defying fashionplate rapper/singer Theophilus London has really been on the come-up this past year, and we’ve been documenting it the whole way, from his trip to Trinidad Fashion Week to his cover of Nat King Cole’s “Calypso Blues.” Fresh off the release of his Warner Bros. EP Lovers Holiday last month, he’ll be at Habana Bar Backyard on Thursday night. We hope he can transport some of the tropical vibes from his recent video for “Flying Overseas” to the prairie lands of Texas: