What do you wear on a date? Help!

[Anonymous]

Anonymous wrote:This was several years ago, but my go to was black leggings, black flat boots, fitted long sleeve t-shirt.

Several years? Like 2006?

[Anonymous]

A dress. But I am always in a dress.

[Anonymous]

If no denim, then black pants. I’d team with a silk button down (Quince makes a nice one). I’m a fan of ballet flats but the ankle boots others are suggesting would look nice, too.