S1·E43 Heartbreaker High

On the boat, Alex thinks Ashley's cheating on him with Max, when Max is innocently painting Ashley's portrait as a present for Alex. Sean announces that he's over Tamira and decides to hold a Seandezvous. Byt when a boy named Brent asks out Tamira, Sean panics and asks out a girl named Kerry. Brent and Kerry ditch their dates for each other, leaving Tamira and Sean together wallowing in their own grief.