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Emma Pilsbury

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Glee Character Guide

Emma Pillsbury is the school's guidance counselor who has OCD, with obsessions and compulsions primarily focused on contamination and cleanliness. She has romantic feelings for Will. In an attempt to get over Will, Emma begins dating football coach Ken Tanaka, becoming engaged to him in the episode "Vitamin D". However, when Will is unable to attend a competition with the glee club, Emma volunteers to take them in his place, postponing her own wedding by several hours. Acknowledging her continuing feelings for Will, Ken breaks up with her on their wedding day.
Emma submits her resignation as guidance counselor, but as she is leaving the school, Will finds her and stops her with a kiss. At the end of the first season, she tells Will she has started dating a dentist named Carl Howell, and in the second season her relationship with Carl blossoms to the point that they get married in Las Vegas in the episode "Special Education". It is subsequently revealed in the episode "Sexy" that her marriage with Carl is facing difficulties. She admits that she still has feelings for Will, and she and Carl separate; he later requests an annulment of their marriage.
She begins to get treatment for her OCD in "Born This Way". When the third season begins, she and Will are living together. In the mid-season episode "Yes/No", Will asks Emma to marry him, and she accepts. After their first wedding falls through as she runs away, Emma and Will begin to date again. Will proposes again and they marry with all of the New Directions present.