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After Britta definitively rejects his advances, Jeff begins flirting with his statistics professor, Michelle Slater, and they eventually begin dating.

Before this, he shares a number of UST-y moments with another study group member, Annie, after she kisses him to win a championship debate.

The other members have also bristled at the way Jeff is the "obvious" person to be their group leader but regularly mocks or disregards such responsibilities, leading to times when they have been receptive to leadership from other members (particularly Troy).One of his remarkable traits is his perfectly unkempt hair, and the mystery of how he maintains its bed-headed perfection, which Dean Pelton describes as "crispy" to the touch.As the show progresses Jeff starts dealing with his anxious and hateful feelings towards his father, who abandoned him.Jeff's adventures include stints as a member of the debate team and substitute glee club, and editor of the school newspaper, as well as efforts to improve Chang's professional and love lives.Due to his competitive nature and air of superiority, Jeff has a difficult relationship with his accounting, billiards, and pottery professors, and he ends up doing poorly in their classes.

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