The episode name is 'Bart After Dark'. It is the 5th episode in the eight season. It was first aired on November 24th 1996.
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It sounds like Don't Sit Under the Apple Tree (With Anyone Else But Me)
Hugo Simpson is supposedly the Siamese twin of Bart in Tree house of Horror VII. (But Bart doesn't really have a Siamese twin on the real show, just on that tree house of horror episode.)
Once you get Bart's Tree House at level 12 you'll unlock Bart.
Season 1, episode 19 of one tree hill. :)
The song that the Honorary title played in the One Tree Hill episode 5.07 was Thin Layer. They also play Stay Away towards the end of the episode