EDIT: HOLY SHIT thank you for all the positive feedback and the well wishes for the fate of this relationship.
My friends and I had been drinking at our go-to spot, a mellow bar to play pool and watch a game. One had just broken up with his girlfriend and the rest of us were on “Don’t let him make an ass out of himself” patrol.
A little back story, we have been regulars at this spot for a couple years now, most of us work within walking distance and, as such, Friday night we all meet up. This bar has a waitress that takes care of the pool table area and after at least 100 Friday nights together her, Amy, and I have developed a little rapport. She is not my type but undeniably attractive. She stands all of 4’11”, blonde hair, super petite, her breasts barely fill your hand (more on that later), each cheek of her ass is a handful, but both look quite full on her small frame. She has a very thin gauge ring in her nose on the right side. We are always friendly with each other hugs when I walk in and leave, we talk about each other’s lives etc, it is safe to say that we are friends.