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The Realities of Polyamorous Dating in the 2020s: Navigating Heartache and Hope

  • Catherine Anastasia
  • Apr 21
  • 3 min read

Let’s cut to the chase: polyamorous dating in the 2020s is a tantalizing mix of desire and disappointment. The freedom to explore connections with multiple people ignites something primal within me, but it doesn’t always lead to what I crave.

I find myself confronting a complex reality: just because I have the capacity to love more than one person doesn’t guarantee that I will find the fulfilling relationships I seek.


Over the past year, I dove into the dating pool headfirst, sampling upto a dozen different men, each coffee date a sultry promise of what could be.

But here’s the harsh reality: most of these dates crashed and burned.

One guy caught my eye after just three encounters; the chemistry was electric, and I thought we were on the brink of something deliciously deep. But then he confessed he couldn’t bear the thought of sharing me. Seriously? That’s not polyamory; that’s a classic monogamous mindset. A quick read of my profile might have saved us both from wasting precious time.

And then there was the other guy—someone who also had a poly-marraige. After two delightful and flirtaious dates, we shared an unforgettable threesome with my husband, a passionate whirl of bodies and ecstasy which lasted hours... that should have forged a real connection. We had a sizzling chemistry, and the thrill of that night was electric, but he chose to disappear instead of lean into the heat, slowly fading away like smoke in the air.


I spent weeks nurturing these connections, pouring myself into conversations that mattered, even before meeting for dates I talk for weeks not days. I refuse to allow anyone to label me as “a player” or "slut" I want depth; I want connection, I want a relationship.


The Heartache Hits Hard


The sting of these experiences cuts deep. Each failed encounter is a reminder—one that penetrates the soul. Am I not worthy of love? Am I too much or not enough? Why can't others embrace the beauty of sharing love rather than hoarding it?


But here's the thing: pain is part of the journey, not a reflection of my worth. Each heartbreak is an opportunity for growth, a lesson in understanding my own desires and limitations. The agony only sharpens my resolve, reminding me that while the world of polyamory can feel chaotic, it also holds the tantalising potential for something incredible.


Why I Refuse to Back Down


In the face of disappointment, surrender is not an option. Each moment of heartache fuels my fire, pushing me to discover what I truly want. Every date, every experience brings me closer to the connections I crave, teaching me about my desires and boundaries along the way.


Some days, the landscape feels exhausting, but there’s a thrill in the chase that seduces me. I refuse to let frustration dictate my journey. A life worth living is one where I risk my heart and embrace the thrill of the unknown. I am a captivating force in the world of polyamorous dating, wielding vulnerability and desire like potent weapons.


So here I stand, ready to navigate this alluring labyrinth of love. I know that one day, I will encounter souls who recognise the beauty in multiple connections—individuals who don’t fear losing themselves but revel in the passion and joy that comes from sharing love. I will savour the lessons learned, cherish the electrifying moments, and keep my heart wide open.


So What Say I?


Engaging in polyamorous dating in the 2020s is a captivating mix of joy and sorrow, yet I am determined to face the challenge head-on. I welcome the complexity and chaos, understanding that genuine love has no limits. Each obstacle is merely a step on the path to that deep, intoxicating connection waiting for me—one that promises to ignite every fiber of my being. The journey is far from over, and I won’t stop until I find that passionate love that makes my heart race and leaves me breathless.


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