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Matt decides to leave Mystic Falls and start a normal life outside the world of vampires. Because Kelly and Miranda Gilbert, who was Elena's adoptive mother, were best friends since high school, Matt knew Elena since infancy, occasionally sharing a crib.
After Matt's exit from Mystic Falls, he went to look for his estranged father, Peter, and told him nothing of the supernatural creatures he had to deal with for the last seven years of his life. They grew up together, being really close childhood friends, and began dating in their teenage years feeling they owed it to themselves to try.
Matt is also the ex-boyfriend of Elena Gilbert, Caroline Forbes and Rebekah Mikaelson and former fiancé of Penny Ares.After Elena Gilbert falls into a magical, coma-like slumber being Kai Parker links her to Bonnie Bennett, Matt is forced to step up his game and eventually becomes the sheriff of Mystic Falls.During this time, Matt kicks out all vampires from the newly-human populated Mystic Falls.Matt was also grateful when Stefan found Vicki and she disappeared (when it was Damon Salvatore who took her.Matt still showed he had feelings for Elena and Bonnie tried to help him move on. Along with search-parties, Matt tried to find her and was relieved when Jeremy Gilbert called him over to his house where Vicki was, where she was transitioning into a vampire.In Season Five, he was possessed by a Traveler for a brief time, and was also involved with Nadia Petrova, Katherine's daughter.Nadia later compelled him to forget that Elena was possessed by Katherine.He found a note at his house "written" by Vicki that said she left town.At Caroline's party, Stefan explained to Matt that he was just trying to help his sister, but Matt told him Vicki was unreliable like her mother.He is best friends with Jeremy Gilbert, Tyler Lockwood, Elena Gilbert, and Bonnie Bennett. He was jealous as he believed that he and Elena still had a chance to be together later.When his sister Vicki was attacked, he saw Stefan at the hospital but he mysteriously disappeared. Matt started to warm up to Stefan a little more when he joined the football team at school.