A casino night feels a whole lot classier when it has an F. Scott Fitzgerald theme. Wear these pieces from four of our favorite up-and-coming designers, and you'll at least look amazing even if you don't win big.
1. It's a bit too cropped for her, but Daisy Buchanan would totally get into the mood of this white silk shirt-with its two little pockets and longer, drapey back-from L.A.-based Funktional.
2. This red-brown pleated skirt from Bruce II, an under-the-radar but really awesome line by Daphne Gutierrez and Nicole Noselli, is more roaring twenties than Britney Spears, circa 1999.
3. Most hair accessories are super girly-think flowers and rhinestones-but this comb, a combination of beaded strands and chains, that Maison Michel made for Opening Ceremony is straight-up edgy.
4. Because you're going to need to keep you poker chips handy, carry this gray leather number designed by the cultish Brooklyn designer Rachel Nasvik (just for Of a Kind!).
Erica Cerulo is the co-founder of limited-editions site Of a Kind and a newly minted fashion contributor for Guest of a Guest