One of the reasons I love my job is that I get to travel often, and it allows me the chance to date all across the country without having to spend too much time in one place. It works out well for everyone because the women know I don’t live there, so they don’t expect too much; and, in return, I don’t have to worry about having an awkward conversation with the ones involved.
Last week, I was in Chicago staying at one of my favorite properties inside the Loop. On Tuesday night, I made plans to meet a woman named Sara that I had been talking to for awhile online. I don’t do much online dating; but when I do, I usually take my time in meeting them in person, so I can measure how legit they are. I actually found Sara on eHarmony. The one thing that drew me to eHarmony was their personality test. Those are always fun to take because they offer a glimpse of how others may see me.
Anyway, I had been talking to Sara for over a month, and we finally agreed to meet. She works at a bar in the Gold Coast area of Chicago, and we both thought it would be a great idea for me to come to her bar and talk during her down times. It was the perfect scenario for a first meeting. The pressure was minimal as she was working, so I didn’t have to think of interesting things to say every second of the night.
The night went well. The conversation was great, and I enjoyed watching her work the bar. She was hotter than her pictures on eHarmony. It kind of built up my own ego to watch other men flirting with her while she worked. She had fantastic cleavage in the tight black tank top she wore, and I couldn’t take my eyes off of her when she had to stretch to reach a bottle on a high shelf. Needless to say, between the conversation and the body, I was revved up! She was able to get out of her shift close to midnight. Apparently, she had been feeling me too because she started kissing me in the cab and continued into the elevator (she stopped for a bit in the lobby). The kissing was hot. It was that brand of kissing that had been built up for a month based on conversations; and then when we saw each other, I think it took all we had not to jump over the bar.
Anyway, inside the bedroom, she was down to her sexy black thong in less than 5 minutes. I think my clothes melted off when we walked into the door. The foreplay was amazing and lasted a little over an hour. I could tell we were both type “A” personalities because it was an ongoing struggle to see who would be in control. I ultimately took the prize, but I think she let me win. The first time I entered her, I was sitting up and she was straddling me. But, that only lasted a few minutes before she put her arms around my neck and turned us both over. I put one of her legs back by her shoulders and started to move in and out of her at varying speeds and motions. At first, she responded really well to my talents; but then she surprised me, and I lost my groove. After about 4 minutes of being top of her, she began to cry. Yes, she began to cry. At first, I wasn’t sure because it was dark, and I was a little tipsy; so, I put my lips down to her face. Sure enough, there were little puddles of wetness caressing my lips.
I didn’t know what to do, so I….

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