Jimmy Kimmel Live (2003)

Jimmy Kimmel Live is ABC's long-running late-night staple, blending celebrity interviews with comedy bits and games. Guests sit on the couch to talk movies and mishaps, but some appearances lean franker than typical network fare. Jennifer Lawrence and Kim Kardashian have both shown up in looks that push past standard late-night styling. Brie Larson and Lake Bell round out this collection with their own daring red-carpet-adjacent appearances. Nobody bares all under Kimmel's studio lights, of course. Still, these 3 clips capture outfits and camera angles that skirt the edge of broadcast caution. It's late-night television flirting with something bolder, one guest segment at a time.