Rules on dating an older man

I am aware there are possibilities where two people can successfully date with an age gap of more than eight years. (Seriously, she was born on the same day and same year.

If that's not an easy conversation opener, I truly don't know what is.)But after all sorts of successes and failures with women, as time has gone on, I've found at least common failure: a massive age gap.

I'm, by no means, the most mature 30-year-old dude you're going to meet, and I'm not insinuating that all younger women are flighty or immature.

But let's be fair: There's a reason we tend to date people who are closer in age.

Then start to make any changes needed to head towards becoming the kind of grounded man that most people are hoping to meet.

I’m not talking years of therapy to get everything ‘sorted’.

This means you should find someone else – not because of the age difference, but because you realize there is something fundamentally wrong with this relationship.

People already judge me about my boyfriend being five years older than me, and it makes it hard to focus on my relationship.For all kinds of reasons, and in many ways, it’s a godsend for those of us in, or past, ‘middle age’.As someone in his 60s who has done a fair amount of internet dating, and has heard from women friends of a similar age about some less than pleasant experiences they’ve had with men they met on line, I have a few suggestions of do’s and don’t for helping ensure the inevitable first date has the best possible chance of being a first step to a something more.But inter-generational relationships can be fraught with dangers, and most of these dangers come squarely down to one reason: poor management of expectations.The older man in a relationship with a younger woman often struggles to correctly identify what it is that has attracted her in the first place.

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