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Photo Credit: MTV
Would You? Could You? Should You?: Jeggings
"Yes, yes, and yes - There is no better way to meld your skin with denim."
Denim Leggings, $185, Tory Burch,
Would You? Could You? Should You?: Miley's Hair
"Yes, yes, and yes, but only if you are going to commit to the punk rock life like Miley has."
, Marchesa Fall 2013 RTW
Would You? Could You? Should You?: Nail Art
"Yes. yes, and yes, but please limit to only one Instagram pic of them per week."
, Ruffian Spring 2010 RTW
Would You? Could You? Should You?: Hair Chalk
"Yes, yes, and yes. We wish they had this when we were teens. Our moms would have been a lot cooler about us randomly showing up at the breakfast table with pink hair."
NPW Hair Chalk Duo, $8,
Would You? Could You? Should You?: Pajama Dressing
"No, no, and NO. Save those silk pajamas for your loveless marriage, ladies!"
Avery Pajama Top in Mulberry, $63, Equipment,
Your fail-proof date night outfits?
"Low-cut top and skinny jeans. Party on top, lockdown on bottom."
Maya Chiffon Layered Cami Top, $52, Goldie,
; X Fit Spray On Skinny, $58.50, BLANKNYC Jeans,