Tall, Dark and Handsome is a 1941 American comedy crime film directed by H. Bruce Humberstone and starring Caesar Romero, Virginia Gilmore, and Charlotte Greenwood.

[2] Chicago mobster boss Shep Morrison (Cesar Romero), who has a reputation as a brutal killer, falls for department store employee Judy Miller (Virginia Gilmore) on Christmas Eve.

Morrison quickly dispatches his henchman Frosty Welch (Milton Berle) to find children to pose as his.

[3] Thugs Puffy (Frank Jenks) and Louie (Marc Lawrence) interrupt the happy scene, upon orders from rival crime boss Pretty Willie (Sheldon Leonard) to kill Morrison.

The two mob bosses reach a gangland cease fire agreement to conduct their criminal activities in different areas.