Insecure Guest cast, played by Neil Brown Jr. Episode 1x02: Messy as Fuck (Oct 16, 2016) Episode 1x05: Shady as Fuck (Nov 6, 2016) Episode 2x01: Hella Great (Jul 23, 2017) Episode 2x02: Hella Questions (Jul 30, 2017) Episode 2x04: Hella La (Aug 13, 2017) Episode 2x08: Hella Perspective (Sep 10, 2017) Episode 3x05: High-Like (Sep 9, 2018) Episode 3x06: Ready-Like (Sep 16, 2018) Episode 3x07: Obsessed-Like (Sep 23, 2018) Episode 3x08: Ghost-Like (Sep 30, 2018) Episode 4x02: Lowkey Distant (Apr 19, 2020) Episode 4x03: Lowkey Thankful (Apr 26, 2020) Episode 5x03: Pressure, Okay ?! (Nov 7, 2021) Episode 5x09: Out, Okay?! (Dec 19, 2021)
