Complex sentence: Lowell started out as an actor playing usually playboys and villians he went to directing, some of his films he directed were She Done Him Wrong, with Mae West, and Morning Glory, with Katharine Hepburn.
Split into simpler sentences: Lowell started out as an actor playing usually playboys and villians and went on to becoming a director. Some of his films he directed were She Done Him Wrong, with Mae West, and Morning Glory, with Katharine Hepburn.