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Aflevering 29, S03E09: "Shoot to Thrill"

Wikipedia:
Peter and Jared defend their friend Harley (Thomas Lennon), a bounty hunter who has been charged with using excessive force to apprehend a suspect which results in a courtroom demonstration that goes wrong for Peter. Jared arranges a double date to make amends and Charlie shows up to the bar where the date is happening. Karp has a taken a back seat attitude to life and Pindar crashes his drone onto Rob Lowe's deck where we see Charlie behind him.