I have a teenager who babysits locally for a few of my friends, so they all know each other.
He has been asked to babysit for two families on the same night. Usually he would do first ask first get. However, one asked him directly and he said he thinks that he can but he would need to check with me.
Then I got a text this morning to see whether he could do it for someone who he babysits for a lot more frequently and is probably more friendly with on the same evening.
He has just started babysitting for the other family so doesn't want to look bad.
What would you do? How would you approach the situation?