Damon and Isobel

Damon and Isobel.

“	"Now that I have your attention, listen up. You do not come into my town; and threaten the people I care about. Going after Elena? Bad move. You leave her alone or I will rip you to bits because I do believe in killing the messenger. You know why? Because it sends a message. Katherine wants something from me? You tell that little bitch to come get it herself."	”
	— Damon Salvatore

The relationship between Damon Salvatore and Isobel Flemming was a sexual yet abusive relationship. Due to the fact Damon turned Isobel into a vampire, and Isobel then came back to Mystic Falls, and threatened the girl he was in love with, which also happened to be her daughter, Elena Gilbert.

History

Early Life

Damon feeding on Isobel.

Presumably in the early 2000's, Isobel became obsessed with a little town not far from where she and her husband lived. The town, Mystic Falls had a history of animal attacks roaming the town and often killing their victims. However, when she researched more in to it, she came to the conclusion that it was vampires responsible for the attacks, an assumption that was proven correct in later years. She then became obsessed with becoming one, and called up her old flame, who just so happened to know one, Damon. John sent Isobel to him, unaware that she wanted to turn, in which according to Damon she "begged" him to turn her, in which he did, after biting her and feeding on her blood. At some point in the time they knew each other, they began a sexual relationship, which at the time was when Isobel was still together with her husband Alaric Saltzman.

Season One

Alaric: "You turned her because you liked her?"

Damon: "No, I slept with her because I liked her. I turned her because she begged me to. Yeah. But you knew that too, didn't you? I guess she wasn't happy at home, wasn't happy with life in general and wasn't happy with you."

— Damon tell Isobel's husband about how he turned her.

Isobel returns.

After turning her, Isobel and Damon didn't see each other again until 2009. Her husband Alaric moved to Mystic Falls to teach as an history teacher at the local school, and also to find Damon as he had information about Isobel he wanted to know. After a couple of months of events, including Damon killing Alaric, and coming back to life because of a ring Isobel gave to him, and Damon finally finding out that Isobel is also Elena's birth mother, lead up to her reappearance in Mystic Falls. Isobel finally returns back to the town of Mystic Falls and comes face to face with the husband she abandoned and the daughter she gave up.

Damon threatens Isobel

Once Damon found out Isobel had arrived in Mystic Falls. He checked every local bank and found the biggest for closure, in which was a Mansion a couple of minutes outside the town. However, when he arrived, it was empty except for one of Isobel's "minions", Cherie. The two played strip poker until Isobel arrived back. She told Cherie to leave and the two talked about the Gilbert Device which is harmful against vampires. They then started to make out, until Damon smashes her neck onto the floor, and threatens to kill her if she doesn't leave down and stop threatening the people he cares about. She eventually leaves town, after she gets the device.

Season 2

Isobel and Damon did not share a scene together in season 2. As Isobel only appeared in the episode "Know Thy Enemy," which was also the episode she died in. Damon was informed of her death by her daughter Elena.