Felicity (TV series 1998-2002)

It all starts the moment shy, beautiful Felicity Porter asks Ben Covington to sign her high school yearbook. It's graduation day... he's gorgeous... and she's had a four-year crush on him. Even though the two have never spoken, what he writes is so insightful, so perfect, it persuades Felicity to change the course of her future. A future defined by medical school and the dreams of her parents. She surreptitiously follows Ben to UNY (the fictional University of New York) and is quickly swept into a romantic triangle that brings both discovery and heartache. Felicity moved to New York to find romance but ends up finding herself. - IMDb