My first clipless fail was about two weeks after I had gotten my pedals. Was heading on the sidewalk outside my apt complex. Pulled up to the crosswalk button on my left, unclipped with my right foot as I was used to seeing everyone I rode with unclip their right foot. Leaned little by little and stretched my left arm to hit the button.... until I realized my error, was too late, and watched myself in what felt like forever fall on my side. Chain fell off.

My most recent fail: Leaning my bike to stand on its own on the side of a building with the rear wheel sticking out, and the wind ended up pushing it and making it fall over. Slight scuff on the left shifter and rear skewer, but other than that it's fine. Now I don't care if my bike gets any more damage...