Was: Boone Carlyle, the rich boy who saw his job as cleaning up after spoiled stepsister Shannon (for whom he harbored romantic feelings). When he wasn’t babysitting her, he was off on adventures with Locke, the last of which caused his death in Season 1.
Is: Damon, the more sybaritic of the two undead Salvatore brothers in CW’s Vampire Diaries.
Lost flashback quotient: Not much. Boone liked to be his younger sibling’s savior; Damon delights in messing with his.