I was in a sidesaddle in the pics I posted the link to. I just had a cover on the saddle to cover up some blemishes. It really is not hard at all, I was on my old barrel horse and was very comfortable in the saddle. The trick to the balance is through your seat, if you ride focusing on core balance already, then it doesn't really matter where your legs go. It also helps to have a horse that is very sensitive to voice commands, although as I understand it, its customary to use a whip in place of the second leg.