If you go out, I wouldn't grill her. She's not going to have all the answers, neither of you can predict the future. But, you could ask some open ended questions and see what she says.
Don't try to get guarantees, there are none. Imagine you are starting to date someone new. How would you feel if they wanted to know where things between the two of you would be next week, in a year, in ten years... on your first date???
In any relationship you ever have, there will be emotional risk. If you see her, you will thus most certainly be taking an emotional risk. So, you can quit obsessing about that. There is your answer plain as day: yes it is a risk. And it is your CHOICE whether to take that risk for your own reasons.
