Sundays at Tiffany's tells the story of Jane Claremont, a successful yet unfulfilled woman who reconnects with her imaginary friend from childhood, Michael. As they spend more time together, Jane begins to question her life choices and her engagement to the self-absorbed Hugh. With Michael's help, Jane rediscovers her creativity and joy, but their budding relationship is threatened when Michael reveals his true identity as an imaginary friend. Will Jane choose to pursue a life with Michael or return to her old life? Set in the bustling city of New York, this romantic drama explores the power of imagination and second chances.

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Some movies that have similar genres and were produced around the same time as Sundays at Tiffany's include The Age of Adaline, Crazy, Stupid, Love., New York, I Love You, Love, The Lobster, One Day.