Growing up and attending a catholic, all-boys school was a drudgery of being surrounded by conformists, all of which thought I had my head up my butt, and the feelings were obviously mutual.
Obviously, I was the one who was right. Surprisingly, two of my high school classmates told me recently that they have decided their conformity hurt them, and I made the right decision to forge my own path, but they said they didn't think so when they were younger.
As a result, I didn't really socialize much in high school, and had few friends. It was much easier to talk to my parents friends, who, I felt, lived in 'the real world'.
College was much better, met many more STPs and NTs that wanted to actually get stuff done. Had mediocre-above average grades from elementary to high school, but topped most classes at college, since I got to choose them, and actually learned things I was interested in. Always did plenty of stuff outside school, and had fun. Was considered an underachiever in high school, and an overachiever in college. I think both labels are retarded.
In a nutshell, spent most of my early years being told that everything I knew/ thought was wrong, but the older I got, the more often people came around to my point of view (which, in my opinion, was simply an accurate perception of reality).
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Chegra, I also always had plans to make money

and didn't like most teachers. They were too dumb and narrow minded.
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Jenocyde's sister, my sense of humor tends to be on the sharper side, over the years I've toned it down around people that don't know me well. But I don't mean to be mean - and have no problem taking what I dish out. My INTP younger sister constantly rolls her eyes about how 'bad' I am, but she's always laughing about it so I cannot take her seriously.
Your sister sounds cool - I like people who can have fun with their 'J'.
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Kangirl, people I related best to were much older. Didn't really make me very popular in middle school, though I always had a few, close friends. And college was much better.