John Cleese
Jennifer Wade
Age Differences – 31
Rodney Dangerfield
Joan Child
Age Differences – 31
Dennis Hopper
Katherine LaNasa
Age Differences – 31
Dennis Hopper
Victoria Duffy
Age Differences – 35
Woody Allen
Soon-Yi Previn
Age Differences – 35
Des O’Connor
Jodie Brooke Wilson
Age Differences – 37
Hugh Hefner
Kimberley Conrad
Age Differences – 37
Patrick Stewart
Sani Ozell
Age Differences – 37
Patrick Stewart
Lisa Dillon
Age Differences – 39
Ronnie Wood
Ekaterina Ivanova
Age Differences – 41
Fred Astaire
Robin Smith
Age Differences – 45
Tony Curtis
Jill Vandenberg
Age Differences – 46
Dick Van Dyke
Arlene Silver
Age Differences – 46
Cary Grant
Barbara Harris
Age Differences – 47
Anthony Quinn
Kathy Benvin
Age Differences – 47
Tony Randall
Heather Harlan
Age Differences – 51
Hugh Hefner
Holly Madison
Age Differences – 54
Hugh Hefner
Crystal Harris
Age Differences – 60
J. Howard Marshall
Anna Nicole Smith
Age Differences – 63