Hi, in my setting we have a no baby sitting policy, and in a previous setting I worked in there was no such policy, so staff often babysat for parents. This came with no end of problems as for one member of staff it blurred the professional boundaries, and they ended up getting in a heap of trouble. I'm personally not a fan of baby sitting, but understand that people do do it, and would urge you to sit down and talk to your manager , as if it then affects your working relationships then it really isn't worth it. My guess is that your manager sounds as though she is fine with one-off circumstances, but is probably worried of the implications of longer term baby sitting. As tutu said, I would ensure I had a written contract in place, this protects both you and the parent. make sure you don't discuss any setting related information outside of the work place, be discreet about it- as this could worry some other parents, and gain permission from your manager.