Most chassidim only go out once for 45 min with the parents in the next room. The parents do a lot of research before hand and it has to get approval with the rebbe. I know a family where some of the kids only went out a few times and some for longer.- all happily married.
For neatfreak- it is not a good idea to go out night after night but rather to have space in between dates in order to think objectively and be able to ask people who are wiser than you, and not to get caught up with infatuation instead of your true match.