I'm usually pretty good at first dates, just go for walks and talk, scoping each other out. Now second date and onward, attraction and some form of compatibility is assume and established. So what to do now?

I guess going and actually doing something fun like an activity is good? And how do I go about escalating? I usually hold off on trying to go for kisses on first dates unless the girl initiates it, which results in not really getting a kiss that often on first date. Even though there could be moments I could try, I usually just play it safe. But I still know that I at some point have to escalate things physically one way or another.

I'm 22 M and generally don't have that much experience, but I feel like I have a good mental knowledge about dating. I just have to somehow get out my shell and start being more initiative on some fronts.