Since Kevin and Winnie are a new couple, they get invited to a make-out party hosted by infamous 9th grader Robbie Hudson (Greg Davis). When they get selected to go into the make-out room, things get awkward for the young couple, especially when Winnie doesn't want to kiss Kevin, leaving him confused. Later the night, Winnie comes to Kevin's bedroom window while he's sleeping to go for a walk so she can explain herself. But Kevin thinks Winnie wants to be just friends again until she calls him her "boyfriend" and kisses him on a bridge--she was waiting for the perfect moment.