i don't think this is the stupidest thing i've done, but it's the first thing that comes to mind.
in the third grade, i had a crush on a girl named roxanne who had medium length, very shiny, very straight brunette hair. at the time, i was a big fan of this cartoon called "gargoyles", and her hair reminded me of the long hair that one of the gargoyles in the cartoon had.
so, we were sitting indian style during story time, and i couldn't keep my eyes off of her. my so called "friend" that was sitting next to me took notice and asked me why i was staring at her. i replied "she's so pretty. she has gargoyle hair.", and he told it to the person next to him, and that person told it to the person next to him, and so on and so forth.
well, word made it all the way to roxanne that i so liked (which by the way, was probably all distorted after being passed on so much). i watched and smiled in anticipation that she would actually BLUSH at my compliment. instead, she bursted out crying and everyone turned around to see what was going on. the teacher stopped reading, and after finding out what was going on, i was yelled at by the teacher and laughed at by all my classmates.
after all that happened, i was asked by my teacher to stay away from roxanne and to never speak to her. shortly after that, i guess roxanne moved to another school because i never saw her again. i guess my "compliment" was too hurtful and embarassing to stand.
i wish somebody would tell ME i had gargoyle hair. wocka wocka wocka!