I don't like making myself vulnerable, which is required for a romantic relationship, sharing feelings and whatnot. Besides that, I don't see my life as "in order" enough for a girlfriend, my house is a mess, my room is a mess, my cars are broken, I have very little money, no job, etc. I don't feel like a girl would accept me for how I really am. I know I'm able to "get my foot in the door" with quite a lot of girls, but I don't see a point in it, as after a short while, it'd probably crash and burn, or be a long drawn out bit of misery.
That, and some of the "easy" girls that I could have gotten with in the past turned out to be manipulative, etc, and though my instinctual social skills suck, I err on the side of caution and/or know how to tell when people are trying to take advantage of me. IE, one of my sister's friends was living with us, and she'd hit on me. She was awesome looking, no question about that. But she was also using my mom by living in my house for free, and would complain when living in my house for free. She was also living in my house for literally no reason, she said her dad was like, mean to her, but no actual abuse occurred at all, it was just jealousy over her father marrying some other (selfish) girl. But anyway, the girl living in my house, I overheard her talking to my sisters, I coulda sworn she said "(Me) is so f*****g dense, it's like I'd have to walk up to him and go 'I wanna have buttsex with you.' for him to notice." She'd utter random sexual things when I'd walk by sometimes, etc. Besides being 18 and having some girl hit on you strongly in your own house, which was terribly awkward and nervewracking in itself, I figured if she was using and taking advantage of my mom, she wasn't above using me. So I thought with my brain instead of my dick, and just kept giving her the complete cold shoulder. I turned out to be completely right in my actions, under a year after she got kicked out of my house, she was married at like 18 years old. Anchor marriage... So things like that make me VERY skeptical of any girl really who expresses interest in me. I feel like some girls like that see me as easy "prey."
So, it's not that I CAN'T do it, it's just I've sorta weighed the costs and it seems to cost more than I'm willing to give, more than I'm willing to be vulnerable with, and more importantly, while there's many things in life I'm willing to fail at a gazillion times to learn at, dating isn't one of them, as the emotional pain or whatever is too much for me to take when you fail at it. It's unlike failing at cooking, working on a car, sports, etc, it hurts way more. So...quite a combo of stuff, huh?