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1.
1. Boots that would look at home near a nightstand, amid a pile of clothes, next to a bed occupied by the owners of the aforementioned clothes.

2. Boots that a sexually promiscuous woman would wear.
"Damn girl, those are nightstand boots if I ever saw them."

Stacy: "Oh my god did you see her boots?"
Gwen: "Oh my god, TOTAL nightstand boots."
by Drecid December 28, 2013