Michael findet Claires Freund Tony sehr nett - Grund genug für sie, ihren Freund zu verlassen. Tony versteht die Welt nicht mehr. In seiner Verzweiflung wendet er sich an Michael, und weil der ihn so mag, versucht er, ihm zu helfen. Zudem hält er Claires neuen Freund Jason für einen Schnösel. Doch als Michael seiner Tochter ins Gewissen redet, stößt er auf taube Ohren. Jetzt ist Taktik gefragt: Er gibt vor, Jason zu mögen, und siehe da, Claire kehrt zu Tony zurück ...
After Michael admits liking Claire's boyfriend, Tony, she dumps him. The poor kid is devastated, and since Michael likes him so much he decides he's going to help Tony win Claire back – specially after seeing her new boyfriend, Jason (or ""1040 EZ"" as he likes to call himself). The results aren't good, so Michael has a heart-to-heart with Claire. He explains to her that Jason isn't good to her, and any men who are with her should treat her like the princess she is. Since the talk doesn't show any results either, Michael decides to act like he likes Jason and see if that makes Claire dislike him. Luckily, Claire comes back to her senses and gets back together with Tony. Meanwhile, Jay refuses to admit she looks like Jr.'s drawing of her. Instead, she believes she looks more like Halle Berry.
Claire rompt avec son petit copain, Tony. Désespéré, ce dernier obtient alors le soutien de Michael, qui lui promet de faire revenir sa fille sur sa décision...
Claire, per fare un dispetto a Michael che ora apprezza Tony dopo averlo osteggiato, si mette con un tipo arrogante e fastidioso, Jason...
Depois que Michael admite gostar de Tony, Claire termina seu namoro com ele. O garoto fica inconsolável e Michael resolve ajudá-lo a reconciliar-se com Claire, especialmente depois de conhecer seu novo namorado.