Milly designer Michelle Smith tells you what to wear to your special events

First time meeting his parents 

"When I design, I always think about what I want to wear, and I like to celebrate femininity. I’d always rather be overdressed than underdressed, especially for a potentially nerve-wracking occasion like this. My geo jacquard beaded A-line shift has a bit of beading, a hint of stretch, and is just a tad conservative—a recipe for a fantastic dinner."

Beaded sheath dress, Milly, $550, bloomingdales.com; Joley patent leather peep-toes, J. Crew, $128, jcrew.com