That's when you start to really examine the way you acted and the beliefs that you awkwardly farted out during a time when you were still just learning the most basic education that school systems have to offer. You think of your old worldviews and philosophies, backed by exactly zero experience, and you cringe. What you wouldn't give to travel back in time and spank your own ass, screaming, "Eat my hate-spank, past me!" until you were dumped, cackling with mad laughter, into a padded room. In 20 years, you'll do the same when you think about your current self. Don't freak out -- that's a good thing. It means you're growing.
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That's what happens when you store your old goth poetry online, Mom.
The problem that I (and many other people) have is that we tend to hold on to those ridiculous, embarrassing times and beat ourselves up over it. That's not healthy. If we don't let go of that, it can eventually decline into full-blown depression, and even further: self-hate. Unfortunately, letting go of the past isn't something that you can do by making a conscious decision, any more than Elvis can decide to stop being dead.