My First [Mid-life] Heartbreak: A Beautifully Complex Woman

During our second date, she and I went to a Legacy Fighting Alliance match at the Palms Casino. We watched the main event with great anticipation—it was a bloody throwdown that electrified the venue. The energy in that cage match made it unforgettable for both of us.


When the fight ended, we wandered to a nearby café for a late bite. Over coffee and food, our conversation deepened. We spoke openly about past lovers and the winding paths of our lives. She shared stories about her primary partner—their origin story, dating life, and the setbacks they’d endured together. She also reflected on the ups and downs of their ENM lifestyle: the triumphs, the heartbreaks, and the hopes she still carries.


I found myself leaning in, captivated. Here was someone rare. Many people might see her in public and note her beauty, but very few would ever guess she lives an ENM life. She carries herself with grace—shy at first glance, soft-spoken, a little reserved, yet quietly confident. She is intelligent, classy, and articulate, with a presence that inspires affection in nearly everyone she meets.


Her appearance only added to her aura. Long, full, healthy black hair framed her face. Her smooth skin glowed against her light complexion, her brown eyes warm and soft. When she smiled, her cheeks puffed slightly in the most endearing way. Petite but curvy, she seemed to balance delicacy and vitality at once. She was kind, considerate, graceful, mysterious, passionate, and beautifully complex.


During dinner, she carefully introduced a sensitive subject: the connection between physical health and sexual intimacy. At the time, I was nearly 290 pounds. I had just finished reading Atomic Habits and was already working on changing my patterns, but hearing her speak made me feel both challenged and supported. I told her about my gym membership, workout plan, and supplements. That conversation planted a seed. Five months later, I’ve lost over 50 pounds.


I’ve had plenty of difficult discussions in my life, but her ability to speak truth with such care struck me. She created an atmosphere where honesty and accountability lived side by side with dignity and respect. She never relied on blame, shame, or judgment. That quality—her skillful grace in hard conversations—is something I treasure and hope to emulate.


My own background made this resonate even more. I hold a degree in Christian Theology and have been practicing my faith since I was fifteen. For years, I leaned on Scripture to shape my relationships with others. One verse in particular from James 2 has always stayed with me:


“Speak and act as those who are going to be judged by the law that gives freedom. Judgment without mercy will be shown to anyone who has not been merciful. Mercy triumphs over judgment.”


It is a sobering call to live with kindness and grace. Though she is agnostic, my love interest embodies this principle effortlessly—at least in how she has treated me. She understands the value of mercy and the power of gentleness in a way that reminds me of the very heart of my faith.


We finished dinner and kept in touch between dates with late-night calls and long text threads. By the time we met again for our third date—a night of karaoke at her casita—I reflected on how quickly my guard had fallen.

“It feels like I have known her for years…I feel myself falling for a woman that I barely know”

Despite only seeing each other three times, it felt like years. Our shared love for music and openness around intimacy created a space where I felt safe to reveal parts of myself I’d long kept hidden in shame. With her, I felt seen, accepted, and even understood. Somewhere in that moment, I realized I was falling for a woman I was just beginning to know.


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