Damon was desperate. The girl he loved turned her humanity off after Silas slaughtered her family, and she didn’t seem like turning it back on any time now. He knew he would have done the same thing but he couldnt lose her, so he was in his last resources, chaining her up with vervain and starving. if the torture would strike anger, he hoped. it pained him to do it but he wouldn’t show, he would stil act as snarky and sarcastic so he showed her she couldn’t - she could, however - get to him.