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I know it's hard and a bit tough to say, but maybe social life isn't for you atm? Not because you lack skills for that, you seem like a nice guy to hang out based on the comments I've read from you in this forum. I guess that insecurity is getting in your way. But I wonder if searching for a more active social life is self-imposed because you want it or because of the pressure that you feel to be "normal" (being social and having friends, I mean). Maybe forcing yourself to try something you don't really want to is what makes you sad? If not, you must overcome your shyness (easier said than done...), because I don't feel like you could have any problem with having a conversation with people who share common interests.