One thing's for sure…Ashley got her money's worth out of her brown, mid-calf boots.

"Those boots were once made for walking, but I think no longer," Adam says.

"They kind of bit the dust," Ashley says.

Adam swaps out Ashley's scuffed boots for a pair of knee-high Cole Haan boots that make her legs look longer. "This is actually the perfect go-to boot in your entire wardrobe," he says.

Cole Haan Nancy Air Tall boots in black suede; Zappos.com