Entertainment & Culture - Page 2 of 196 - Playboy

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Year

Drake’s Next Act: Streamer

August 24

The Woman Making Art from Her Friends’ Nudes

August 24

Ukrainian Soldiers Open Up About Love and Sex During Wartime

August 24

Miss August 1968: Gale Olson

August 24

College Women Talk About Campus Sex, 1989

August 23

Watch Our Playmate Prepare a Cocktail Fit For The King

August 23

Sophie Rain Has Spent $100K+ on Teachers’ School Supplies

August 21

Playboy’s Women Down Under, 2000

August 21

20 Questions: Becky G

August 20

All Aboard Big Bunny, Playboy’s Private Plane

August 19

Want to Date a Playmate? Get a Dog.

August 18

Inside Unjected, the Dating App for Anti-Vaxxers

August 18

The King of Las Vegas Nightlife Is Back

August 17

Watch Our Playmate Prepare the Summer’s Perfect Frozen Drink

August 16

Tupac’s Friends and Family on His Legacy, 30 Years Later

August 14

20 Questions: Ari Kytsya

August 14

20 Questions: Halle Berry

August 13

Playboy’s Small Town Girls, 1996

August 13

She Made $20,000 in a Day on OnlyFans—Just By Brushing Her Hair

August 11

Meet Freddy Leiva, the Guy Making Dinosaur Bones Sexy

August 10

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