[Summer120]

I have far too many that I look back on from time to time and think “Damn why didn’t you!?”. Much of it was in my years from 18-mid twenties it seems.

One that I recall was with a female best friend for many many years. We had amazing sexual encounters randomly throughout our friendship, but nothing serious. She had her own townhome and wagon and we would pile in friends for nights on the town filled with booze, and always end up back at her home for after partying. Sometimes random people would sleepover in any space available.

One morning I woke up from passing out on the couch and made my way through the house to wake a few friends up or see who was leftover. As I made my way to her room at the front of the house to say bye and use her restroom, I entered the room only to find her in bed laying naked with one of the usual guys in our group of friends. He had just ended a long relationship with one of our mutual female friends and that was his first single night out.

Standing in the doorway, we all smiled knowing what happened there, and I said “I’m gonna get going, and use your pisser first” they were both giggling from what appeared to be the after sex rush and were wiggling their feet around and smiling when the guy goes “hurry up so you can hop in here.” Now I didn’t at all question any gay vs straight issues in my head, we are both straight, but I was questioning the people in the house possibly hearing or knowing and didn’t want them to know. I can’t believe I really was worried for strangers in the house finding out.

She just giggled as I made my way to the bathroom and starting peeing as we app were talking to put the night together a bit. As I was done and leaving, he again said “Hey, you’re not climbing in here?” I replied that I had to go and was leaving.

I kick myself now because she clearly never said no to the offer. She clearly kept smiling through it all. She was a great friend, we’ve had amazing sex, and it probably would have been a great experience for her, and I, because of how close we were as friends. We over the years shared so many sexual stories, and that possibly could have been the best story we shared... together.