I'll Show You the Town (1925)

Genres - Comedy  |   Run Time - 78 min.  |   Countries - USA  |  
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Reginald Denny is Alec Dupree, a young but serious college professor who is hard at work on a book. He is interrupted by a colleague who needs someone to show wealthy widow Agnes Clevenger (Cissy Fitzgerald) the town. The idea is to encourage Agnes to donate money to the college. Alec agrees, but soon he finds his evening overbooked -- he is also called upon to entertain a friend's wife and the pretty Hazel Deming (Marion Nixon), who he loves. He winds up dining at the same restaurant with all three women, none of whom realize that they're not Dupree's only date. Then he gets a message to return to his hotel, where he finds yet another women -- an old flame of his who is unhappily married. Her angry husband shows up, and Dupree desperately tries to hide her in another room. Even though he winds up in all sorts of trouble, he still manages to run off with Hazel, who accepts his proposal.

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widow/widower