Entertainment & Culture

The Dark History of the Smiley Face

May 21

What We Lose With Stephen Colbert

May 21

Women of Wall Street, 1989

May 21

The Playboy Interview: Cher

May 20

The California Girls of Playboy, 1982

May 20

Religion and the Manosphere Is a Match Made in Hell

May 19

Miss May 2025: Noémie Neuens

May 19

Why Can’t ChatGPT Be Sexy?

May 18

All the Guys In the Running to Be the Next James Bond

May 15

Drake Is Sad About His Ex-Bros

May 15

The Loudest, Fastest, Sexiest Sport in America

May 15

Are We Ready For a School Shooter “Comedy”?

May 14

What ‘Euphoria’ Gets Wrong About Sex Work

May 13

Welcome to the Meatosphere

May 13

22 Butts to Get You Through Hump Day

May 13

The Playboy Interview: George Carlin

May 12

This Woman Wrote Those Kevin Hart Roast Jokes

May 11

Meet China Lee, Playboy’s First Asian American Playmate

May 11

We Need to Talk About the Blue-Collar American Man

May 11

The JPMorgan “Sex Slave” Lawsuit Just Got Worse

May 8