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Dating : Dream Scenario

Dating : Dream Scenario


My dream scenario.

(nothing profound, just a personal story, feel free to skip to the next post)

I’m a confident, adventurous, and thoughtful guy and I like to step off the beaten path and quietly and thoughtfully take in whatever my surroundings have to offer. I do this often.

Tonight, for example, I’m on vacation with my family and I went down to the bay to watch the sunset. I went by myself because no one else felt like going. I sat on a bench at a bayside park designed for, among other things, enjoying the sunset.

Other people stopped by as I just chilled, watching the sun, listening to the waves, and watching people enjoy the water on this beautiful summer evening.

Every time I’m in a situation like this I can’t help but fantasize that a woman similar to myself (adventurous, thoughtful, independent) will find herself in the same place and situation as me. I see her there, strike up a conversation, we make a connection and have a great time enjoying the moment together. A relationship is born and who knows where it goes from there. It didn’t happen tonight 😕 but it did almost happen once:

I was at a hotel in Manhattan for a 5-day conference. On day 1, “super storm”/hurricane Sandy hit. Inside, the hotel lobby was as peaceful and charming as ever. On the other side of the floor-to-ceiling glass windows, a hurricane was raging. It was surreal and magical.

So I got a drink from the bar and walked over to spot near the window to take in the experience. Then, as now, in the back of my mind I was fantasizing about a woman seeing me, feeling intrigued, and coming over to me. Incredibly, it happened.

I noticed her from the corner of my eye. She had a drink and had taken up a front row seat to the spectacle at a spot about 20 feet away. I took it as a signal that it was also interesting to her and that she might be intrigued that I apparently felt and thought the same way and that she might be interested in a conversation with me.

So I got up, walked ever to her, and struck up a conversation about the storm. We hit it off instantly and had a great time conversing, drinking, relaxing, and experiencing this event together.

The rest of the week at the conference we sought each other out. We ate ate lunch together, got coffee together, attended the same seminars, etc.

It was amazing except there were two issues. One, there was a bit of an age gap; I was about 40 and she was like 25ish. More significantly, she had a boyfriend back home.

As great as things were between us, it didn’t feel quite right so I never did try to make a move, though I would have loved to spend the night(s) with her -and she might have been receptive to the idea.

The conference ended and I never saw her again. It’s as close as I’ve ever come to this dream scenario actually playing out. I still hope it will some day.

That’s it. Just felt like writing about it and sharing it here. Thanks for reading.

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