Playboy Covers From The 1960s

February 1966
Covergirl Sissy

October 1966
Covergirl Penny James
 
May 1967
Covergirl Beth Hyatt
 
September 1967
Covergirl Bo Bussmann

November 1967
Covergirl Beth Hyatt

December 1967
Covergirl Lynn Winchell

February 1968
Covergirl Paulette Lindberg
 
March 1968
Covergirl Sharon Kristie
 
June 1968
Covergirl Jennie Wallace

September 1968
Covergirl Erika Toth
 
April 1969
Covergirl Sharon Kristie
 
August 1969
Covergirl Penny James
 
December 1969
Covergirl Jorja Beck