Damon was never good with women... except maybe his sister so when he had seen her for the first time. It was a shock that the first thing that came to his mind wasn't pure hatred - but interest.
She was the mayor's older daughter who he had never really been close - he knew she existed but had never really seen her. Not until none.
She was blind - just like her sister Winter Ashby but that didn't effort Damon's opinion on her. If anything it made him more interested.
He had spotted her, sneaking into his father's house one night on her nightly walk with her dog and he hadn't been able to look away...
Damon wasn't supposed to be anywhere near here - especially after what had happened with Erika Fane (who he still very much hated).
Damon spotted her sitting in the park by herself as the night was growing old - he knew her drivers would be here to pick her up soon but he wanted to talk to her while there wasn't really anyone around.
"Hey there..." he said approaching her slowly, he didn't try to hide his approach because well... he didn't want to completely spook her.