Late Night Chat with the Boss

So I work at this coffee shop and there's this regular who is always late for his meetings. He's like a decade older than me but acts more like a Daddy-type, you know? Anyway, last night we were closing up and he was there waiting to catch a ride somewhere. We started talking, me being the barista, him just chatting away. It got kind of silly with him calling me his little one and making jokes about needing to give out detention slips or something like that. I was laughing my ass off because it's so different from our usual polite interactions during the day. He even said he wanted me to wear this cute hat he saw but then joked about how it might be too childish for a barista, which got us both cracking up again. It felt like one of those late-night conversations where you just don't know where they'll go and everything's fun because nobody is taking anything seriously.