I ride a helmet sometimes, but lately I haven't. If I'm riding inside the barn, I don't really wear one because I feel it hinders my ability to move, I feel restricted and I can't stand it. I'm not a hat person and helmets are about 10 times worse in MY opinion. If I go anywhere outside, whether its the pasture or down a trail I generally have a helmet on, there are days when I forget, and by the time I realize I"m way out there and there are times I just really couldn't bare to wear one but I try to make myself wear one. I usually only wear one when I'm riding in a saddle, because i feel less secure saddled than bareback, which is generally the opposite of how most people are.