This Vintage Playboy Magazine from May 1999 is in Excellent condition. It measures approx. 8 1/4 x 11. The Playmate of the Month is Tishara Lee Cousino as photographed by Amy Freytag & Covergirl Charlize Theron photographed by Guido Argentini. An Interview with David Spade, 20 Questions with Ashley Judd, Ben Stiller and Janeane Garofalo: A Strange Romance Revealed & More.