Playmates - Playboy

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Year

Now’s Your Chance: The Great Playmate Search Is Back

October 16

Celebrating Playboy’s Latina Playmates

October 14

The Best of Anna Nicole Smith

October 6

Vinetria, Miss October, Welcomes You to Paradise

October 5

Miss October 2025: Louisa Ama

October 2

The Best of Debra Jo Fondren

October 1

Watch Our Playmate Prepare the Game Day Go-To Cocktail

September 27

Introducing the 2026 Playmate of the Year: Mahina Florence

September 21

Meet Miss September: The Nudist with a Cause

September 3

Want to Date a Playmate? Get a Dog.

August 18

Welcome to Miss August’s Summer of Love

August 4

Miss August 2025: Mykeesha Nelson

August 2

Take a Carousel Ride With Miss August, 1993

July 25

30 Playboy Women in the Nude

July 14

Go Skinny Dipping with the Women of Playboy

July 12

The Biker Babes of Playboy

July 11

13 Playboy Women Celebrating Nude Recreation Week

July 8

Playboy’s Miss July From the 1990s

July 7

26 Playboy Women in Bikinis

July 5

11 Playboy Women Salute the Fourth of July

July 4

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