Dressing For A Date

Della • Junior. In a serious relationship since 11/06/17.
I am going on a date this weekend to my local art museum downtown with a really cute guy that I like. He and I don't entirely dress super similarly though. He wears a vest everyday, and I'm always wearing a leather jacket. We're going back to his place afterwards, too. Should I dress more to match him, meaning a dress or a skirt and a blouse, or wear what I usually would. It's a Day date.