Despite my complacency with the style back then, there was one occasion when I felt a little uncomfortable. During my senior year in high school, I was invited to play in a county all-star game. I was the last guy to get there when they were handing out uniforms, so I got last pick. Despite being one of the bigger players, I ended up with the smallest pair of shorts. My teammates felt bad for me, but not bad enough to trade. That moment was preserved for posterity thanks to this photo (that's me trying to guard Goliath).
It's hard to get your kids to think you were cool when they see pictures of how short your shorts were. It's also hard to lecture them about modesty after they see that. I think today's styles have gone too far in the opposite direction. I feel like I'm wearing a tent when I try on the baggy short styles of today. I hate to say this, but I kind of like shorter shorts as long as you can wear spandex under them ala Kenny Sky Walker.
I know... you are thinking that is just as bad, but I don't care. At least I finally got rid of my striped knee high tube socks.