Him
I don't know what possessed me to share my fantasy with her, but alas I did. I think in part, as you grow older, you realize that you missed out on a lot of "stuff" in life because you were worried about the wrong things. Someone would think you were weird or different, or you were scared to do it, try it or share it. So I made a leap of faith in our good friendship and shared my fantasy. I knew it would go no further than her and did not think she would judge. Of course it was because I was hoping she would say yes and make it happen, even though I knew the likelihood would be it not happening. She just wouldn't be comfortable with the possibility that it could change our relationship, for the worse. And she shares everything with her husband, and I would not want her to share this so... that is probably a no as well.
This goes back a bit. We have been teasing each other for quite a while. Sexual innuendo and otherwise. Recently I found out her husband bought her some Ben Wa balls. It has been fun asking about them and causing her some embarrassment. Years and years ago now, well it seems, she did a boudoir photo shoot. I had played a part in helping her get up the courage to try it. She had fun with the shoot and to my delight shared those pictures with me. Nothing naked, and covered up at least as much as she would be in a bikini, however, the tone of the pictures was such that there certainly was a sexual underpinning to the shots. She is/was beautiful in the pictures and very, very sexy. Those shots had fueled fantasies of mine for quite a while.
More recently, the fantasies had turned from imagining what was under her clothing to her catching me in the act. The first time I thought of that, it was a huge turn on and she became a more frequent voyeur in my fantasies. How that went from a fantasy to my asking her to actually watch me was the leap of faith noted in the opening thoughts. Just thinking about her watching or maybe even saying yes causes butterflies in my stomach. Weird. That kind of sexual turn on is what happens to teenagers as they are first exploring the differences between men and women...that first touch and be touched.
Her
It was just another Sunday, but today I would be going into the office to have him help me finish up on a client we were working together. When I texted him to let him know I was coming, he offered wine to which I certainly agreed! The last few weeks we have been particularly naughty and inappropriate in our comments back and forth, but it has been fun and I must say I do enjoying the tease. A couple of weeks ago I asked him specifically why he enjoys thinking about the Ben Wa balls my husband gave me and I got a bit more than I bargained for in response. After detailing his thoughts on that, he let me know that he imagines me watching him masturbate and it is a huge turn on for him. I must say, the thought of it does cause my tummy to tingle, not to mention a bit lower as well. So the joking the last couple of weeks has mainly been around watching...yummy.
When I got to the office, it was all business, well business and wine, until he ran into an issue that he had trouble figuring out. At that point I think he decided he was done for now and would think on it and indicated that he had something for me to read. He seemed very nervous and finally I said "well" at which point he opened a window on the computer that had several paragraphs he had written. The long and short of it was, he wanted to make that fantasy of his come true and he wanted me to watch him. Wow. It did indeed get warm in his office. From the way it read, he was willing to do it right then, but left me an out and said if it was too much, it should be considered an open invite. I had had enough wine to consider saying yes and certainly wanted to say yes, but I really had to think about this a bit first. I asked him if he would tell his wife about this, and he said no. He also knew he was rationalizing it because it was just watching and nothing more like touching etc. I guess I can see that. A little anyway. I told him I would keep it as an open invitation.
Him
She says, "well" at which point I figure I am all in and open the word file for her to read. I started to watch her read to try and judge her reaction and she looked at me, smiled and asked me not to, so I went back to figuring out why the numbers were not working for this client. I was on pins and needles. I was sharing a very sexual fantasy with her and she is not my wife and I really do not want to cause her any problems, but am so hoping that this will fit within her worldview. Watching has to be OK, right? We can just pretend that she caught me. I ask if she is finished and she says no, she is a slow reader, but I know better. She is probably re-reading it for the second, or third time to make sure it says what she thinks it said. Oh boy...tick tock. Finally she finishes. And says nothing for a moment and then says at this point it needs to be an open invitation. OK. That is better than a no. Then she starts asking some questions, and stammering a bit and I try to answer. I don't even remember what the questions were at this point. This would have been so much easier if she would have just said yes and I could have gotten on with it! LOL! Right.
We finish the wine and the discussion and she decides she needs to get going.
Her
