Kyle Mason's contented existence is tested when a secret woman professes her interest in him. Fearing the intensity of the feelings she has harbored for so long, she decides to keep her identity a mystery until her "Sisters" have had a chance to meet him and provide her with their individual assessments. Over the next several weeks, Kyle must endure the companionship of five beautiful women who are intent on testing him, training him, and trusting him as the one true love of their 'Sister'. Kyle fears that the memory of the girl next door, whose repeated rejections of his friendship over the years will haunt him forever. His fears, combined with him not knowing what he ever did to warrant the rejection of his dream girl, have left Kyle with little confidence that he wouldn't unintentionally hurt another woman. Can courting five women allow Kyle to forget the one woman that he judges all others by?