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The Evolution of a Modern-Day, Middle-Aged Relationship

Dating when you’re old and tired.

Vanessa Torre
5 min readApr 28, 2019
Photo by Alice Donovan Rouse via Unsplash

I have been single in every decade of my life. It’s a weird thing to say. Most things get easier as we get older. Dating is NOT one of them.

The Set Up

The Me: 45. Twice divorced. Mother of a teenage girl. Single for a year and a half. Number of first dates under my belt= dozens and dozens. Therapy frequency = monthly.

The Him: 47. Was married for 22 years. Three daughters over 18. On the market for three years. Recent dating experience = Recent what?

The Us: We have no idea what the hell we’re doing.

The Situation

October: We met online. He sent me a message first. We text a little bit and he spontaneously asks me to grab a drink on a Thursday evening after my daughter’s volleyball practice.

I beat him to the restaurant and sit on the patio. I watch the parking lot.

I see a good looking man walking into the restaurant and think to myself, “Please be him. Please be him. Please be him.” It’s him.

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Vanessa Torre
Vanessa Torre

Written by Vanessa Torre

Top 10 feminist writer. Writing, coaching, and relentlessly hyping women in midilfe. linktr.ee/Vanessaltorre Email: vanessa@vanessatorre.com

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