OutOfTheBlue wrote:A friend of mine told me of a time, in Greece, where he put on a Hawaiian shirt, added two or three flower necklesses to the mix for good measure, and was just about to confidently go out the door for a dancing night when he heard his mum sigh audibly, and speaking to herself (?), exclaim "This boy is never going to fuck".

While having a similar conversation/debate, one of my sisters suggested that if I was a man, I would never get laid with my dorky theories, but I think that higher levels of testosterone would lend me the motivation necessary to experiment with one dorky theory after another until I was successful.
One of the many dating books I have read suggested that there are three steps to the courtship process or mating dance for a human-in-feminine-energy which are Make Yourself Attractive/Signal Availability/Filter. The human-in-masculine-energy process would obviously be more like Make Yourself Attractive/Seek Attractive Other/Make Your Move(s).Whenever you are considering putting yourself back out on the market, there can be a tendency to get stuck in Make Yourself Attractive, but when you do this, you are forgetting that there is a whole world full of other imperfectly attractive humans out there willing to offer you constructive feedback on how well you did on Making Yourself Attractive
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I lost my exact train of thought towards relating this topic to network theory, but it had to do with this bit on the average of 250,000 humans who are 3 degrees of social separation from any of us.
Unlike a person's clique friends, a person's friends of degree three tend to live in different cities, attend different schools, and have different information. They are more diverse. They are also near enough for trust to be established: a friend of a friend of a friend could be your roommate's mother's coworker, or your sister's boyfriend's aunt. The number of friends of degree three, their diversity, and their relative proximity make them an important asset. They can provide new information and job opportunities. These are the people most likely to help a person find a job, facilitate a move to a new city, or become a business or life partner.
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The Model Thinker-Scott Page (my emphasis.)
In the olden days before humans moved much of their social life on to the internet, even humans who dated a lot would mostly date people who were within 3 known* degrees of social separation as described above. To the best of my recollection, I kissed around 14 boys and 1 girl prior to my first marriage at age 22, and of these only 2 boys that I met while on vacation were not within 3 known degree of social separation from me. My experience in the era of internet dating, since my divorce at age 42, would be pretty much the inverse. Although almost every man I have dated has lived within an hour's driving circle of me in a moderately populous metropolitan area, I have only had friends in common with a few whom I did meet through friends as in the olden days. And one effect of this randomization is that the lack of prior existing social bonds makes it much easier to break up with somebody and also much easier to have multiple simultaneous relationships in varying degrees of development. IOW, it grants all of us the possibility of being like the sailor who has a girl in every port he regularly visits, because it creates more ports. And this tendency can even be further extended by changing physical ports along lines of attachment. For instance, my youngest sister told me that she recently had a friend stay with her as a house-guest for a couple weeks, because her friend wanted to date in NYC.
So, from the female perspective, internet dating is more like dating while on vacation used to be, and it is also the case that internet dating can be like taking a vacation. Like most females, I have very little interest in just hooking up with a lot of different men, but I have very much enjoyed exploring the diverse lifestyles of the attractive men who make contact with me from beyond my own "small world network."
Okay, so circling back round to the topic at hand, my suggestion for the ERE men would be to think in terms of what you might have to offer in the middle-range of "lifestyle" when dating. IOW, create the possibilities for some lovely vignettes, interesting adventures, or even shared projects at scale above "my penis is all yours for the evening", but below "yoked for life." I think I've only dated 3 men who were over 50 and never married, and all of them were experts at knowing how to show a girl a good time with very low $$ expended. Recently divorced, long-married men usually spend/waste the most money dating.
*Since third degree separation does include 250,000 other humans on average, it is possible that you can be within this degree of separation, but not know it.