I'm stealing the meme.

The fictional characters one, that is. I'll separate them into two categories: books and TV/film.

The five fictional characters with whom I'd like to have a deep conversation from books are:

1. Jean Valjean
2. Lestat's mom, Gabrielle
3. Rhett Butler
4. Sam Yeager
5. Galadriel

Those from film/TV are:
1. Chris Knight
2. Connor MacLeod
3. Andy Sipowicz
4. Vivian Ward
5. Ferris Bueller

And whoever wants it, since I stole the meme, can have it.