Life is very short. Ask her out for dinner. What can happen to you? She says no? Does that kill you? No it does not. Each time you ask someone you admire out it gets easier.
Apparently she was abit of upper Middle Class. Has had everything handed to her. Perhaps she is not your cup of tea afterall. However you will not know until you open up and say how about joining me for dinner tonight.
Nothing is out of your reach or anyone else's. If you can dream it you can achieve it and that is not my original saying, so many great men have said it, just can not remember their names at the moment.
Your going up and up and up. Keep on going.