I’ve posted this elsewhere before but figured this might be a good place to share. This happened a few years ago shortly after I had graduated college, and to this day remains the most surreal experience I’ve ever had. A friend of mine from high school was getting married and a bunch of us flew in from out of town for the wedding. We all stayed at the same hotel and when we got back from dinner on Friday night some of us decided to head down to the pool before we went out to the bars. I had neglected to bring swimming trunks but figured I’d put on some jogging shorts and dip my feet in the hot tub.
As I’m sitting on the edge of the hot tub one of my more flirtatious lady friends that I had known from high school, Anna, starts splashing me like a teenager trying to get me in the water. Eventually I’m soaked enough that it didn’t matter so I say fuck it and hop in. We spend a short while in the tub before it’s time to get changed and head to the bars. Now, I’m a pretty big shower when soft which is why I hadn’t wanted to get wet. Those shorts were going to cling to me and everyone would be able to see full-on dick. I’m not embarrassed by any means, I just hadn’t seen these people in a while and some of them I’m meeting for the first time so I thought it impolite to put my penis on display like that, so I wanted to avoid what was about to happen.