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After the death of Elena's parents, Elena broke up with Matt because she lost interest in him, although Matt still cares about Elena deeply and they've managed to maintain a good friendship.At the beginning of the series, Matt struggles with his sister, Vicki, because she was a drug user, but then she tragically dies.Later on, he decide to become a deputy in Mystic Falls Police Department, and a vampire hunter.
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He began a brief relationship with Rebekah Mikaelson, and went to Europe with her at the end of Season Four, but they ended things before she had left Mystic Falls.
In Season Five, he was possessed by a Traveler for a brief time, and was also involved with Nadia Petrova, Katherine's daughter.
Upon learning about the existence of supernatural creatures, he begins to distance himself from the Mystic Falls Gang, but eventually starts to help his friends defeat enemies that cause terror in their hometown, and also fixes his friendship with Caroline.
He also becomes a Medium for a short while like Jeremy Gilbert, although he could only see his sister's ghost.
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Mia Thermopolis is pretty sure there’s nothing worse than being a five-foot-nine, flat-chested freshman, who also happens to be flunking Algebra. First Mom announces that she’s dating Mia’s Algebra teacher.
Nadia later compelled him to forget that Elena was possessed by Katherine.
After Nadia's death, Matt help his friends deals with the destruction of The Other Side, with help from the witch twins - Olivia and Lucas Parker.
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