I am 16 and had a girlfriend before, but it was in elementary school, so I don't even think that she counts.
I mean, I have had a bunch of girls tell me that I am good looking and a bunch of them have randomly said hi to me before, but I do not know how to ask a girl out. I am pretty sociable in general, but shy when it comes to romance.
My problem with asking a girl out is that I have not found the right girl, and even if I did, I would not know what to say to her, where to take her, etc. I think that it would be easier to just never ask any girl out and if one for some reason asks me out, then fine, but otherwise, I will just avoid dating my whole life because I am too afraid to ask a girl out.
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