6. “The Bachelor and the Bobby-Soxer” (1947)
Here, Grant goofs around amiably, starring as Richard Nugent, whose art lecture at a high school causes 17-year-old Shirley Temple to get a crush on him, at the expense of her fella (Johnny Sands). Her psychiatrist uncle wants him to play along with that to teach her a lesson, although he’s got eyes for her older sister (Myrna Loy). Say, you remind me of a man. What man? The man with the power. What power? The power of hoodoo. Who do? You do. Do what? Remind me of a man.
7. “Monkey Business” (1952)
Hawks is back again, this time bringing both Ginger Rogers and Marilyn Monroe into Grant’s comedy that is notably not a Marx Brothers remake, lest you get befuddled. Grant’s Dr. Barnaby Fulton, with the help of a wayward chimp, discovers a fountain of youth formula that doesn’t regress you physically, but rather mentally. Thus, when he drinks it, he starts gallivanting around with the lovely young Monroe, while his wife (Rogers) does the same and starts pulling juvenile pranks… and it doesn’t stop there.
8. “Charade” (1963)
Part romantic comedy and part spy thriller, this Stanley Donen picture features a twisty-turny plot full of false identities and cat-and-mouse chases, while at the same time boasting the very entertaining banter between Grant’s “Peter Joshua” and Audrey Hepburn’s Reggie Lampert, whose late husband’s stash of cash is the subject of some intense pursuit – even by “Mr. Joshua” himself. The supporting cast of Walter Matthau, James Coburn and George Kennedy certainly help matters along as well. Grant was 59 years old at the time, and was actually somewhat uncomfortable with the age difference between himself and Hepburn (then 34), so Reggie was written to have a more aggressive interest in the mysteriously dashing man at her side. This self-consciousness would come into play a bit later in Grant’s career as well.
9. “Father Goose” (1964)
A different side of Grant comes out in this desert island comedy, where a drunken, surly fisherman is suckered into camping out on the isle of Matalava to watch for Japanese planes during World War II, and his life gets even more complicated when an uptight French schoolmarm (Leslie Caron) and nine young girls are stranded on the island as well. Plenty of personality clashes ensue. This is not only an interesting departure from Grant’s usual smoothness, but Ralph Nelson’s film also won the Oscar for Best Screenplay, and in the acceptance speech, co-writer Peter Stone thanked Grant, saying he “keeps winning these things for other people,” even though he never won one of his own (outside of a Lifetime Achievement Award in 1970).
10. “Walk Don’t Run” (1966)
This Charles Walters matchmaking comedy set during the 1964 Summer Olympics in Tokyo marked the last time Grant appeared in a feature film, as he felt too old to play a leading man, and thus he retired from acting at age 62 to focus on raising his young daughter. It’s appropriate, then, that he’s playing a cupid role to an Olympian (Jim Hutton) and the young woman from whom he’s subletting a living space during the housing shortage of the event, one Miss Christine Easton (Samantha Eggar). It’s one of the very few times Grant didn’t wind up with the leading lady at the end of the movie.