I’m currently in a position where I have access to talking to a lot of women. I don’t have a problem approaching or having small talk, even a small joke here and there. However, when it comes to the second step like flirting or showing interest, that’s when I freeze.

I try to play it too safe and therefore I end up being too logical. I think part is being afraid of rejection and being seen as a creep. Any advice on state of mind to not care, or any risk free ways to flirt without being too bold or risking being rejected? Thanks