Blind following the Blind and Insecurity in Attraction

Still going over data from interaction with Julia.  I stopped recording all interactions about a month ago, but last night I remembered something that confused me.  On Valentine's day, I saw Julia at the old Village Market, Village Market West.  She was behind that glass window thing and she was staring at me with an upset look, presumably because I didn't ask her out.  But I tried.  On the Thursday before Valentine's day, I waited for her after the accounting midterm and asked if she wanted to get something to eat and she said she had to study.  I presumed that she turned me down.  Could she be as "dumb" as I am when it comes to relationships?  In the past, I had girls asked me if I wanted to get something to eat or get some coffee and I turned them down, thinking it was only a friendly gesture, only to find out later they wanted to start something.  Could Julia or other girls out there be as "dumb" as me?  This is a type of scenario that I had never accounted for, I always assumed that women were naturals when it comes to relationships.  I'll have to adjust and plan for such a scenario.

Another thing I want to jot down is insecurity in attraction.  I think I'm insecure when it comes to attraction.  I noticed a pattern when going over old data.  It seems as though I always turn down the hot girls or presume they are not attracted to me even though they are, and it seems like I always go for the cute, but nerdy girls.  But why though?  I'm a nerd, and most nerds would kill to be in my position.  In middle school and high school, some of the popular girls were attracted to me even though I was a loser and now I'm attracting sorority girls even though I'm a nobody.  Am I being logical or insecure here?  Just because a woman is attractive doesn't mean she'll cheat or dump me for the next guy, and just because a woman is nerdy doesn't mean she's faithful.  It's illogical to stereotype.  Am I being insecure?  Is that why I tend to go for nerdy girls?

Note to self:  Don't be insecure, don't stereotype woman, plan for scenario where the woman is dumb when it comes to relationships.