This comedy series features Brad “Noah Baron” who relieves to his friends..Dennis and Marc and Rob “Erik Kowalski” . He is engaged to his long time girlfriend Ashley “Courtney Murphy” . High school sweet hearts. He finally gets the courage to propose to her. Brad and his best friend Marc go to a local jewelry store to purchases an engagement ring. He rehearses the proposal with his little buddy “Matthew Josten TV’s JAG and Chicken Little” At a beautiful picnic, Brad proposes to Ashley and she turns him down. Brad feels heart broken and lost. He had only one love since high school and doesn’t have clue in the dating world. His friends… intervene and help him in the dating world as the Wing Man.