Popsugar Entertainment Gossip Girl Gossip Girl Costume Ideas Spotted: Nostalgic Gossip Girl Halloween Costumes October 25, 2017 by Laura Marie Meyers View On One Page Photo 4 of 12 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 4 Dan Humphrey What to wear: A casual button-down shirt paired with a black cardigan and jeans. Don’t forget to carry around your cross-body bag for your computer. How to act: Like an outsider who just wants to be on the inside. Previous Next Start Slideshow Gossip GirlHalloweenNostalgiaHalloween CostumesTV