Kim and I have been working together for over two years, and have become good friends. We go out together sometimes, and occasionally we go out of town together on inventory trips and always have a good time. About a year ago, after a particularly long day, we were on a long drive back in the evening. We were at the point of tiredness where you get silly and talk about anything, so we started talking about sex and some of our past experiences. I surprised myself by telling her that I was once with a woman. This was surprising for two reasons: I'm 32, and women of my generation just didn't admit to being bisexual. Also, I'm her boss. Anyway, she then surprised me by saying, "I've always been really curious about what it would be like to be with a woman." So, I gave her some details about my experience and let her know just how fantastic my one experience had been. Of course, by the time I got home, I was good and horny, and had to give myself some relief.
I've only been with a woman the one time, and I liked it so much, that I never forgot. Many times I thought about being with a woman again, but all the women I knew were straight, or at least were straight outwardly. And how do you go about asking a "straight" woman if she's bi or at least curious? So after my conversation with Kim, I started fantasizing frequently about her while I was masturbating, and I had some great orgasms thinking about her.
Kim isn't the kind of girl that everyone finds attractive. She's a bigger girl, but she has a cute face, and her personality makes her very attractive to some people. Besides, I'm not exactly a supermodel myself, especially after having a child. I got the feeling, though, that she was attracted to me as well.
A few months later, we went to a show in a city a few hours from here. We had a really good time that day, and on the three-hour drive home started talking about sex again. I was a little bolder this time, and actually started telling her about some of the things I had fantasized doing with her. It embarrassed her at first...she's only 24, and I don't think a woman had ever talked dirty to her before. But she eventually started warming up to the idea. When I told her I had fantasized about taking an overnight trip with her, and telling her she should pack her sexiest nightie, she laughed and agreed with the idea. By the time we were halfway home, I started saying, "God, I hope Craig (my boyfriend) is home when I get back. I'm so horny that I can't stand it." When we finally did get back, thankfully, my boyfriend was at home--in fact, he was conveniently in bed taking a nap. I have to admit that I was aggressive with him since I was so incredibly horny, but I don't think he minded at all. He asked me what had gotten into me, as he was fucking my brains out, so I told him about my conversation with Kim. I knew that he thought Kim was attractive too, so I told him to pretend that he was fucking Kim, and I could tell that this really excited him by the way he started trying to bang my head through the wall! Afterward, he told me I was "wrong" for doing that, but I know he liked it!
Well, guess what? Not too long after the last conversation, we needed to take an inventory trip to a city several hours from here, so of course we would stay overnight. At last! I wasn't going to let this opportunity slip by me, so I made the hotel reservation for a room with one king-size bed. That way she'd have to get in bed with me!
We put in a long, hard day that day, then went back to our hotel room. As we changed into our nighties, I was curious to see if she had packed a sexy nightie like I had suggested in our last conversation. Then I got the answer to my question...she came out of the bathroom in a short, slinky maroon silk nightie with tiny spaghetti straps. I could see quite a bit of her huge tits...God, those had to be D-cups at least! My mouth watered with anticipation of sucking away on those as she climbed into bed.