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You wouldn't just be dating a woman you'd be dating a family. If you had kids of your own that might work out but it sounds like you're not a dad so that would be a huge lifestyle change. If you're determined to give it a go maybe hang out with them as a friend a few times and see how you like it. Put yourself in a position where you can disengage easily if it's not for you.
Yeah it would be a huge lifestyle change especially if you're talking about potentially living under the same roof. I think honestly I would put off any cohabitating until she is an empty nester, which could take some time. I'm okay with a long term relationship where we have separate residences.
Dating someone's mother is a thing. Falling in love with someone's mother?......... That's a whole 'nother deal.
Given that most women date with the goal of falling in love or establishing a long term relationship, that makes it even more important not to waste anyone's time.
It's never really been a goal. It's more like "if I meet the right person then I might be open to it" but that never happened.
Quote:
Originally Posted by jobaba
If you don't care, then there's no such thing as a waste of time. If you start dating now, and have 5 years of fun, and break up in 5 years, what did she cost you? What did you cost her?
Depends if we're married or not.
I don't really have a desire to get married. Although I wouldn't completely rule it out with the right person. I know women that have remarried that are completely happy with their second husbands and vice versa.
I had a neighbor with an adult daughter who laughingly told me that she broke up all of his relationships because she didn't want to lose her inheritance. I hope any woman he tried to date saw who is in control.
So much depends on the kids and each adult's expectations. I was friends with a widow and fond of his then ten year old daughter but just couldn't connect the way I should have with him. I still miss her after all these years and hope she is doing well. They were both wonderful but if the feelings aren't there it is best not to leave someone in worse condition than when you found them.
Good point! That's another delicate subject where I would need to phrase it in a way that doesn't come across as rude.
You won't even have to ask, it will come up in conversations and cancelled plans.
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