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Playboy Plus – Only From Playboy – Thousands of Playboy-produced photos, videos and galleries of Playmates, celebrities, muses and more. Playboy Playmates 1999 - the Playboy Playmates who posed nude for the Playboy magazine and was featured as centerfolds in 1999. From January 1999 to December 1999. All models appearing on this website are 18 years or older. Click here for records required pursuant to 18 U.S.C. 2257 Record Keeping Requirements Compliance Statement. By entering this site you swear that you are of legal age in your area to view adult material and that you wish to view such material.Don't forget to visit the photos archives to get all the last Playmates : Elizabeth Ostrander, Gia Marie, Roxanna June, Stephanie Branton, Maggie May, Emily Agnes, Jessica Ashley, Dani Mathers, Shanice Jordyn, Britt Linn, Amanda Booth, Roos Van Montfort, Kennedy Summers, Gemma Lee Farrell, Carly Lauren, Bryiana Noelle and more..... and if you still don't get enough free beautiful nude ...16. 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