Well I know this is the "I once..." thread, but the funniest thing I know of doesn't involve me, so I'll just tell it instead. When I was in the eighth or ninth grade my next door neighbor was a pretty hot chick in the same grade as me. Anyways, she started going out this guy and they were fooling around, and apparently he'd never seen a twat (they were both virgins by the way), or felt one. So, he sticks his hand in her pants to round thirdbase for the first time, but misteps and heads toward the dugout; he finger-fucked my neighbor in the ass for like ten minutes thinking all along it's her vag. Somewhere around the eight minute mark she began crying because she had never had anything inserted there, but the crying didn't faze him; he kept at it. So she finally told him what he was doing and he was completely mortified and ran home. That kid was ridiculed for months at school.