Wild Thang With Ashley Smith

Our November 2016 Playmate says yes to whatever life offers, and we couldn’t be more smitten

Galleries • November 1, 2016

Photography ZOEY GROSSMAN

We have only one life, and I would rather live adventurously and test my boundaries than be shy.

Spring Break 1999, Uncensored Revisit spring break's glory days with these uncensored Playboy photos.

Charli xcx’s New Song “Playboy Bunny” Is Only on Vinyl—Here’s How to Get It Physical media is so back.

Confessions Of a Sugar Baby "Youth is wasted on the young, I read somewhere once. Perhaps. But not by me."

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