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Choose contrasting colors for both pieces to maintain a modern aesthetic

"It might seem a bit too casual," she says, "But layering it with a more structured corduroy or flannel shirt can completely level up its lookplus it can serve as a conversation starter." Avoid What You Don't Know: Deeb also notes that dates (especially first dates) aren't always the best time to experiment outside of what you're normally comfortable with

The ruched bodice and swing skirt make this a very cute, flirty fit

Length (inches)

Proving that metallic doesn't have to feel all sequins and embellishments, Angelina opted for a draped, silver Grecian-style gown

You may even may be surprised if you decline the unpaid gig since often a brand magically gets a budget right after