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04-Sep-2015 21:30

You’re a successful older man who wants to date a woman significantly younger than him. Needless to say, this goes for ALL people who are dating online. We want what WE want, even if what we want is unrealistic.

Websites generally attempt to pair singles with matches who are demographically similar. We’re all so dazzled by looks and youth that we pass up amazing people who are a much better fit. The woman who graduated high school in the same year as you? “I can’t help what I’m attracted to,” say all of my clients – both male and female. I do know, however, that as long as they close their minds to dating people who are age-appropriate, they’re really going to struggle with online dating.

This question is exactly why I’m on a dating hiatus at the moment, since I just can’t bring myself to seek out a much older man, or play the cougar.

If a man dares to be seen with a trans woman, he will likely lose social capital so he must adamantly deny, vehemently demean, trash and/or exterminate the woman in question.I’ve stood witness to many so-called scandals, mostly published on gossip blogs, where passing interactions with trans women spawn hundreds of headlines, particularly for a man with fame and social capital.Thousands of words have been dedicated to analyzing whether such and such famous man is now suspect, merely because he took a photo with a fan who happened to be a trans woman.Most 36-year-old women think you’re a dirty old man. This does not mean that you’re not a great guy with a ton to give and the purest intentions. I know you were looking for advice, Dale, so I don’t want to leave you without it. One, sign up with one of those successful men/younger women sites.

Now you’re going to get the same song and dance as every other guy who has written to complain about women on the Internet. So let’s say you’re a 36-year-old woman, entering the prime of your life. Yeah, 45 is a little old, you say, but you want to be open-minded. It’s that you’re failing to recognize what most younger women want. At least you know that a woman on Millionaire Match might be more willing to sacrifice youth for security.

I’ll be 42 in a couple of weeks, and in two years of online dating, I’d say about 70% of the people who write to me are fifty and over, often MUCH over.