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I had a secretary, she was really more than that, that was a cute 24 y/o and smart as they come. She had been with the company for a year before I got there and had a horrible boss they fired to hire me, so she and I got aong great from the start, she was happy to have me over the old ass I replaced. I was 28 at the time, married, Nancy was single.
High on my priorities was training Nancy to be abe to take over for me, I wanted to get promoted ASAP and that wasn't going to happen until she was ready to take my place. So we spent a lot of time together, Nancy was petite, small busted and inevitably I'd see a nipple when she was bending and her blouse would gape open, she never made any attempt the hold her shoulders back so it wouldn't happen. Even and occasional panty flash when she's face me in a swivel chair, but I was happy married and just enjoyed the scenery, no lurid intentions.
Then they asked me to come to the main office in Chicago for meetings and of course Nancy was to accompany me. We were both nervous about a presentation I had to give so when we got to Chicago late in the afternoon we grabbed a quick dinner and went to my room and went over the material a few times. No, nothing happened, just work.
The next day was a blur, the presentation went very well, we spent the day in meetings and at the end of the day we went went directly to O'hare to fly out. This was in December and the weather was bad and after a few hours our flight back home was cancelled. Luckily Nancy worked the phone, got us rooms at the Drake and we took a cab back to town.
It was late and we had not had any dinner so we ate at the hotel, had a few drinks and wine and Nancy, in spite of her bragging about all of her college drinking was sloshed in no time. This was when she started gushing about how lucky she was that I was her boss, then asking me "do you like it when I lean over and you can see my titties? I know your married but I still like teasing you because you pretend you don't notice".
I was enjoying this and we were laughing, I was thinking she was going to remember this and be embarrassed tomorrow. Then she said "last night I didn't get any sleep, I have never spent the night in a hotel room by myself before, I was terrified, I will never tell anyone if you let me stay in your room tonight, no funny stuff, promise".
I said "Nancy, I don't know if that is a good idea, all I have in my room is a king sized bed". But she kept pleading, so I said OK. By this time it was after 11, and we were exhausted so went upstairs, Nancy said she was going down the hall to her room to get her suitcase. I then realized I didn't own any PJ's and always slept either in boxers or nude if my wife and I had late night sex. So when Nancy got to my room I tried to talk her back to her room because of my lack of PJ's, but she said all she had was big T-shirt, so we were even, besides she grew up with 3 brothers so she was used to it. She washed up in the bathroom and came out in her T-shirt with her panties barely showing and her nipples poking out, I told her that I was going to take a shower and she should try to go to sleep.
When I came out of the bathroom in my T-shirt and boxers Nancy was wide awake, but I got in bed and asked her to turn out the light. I was so tired I fell asleep, but was awakened sometime later by Nancy spooning me, but drunkingly snoring away. In the morning we woke up about the same time and she popped up to go to the bathroom. When she came out I went in and when she passed me she said "that's cute you have morning wood", that embarrassed me.
We got dressed, after a few calls we found out the weather had improved and we could fly out that afternoon. When we got back Nancy may have kept her word but I told my wife about the whole adventure, she thought it was funny and said she knew she could trust me. The nice part is that was 35 years ago and we still see Nancy occasionally, when we go home we always go have dinner with her and her husband and the story has been told many times.
Sorry if this was long and pointless, not all encounters and in sex and cheating.
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