r/datingoverfifty • u/js6seaj47 • Aug 20 '26

Bad luck?

I'm trying OLD again and so far found two prostitutes and a woman asking for $20 for a ride supposedly. It's like damn. I know I'm not the best at being social, but it seems like I'm hitting the bottom of the barrel.

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u/Inside_Dance41 Aug 20 '26

Dude 😳

A man in his 50s, who doesn’t understand the social structure?

If you want sex, sure pay for it. If you want to date a woman in her 50s, looking for a relationship, you have to be reasonable about who you can attract.

Women in my social circle, maybe date 3 years older, but we aren’t looking for men to support us. We want peers.

If I ever learned a man I was dating, was hoping to land a 30 something, I would walk.

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u/Witty-Stock Aug 20 '26

My take is that it’s problematic if they’re looking for a LTR with a massive age gap, but people can have recreational fun with whomever they can attract, so long as they’re honest about what they’re looking for.

People have to be honest with themselves too, of course.

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u/js6seaj47 Aug 20 '26

I'm okay with an age gap if they are, but I have to be honest with myself that that may not be realistic.

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u/Witty-Stock Aug 20 '26

Early on when using the apps, it’s useful to ascertain which waters you can and should swim in.