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Entering seventh grade, Shawn gains a reputation around school for being a player and becomes one of the most popular boys in his class.Shawn's mother, Virna, abandons him and leaves him homeless.His father, Chet, takes off after her, leaving Shawn alone.
Shawn often did poorly in grade school but during college he developed an affinity for prose and poetry. Moore that Shawn has overcome every obstacle that life has thrown at him, and that he has "grown up to be one of the finest young men I know".
This gets him in trouble with the law, as he was planning on vandalizing the school.
The cops drop him off with his teacher, Jonathan Turner, who lets him stay the night.
Topanga confesses that she does care about him and would like to be his friend.
Throughout the season, Shawn dates more girls, until a nice girl stands up to him and dumps him.