41 and dating in 2020

Less than a month ago I turned 41 years old. Some men at my age have grown kids. Some might even be grandparents! But me?

It’s not for lack of trying. I had a handful of good dates in 2019. You see, success (meaning: getting any date at all) started quick in 2019. As in… January 1st I had my first date of the year. We met at The Well Coffeehouse in Nashville and had an enjoyable conversation. I remember thinking, “This is a good way to kick off a new year!” We talked about meeting up again…

Never. Never will I see this woman again.

This quick start to 2019 was an exception to the rule. I don’t think I had another date for a long time after that. Most of 2019 went this way, and the other day it dawned on me… most of my dates were first dates. Rarely was there ever a second date. Before you have pity on me, though, I’ll admit sometimes all we ever planned was to make-out, and one date was enough.

It’s now middle of January and so far, it’s been about the same. I’ve had a couple of first dates but I’ll commit to this right here and now… 2020 is about the elusive second date!

So here’s to less first dates in 2020!

-Out of the Wilderness


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Published by Ben Wilder

Since 2005, I've called Nashville home. I'm the leader of the pack, which includes a 13-year-old beagle and an 11-year-old blue heeler mix. My days include writing, video editing, and other fun activities. Thanks for checking out my blog, I hope you enjoy it!

3 thoughts on “41 and dating in 2020

  1. So I’m curious if there are a bunch of first dates.. are you asking anyone for a second date? Are they turning you down? I find it so odd to hit it off with a man and then they just drift off. I’m not going to chase them. I make my interest known but feel like the ball is in their court to pursue. What are your thoughts?

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