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Dear Santa follows Crystal, a go-nowhere socialite whose wealthy parents have just about had it with her constant shopping and layabout lifestyle. They plan to cut her off unless she can show some change in her life, either finding a good man or finding a good job. And since Crystal and work go together like matches and gasoline, she’s planning to go with plan B: find a man. But about that time, she finds a letter from Olivia, a little girl who’s got one special Christmas wish, for a new mommy to replace the one that died two Christmases prior. Crystal gets to thinking that she might be said little girl’s wish come true, which would also keep her in cash from her own, somewhat more live, mommy. But it won’t be as easy as Crystal thinks, no, nowhere near.