My first time story is a little unique, at least in some ways. I am 37, and 7 years ago I was leaving my job, and went to Happy Hour with some co-workers. By the end of the evening, it was down to me, Ron and Shelly, both of whom I worked with.
We were talking about all kinds of things, and somehow it came up that they both sleep nude. They asked if I did, and I said yes I did, even though I did not. I don't know why I said that - I guess I didn't want to sound lame. I stayed in touch with both of those two, we were all close friends. 3 years after that, I moved in with my b/f, and I was telling Ron in an e-mail that the bedroom was freezing. He replied back "I guess you can't sleep nude anymore then". I had forgotten all about that whole Happy Hour discussion, and I couldn't believe he remebered! I said something like "Yes, too cold in my new place", at least know I was being truthful. 2 years ago, I broke up with that b/f, and was very depressed. In an e-mail trying to cheer me up, Ron said (among other things), "Now you can sleep nude again". Once again, I couldn't believe he was still talking about it.
I found myself very glad that a male was thinking of my body - not that I had feelings for Ron, nor he for me, it just being alone and sad, it was nice that a male was talking about my body. I really wanted to keep the nude discussions going, so I started making up stories about being nude around my apartment. It was fun to talk about, but oddly, I wasn't actually doing any of it. Eventually, I did start to sleep nude, and loved the feeling when I woke up, and had sheets touching every part of my body. I got real curious what it would be like to be nude around others.
I found a place that held monthly pool parties in the nude. I was extremely nervous at first, but they assured me that what ever state of dress I felt best with was fine. When I got there, I decided to keep my suit on at first. I chatted with some people, and it felt very comfortable. In some ways, i felt dumb being dressed. Then low and behold who do I see, but my old friend Shelly from that famous Happy Hour. I'll never forget it, she was totally nude and had a big smile. She looked so beautiful, so happy, so uninhibited - she was everything I was hpoing to be. It was so different seeing someone from my "normal" world nude.
At that point, I was overcome with a desire to show my body, so off went the suit, and I had the best time of my life! Everyone was so open and fun, and I loved the feel of being nude and free. Shelly introduced me to some people she knew, we all had a great time. Since then I have been a regular at those pool parties and other nude events. It gave me the motivation to work out more, and get toned up. I am in the best shape of my life, am closer to Shelly then ever, and even found a great guy. And it was all because I was afraid to say I slept with my clothes on 7 years ago :).