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First "Handjob"/ First Sexual Experience
Posted:Oct 16, 2017 9:27 am
Last Updated:Oct 16, 2017 11:44 am
953 Views
I can close my eyes and remember my first real sexual experience. The truth is that it did turn out to be a sexual experience, but it wasn't intended that way.

I was all of 13 and it was common for myself, and my friends, to spend the night together at each other's homes, especially inn the summer. I wasn't at all very mature and had just begun experiencing my own sexuality. I could count on a few fingers (maybe 2 or 3) the number of times that I had masturbated, but at least, I knew enough to know what happens. I was a few years behind my friends and classmates. I did know that I was attracted to men, but that that part of my life secret from everyone and I was still trying to discover my sexual role in life.

My friend and I were in my bedroom and everyone else in the house was asleep. As I remember, we were both wearing pajama bottoms and T-shirts.

His name was Dennis and I had known him all of my life. He was vastly more mature, sexually and physically, than me. We were playing some sort of silly game, or dare, or challenge. I lost whatever it was we were doing. I remember what he asked for as my penalty for losing......he wanted me, in his words, to "beat him off" a certain number of times. I can't remember the number....5, 10 times, 20 times? He layed down on his back and pulled his pajama bottoms down. And there he was in all of his erect glory. At first I just looked and pretended to be very reluctant to do
'it". But I finally reached out, took him in my hand and stroked him while actually counting out loud......1,2,3,4, 5......

What I remember the most is how hard he was, but also, how soft he felt and how his skin moved up and down along the shaft. I counted....out loud... the number of
'strokes" we had agreed to and then stopped. I pretended to be reluctant, but I really wasn't. I enjoyed doing that very much and would have happily continued. I'm not at all certain of how either of us would have reacted had he had an orgasm. I discovered that experience not too long afterwards with another friend but, for that night, I was still left to ponder the mysteries of bringing a man to orgasm.

Karen
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Being Feminine
Posted:Oct 16, 2017 7:44 am
Last Updated:May 2, 2024 6:53 am
1020 Views
I'm a life-long TV / CD and that role in life has always given me a great deal of happiness. I honestly can't remember a time when it's caused me any anxiety or problems at all. At times during my life, I could live out my feminine role almost full time, but I can't do that as much lately as in past. I work in a fairly masculine occupation and only a few people I work with know about my feminine side. I do tend to spend a great deal of effort trying to insure that my feminine nature doesn't come out at the wrong time or wrong circumstances.

But what I so very much enjoy is the ability to transition from the masculine to the feminine almost instantly. I can start my day in jeans and work boots and finish in a skirt and perfume. I so very much love that experience and to have the chance, almost anytime I want, to express my feminine self. It really is a wonderful and happy experience for me.

On a few occasions, I've had the chance to spend my working day as "one of the guys" and, at the end of the day, finish in my feminine role with that same group of men. I very much enjoy the transition and I think that they do as well. I get the opportunity to be my true self and they get to see a very different side of me. It doesn't happen often, but when it does, it's a fun and happy experience. When the time is over, I go back to my "other" self all the much happier.

Karen
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