Awkward as in what it was? Testicular torsion. Three times.
Awkward as in how I did it? You don't wanna go there.
Awkward as in "I can't believe that you're so weak that you injured yourself that way"? Probably the time that I hit my hand on a large, extremely flat, slick wall and somehow cut myself on it. It's like cutting yourself on nothing. Crazy. Calliope can back me up on this.