Caesar didn't think it couldn't get any worse when his college sweetheart left the country to study abroad, until she comes back engaged to another man! He seeks solace in a late night radio talk show where confused couples and desperate singles call and complain about their love lives to Julie, the show's host. The fun and trouble begins when Caesar and Julie flirt with the idea of an off-air romance.

A good heart and bad luck will get you nothing but trouble. That’s what Ryan discovers — the hard way — when he thought hitting the road would solve all of his problems, instead it was just the beginning. Ryan falls into one circumstantial trouble after another. From getting car-jacked at gun-point, being mistaken for a mobster’s son, to a run-in with cheerleaders intent on vigilante justice, Ryan barely escapes one mess before landing in the middle of another. Finally able to go home, Ryan heads back out on the highway. But has his luck really changed, or is there only more trouble in store for our charming hero?