So frustrating! I allow the different pick up times because I've always allowed it to be honest. I sent her an email stating that this is my closing time and any late pick ups need to be requested at least 24 hours ahead of time and I may not always be able to assist. In other words, if you need to leave them late, plan it! Don't text me 5 hours before pick up and try to extend it then play it off like it's owed time.

Her response was " don't be sorry, you're not obligated, just wanted to see if you were able to do it" She's a frustrating one for sure.