Hi! I approached this really cute lady at a cafe, I'm 21 and she maybe was in her early 30's, I guess. She was reading a book, "The woman in the window", and that's how I opened and asked her about it, cause there is a movie coming out based on the book, starring Amy Adams and Gary Oldman, and I am very much into movies. Convo started from there, moved to, what she does for a living, and I guessed she is a writer, which came out to be true, turns out she lives near my area only. She was really bubbly, and I told her that, she was laughing at my jokes (I gave one or two bad jokes too out of nervousness), talking randomly, but wasn't giving me much to work with, or maybe I think so, cause, I didn't know, how to proceed with asking her out, or taking the conversation in that flirty/ or establishing premise manner (sexual- man to woman frame).My cab was waiting, and also I was little scared, I couldn't directly ask her out, cause she was very cute and much older than me. From looks perspective, I am above average, but cause it was sort of my first approach, I was just scared of getting rejected and that too by such a cute and bubbly girl (my type).

In the convo, it seemed like she was enjoying the convo, and laughing, but not trying to inititate the convo again in pauses, it seemed like I was the one, doing all the work. My question is how do you get them to invest? My second question is should I have asked her out, with her number? My third question is can a 21 year old guy date an older woman, and if yes, is there any secret to attract older woman, and draw their attention towards you? Final question, How do you get any woman to chase you, while having convo?