-Playboy September 1999 Playmate of the Month Kristi Cline photographed by Stephen Wayda.
-Interview Chris Rock by David Rensin.
-Profile Moss Man by Kent Youngblood.
-20 Questions Jeri Ryan by David Rensin.
-Features "E-Crime" by Logan Hill.
-"Playboy's Pro Football Forecast" by Rick Gosselin.
-"Chick Porn" by Lori Seto. Denise Luna photographed by Stephen Wayda, Rena Mero (cover and inside) (formely called Sable) photographed by Arny Freytag.
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