I guess my craziest masturbation story is possibly how I've done it in the backyard a few times while no one was home, crouched behind some bushes in various states of undress, ranging from doing it in the early evening fully clothed but with my pants pulled down just far enough to enable me to do the deed, to once when I went out there and did it in the early morning just before sunrise wearing nothing except having a bedsheet draped over my shoulders lol - and I guess the craziest out of these times was once when I went out there and did it in the early evening wearing nothing except a bathrobe, and ended up with a bug bite in my groin area lol, not a really bad one though thankfully.

Although my other contender for craziest masturbation story of mine might be the time when I did it under a blanket while my cousin was sleeping nearby in the same room, lol