I (20M) recently contacted one of my friends from high school (19F) and asked her to a casual date. She’s built up a reputation of sorts among my friends of being kind of “easy” for lack of a better word. For instance, a few years ago after I told a sex joke and she told me that she gets horny super easily. In the span of 3 months in senior year, she “dated” 5 different guys. But to top it all off, we were at a party one time and she started flirting with me. She even grabbed my butt at one point, but I was too oblivious to notice. I thought she was just joking. So I want this date to be kind of “righting a wrong.” Ever since I started talking to her again, I haven’t really been flirting, nor has she. She doesn’t know my true intentions, in fact I’m playing it so nonchalant, she might think we’re just “hanging out” instead of “going out.” But if she’s who my friends says she is then that won’t be that huge of a problem. But overall, I just want advice on how I can flirt. What can I say/do to let her know I want it? What signs should I pick up on to know that she wants it? When is it ok to straight up ask for it?