Straight Male / 30
Another hotel story:
I flew to upstate New York for an important meeting between officers of our firm and another firm we were buying out. Everything went well, and before and after I was chatting up and older woman who was absolutely gorgeous. She seemed really receptive to my flirtation, and I was sure she was flirting back. I invited her to come out with me, telling her since she lived in the town she'd know the best place to celebrate.
We ended up in a cozy little bar with several other people from our outfit. I chatted her up for what seemed like hours, and we discussed business as well as our personal lives. I was getting more and more drunk as the conversation went on, so I didn't remember much of what we discussed, but I know I was desperate to get her back to my hotel room and into my bed. When I invited her back, she gladly agreed, and off we went.
Back at the hotel, she sat at the little table in the room and seemed only to want to discuss business. I figured she was nervous, so I poured us both another drink from the mini bar. Eventually I was tired of hearing it and decided to make my move, so I excused myself to the bathroom to gather my thoughts. Inside, I decided it was just her nerves keeping me from jumping my bones, and in my drunken stupor, decided the best way to get her was just to strip and walk out.
I did, boner in hand. She took one look at me and gasped in shock. She started laughing as she tried to explain that wasn't what she was here for, and when I asked why she was, she said I'd agreed to listen to her presentation on various measures of the take-over. I was absolutely embarrassed at misreading the signals and got dressed quickly. I apologized profusely and she didn't seem to be too flustered.
The next morning I bought her breakfast and listened to her presentation. She told everyone about the night, and luckily I wasn't reprimanded. I earned the nick name "surprise-dick" out of it though.
I flew to upstate New York for an important meeting between officers of our firm and another firm we were buying out. Everything went well, and before and after I was chatting up and older woman who was absolutely gorgeous. She seemed really receptive to my flirtation, and I was sure she was flirting back. I invited her to come out with me, telling her since she lived in the town she'd know the best place to celebrate.
We ended up in a cozy little bar with several other people from our outfit. I chatted her up for what seemed like hours, and we discussed business as well as our personal lives. I was getting more and more drunk as the conversation went on, so I didn't remember much of what we discussed, but I know I was desperate to get her back to my hotel room and into my bed. When I invited her back, she gladly agreed, and off we went.
Back at the hotel, she sat at the little table in the room and seemed only to want to discuss business. I figured she was nervous, so I poured us both another drink from the mini bar. Eventually I was tired of hearing it and decided to make my move, so I excused myself to the bathroom to gather my thoughts. Inside, I decided it was just her nerves keeping me from jumping my bones, and in my drunken stupor, decided the best way to get her was just to strip and walk out.
I did, boner in hand. She took one look at me and gasped in shock. She started laughing as she tried to explain that wasn't what she was here for, and when I asked why she was, she said I'd agreed to listen to her presentation on various measures of the take-over. I was absolutely embarrassed at misreading the signals and got dressed quickly. I apologized profusely and she didn't seem to be too flustered.
The next morning I bought her breakfast and listened to her presentation. She told everyone about the night, and luckily I wasn't reprimanded. I earned the nick name "surprise-dick" out of it though.
