Popsugar Fashion Nostalgia Jennifer Aniston and Brad Pitt's Best Fashion Moments Brad and Jen's Most Stylish Moments Prove They Should Have Another Reunion — For Fashion's Sake September 23, 2020 by Sarah Wasilak View On One Page Photo 19 of 23 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 19 Jen Let Her Midriff Show and Brad Popped His Collar They were coordinated in the subtlest of ways at the LA Fight Club premiere in 1999. Previous Next Start Slideshow Jennifer AnistonBrad PittNostalgiaCelebrity CouplesRed CarpetFall FashionThe '90sCelebrity Street StyleThe 2000s