Question: what episode did damon and elena first kiss?
Answer: The Vampire Diaries (TVD) - Season 3 Episode 19 - Heart of Darkness Elena and Damon set off together to make sure Jeremy is safe in Denver, and to see if his special abilities can help reveal. The Vampire Diaries - Season 3 Episode 19: Heart of Darkness Damon and Elena's passionate bed and kiss scene in the motel!