For LA-via-Boston singer Khamari, fear, regret, and trust issues aren’t just partnership flaws he’s working through; they’re the heart of his sound. Across his second album, To Dry a Tear, he’s a man chasing love while wrestling demons. “Lucy wanna build a home up/I’m aware, but I’m a rolling stone,” he confesses on album opener “I Love Lucy.” On “Head in a Jar,” he grapples with settling for emotional scraps. “Close” captures the weariness of feeling disconnected from a partner, Khamari balancing yearning with distance. The D’Angelo-inspired “Sycamore Tree” highlights an enduring duality in his POV, the singer wondering, “Should I stay or should I leave?” Just as in love, there are no easy answers here.