First Tine
My first time skinny dipping(I wasn't chunky yet! ) was when I was 12. I was staying in Vermont for 2 weeks during summer vacation, and had bought a day pass to the pool at the motel down the road. I had recently seen a man swimming nude in a quarry, and wondered what it was like. Was it a sexual thing? I had just started puberty, so nearly everything seemed to be sexual to me at the time. The pool was down a hill from the motel, out of sight. This was long before there were cameras everywhere, so they weren't even a consideration at the time. I figured since nobody could see me i was going to slip my suit off to see how it felt. I did it, and it felt WONDERFUL!
I was enjoying myself in my new found freedom, making a little game of it seeing how far I could get from my suit and still feel OK about it. I must have been having a really good time, because I had forgotten to keep an eye out for anyone approaching. I was probably 6-8 feet away from my floating suit when I noticed a man wearing a bathing suit and carrying a towel about halfway down the hill. I scrambled back to my suit as fast as a new swimmer could (I had just learned to swim at the time). I put it back on as quickly as I could, but there was no way the man hadn't seen me.
He sat in a chair and asked me how the water was as he took off his shoes and shirt.
"Warm", I replied.
"Like a bathtub" He asked?
"Yeah" I replied as I climbed out of the water.
I grabbed my shirt and sneakers and got out of there as fast as I could. I was embarrassed that I'd gotten caught skinny dipping in broad daylight at a motel, I was afraid of getting into trouble for it, I thought the best thing I could do was to make myself scarce. Being 12, I had no idea what liberal social policy was, let alone that it was prominent in Vermont. All I knew was I needed to leave before I got into trouble.
Looking back, the man didn't seem the least bit bothered by my nudity, I'm sure he saw that I was naked in the water. I wish he would have told me to stay and continue enjoying myself as I had been. It would have opened my mind to skinny dipping and social nudity a lot sooner.
I think I was 15yo at the time. We lived next to a salt water pond where we would take our boat across to the barrier beach between the pond and the ocean. One day, having taken the boat out by myself, I was swimming in the ocean and since no one was around, I took off my bathing suit. It was such a great feeling having nothing on. Later on, I constructed a Styrofoam ball with clothes pin so I wouldn't lose my suit. I only did this a few times. My next nude swim won't be until my early 40's on vacation on Cape Cod.