Briana Evigan, Mario Cantone, Kurt Angle, Joyce DeWitt
Jack and Jill have no idea they are destined to be together. On a starry night, a gypsy lady who tells each of them they will meet the love of their life before midnight at the end of the year, five days away. The countdown begins, and both Jack and Jill go on a series of horrible and hilarious dates, each worse than the next. Will the gypsy's prophecy come true? Will they meet and fall in love?