The most distracting thing about this for me — aside from all the eyeliner, belts, and snort pants on display — is that I keep glancing at this too quickly and then having to do a double-take to determine that it’s not Madonna.
Not that, on many levels, there is anything wrong with being mistaken for a legendary Queen of Pop. But in general when I see Madonna, I lunge to protect all my major arteries to prevent them from being milked like an udder by her Olympic weightlifter arms, and Gwen might not want to foster any kind of relationship with that reaction. 
Next up: Trying to determine if that’s a tiny wee skirt, or shorts. I THINK I have come down on the side of skirt, although there’s some polterwang-adjacent bunching that makes it hard to tell ANYTHING definitively except that if Darth Vader had a favorite hostess at the Death Star Hotel & Casino, she would be wearing this.
Taking all that into account: Does Gwen pull it off anyway?