With big plans to leave their small Iowan town, teenage lovers Annie (Jill Wagner) and Ben (Colin Egglesfield) elope. Their big city plans are halted, though, when Annie's parents have the marriage annulled, and Annie stays behind in Iowa to help her family. Fifteen years later, when Annie is engaged in Iowa and Ben is engaged in New York, they discover that their annulment was never finalized. Annie and Ben reunite to make their divorce legal, but find themselves reminiscing about what could have been if they had stayed together. As romantic feelings resurface, Annie and Ben must decide if their past love could also be their destined future.