Post your regrets in life so that other users may gain wisdom from them and not follow your path (if applicable). I'm only in my early 20s so my list is not as full, but here goes. I regret not studying more in my younger years, I was much more interested in video games and popular music. I regret not asking Katie out, who was a girl I really really liked in highschool (its been 5 years and she pops up in my head now and then). I regret mandibular surgery, because looking back at my young pictures, it wasn't neccessary at all. Lastly, I regret going to a prestigious school. 4 of my best friends went to a different school, and I really miss them. They are also having much more fun than I am.