Personally, I would take them all off for now and have them replaced asap. A loose shoe can be dangerous if it slides, etc. You could do a duct tape shoe for now during your rides until you can get the shoes replaced.
I ride her once a week and right now she’s mostly out in the field and it’s pretty wet so that’s how she’s losing them. If I’m riding her it’s usually on stone but it’s not very sharp , it’s smooth on the sides if you get me. And we’ve got tarmac out the lane so I would ride her on that a few times. So what should I do ?