So what is it that I want from this person?
While I may be tempted into retaining the services she advertises (professional companion) I am (or at least I am telling myself that I am) looking for something different, unusual and perhaps not available. It isn't a service that is clearly advertised anywhere I have seen.
As stated earlier I am a basket case when it comes to social interaction, in nearly any setting outside of typical company chit-chat and workplace meetings. Even when it comes to going out for a drink after work, no one seems to want me to come along. I believe I make them uncomfortable.
Women, I am totally hopeless in that department. I haven't got a clue what to say to them. I know that the standard "advice" available on the internet is that it doesn't matter what you say. "Just get in there and say anything!" When I am standing next to someone I am interested in in an ideal social situation, I can feel my thoughts fly out of my head. It is like I am seeing my intelligence dropping as I search for something, anything to say to them. It's really pathetic, but I have long been this way. It is something I find deeply frustrating.
So, again, what do I want from this person? Well, being a woman, I hope she would be able to coach me on how to approach and converse with a woman. But it is not just that. I need to be able to discuss things that happen at work and at home and get a professional's take on the best way to handle certain situations. For example, annoying work associate with a high powered and supportive superior.
How to articulate that to the person:
This is tough. It is a difficult request to articulate, perhaps because it is a false reason and all I want is sex. How can a guy really know if that's part of his motivation for anything he does, other than to acknowledge that it is in all cases.

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