Matt still hoped they could be together, but it was not likely to happen due to Elena's instant connection to the new student, Stefan Salvatore. At the start of a new school year, Matt saw that Elena was strongly drawn to the handsome, mysterious new student, Stefan Salvatore.Matt is hellbent on getting his revenge on Stefan Salvatore for being involved in Penny's death, however, after a series of events that forces Matt to try and save Bonnie from being a bloodthirsty Supernatural Huntress, Matt is done fighting the war between humans and vampires.Matt decides to leave Mystic Falls and start a normal life outside the world of vampires. He is the son of Kelly Donovan and an unnamed father. 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.
He begins dating Caroline Forbes and encourages her to become a more caring, kind and selfless young woman.
However, Caroline soon breaks up with him after her transition into a vampire.