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Oh - and I also ask them for their phone number right then if they think they will be interested because often unless I call, they are too shy to make the first call.
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If I took this approach I would soon be doing life studies of convicts.
People are very skittish of strange men these days, and understandably so. It's probably true of strange women as well, but to a much, much lesser extent. This is just a fact of life that those of use so gendered have to be aware of. In fact, if you naively go about your business thinking - "hey, I'm no pervert, I don't have to worry about those things" you could be setting yourself up for a bunch of trouble.
Even when such encounters appear to be going well they could turn on you in an instant. I have been very lucky in my career in this regard. But when I think back upon the many times when "I" was vulnerable (and I mean the possibility of exposing yourself to false accusations), it makes me shiver.
As I stated above, I have done my share of courting strangers, but, I think it might be a very good policy to just stop it all together and only deal with professional models. Maybe I'll come back as a woman some day and I won't have to worry about such matters. Come to think of it, if I come back as a woman, I've promised myself that I'd be in a different profession.
The climate for these types of encounters has definitely changed in the last few years. I try and keep this in the very front of my mind.