Popsugar Entertainment Pop Culture Halloween Costumes '90s Halloween Costumes From Pop Culture The Best '90s Pop Culture Costume Ideas, From "Clueless" to "The Fresh Prince" 24 July 2023 by Britt Stephens View On One Page Photo 11 of 31 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 11 '90s Halloween Costumes: Will and Carlton From "The Fresh Prince of Bel-Air" What to wear for Will: An oversize windbreaker and some slammin' '90s jeans. What to wear for Carlton: Black pants, white dress shirt, and a classic tennis sweater. How to act: If you're Will, like you're the coolest dude ever. If you're Carlton, like you're pretty much not the coolest dude ever. Previous Next Start Slideshow Pop Culture Halloween CostumesThe '90sNostalgiaMoviesHalloween CostumesHalloweenTV