Follows the awkward experiences and racy tribulations of a modern-day African-American woman.
Where to Watch Insecure • Special
26 Episodes
Wine Down: Hella Great
A1
Wine Down: Hella Great
Wine Down: Hella Questions
A2
Wine Down: Hella Questions
Wine Down: Hella Open
A3
Wine Down: Hella Open
Wine Down: Hella LA
A4
Wine Down: Hella LA
Wine Down: Hella Shook
A5
Wine Down: Hella Shook
Wine Down: Hella Blows
A6
Wine Down: Hella Blows
Wine Down: Hella Disrespectful
A7
Wine Down: Hella Disrespectful
Wine Down: Hella Perspective
A8
Wine Down: Hella Perspective
Wine Down: Better-Like
A9
Wine Down: Better-Like
Wine Down: Familiar-Like
A10
Wine Down: Familiar-Like
Wine Down: Backwards-Like
A11
Wine Down: Backwards-Like
Wine Down: Fresh-Like
A12
Wine Down: Fresh-Like
Wine Down: High-Like
A13
Wine Down: High-Like
Wine Down: Ready-Like
A14
Wine Down: Ready-Like
Wine Down: Obsessed-Like
A15
Wine Down: Obsessed-Like
Wine Down: Ghost-Like
A16
Wine Down: Ghost-Like
Wine Down: Lowkey Feelin' Myself
A17
Wine Down: Lowkey Feelin' MyselfCreator and star Issa Rae and showrunner Prentice Penny break down the first episode and how they’re setting the tone for the rest of the season.
Wine Down: Lowkey Distant
A18
Wine Down: Lowkey DistantCreator and star Issa Rae and showrunner Prentice Penny sit down with Yvonne Orji to unpack Molly’s relationship with Andrew and Issa’s friendship with Condola.
Wine Down: Lowkey Thankful
A19
Wine Down: Lowkey ThankfulCreator and star Issa Rae and showrunner Prentice Penny are joined by Christina Elmore to discuss Condola and Lawrence’s interesting first Thanksgiving together and debate whether or not it’s possible to be friends with an ex.
Wine Down: Lowkey Losin' It
A20
Wine Down: Lowkey Losin' ItCreator and star Issa Rae and showrunner Prentice Penny sit with Natasha Rothwell to discuss the shifting dynamics within the friend group.
Wine Down: Lowkey Movin' On
A21
Wine Down: Lowkey Movin' OnIssa Rae, Prentice Penny and Jean Elie discuss Issa and Molly’s blowout fight as well as the dynamic between Ahmal and Kelli.
Wine Down: Lowkey Done
A22
Wine Down: Lowkey DoneIssa Rae and Prentice Penny unpack Issa’s mindset after her fight with Molly at the block party.
Wine Down: Lowkey Trippin'
A23
Wine Down: Lowkey Trippin'Issa Rae and Prentice Penny are joined by Alexander Hodge to talk about what Molly and Andrew learn about themselves and their relationship during their first vacation together.
Wine Down: Lowkey Happy
A24
Wine Down: Lowkey HappyIssa Rae, Prentice Penny and Jay Ellis dive deep into the unfinished business Lawrence and Issa have with each other.
Wine Down: Lowkey Trying
A25
Wine Down: Lowkey TryingIssa Rae and Prentice Penny are joined by Kendrick Sampson to discuss Nsthan's lingering feelings for Issa and destigmatizing mental illness.
Wine Down: Lowkey Lost
A26
Wine Down: Lowkey LostIssa Rae and Prentice Penny sit down with Amanda Seales to unpack the finale.
