Re: HB asks What can you offer me?
Well, why not look at what the basic idea of proper pickup is.
Your goal is to offer her something that she hasn't seen. She is used to the same boring routine, the same men with the same goal of getting into her pants. She has seen it time and time again, and she is looking for something outside of the norm.
To be a successful pickup artist, you have to offer something out of the norm. Right now, she is expecting you to try and get to the goal of sex. You have to throw her off and make her unsure of what you really want. As 50 Cent says, it is important to hide your true intentions and work things towards your ultimate objective. By the time your target figures out, it will probably be too late for her, and she might not even care anyways.
To answer your question, I would say the second part sounds better. Send her something like "Depends, what can a more mature woman like yourself offer to me?"
"There is no better than adversity. Every defeat, every heartbreak, every loss, contains its own seed, its own lesson on how to improve your performance the next time." - Malcolm X