Insecure?s show within a show, Kev?yn, immediately caught the attention of fans when it appeared on screen during the Season 3. The ?rebooted ?90s sitcom? was a goldmine of jokes, one that Insecure?s writers rooms needed more time to explore than during the episodes. Written by staff writers Syreeta Singleton, Nicole Bilbrew and Kindsey Young, and featuring showrunner Prentice Penny as the reboot?s Lil? Chris, the sharp, topical videos gave the writers freedom to explore their ?90s nostalgia and unique comedic voices. Insecure?s rabid fans and press ate it up.