disclosure

I was tired of my lady, we'd been together too long. Like a worn-out recording of a favorite song. So while she lay there sleeping, I read craigslist on my laptop. And in "casual encounters", there was this ad I read.

If you like Piña Coladas, and making love at midnight, I'll meet you at my hotel bar next Tuesday and we'll see what happens.

I thought about that ad at work the next day, as it was in the section for a city I was about to visit on business. I knew the chances of a successful meet-up were small, but I decided to respond anyway and have some fun.

Yes I like Piña Coladas, and making love any time of day. I'll be in town next Tuesday, so let's get together.

OK, not stirring prose, but I got a response. Perhaps I was the only guy who didn't respond with something too nasty or forward.

We traded emails over the next few days, staying anonymous, but telling each other more of what we wanted from an encounter and what we could offer. A date was set for Tuesday night at 11. I realized that in all these emails we had never exchanged photos, but I decided it was OK. We could always decide not to do this if the attraction wasn't there. The amazing thing was that she would be staying at the same hotel as I.

* * *

So I waited with high hopes, and she walked in the place. I knew her smile in an instant, I knew the curve of her face.

It was my boss.

I had worked for her for two years. She was a great boss; aggressive as any man, but brought the humanistic sensibilities typically associated with women to the workplace as well. We had traveled together often. While we got along fine, there was never a hint of impropriety in our dealings, and although friendly, she was never playful. Except perhaps the time she challenged me to match her in shots of Jägermeister. The next morning we agreed that we both had lost!

So now you can imagine my thought balloon:

Oh shit, oh shit, oh shit! She told me she'd be out late and I told her I'd be in early and now I have to explain myself.

She walked right over to me and sat down. She had a funny gleam in her eyes and said "I know why you're here." All I could do was stammer and avert my eyes. She continued, "Do you remember the memo a few weeks ago that I had installed keylogging software on the network? I saw you answering my ad from work, and now here we are." She threw back her head and laughed. I had no idea what to do.

She said, "I think it's time for you to prove you can do those things you said you would do to me. And you can count on a performance review when we're done." I had to give her credit, taking such a chance given the sexual harassment laws today. But she knew I was married and had a lot to lose too if this came out.

She led me up to her suite. Here she quickly became very aggressive and quite playful. She grabbed me and initiated lustful kissing while stripping my clothes and then hers. I was surprised to find under that businesslike dress her underwear had a design of pineapples and coconuts.

What followed was a romp, using the full space of the suite, from living room to bedroom to bathroom, with kissing and sucking and fucking in many positions and places. And there was cumming too, lots on her part. She didn't hold back on the vocalizations either.

When we were both sated, she stood, threw her arms around me with a hard kiss and said that her review of my performance was very positive, but that we had work to do in the morning and going forward this night was to be a pleasant but dim memory. She also reminded me in the future to be careful what I did on the web at work!

We've continued to work well and professionally together since then. But when I watch her ruling the conference room in meetings with colleagues and customers, I always remember that playful night and her Piña Colada thong.