There might be a way to do this but I wouldn't recommend doing it by user IDs. Analytics isn't really about tracking specific users through your site. Its about analyzing trends and patterns. Privacy has become a big issue in recent years so you'd want to be careful with getting to detailed in your tracking.
With that said, you could do some powerful things with cohorts & segments that I think would give you a lot of the information you are looking for. Please refer to the following documentation.