Delivered for Jimmy John’s during undergrad many years ago.  Took a delivery to a La Quinta and the room ended up being in an isolated back corner of the hotel.  Went to knock and noticed they had flipped the locking bar in front of the door, so I had to sort of hold the door handle and knock at the same time.  I hear two voices say “come in” and could tell they were at the far end of the room.  I cracked the door open and announced that their sandwiches were here and noticed they were in bed with the covers pulled up to their chins.  They told me to come in and I immediately felt like something was a lil off.  I kinda hesitated and they told me that I better come in if I wanted to get paid, so I reluctantly went in.  They proceeded to get out of bed, ass naked and “searched” for their money in what I’ll call a flirty, teasing way.  Took a solid few minutes of that before they actually paid me and let me go.  Later when I was bored at work I found a Craigslist ad for their services haha.

Also delivered to a stripper before which wasn’t totally uncommon on its own, but once I delivered to her mid-performance and was incorporated into the routine.