I doubt very strongly that they would have agreed on politics, and I think in general that his view of human nature and its potential would be rather more optimistic than hers. Plus, there were aspects of his personal life which, had she known of them, she would most definitely have reprobated.

On the other hand, she was a member of what TJ called the "natural aristocracy of talent and virtue," and he corresponded amiably with all sorts of people with whom he disagreed. It would have been fascinating to see them exchange opinions.