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Striking a balance between elegance and creativity will ensure you confidently stand out for all the right reasons at any cocktail event

This leather shoe has an aggressive square toe, a V-cut vamp, and a thin bow that fastens oddly high on the foot

Classic white button-up shirt 10

"Bridesmaids are typically expected to pay for their own dresses," says Napa-based wedding planner Lindsey Nickel, founder of Lovely Day Events

However, dark, well-fitted jeans without distressing might be acceptable in relaxed or creative environments, only when paired with a blazer, shirt, and dress shoes

The singer, 52, stunned at the iHeartRadio Music Awards on Tuesday in a plunging olive-colored bodysuit and sheer skirt with one long sleeve covering her left arm