Tonight's the Night

A new hot song shakes things up in Kennedy High. Carmen and Sugar Daddy meet on the Internet, but they both lie about their looks, so they both get disappointed. Harrison and Lily try to have sex, because they think it should be with someone you really know, a close friend. But it never happens. Brooke and Sam bet about boyfriends: Brooke has to prove her love for Josh, and Sam has to get a boyfriend in a week. Sam convinces Carmen's hot brother Leo to pretend to be her boyfriend, and Brooke and Josh finally have sex.

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S01E09 - Wild Wild Mess