black maxi dress with ruffles Strapless Ruffle Slit Long – Ohmollydress The ruffle detailing adds a bit of flirty fun to any affair Guess Women's Sleeveless Elle Dress

This dress has a scoop back, faux tie-front skirt and even a pocket for your phone in the sewn-in shorts

Made by women-owned ateliers in either Germany or Romania

10 Naomi Campbell Ron Galella Images Campbell, pictured here walking next to fellow supermodel Christy Turlington, rocked a white crochet mini-dress to attend the New York City red carpet premiere of Wolf

399,00 Leda Di Marti - Red Jacket Dress - Leda Collection -

For some extra points, introduce pair of black loafers to the equation

Sarah Jessica Parker and Alexander McQueen at the Met Gala (2006) Okay, so we know 2006 isnt the early 00s, but it would be criminal not to mention Sarah Jessica Parkers overwhelming tartan moment at that years Met Gala, which she attended with the late, great Alexander McQueen