Daddy Long Legs (1955) - starring Fred Astaire and Leslie Caron.
I like so many Fred Astaire movies. I would actually go so far as to say that I love Funny Face... but I can't stand how he is almost always at LEAST 15 years older than the women playing his love interests - sometimes even older than that!
During the filming of Daddy Long Legs, he was fifty-six and Leslie Caron was only twenty-four. GIVE ME A BREAK. No. Just no. His characters are never likable (or interesting) enough to earn that romantic desire. Dancing skills can only go so far. And, let's face it, when it comes to looks... he's no Gene Kelly.
I wouldn't approve of a fifty-six year old Gene Kelly playing a role with a twenty-four year old love interest, but it would make more sense. It would be more realistic.
See all the previous movie posts here.