The briefest glimpse of an unknown lady showing up in Mystic Falls takes Damon Salvatore, who believes he's found the final love of his life, back into the year 1864. Rushing through the memory line of a rather painful past, he relives the events of a love, so deep, it turned him inside out, all over again. Yet, what he got into two hundred years ago has an indescribably massive effect on the present, as he eventually finds out that the girl he mistook for dead is more dangerous and uncertain than ever expected. Getting entangled into a draining web of long living lies, Damon has to deal with feelings, way more intense than the feeble and fragile feelings he's felt, struggling for dear life.