I have never been cool.

When I was a teenager, I didn’t enjoy how being uncool marginalized me. So I tried to improve my coolness quotient. I wore hipper clothes. I joined clubs at school. I tried not to talk about things that really interested me, like writing computer programs. But it was all like stepping into an ill-fitting suit – uncomfortable for me and obvious to everybody else.
So I gave up and just started following my unusual interests. I came to accept that I would hang out around the fringes in the high-school social pecking order. Sure enough, that’s what happened.
The only thing that kept me from having no social life was that my best friend, who was as much a geek as I was, had a viable social niche – acting. So sometimes I got to hang out with his drama club friends.

And then I went off to engineering school, where I was surrounded by geeks. Many of them had elevated their geekiness several levels beyond anything I could ever summon. On the relative scale, I seemed average! In a place where everyone was a geek, being myself was easy.
I started to branch out, finding new interests. I got involved with the campus radio station. I grew my hair and started listening to heavy metal music. I studied theoretical mathematics. I went on late-night drives in the country with a friend, exploring old roads.
I had a ball being myself.
I came to realize that in high school I felt like there was something wrong with being who I was. I was glad to have left that feeling behind in college.
I did temporarily doubt myself, pretty heavily at times, as I pushed through my most difficult days. But I always rebounded.

Most of us leave high-school social nonsense behind as we age, of course. But I also think that most of us feel a flood of those old anxieties before each reunion. I sure do, at any rate. But because I’m comfortable in my own skin, I always have fun talking to everybody – most of whom I recognize but do not really know because I kept to myself so much back then.
A bunch of us went out for drinks after my 20th reunion five years ago. Because some things never change, I was there with my old best friend and several of the old drama club crew. We were all talking and laughing when suddenly the fellow who had been the leading man in all the plays exclaimed, “Jim! You used to be such a dweeb! But now you’re so cool!”
It felt good to hear it. But he’s wrong; I’m still not cool. I’m just okay with that now, and it shows.
One time I felt especially uncool was when I was humiliated live on the air.