I notice whenever I see an attractive woman, I immediately start hitting on her, which isn't a bad thing. But then, I just fail at kinda making her a part of my social circle if nothing works out. I'm fine with being friends but how do I get over this hump? I have this weird mindset where I get kinda self-conscious if a girl I like/liked starts to hook up with a friend of mine even though it shouldn't bother me as much and I'm sure I'm not the only one with this problem.

Anyway, how do I go about just increasing my social circle and adding more women into it?