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Vanessa Gleason
Vanessa Gleason was a mere 19 years old - but a very hot 19 years old - when she appeared in Playboy magazine as the September 1998 Playmate of the Month. Almost ten years later she was still looking very good, as seen in the month-long "Playmate Xtra" series of photos and videos published in the Playboy Cyber Club in June of 2008.