Swipe Right or Run? Tales from the Dating Trenches

Dating in your 40s is a whole new world. From awkward coffee dates to surprise connections, I spill the tea on my adventures in the modern dating scene—and the lessons I’m learning about myself along the way.

About a year and a half post-divorce, after some quality “me time,” I decided to dip my toes back into the chaotic ocean of dating. Oh boy, was that a splash! I jumped into the app Plenty of Fish, thanks to a friend’s recommendation. Crafting my profile felt like assembling an Ikea wardrobe without instructions. Then, bam! My profile was live, and the messages began pouring in. I was like a deer in headlights, fielding questions about whips—yes, whips! Enter the world of keyboard cowboys, where some questions are better left unread. Among the chaos, there were a few decent souls, but finding them was like a needle in a haystack, and I nearly needed a personal assistant to manage it all. I even encountered the infamous American soldier scam a few times before wising up.

Venturing on dates? Yep, I tried a few initially. My politeness was overpowering, and I had no clue what I wanted. One sushi date had me floundering before even sitting down. I stayed polite, though, keeping the conversation going. Twice, I was asked to be a sugar baby—had to Google that one! There was also the persistent pest who, despite being lovely, wouldn’t stop messaging me until I blocked him after six months. As an average, curvy woman, I wondered what more attractive women faced.

Stepping into this dating cosmos was like landing on Mars, where acronyms like FWB, ONS, IRL, NSA was the native tongue. Last time I dated, it was all in-person meetups at pubs or through friends. Now, every interaction felt like decoding an alien message, each acronym carrying hidden meanings.

I adapted quickly, navigating this digital jungle with a mix of curiosity and caution. The profiles were a parade of curated images and witty taglines, each vying for a swipe. It was a dance of first impressions, leading to endless possibilities or comical dead ends.

Despite the initial pandemonium, I began enjoying the discovery process, treating it as an adventure with each conversation holding potential sparks. It was a self-learning journey—understanding what I valued, what I could compromise on, and where I drew the line.

With each date, I refined my approach, learning to spot red flags and becoming more discerning. I connected with people who shared my interests, reminding me there were genuine souls out there, just like me, seeking meaningful relationships. Dating became more than a romance quest; it was about growth and self-discovery. Each encounter was a story to tell, a lesson to learn, or a moment to cherish.

I embraced authenticity, shedding preconceived notions and being true to myself. This shift attracted individuals who resonated with my genuine self, leading to richer interactions.

Dating in my 40s became a celebration of who I am, acknowledging my worth, and seeking nurturing, joyful relationships. I found a community of friends navigating the dating world, their stories and camaraderie bringing strength and inspiration.

Approaching each new day with humor, I laughed off awkward moments, embracing the unpredictability. Though the road was bumpy, the lessons and stories added new chapters to my life.

In the end, dating in your 40s is about rediscovery and finding joy in the unexpected, proving it’s never too late to forge new paths and embrace new beginnings.