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Bonnie has enlisted Dr. Evil in her plan and I have to thwart him.

The relationship between the human Professor Atticus Shane and the vampire Damon Salvatore, first began in We All Go a Little Mad Sometimes, although they first met in The Five. Their hostile relationship started when Damon accused him of murdering the Town Council.

Season Four[]

In The Five, Damon and Shane first met, although they were never shown speaking to each other directly and alone.

In We All Go a Little Mad Sometimes, Damon and Shane meet again, only under different circumstances. Damon and Bonnie Bennett need to ask Shane about the Hunter's Mark to help Elena, who is having horrifying hallucinations because of her killing Connor Jordan. Later in the episode, Damon finds out from Matt that the pastor made a call a day the last month he was alive to the same number, and 10 calls to that number on the day of the explosion—Shane's office.

In My Brother's Keeper, at the Miss Mystic Falls Pageant where Shane is a judge, Damon asks Shane why is he here. Damon then accuses Shane of convincing Pastor Young to kill the Town Council.

In O Come, All Ye Faithful, Damon and Elena, and Bonnie Bennett retreat to the Gilbert Family Lake House, where Jeremy was, to help him conquer some inner demons, having become a member of The Five in previous episodes. Damon saw Shane, asking what he was doing there, and Elena told him that she had invited him to lakehouse.

Outside, Elena and Shane are talking and Damon interrupts, threatening to kill Shane again. However, Shane later reveals that he could lead them to the Cure for vampirism, which Damon and Stefan and the others have been trying to find so they could give to Elena, and he knows this because he has already been there. Shane tells him and Elena that to find the Cure, they have to dig up the ancient immortal Silas, who is buried with it. Jeremy's Hunter's Mark so happens to contain the spell to free Silas, but Shane won't tell them where the location is, as it is his way of staying alive.

Damon tells Elena his theory about Shane having killed Pastor Young and the Town Council at the explosion at his farm, with Shane telling him that the pastor had lost his wife to cancer and he had sought him out for supernatural assistance. But he remarks that the pastor was "too far gone."

In Into the Wild, Shane leads an expedition (that to say, Elena, Damon, Stefan, Rebekah, Jeremy and Bonnie) to the island where Silas - and the Cure - are located. Shane offered Damon sunscreen, to which he replied, "Is that supposed to be a joke?" Later, when Shane was talking to Bonnie in his tent, Damon pressed for answers, and soon it becomes an interrogation, with Damon demanding to know where the Cure is. Shane tells him that the Cure and Silas are entombed in the caves. Turns out, Shane's dead wife, Caitlin Shane, had convinced him to begin his quest for Silas so that she and their son could come back and that he needed three massacres to do so. Damon counts two massacres: the explosion at the Young Farm and the Sacrifice of the Twelve Hybrids, inquiring Shane on what the third one is. Shane begins to tell Damon to leave the island instead of watching Elena become human again and choose Stefan. This provoked Damon to try and kill Shane, but Elena luckily stopped Damon before so.

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