Once ordered a salad, when I wanted the soup.
:/
On a serious note, my biggest regret is probably not studying harder in school. I got romantic hangups and bullshit from the past, but in the larger context of life I realize most of that was petty high school shit.
My biggest "teenage angst" regret was probably trying so hard to graduate high school. Had a girl I was very much in love with..... and it kept me awake at night, kept me on the phone for hours, I was constantly looking for new ways to impress her, it was pretty much the only relationship I had that didn't have me trying to fasttrack my way to her pants. She asked me about that, I told her I respected her. (was too afraid of fucking it up more like it) Anyways we did have communicating problems, she was a depressive, I was an asshole who didn't always make clear the reasons for why I did what I did.
Anyways fast forward to Junior year, I'm 50 units behind graduation..... my mother pulls me aside and gives me a harsh dose of reality, where it hurt. No girl, especially a girl of gf's caliber is going to want shit to do with a HS dropout. So I hit the books, take 0, 7 periods, put in community service, go to adult school, beg the school to let me take their credits exam, Go to summer school.. By senior year I worked up a surplus. Problem is gf didn't see me anymore and assumed I snubbed her. So she snubbed me. Granted I was doing this partially for her.... but I wasn't about to go tell her that. So fuck it I wasn't talking to her either. >.>
Fast forward back to senior year, we have a class together. We steal glances from one another constantly, but never speak. I'm pretty miserable, fucking other girls In the vain hopes that she will notice me.... but miserable. But then! I get a letter from her, she misses me! JOY! She wants to try again! YES!..... she wants me to hang out with her friends. :/ no.
Her friends were assholes, probably the one's who broke us up, and pretty much abused/ostraciszed every girl that spoke to me, including gf's best friend who was just checking up on me making sure I was ok.
Naw I wasn't about that, so I told her that this point wasn't negotiable.
We never spoke again.
It hurt, and was definitely a regret early in college. I was angry about the multiple windows for reconciliation that I missed or refused.... but anger gave way to thinking, and eventually to laughter. :/ This girl dumped me because I was hitting the books. lel.