In his spare time, Jeremy Gilbert took up the crossbow to hunt vampires. He's the only other person we know who is able to give Daryl Dixon a run for his money.
Jeremy got a job waiting tables at the Mystic Grill which was kind of weird since Matt Donovan had been working there for years at that point and was still only a busboy. Must have been Jer's biceps.
Theirs was a love story for the ages, unfettered by death, space, time, or any other mystical creature which threatened to separate them. Except ghosts. They didn't really fare so well when Anna started showing up again.
Okay, Jeremy DID try to kill himself so that he could become a vampire to be with Anna forever only to discover (eventually) that his mission on Earth was very, very different.
After Damon turned his stoner girlfriend into a vampire and Stefan had to kill her to save his life, Jeremy met another vampire who stole his heart. Can we really blame him for falling in love with Anna? No, no we cannot.
Jeremy Gilbert cried. A lot. A LOT. Maybe it was the pot. Maybe it was the fact that absolutely everyone he loved kept dying on him. We may never know.
Oooh, you know I don't know. Every time we try and go on a date you get kidnapped, I get sent to a prison world, or your feelings get compelled away...