If Joan were looking for love in 2015, she’d probably do at least some of her searching online, as a single mother-slash-executive doesn’t exactly have time to trawl bars on the hunt for Mr. Right. But what would she wear for a sexy night on the town with a guy she swiped right on, who might just turn into something more serious? This slinky, vintage-yet-modern black mini dress, paired with a statement necklace and great hair. Oh, and a bold red lip of course.