George (David Sutcliffe) and Jennifer (Jennifer Westfeldt) are in a steady relationship. One day George proposes to Jennifer, but she cannot accept because her first husband Doug (Jeff Roop) cheats on her with their marriage coordinator. This incident has therefore left her undecided about remarrying. George, feeling totally disheartened, leaves and happens to stop at a traffic signal. He has a habit of making wishes everytime he sees an orange/amber traffic light. He wishes to go back in time before Jennifer gets married to Doug so that he could win her over before she got married. The wish comes true and he is transported ten years in the past. Time is of the essence as he has only three days to convince Jennifer that Doug is not the right guy.