Their friendship blossomed despite their dissimilar approaches in the classroom. Gillian, complete with long pigtails and homemade sweatshirts, always went to class and never, ever challenged the teachers; Sean, in holey t-shirts and Converse, occasionally went to class and always challenged the teachers. He spent a lot of time in the hall. (Currently, Gillian's nephew is in Mrs. Greene's math class, the very same math class that Gillian attended and Sean got kicked out of on a daily basis. When told that Gillian and Sean were getting married, Mrs. Greene said that she liked both of them very much and they were dedicated students, which is obviously only half true.) Gillian and Sean became very close when they both began working at the local ice cream and dairy store, Braum's, in high school. Gillian, Sean, and their best friend Richard would work late into the night and then hang out in Richard's old truck (before it caught on fire) listening to Queen and eating food stolen from Braum's during closing. Gillian and Sean were seen together at all the local hot spots (Denny's, Key Club meetings, and Lake Hefner) and rumors began to circulate. Everyone realized that Sean and Gillian were meant for each other. Eventually, on a cold, wintry evening during their senior year in high school, they realized it too. A few months later, they were off to New York City for college.

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