Luxe Or Less: Roland Mouret Dress

For me, one of Demi Moore's most memorable fashion moments has to be how she rocked this vintage-inspired gray plaid Roland Mouret dress in 2006.

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Trends come and go, but this sheath is classic and figure-flattering (well, with a couple thousand stomach crunches or maybe some Spanx anyway), highlighting a curvy body and giving off a 1950s sexy secretary vibe. Roland Mouret too steep for your pockets? Try the Carmen Sandiego dress from Modcloth.com for a similar look, available for $139.99.