Be Your Age (1926)

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This entertaining Charley Chase comedy features an old star (pretty Gladys Hulette, whose career was on its downslide) and an up-and-coming luminary (Oliver Hardy, who hadn't yet teamed up with Stan Laurel). Charley discovers that his family is in desperate need of 10,000 dollars. Meanwhile, his boss, financier Mr. Blaylock (Frank Brownlee), has been courting a wealthy widow, Mrs. Swartzkopple (Lillian Leighton), but she turns down his marriage proposal. Blaylock, who wants to get his hands on the widow's money somehow, gives Charley a loan and strongly urges him to woo Mrs. Swartzkopple so he can bring her business to his firm. Charley very reluctantly agrees to court the much-older woman. He attends a party at her sumptuous home, where he runs afoul of the widow's mamma-boy of a son (Hardy) and falls in love with her secretary (Hulette). Fortunately, Mrs. Swartzkopple decides to marry Blaylock after all, and Charley is free to see the secretary.