When Ryan runs into an old high school crush, he decides to take Wilfred to her obedience school.  Although Wilfred doesn't do well in class due to his need to be the cool kid, Ryan and his crush Kim hit it off.  The problem is that Ryan turns into a "dog weirdo" to impress her; putting clothes on Wilfred, and speaking for him in a cutesy voice.  Ryan eventually realizes that he needs to be himself and calls it off with Kim.