Issa Dropped Hella Messages With Her Shirts During 'Insecure' Season Two

We decoded the cryptic messages on Issa's shirts—and found out where to cop them.

Issa Rae enters the 'The Late Show With Stephen Colbert' taping

Image via Getty/Ray Tamarra

Issa Rae enters the 'The Late Show With Stephen Colbert' taping

Issa Rae's great at making statements. Hell, just her presence on the Sunday night line-up on HBO is a HUGE statement. With the second, Frank Ocean-filled season of Insecure coming to a close last night, we finally got some closure on the show, with a mess of open-ended storylines for season three. We also got a final look at the fresh tops that Issa (and company) were rocking this season.

From the season two premiere through the entire series, there have been hella messages told in the show's fashion, and while we spoke with Insecure costume designer Ayanna James about the show's look, I wanted to focus on the tops Issa rocked throughout the series.

Issa Rae isn't the type of person to just wear some shit just to wear it, it seems; there are things weaved through the fabric of the show that can only be told by a specific shirt. Whether it's a quick sociopolitical statement or just some fly vintage wear, it's high-time we took a quick look at the messages Issa put on herself throughout the season...with some links on where to cop these pieces, if you were interested.

Hella N*ggas

Issa Rae "Niggas" sweatshirt

Hella WTF

Issa Rae "mtwtfss" tank top

Hella Black

Issa Rae "very black" shirt

Hella Historical

Issa Rae "Tubman" hoodie

Hella Support

Issa Rae "The Last Poets" sweatshirt

Hella Legendary

Issa Rae "Biggie and Pac" shirt

Hella Frustrated

Issa Rae "HUMP" shirt

Hella Prayer

Issa Rae "2Pac" tank top


Issa Rae "Wrecked" shirt

Hella De La

Issa Rae "De La Soul" shirt

Hella Enemies

Issa Rae "Public Enemy" shirt

Hella Southernplayalisticadillacmuzik

Issa Rae "Outkast" shirt

Hella Woke

Issa Rae "FBI Killed Fred Hampton" sweatshirt

Hella D.A.R.E.

Issa Rae "D.A.R.E." shirt

Hella Computin'

Issa Rae "Cam'ron" shirt


Molly "Trayvon" hoodie

Latest in Pop Culture