Space Cowboys, which he also produced and directed, continues the trend. Since hitting the big 6-0 a decade ago, all but one of his roles (the photographer in The Bridges of Madison County) have emphasized the fact that he's not a young man anymore and may even be considered over the hill. Clint Eastwood, on the other hand, has not only embraced his age but flaunted it. The lighting director may have had to stretch his talents to make these stars appear younger, but Gable, Cooper, and Grant went about their business as though they were ageless. Screenplay: Ken Kaufman and Harold KlausnerĬlark Gable, Gary Cooper, and Cary Grant each retained leading man status past the age of sixty, but an amusing quip or two was usually the only acknowledgment they made of their age as they continued to be paired with actresses several generations younger. Cast: Clint Eastwood, Tommy Lee Jones, Donald Sutherland, James Garner, James Cromwell, Marcia Gay Harden, William Devane, Loren Dean, Courtney B.