Girl Crazy [1943]

Rich kid Danny Churchill (Rooney) has a taste for wine, women, and song, but not for higher education. So his father ships him to an all-male college out West where there's not supposed to be a female for miles. But before Danny arrives, he spies a pair of legs extending out from under a stalled roadster. They belong to the Dean's granddaughter, Ginger Gray (Garland), who is more interested in keeping the financially-strapped college open than falling for Danny's romantic line. At least at first.