Holiday (1938)

Holiday (1938), directed by George Cukor.

Somehow, free spirit Cary Grant falls in love with wealthy Doris Nolan. We soon see he is not going to fit in to her aristocratic class. He does strike sparks with the unconventional troublemaking sister, Katharine Hepburn.

An odd little comedy-drama with the first hints of countercultural resistance to having a job and making lots of money. Although: our hero makes some unspecified business killing so he can do his own thing after. The best of both worlds?

The cast:

Adapted from a stage play and filmed previously in 1930. Horton played the same role in both film versions.

Available on DVD.