13 Extremely Questionable 'What Not To Wear' Outfits That I Can't Believe Were Actually Real

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If you're not wearing pointy heels and a wrap dress to drop the kids off at school, you're doing it wrong.

Stacy and Clinton presented this to Tiffanny — and yeah, we're talking"I Think We're Alone Now" Tiffany — as something she should be wearing. And all I can say is...chevron? Everyone in the early aughts was trying to win the world's longest shoe contest and these kitten heels, I'm assuming, won the title.

Stacy and Clinton really thought to suggest this outfit to participant Niya, who was the epitome of theI mean, look at Niya's beautiful heeled baby pink Timbs , and then look at the mannequin's outfit. Smdh.There's just something about this color combo that makes me sad. This guy just wanted to wear shirts with flames on them. I hope wherever he is, that's what he's doing.What do you think of these outfits? Would you wear any of them? Let me know in the comments below!

 

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