Some context; I'm 21 and fairly good at approaching women just to talk, I'm very easy to joke with, But most of my humor is sarcastic and dry. I look very young for my age, most people take me for 18 or younger. Even every day people do not take me very seriously due to my age and looks. However, my question mostly deals with how to move from normal probing questions and answers to more provocative conversations. I've always been nervous when I'm seriously attracted to someone and I'm not sure how to move on from causally talking about anything to more enticing situations. I feel super awkward especially in text situations where I've already got the number and they are clearly interested, I just don't know how to escalate from there.