When Liv and Luke’s father arrives to town to celebrate their birthday, they try and convince him to let Jo and Kai take their place in the merge ceremony. After Tyler finds out that the merge is happening sooner than he expected, he urges Liv to let him talk to her father. Meanwhile, after Caroline’s plan to cure her mother takes an unexpected and devastating turn, Elena, Stefan and Damon gather at the hospital, while Jo attempts to save Sheriff Forbes’ life. Lastly, with the merge set to take place, Damon’s risky plan quickly sends things spiraling out of control, forcing one of the twins to take matters into their own hands.

Damon finds himself in hot water after he carries out a plan that requires Alaric’s unwilling participation. When Elena shares some hopeful news with Jeremy about Bonnie, she is caught off guard by his reaction. Liv helps Damon and Elena with their plan to get Bonnie back, but when things take an unexpected turn, she’s left with a difficult choice to make. Elsewhere, Matt takes matters into his own hands when Enzo’s actions cross the line, and Kai’s existence continues to be a dangerous threat.

Elena Gilbert and her brother Jeremy come to terms with the death of their parents. Elena is popular amongst her peers and the perfect straight A student, but has difficulties hiding her grief from the world. Meanwhile, Jeremy treads on a dangerous path of using drugs to ease his pain. The arrival of new student Stefan Salvatore, however, makes Elena think about romantic possibilities.

As Elena tries to ignore Bonnie's warnings about Stefan, Tyler tries to embarrass Stefan by throwing a ball at him. However, his effortless catch and football skills impress everyone, leading Mr. Tanner to let him join the football team. Meanwhile, Elena invites Stefan and Bonnie to dinner in order to try to get the two to know each other, but the night ends up backfiring. Finally, the town is shocked by an act of violence.

As Elena tries to ignore Bonnie's warnings about Stefan, Tyler tries to embarrass Stefan by throwing a ball at him. However, his effortless catch and football skills impress everyone, leading Mr. Tanner to let him join the football team. Meanwhile, Elena invites Stefan and Bonnie to dinner in order to try to get the two to know each other, but the night ends up backfiring. Finally, the town is shocked by an act of violence.

As Elena tries to ignore Bonnie's warnings about Stefan, Tyler tries to embarrass Stefan by throwing a ball at him. However, his effortless catch and football skills impress everyone, leading Mr. Tanner to let him join the football team. Meanwhile, Elena invites Stefan and Bonnie to dinner in order to try to get the two to know each other, but the night ends up backfiring. Finally, the town is shocked by an act of violence.

As the fifth season opens, Elena, after a passionate summer with Damon, heads to college nearby with Caroline as her roommate. Plus, a terrifying appearance by Silas.

A fellow Whitmore student named Jesse gives Elena some intriguing information about Professor Wes Maxfield. Damon asks for help finding Stefan.

Elena and Katherine both dream that Stefan is in danger and convince Damon to help them find him. But their plans are thwarted by a mysterious woman who seems to know everything about Stefan's past and Damon's disturbing future.

The story of two vampire brothers obsessed with the same girl, who bears a striking resemblance to the beautiful but ruthless vampire they knew and loved in 1864.