In Season 1 Jeremy Gilbert (Steven R. McQueen was introduced as Elena Gilberts (Nina Dobrev) kid brother, at the beginning he was 14 years old and a stoner who had had sex with an 18 year old girl named Vicki Donovan (Kayla Ewell).
Jeremy was really heart broken about it :(
Sadly (or not) Damon turned Vicki into a vampire, and she attacked Jeremy.
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Then Stefan killed her.
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| And..yeah. |
Also in Season 1 Jeremy met Anna (Malese Jow) who was a vampire. When he found out she was a vampire, he wanted her to turn him into one.
Later they fell in love and all that romantic stuff. :)
Sadly, she died as well. Because of the town Council.
At the end of Season 1, Jeremy drinks Anna's blood and takes a lot of sleeping pills to turn himself into a vampire. In season 2 he is woken up by Stefan (Paul Wesley) and Elena (Nina Dobrev), who confirm that he isn't a vampire.
At the end of Season 2, Jeremy starts seeing ghosts after being brought back from the dead. He sees Anna and Vicki. 
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| At this time Jeremy is dating Bonnie (Katerina Graham). |
But that all goes to hell when he kisses Anna, after she becomes coporeal in 'Ghost World.'
Somewhere in Season 3, Jeremy leaves to go to Denver. Damon (Ian Somerhalder) compels him to go so he stays safe. Then they need to talk to a ghost, so Damon and Elena go to Denver and discover that Kol (Nathaniel Buzolic) has been spying on Jeremy. So they tak care of it and Jeremy comes back to town. And it's still kind of weird around him and Bonnie.
In Season 4 Jeremy become a hunter, one of the five. And sadly Silas (Paul Wesley :3) kills him.
Then at the end of Season four Jeremy comes back as a ghost but then Bonnie (Kat Graham) really brings him back to life. But he finds out that she's dead.
It was sad because he had to say goodbye again, but Bonnie promised he would see her again because Jeremy can see ghosts.
So RIP
Beremy (Bonnie and Jeremy)
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