Now in his 6th year, James Sirius Potter has made a reputation of himself as the class clown; the boy who can't take anything seriously. His outgoing personality and continuous jokes can put a smile on anyone's face. That is, except for Ivy Robinson. Desperate to prove himself to his friends, he makes a challenging bet that he'd be able to date and shag any girl at Hogwarts. With his pride on the line, will he be able to go through with the bet without gaining feelings?