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Jimbo forces Bart to take Shauna, Jimbo's girlfriend, out on several "dates" just to make sure no other boys try to pick up his girl. Over time, Shauna develops feelings for the young but sweet Bart, and Bart becomes smitten with the much more mature Shauna. Jimbo is upset when he finds out about Bart and Shauna. He tries to beat up Bart to win back his girlfriend, but ultimately Shauna decides to spend some time figuring out who she is without a boyfriend. Meanwhile, Homer uses his state-of-the-art exercise equipment to watch an old television show called Stranded and becomes obsessed with the mysteries of the series.