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What’s It Like To Date A Woman 25 Years Older Than You?

March 6, 2023

I dated a lovely woman that was exactly twice my age. I was 25 and she was 50.

She’d been through a terrible, abusive marriage, and had 3 grown children, 2 of which were older than I.

Her ex and her kids treated her like shit and unfortunately she let them.

Together we made a life running a business together that was successful enough for us to afford 2 homes, 3 nice cars, and a 30+ foot house boat.

Eventually I realized that while I had a damn good life, I was not happy.

Age is not just a number. It eventually gets to the point where you can see the huge difference.

I got tired of the Mom jokes and I was totally out of my element when her kids visited. I hated how they treated her and it became a source of contention for us.

Sexually, we were great at first, but that changed quickly as she went through menopause. She was no longer interested in sex and I was a raging 30yr old by then.

We started sleeping apart because her “back hurt” and I was just so comfortable with my life that I didn’t protest.

Things really started to fall apart when I was getting closer to 40 and realized that she just couldn’t keep up with the things I wanted to do in life.

I was taking care of her more and more and I started to resent her for it. Eventually I realized that unless I left I would be miserable.

I told her when I was 38, after 13 years together, that I thought it was time for us to part ways. One of the most difficult things I’ve ever done.

She was totally devastated. So much so that I almost stayed, just to make sure someone would be there to care for her as her health failed.

I begged her to become self reliant and moved out after 6mo. of trying to help her settle her life apart from me.

I moved out of state and told her idiot kids that they needed to help her.

That’s the last time I saw her. I left her with everything. Both the houses and 2 cars and the boat, also the business we’d built together.

Financially she wouldn’t ever have to work again. I started over with a pickup truck and about $2k in the bank.

Filed Under: Life Experiences

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