It’s been a while since my last update. I’ve been traveling and crazy busy with work, which has really left me with options with regulars and less time spent finding new women. Of the times I’ve struck out when meeting women, I just don’t post about that. The reality is that of the times I approach women, there are a lot of failures and strikeouts. It happens. Since I’m typically after married women, strikeouts are more likely than with single women (and women with boyfriends).
Last night was an exception. I’m in Nashville; leaving soon.
After some early meetings with customers, my day ended early and I went out to grab lunch. I sat next to a table with three women and I originally didn’t put any thought into it. When looking at the menu, I leaned back, barged into their conversation, and asked them what was good, since they were already eating. Advice given and I took the time to use down-time moments with my coworker to engage them in conversation and flirt. My eyes did the recon. Two of them were married and all of them were in good shape; probably in their late-20s/early-30s. Flirting worked and they were engaged as a whole. I chose one of the married women that was more social and gave her a little more eye-contact and non-verbals. The flirting was reciprocated, but very brief. I asked if they were locals or traveling. They were all traveling for work so I asked them if they wanted to grab a drink later. They all declined with the dreaded, “maybe.”
My food came and I heard the women get up and leave. I assumed it was done, but the one I was flirting with came back in by herself and gave me her business card, saying that she could meet up around 4pm. She told me to text her and we could meet up.
I texted her and she met me at a bar on Broadway at 4. We grabbed a drink and shot the shit about work, but I worked some flirting in. We went out and walked around a bit (great city; great music). We had dinner while we were out and we stayed out at some bars until later. Over the hours, the flirting got more intense and personal with a lot of brushing up against one another. I’m sure attraction and alcohol had something to do with lowering our guards. Anyway, I shot her a, “It’s too bad you’re married…” line and she responded with, “I should have hid my ring!” It was a great sign and I said, “I prefer married women leave their rings on…”
That’s where things got more pointed. She asked me to clarify. I said that I enjoy flirting with married women. That they are a taboo and fun because they’re unavailable. She laughed and said I was bad, but I told her that we’ve been flirting for some time and while she’s unavailable, I doubted that her husband would approve of the content of our flirting. She agreed that he definitely wouldn’t have approved and I proved my point that she likes flirting because she’s unavailable as well. She asked if flirting ever went too far and I said it did. She asked me to clarify and I told her that I’ve fucked a number of married women. I asked her about her experiences and she admitted to cheating on her husband a few times, but she was reluctant to share the details.
Once it was at that level, our flirting got more direct and we kissed. Heavy petting in a dark corner of a bar and kissing for about 10 minutes and I said that there was a great bar at my hotel with less prying eyes. She agreed to go.
We got to the hotel and I went toward the elevators and she said, “We’re not going to the bar, are we?” I said no. She quietly followed up me up to my room. We kissed again, hard and passionately once the door was closed.
She left her ring on while I undressed her with my teeth and kissed her. It was gentle at first, but progressed into rough with a lot of teasing on her neck, nipples, and clit without penetration. When she pulled my briefs down, she saw my cock with wide-eyed wonder and just said, “wow!” I loved that powerful feeling. She said she had an ex-boyfriend with a big cock that she cheated on her husband with and she missed that feeling.
She is about 5′3″ or so and on the petite side. I took my time sliding my cock into her at first, slowly working my girth and length in until I bottomed out just short of the base of my cock. The dirty talk exploded from her from that point on. The gentle fucking didn’t last long as she eased into her pussy getting stretched and she hit me to get me to be rougher, which I obliged. Hair pulling, throat squeezing, grabbing her jaw to control her head and yank it around. I asked her at what point she knew I was going to fuck her. She said she knew I probably wanted to since I asked them out to drinks, but she wanted to be alone when she invited herself personally. That she knew how sex went on business trips. That when we met and the flirting didn’t have to worry about others ears, she knew it was probably going to happen. That she went to her room to shave her pussy just in case, before she met up with me.
She crashed at my place and I woke up at 4am to her sucking my cock. It was dark and I felt her straddle me and side on me. I fucked her and she jumped into the shower to quickly head back to her own hotel to prepare for the day. I crashed for a little longer before having to wake up for an early meeting.
We exchanged numbers and she lives in Milwaukee, so I’ll have to visit her the next time I’m in town there or drive up for a special trip!