Kurt is frustrated when Chris, Sally and Brooke fawn over their neighbor Bobby Norris (guest star Adrien Wenner), who claims to be a reporter for Rolling Stone. However, when Bobby can't deliver promised concert tickets to Brooke, Kurt steps in to save the day.

After finding out that their parents don't have anything planned for Brooke's sixteenth birthday, Kurt, Sally & Chris decide to throw a suprise party for her the day before her birthday. Kurt and Sally organise everything, leaving Chris to just get Brooke to the party. When Brooke arrives home from school distraught that she has no friends, Chris tells her about the party to cheer her up. But when they get to the party, the only ones there are Kurt & Sally. They then find out that the invitations had the date of Brooke's actual birthday on, and Chris revels in the fact that Kurt screwed up. They manage to throw a party together quickly, in the bar at O'Roukes by promising Sally a date with Mike. Mrs Norris then gives Brooke her present from her parents, a brand new car.

Kurt tries to land a business deal with a major company, but soon realizes the wealthy older woman (guest star Kate Walsh) who owns the business wants more than a business relationship when she plans a night alone with him. Meanwhile, Sally gets Brooke a job at her store so Brooke can save to buy a car.