Movie premieres were once a casual affair. Picture Gabrielle Union in bedazzled white jeans at the opening night for Bring It On (2000). Keanu Reeves arriving on crutches to see Stealing Beauty (1996). Jason Alexander wearing a patterned cardigan at the Cliffhanger premiere in 1993—and then again for Shrek’s big night in 2001.

Issue 29 is an ode to Hollywood fashion at the turn of the millennium, when celebrities dressed for the red carpet in denim jackets and Nikes, with beanies on their heads and car keys in hand. Stars—they once wore their own clothes!

Featuring an essay by culture writer Delia Cai and an introduction by Julio Brouwer from @nightopenings.