Wouldn't it make more sense to have the inspirational singer be the ghost of some girl, and then you can sort of do that episode of Pokemon where James and Brock fell in love with the ghostgirl (except wasn't that secretly a Ghastly? Yeah, you probably shouldn't put that bit in a Camp Rock/Supernatural crossover) and then Dean and Sam come to deal with the ghostgirl, and Dean eventually convinces Shane to give up his crush on the ghostgirl.

Through sex.