in third grade: as I was walking right past the desk of this girl I had a crush on, I farted and belched at the exact same moment. it was such ridiculous bad luck and so peculiar a sensation, that I burst into cackling, maniacal laughter as I made my way back to my desk. looking back it was pretty hilarious, and has thankfully never occurred since lol.
in grade six (at another school): I asked this girl I had a crush on out, only to phone her that night and cancel the whole deal. I literally told her "we can be friends." wtf!? I had a crush on this girl for like 2 years running, what was I thinking? must have been way too shy/nervous, and scared of rejection. oh, how little things have changed. Pre-emptive-failure for the fail lol.