We’ve all had those ‘what if’ moments, especially when it comes to dating and missed opportunities. Sometimes, it’s not just about romantic relationships; there are plenty of instances where the ‘what ifs’ relate to our more primal desires. I’ve had my fair share of these experiences, and the thought of men I never had the chance to explore still crosses my mind.

Missed Moments and Lingering Thoughts

Maybe the timing was off. Perhaps he had a girlfriend, or maybe I was too caught up in portraying myself a certain way. Whatever the reason, some encounters just didn’t happen. I’d move on, but my mind would wander back now and again, thinking about those ‘what if’ moments. What if he had been the one to make my body sing? What if he had driven me wild in bed, leaving me breathless and begging for more? These questions can play with your mind, teasing you with what could have been.

But there’s one man, in particular, whose presence still lingers in my thoughts. He was elusive yet unforgettable, and despite our brief interactions, his image stays with me.

The One Who Got Away

I met him three years ago at an outdoor BBQ in Toronto. From the moment I saw him, I was captivated. His tattoos locs, lips—everything about him exuded sex appeal. His chocolate brown skin glistened in the sun, and I felt an instant connection. We exchanged looks and smiles, and before we left, I made it clear I’d be sliding into his DMs. 

Within a week, he was at my place. I wanted him, and he knew it. He made me feel safe and confident, but unfortunately, the night didn’t go as planned. I had an injury that held me back, and though we shared a few intimate moments, it wasn’t enough. Our encounter ended too soon, leaving me with nothing but a memory of what could have been.

Opportunities Lost and Lingering Desire

We talked about meeting again, but life got in the way. I got involved in a pseudo-relationship, and despite my continued interest in him, years passed without either of us making a move. He would text me sweet words from time to time, and I’d smile, knowing the chemistry was still there. But neither of us acted on it.

I remember his words vividly: “I look at you and see chocolate, eyes, curves, smirks, and tastes.” His messages left me wondering why we never reconnected in person. His dick pics and poetic words only fueled the fire. But it always remained a ‘what if.’

The Night It Finally Happened

One day, I invited him over under the pretense of catching up. After a few glasses of wine, things escalated quickly. He pulled me into his lap, his lips grazing my neck, and I felt my body give in to him. One thing led to another, and soon enough, we were in my bedroom. His touch was electric, and as he moved behind me, pulling my panties to the side, I felt the heat between us grow.

Our bodies moved in harmony, the intensity building with every stroke. I lost myself in the rhythm, coming undone time and time again. His kisses, his hands, the way he took me—it was everything I had imagined and more.

No More What Ifs

That night, I finally got the answer to my ‘what if.’ It wasn’t just good—it was perfect. The next day, I texted him, “My pussy is singing,” because it truly felt like I had been delivered. No more wondering, no more lingering thoughts of missed opportunities. It was everything I had imagined and, somehow, even more.