From the beginning of the episode, Jane Quimby makes terrible choices starting with the ugly belt that she thinks she can pull off in the high-fashion world that the girls in high school simply couldn't understand. However, she can't pull it off at all -- in either world! But that's not important.
http://www.buddytv.com/articles/jane-by-design/jane-by-design-recap-jane-make-43755.aspx
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