First time skinny dipping
When I was 11, my cousin and I were fishing with my dad. It was one of those days where the fish were NOT biting and my cousin and I were very board. I asked my dad if we could jump in the water (it was only 4-5'deep) and he said no, you're not riding home with wet clothes. Then I said, can we go skinny dipping? He said ok, so we both stripped down and spent an hour swimming around the boat and splashing each other. Needless to say, my dad didn't catch any fish but my cousin and I had a blast. After that, every time we went fishing all I wanted to do was skinny dip!
I think my first skinny-dipping experience would have been going with a friend, to the home of another friend of his. This other friend was taking care of the pool for his next-door neighbors while they were gone on vacation. There were a couple of other guys there was well. We were there specifically to go skinny-dipping. No one was wearing any sort of swim shorts or swim suit. We stripped and played in the pool. Great fun.
I'm pretty certain that the homes there were two-story and that neighbors could have seen us. But it never even occurred to me (and no one else mentioned it) that it would even matter. We were just swimming/playing nude.
My first time skinny dipping was when I was living in Tulsa and my mom was married to my first stepdad. We had one of those above ground pools that is around 4 ft deep in a circle. Mom was working evening shifts and my stepdad was taking care of me during that time. We ate dinner and afterwards my stepdad told me to go outside and swim. I told him I can't because my swimming shorts were all dirty and needed to be washed from me slipping and falling into the mud. He said just between you and me you don't need those shorts swim naked in the pool. I said are you serious I can swim naked in the pool?! Yes and I will join you after I do the dishes. How does that sound? Sounds great. So my stepdad and I skinny dipped until 9 pm when it got dark. We took a shower afterwards and I got my p.j.s on and went to bed where I fell right to sleep. I was 10.
My first time skinny dipping was when I was living in Tulsa and my mom was married to my first stepdad. We had one of those above ground pools that is around 4 ft deep in a circle. Mom was working evening shifts and my stepdad was taking care of me during that time. We ate dinner and afterwards my stepdad told me to go outside and swim. I told him I can't because my swimming shorts were all dirty and needed to be washed from me slipping and falling into the mud. He said just between you and me you don't need those shorts swim naked in the pool. I said are you serious I can swim naked in the pool?! Yes and I will join you after I do the dishes. How does that sound? Sounds great. So my stepdad and I skinny dipped until 9 pm when it got dark. We took a shower afterwards and I got my p.j.s on and went to bed where I fell right to sleep. I was 10.
Did you give up the Pjs and sleep nude after swimming nude a some point?
I was much older than you when I first lived in a house with a pool and started skinny dipping on a regular basis, but once I did, I decided to just stay nude when I went to bed, which quickly lead to me sleeping nude every night, whether I had been swimming or not,
As a high school student. A friend of mine had a pool, and some of us (all male) would skinny dip when his parents and sister weren't home.
Nude swimming in all male environments was common in those days, but our YMCA was coed and I didn't like to camp, so I had limited opportunities.
I was 11 years old when my friend that lived across the street invited me to sleep out in his tent. Before retiring for the night we went swimming in another neighbor's pool. He suggested that we remove our swimming trunks, so I did. What a feeling! It was the first of many nights swimming nude, a practice I continue to this day
When I was about 13 a friend and I went fishing in a nearby cheek. I got my lure hung up on a rock so I decided to go in the water to get it loose. The water was too deep for me to get in without getting my clothes wet so I stripped down and went in. After I got my lure loose I turned down to see my friend taking all his clothes off and getting in the water too. After that we went skinny dipping almost every time we went fishing.