Whenever attorney Pippa starts hearing Christmas carols in town, she throws herself into her work to forget her heartbreak from a Christmas long ago. Then one day Pippa meets businessman Roscoe and he asks for an unusual favor. He wants her to make his brother fall for her in order to lure him away from his delinquent friends. Pippa is annoyed that he sees her value only in her beauty, but she ends up accepting the job anyway. Soon she starts to see Roscoe more clearly-he's just like her. They've both closed off their hearts from love.
The year is 1938. Dee is studying to become a nurse. Her breath catches when she meets her beautiful sister's boyfriend, Mark, for the first time. She has never met a handsome, cheerful man with such a booming voice before. Even while dating her sister, Mark treats Dee as a lady, and she falls for him and the way he takes her seriously. Dee hopes that he will hurry up and marry her sister so she can forget about her feelings for him. But Dee has no idea what her sister is feeling. She also doesn't know about Mark's uninhibited relationships or his rash and reckless dream.