Tall, Dark and Handsome (1941)
A Chicago mob boss, notorious for offing rival gang members, meets a woman at a department store. Before he knows what's happened, he's hired her as his nanny even though he hasn't got any kids. He enlists a performer at his nightclub to take the role of housekeeper and a tough-talking delinquent is hired to play his son.
This is just tons of fun. The one weak spot is that his love interest isn't on the same level as the rest of the cast -- but it doesn't hurt things much. I had a great time.
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