1. Harry's first plan to retrieve the crown is to try and break the gender barrier on the Princess of the Fall Formal competition. Michael is not amused
2. Harry is now a hormonal teenager. In his teenage years, Mr. Dresden had a thing for brash, smart-assed tomboys. Result: Harry thinks that Human Rainbow Dash is hot. It comes to a head when he has to distract her from some awkward questions about Equestria and does so by kissing her. She then kicks him in the balls and calls him a perv.