Insecure Season Two Trailer: Issa’s Trying to Move On, and It Isn’t Going Well

By

Insecure is back, and Issa is as much of a mess as ever. She’s figuring out her way through the wreckage of her breakup with Lawrence — sexting is apparently still on the table — as the season begins, while Molly discovers she’s being paid less than White Josh from Crazy Ex-Girlfriend. Oh, and Daniel’s still lingering in the background, of course. Insecure returns July 23, giving you a summery respite from all that stormy winter on Game of Thrones.

Watch Now

  1. The Afterparty Cast Will Get That Edwin McCain Song Stuck in Your Head
  2. A Send-Off for Search Party
  3. Henry Winkler Demonstrates Why He’s a Better Acting Teacher than Gene Cousineau
  4. Taylor Garron and Chanel James Made a Whole Movie From Separate Homes
  5. Matthew Rhys Walks Us Through Getting Humped Off a Bed
  6. Sam Richardson Is Daddy and He Is Familiar (With Guns)
  7. Tom Stourton’s Face was Not Allowed to Play Edward Snowden
  8. Elijah Wood Is Just a Really Nice Guy, Honestly
  9. Michael Ian Black Owns a Robot Car
  10. Allow Selling Sunset’s Mary Fitzgerald to Convince You to Move to L.A.
  11. Meeting the Greatest Band You’ve (Maybe) Never Heard Of
Issa’s Trying to Date Again in the Insecure Season 2 Trailer