1869 - H!D and E
Enigma had known the Salvatores and their associated idiots for four years now. She had bought the lot next to the boarding house under her father's strict orders to 'lay low and for Christ’s sake stop picking fights with people who could break you, god dammit”, neither of which she did. It wasn't that hard to meet the brothers, a walk through the woods separating their properties and she found herself pressed against a tree, naked from the waist down, Damon's hips pressed into hers, making her scream.
From there, it was a small step to meet Stefan, and then Elena...and then realize that she really didn't want to get involved in their drama beyond refilling Damon's glass when he showed up in the middle of the night to rant about this, that and the other. She returned to Gotham when Damon choose the perky news anchor as his confidant over her, and after getting again, easily broken, returned to Mystic Falls in time to watch Stefan go insane.
Now, she watched from a distance as the brothers tried to teach Elena to be a vampire, often shaking her head at the insanity that was their lives, and rather glad she was alone an outside it.
...at least she was, until she woke up and discovered she had misplaced two centuries.
Finding out where and when she was hadn't been that hard, the mass of soldiers sort of gave it away, finding out the why had been harder. Survival was another new and interesting prospect, considering she couldn't stay in her house...it wasn't hers anymore. There was also the slight problem of it being the late eighteen hundreds and her having breasts.
So she sought out the one person she knew she could ingrain herself to, Katherine Pierce. Trading blood and 'information' for shelter had been a simple compromise, and just as planned, Katherine lead her back to Mystic Falls and into the graces of the Salvatore's.
Enigma waited until Katherine stepped out of the carriage at their new home, accepting the slave's hand as she stepped out, looking around. A smile crossed her lips as she spotted Damon and Stefan, rolling her eyes at their staring of her...companion. She knew of what was going to happen...and was going to enjoy twisting it.