I remember watching some Clint Eastwood flick about ten years ago when the obviously old and withered Clint started making love to some babe who looked like she just graduated from junior high. I'm only slightly exaggerating.
I couldn't take the movie seriously after that one exceptionally stupid scene. And I'm a long time Clint fan.
And let’s not forget the romantic pairing of a very old Jack Nicholson with Helen Hunt in As Good As It Gets.