At a 5th grade picnic the teachers needed to throw some stuff away, but it was too windy to set the trash bag alone, so they needed someone to hold it for them. The problem? Bees swarming all around the bag. The solution? Pay me with a box of Nerds candy and I'll happily risk my well-being and life.
(Yeah I know bees are generally not harmful and I wasn't stung, but everyone else in my class pussied out, so it's the one thing I can say I did that showed manliness. Don't take it away from me, or I might cry.)
EDIT: Oh, and in 5th grade during an assembly meeting I realized that a girl I had a crush on from 3rd grade was sitting directly behind me, so I laid backwards into her lap. She punched me and threatened to tell the teacher and I begged her not to and that I was just really tired and passed-out, but hey, it's the only time I ever took an initiative with the wimminz. Thinking about it, my balls were infinitely more massive in elementary school (and 6th grade) than any time since.