Lee Stephenson needs to rehabilitate his self-confidence. Little does he know, he will be indulging himself with a number of exciting women. A divorce does not do anything good for Lee. After his marriage with Jocelyn is over, he set out on a road trip to look for an ego boost. "Leighton's Odyssey" brings him sexual adventures that somehow help him move on from his failed marriage. He is lonely, and the first thing he needs is a companion. Would his travels just become a part of his sexual adventures? Or would his encounter with a number of women, finally deliver a part of his life---a woman he truly deserves?