A doll's date

Meet Vienna, an amazing woman you find at a popular bar alongside your friends and her friends. After some chatting, you walk her home when she reveals something vulnerable about herself. How do you react? This one is pretty Irish, so there may be some regional terms that you won't know, but just leave a comment if you're not sure, I'll answer anything. If you like the scenario or have any advice/scenarios you want, please leave a comment :)