Reggie is a handsome urban professional whose future hangs by a thread to the decision he is about to make. While driving up the California coast, Reggie finds himself drawn to a mysterious force, transporting him fifteen years in his past, back to 1994. Juggling past loves, long lost friends and an uncertain journey, he encounters Tracey, the "one that got away." As friends, they lost touch over the years. Realizing he has a second chance with the beautiful and charming Tracey, Reggie must show her that he is truly the one for her. As their heated romance swelters, Reggie finds himself trapped in the Crossroads. Each decision has a rippling effect on their future together, but will these decisions bring them closer or keep them apart forever.