She was wary, he supposed he could hardly blame her given his infamy. But he also knew she was entirely aware he'd give her the world if she'd only ask for it, and so this, agreeing to come with him, live even just one night as he did. Part of him wanted to show her what they were now, that listening to Stefan and his dull life of abstinance was hardly the way forward, and people didn't have to die.
She could just give in, just a little, to her true nature and maybe it would be the making of her.
"If you want a new dress then you shall have it. This is of course the other thing about the Italians, they do know how to dress." He turned towrds her after she'd kissed him and took her hand in his own. "Shoes, well we'll see, I was fairly convinced you already owned 50% of the worlds shoes given the other 50% clearly belong to my sister." he teased, pulling her to her feet and taking a moment just to marvel at where they were stood. "This place, this one structure has seen so much, good, bad, bloodbaths, wars, insanity, betrayal. Thousands of years of human history, in truth, even I with a thousand years of immortality on my side can stand somewhere like this and feel awed. And they're still going, the Romans, less conquest and all but they still hold to their pride. Because why wouldn't they. Their forefathers built a legend that to this day still stands."
He loved this place, this city. And finally getting to show her, the world outside of Mystic Falls, outside of Lawrence was what he had wanted for her for so long. She deserved the world on a silver plate, and he would give it to her.