As sometimes happens, a major client who is going through a big upgrade will request that we send people on site to make sure the project goes smoothly and someone is on hand to quickly take care of any problems that come up. Because I am the data specialist the client requested me personally, and my boss was also assigned to go along as she is the client manager. This is the first time that Carol and I had travelled together.
Carol and I have a special relationship. She is from New York and has the typical take no prisoners' attitude. She is also very smart and has a quick mind, and sometimes will bite someone's head off before they realize they have screwed up.
Because I am the top performer on the team we get along well and have developed mutual respect for each other. In fact it's gone beyond respect, we have developed a friendship and she always hugs me when either she or I are leaving for a vacation or any extended absence.
Therefore, I felt very comfortable travelling with her. She sat next to me on the plane, and would sometimes lean into me to say something or look at what I was reading. Normally that would be a very familiar gesture, but because of our relationship I didn't think much of it.
After arriving in San Francisco we took a cab directly to the firm. We were introduced around and given a room to work in with two computers. Because our services come at a high price, it is not unusual for the firms to bring in lunch so we can keep working, and that was the case this day. We worked straight through until about 7:00 when the Executive Partner and the CFO asked us to join them for dinner.
We went to a stylish restaurant a couple of blocks away, had a nice dinner and several bottles of high end wine from nearby Napa Valley. This was great to me, and having a high tolerance for alcohol I indulged enthusiastically. Carol is a light weight when it comes to drinking and by the time dinner was over I could tell she was a bit tipsy.
As is often the case the firms put us up at a hotel that is walking distance from the office. After dinner we only had about a block to walk. Because the firm was paying for the hotel, they had already arranged to have our bags taken over and up to our rooms.
It was about 9:00 when we got to the hotel and picked up our room key cards. They had gotten us adjoining rooms. Carol went to her room and I went to mine. I unpacked my things and hung up my work clothes. I took off my shoes and my shirt and hung it up just in case. I took off my belt and hung it up since I was planning to wear a different pair of slacks the next day. At this point I heard a knock on the adjoining door. I opened the door and Carol was standing there wearing an over sized t-shirt, and possibly nothing else.
"I seem to be missing a bag" she said, "Do you have anything here that isn't yours?"
"I haven't noticed, but why don't you take a look around" I responded.
As Carol began to look around I lay on the bed and turned on the TV. I was conscious of the fact that I was not wearing a shirt but I didn't think she would give it any thought.
"Long day huh?," she said, and I could tell that she was still pretty tipsy by the way she spoke.
"Yes, and I think I drank too much wine." I replied. "I'm not far from slumber land."
She sat on the bed next to me and said that she didn't see her bag anywhere. I had my eyes closed now and just mumbled that maybe it was still over at the firm.
I was in the twilight zone when I felt her hand on my chest. I continued falling deeper into slumber and her hand on my chest became part of my dream. I was with another woman, someone I had met on line and had only seen pictures of. In my dream I felt her mouth on my nipple, then my neck, and I was getting aroused. Soon I felt her hands unhooking my pants and pulling my zipper down. At this point my excitement became too great and I woke up. When I looked down I saw my fully erect cock pointing straight up with Carol's hand wrapper around it. My mind was a little slow and I immediately thought that I need to stop this before it goes too far.
As if everything were moving in slow motion I saw that her mouth was open, then her tongue sticking out, then her tongue coming into contact with the head of my dick.
"I have to stop this before it (oh that's nice) goes too far (oh that feels good)" I thought again, then, as my cock disappeared inside her mouth I thought, "I should (oh yes) have stopped this (mmmmm) before it went too far".
This was definitely not something that I wanted to happen, but I was drunk enough, and enjoying a good blow job, that I couldn't bring myself to stop her. As she worked her mouth and tongue on my cock she also worked my pants down and off my feet with her other hand. I just laid there with my eyes closed; enjoying the feeling of her mouth on my cock and imaging it was someone else. I was almost half asleep again when I felt a weight on me and I opened my eyes to see that Carol had straddled me and had taken the full length of my cock inside her. I didn't have my glasses on and in my half drunk, half asleep stupor I continued to imagine she was someone else. Besides, it felt soooo good. She began to ride me, thrusting forward slowly at first, then picking up speed and pumping harder and harder. She must have realized that I was not going to stop her because suddenly she began to moan loudly, as if she had been holding it back. I opened my eyes and saw that she had thrown off her night shirt and was naked. She had small breasts with plenty of sag and I quickly closed my eyes again, conjuring up the image that I had previously been picturing in my mind. Subconsciously I knew this should not be happening, but I was thinking with my small head and I just lay there and let it happen.
Carol had an orgasm, and I could tell by her moaning that there were more coming. After several more orgasms from Carol I finally shot my cum deep inside her. She laid her head on my chest and continued to work her hips up and down. I could tell she wanted more, but I was soon asleep.
When I awoke the next morning I thought at first that it had all been a dream. Then I rolled over and found Carol lying naked beside me.
I was suddenly filled with the horrid realization of what I had done.
"Oh my God, how could I have had sex with Carol"? I thought. Not only was she my boss, but she was one of the ugliest women I'd ever met. She looked like the wicked witch of the west, complete with a gargantuan nose and a huge mole. I remembered once looking at that mole and swearing that it had moved by itself.
I thought I was going to be sick. How could I ever get this image out of my mind?
I wondered if a lobotomy was an elective procedure.
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xbob
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