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Her plunging green Versace gown at the Grammys in 2000 is still a reference for winning the red carpet by adopting the "less is more" rule

With Wool Trousers and a V-Neck Trousers: Lands End Year Rounder Merino Wool Trousers in Light Charcoal $89 Sweater: UNIQLO Extra Fine Merino V-Neck $39.90 (last years green shown above) Shirt: Ledbury Blue Fine Twill Worker $145 (ouch pricey) Boots: Allen Edmonds Bleecker Street Chukka in Brown Burnish (discontinued) Watch: Timex Re-Issue T2N393ZL (sold out) on an after market strap Green doesnt get enough respect in mens style, and the green merino V-neck here ties together the earthiness of the grey wool trousers and brown leather boots

The Gown's Full, Flowing Skirt And Cathedral-Length Train Create A Dramatic And Timeless Silhouette, While Delicate Lace Appliqu Detailing Adds A Touch Of Romance

Britney and Justin Costume Okay, fine, these unforgettable outfits were first worn at the 2001 American Music Awardsbut they're so quintessentially '90s

Cropped dressy pants look amazing with stiletto ankle boots and a long coat hanging off your shoulders effortlessly