Off to the Braces.Kimberly is finally getting her braces off. To get out of waiting, Jack and Duncan head to a "cool" barber shop where the former accidentally gets his ponytail cut off. Kimberly gets the adoring admiration of her peers and is cast in a play where she has to kiss a boy named Marcus while Jack is viewed as being trustworthy by everyone and gets accepted into a yuppie group called the Oak Club. Kimberly prepares her kissing technique, but discovers that Marcus has a cold sore; scaring her. Annie admits to Jack that she no longer finds him attractive because he lost his ponytail...