
I've started you out with one that's more of a head-scratcher than a genuine WTF. It's not going to give anyone nightmares, and in fact it's almost sweet, but... it also looks like King Kong took her to the Prom and then gave her his bow tie as a memento of the love that cannot be.

I actually might like this. The shoes just really fight with it. Like, I think they're actively in a blood feud.

Apparently her feet are the Island of Misfit Shoes. She's got all this bold footwear and can't figure out what to do with any of it. (Although those look like she's supposed to hook into one of those sit-up bars where you hang upside down in a doorway.
I don't even know what to say about the outfit. How GREAT her head looks, and then how Williams Sonoma's 5-Pack Of Sensible Dish Towels the rest is.

This is Monse. And the cut of the neck, and stripe of the pant, are so similar to the previous slide that I assume that's ALSO Monse. Guys, when Monse knocks, pretend you're not home.

I'm serious. The top is Little Orphan Annie going on Bert Healey's radio show, and the bottom is Little Orphan Annie being told to scrub the orphanage floors in exchange for some cold mush at lunch. So, basically, it's Unbearable Adult Annie who thinks she's in touch with her humble beginnings but is actually kinda lording it over everyone that she lucked into a great bedroom.
