Ashlee Simpson and Evan Ross Might Be the Weirdest Dressed Couple Ever—See the Pics That Prove It!

Jessica Simpson's little sis and Diana Ross's pride and joy may be Hollywood's oddest fashion lovers

By JJ Moore Aug 01, 2014 7:52 PMTags
Ashlee Simpson, Evan RossJean Baptiste Lacroix/WireImage

Did Ashlee Simpson and Evan Ross find each other because they both have crazy taste in fashion, or do they have crazy taste in fashion because they found each other? This is one chicken and egg situation we don't particularly care to solve.

Since getting engaged, the young lovers haven't been seen in a single sane look, or without a hat to match.

There are Evan's odd pirate pants (now practically a uniform), Ashlee's goth can-can couture, the couples' many double bowler hat days and one coordinated look that was like Bonnie and Clyde gone even more insane!

So who is driving this wild style train? Evan with his love of all things baggy and vaguely Johnny Depp-inspired or Ashlee and her penchant for things that are totally skintight? And if this is what they're wearing to run errands, what in the world are their big day clothes going to look like?!

Tune-in to an all-new Fashion Police tonight at 9/8c on E!