if an employee does something wrong like mess up a customer order, he goes out of his own pocket and pay something extra for their inconvenience of messing up their order, having to wait for a new order, wasting their time coming back and gas money. and being late for where ever they go. customers may not know this, thinking the company does this, but this is just a nice worker trying to make up for his mistake. probably new worker too.
i paid out of pocket because they didn't have enough money for their food, and ABSOLLUTE ALLMIGIHTY GOD THE CREATOR OF ALL BLESS me, to bless others. especially when that little girl wanted that treat her mother couldn't afford.
Tyler: "I will beon the train so I will be be out of pocket on Friday."
Greg: "Do you mean unhinged, or unavailable?"
Tyler: "I mean working off of the phone from my pocket."
Out-of-pocket is a pimp term. If the ho (whore) is out of pocket that means she is out of line. It could be talking back, not making enough dough (money), scheming behind her pimp's back, or any other non-compliant things. This term can be used for other out of line people that may or may not be worthy enough to be called a ho.
"This out-of-pocket bitch came up short so I had to put a foot up her ho ass."