Every time. Grandpa had a rule that it was helmet and boots or no riding. I make my boys wear them for everything, bikes, horses, skateboards, fencing. Frankly I don't care if they hate the fashion, we have not spent everyday since they were born educating them for them to bust thier heads open and loose that hard work. If you ask them they'll tell you "we spend too much on my schooling to break my brains".