Christine, Richard, New Christine, Matthew and his date Bree all attend a classical music concert at the Hollywood Bowl together after Christine wins the tickets at the school auction. New Christine gets Old Christine a date with Timmy, a man who looks young enough to need ID when they order a bottle of wine and when he can't produce it, the waitress refuses to serve them. Christine and Timmy go to his house and are about to kiss when a woman Christine's age comes into the room and Christine is horrified to learn that Timmy still lives with his mother because he is still a teenager.
Source: Spoilerfix
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