Popsugar Entertainment Halloween The Best Pop Culture Halloween Costume Ideas For 2020 From the Schuyler Sisters to Schitt's Creek, Here Are 2020's Hottest Halloween Costume Ideas October 5, 2020 by Lauren Harano View On One Page Photo 49 of 85 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 49 Raymond From Hollywood What to wear: A crisp white shirt with a black or navy blue tie are the beginning steps to making this outfit complete. Once you have that, iron or draw the name "Jack" on your shirt, and top off your look with a tan hat. Previous Next Start Slideshow HalloweenHalloween CostumesBest Of 2020Pop Culture Halloween CostumesDIY Halloween CostumesTVMoviesHalloween Costumes 2020Halloween Entertainment