Men's experiences dating after their 20's

Ok here's my reply. Around two months after my ex wife left me a twenty year old girl asked for my phone number and I started a casual relationship with her that lasted a year. I was dating other women during this time and for three years prior to getting engaged to my current wife, who was twenty five at the time. I was thirty five.

The women in their thirties I dated certainly did know what they wanted. But they did not seem to have a clue about what I wanted and if they did they did not care. They were demanding, inflexible, and judgemental. During that first year of dating I often found myself thinking "why would I go out with you again when I have a casual FWB thing going on with a twenty year old who is fun, happy, and kind to me?". Yet most of the women in their thirties actually rejected me. Possibly because they could tell I just wasn't that into them.

I dated two very attractive women in their thirties for a few months each. Both of them had severe mental health problems that surfaced during that time that they had failed to address during their twenties. One of them started trying to get me to pay her bills. She was clearly still playing the field so I cut contact.

My ex wife seemed to have a lot of fun dating when she first left me but she was thirty one. She did have one longish term boyfriend over the years, they dated for a year and a half, but he broke up with her for some unknown to me reason. She's late thirties now and single. I talked to her on the phone Monday evening for half an hour. She wanted to tell someone about how her pet fish was dying. She seems lonely. I hope she can meet a decent guy as she's attractive for her age.

I'd say I generally agree with the red side about dating in your thirties. And it does get much easier because you've been there before, done that before, and a lot of the anxieties are gone. I just disagree with your advice and think that guys should find the highest quality woman they can find and marry her.

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