Update #1. I love this belt. Yes, it has popped out twice on me. Probably, because I didn't push in the buckle all the way. It is very sturdy as well as flexible. I still would trust it in an emergency situation. I can put it on my pants without removing the buckle. You just have to do it at a slight angle. That's all.
It is easier to put on with two hands. I hope the video helps you out. As you can see in the videos I tucked the extra part of the belt under the rest of the belt.