His First Strap-on : Switching It Up

His First Strap-on : Switching It Up

His first strap-on. I never thought I’d be in this position, standing in front of the full length mirror in my bedroom, adjusting the straps of a harness that, until last week, I had only ever seen in movies or whispered about with friends over late-night drinks. And yet, here I was, heart pounding in my chest, about to step into a completely new experience with Connor, my boyfriend of three years. It all started a few weeks ago when we were lying in bed after one of those lazy Sunday mornings where neither of us had any real plans.

We had been talking about fantasies. Those deep, unspoken desires that we kept tucked away, either out of embarrassment or fear of judgment. At first, we laughed about the ones we had no real intention of acting on, but then Connor hesitated before finally admitting, “I’ve kind of been curious about, you know… switching things up.” At first, I didn’t understand what he meant, so I pressed him a little. That was when he explained, his cheeks turning red, that he’d been thinking about me taking control in a more dominant way, specifically, with his first strap-on.

I knew he wouldn’t be the same after his first strap-on.

I was surprised, to say the least. It wasn’t something I had ever considered before, but instead of feeling put off, I found myself intrigued. The more we talked, the more it made sense. Connor was always so put together, always the one making decisions and taking care of everything. The idea of him trusting me enough to surrender in this way was, unexpectedly, deeply intimate. His first strap-on with me.

Over the next week, I did my research. I read articles, watched videos, and even scrolled through online forums where people shared their experiences. Meanwhile, Connor and I kept talking about it. His first strap-on experience. He told me why it interested him, how he wanted to experience pleasure in a way he had never allowed himself to before. More than that, he wanted to share that experience with me.

His gaze settled on his first strap-on, sitting in the box.

That was how, just a few days ago, I found myself ordering a starter kit online, giggling nervously as I clicked “purchase.” When it arrived, Connor and I opened the box together, both of us equal parts excited and nervous. We had agreed to take it slow, to make sure we were both comfortable every step of the way. I wanted him to enjoy his first strap-on. Tonight was the night we had decided to actually try it.

And so, here I was, standing in front of the mirror, my reflection looking back at me with an expression that was equal parts nervousness and anticipation. I took a deep breath and turned towards the bed, where Connor was waiting, propped up against the pillows, his dark eyes watching me with an intensity that made my skin flush.

His eyes locked on his first strap-on.

“Still sure about this?” I checked, giving him one last chance to back out. He nodded, a small, nervous smile playing on his lips. “Yeah. I trust you.” Something about those words sent a rush of warmth through me. It wasn’t like when I had sex for rent. Trust was at the core of this… more than desire, more than curiosity, more than anything else. He was willing to be vulnerable with me in this way and it made me feel closer to him than ever before. I climbed onto the bed, taking my time as I kissed him, letting our bodies relax into each other before we took the next step. Every few moments, I checked in with him, making sure he was comfortable, making sure he wants it. He was. If anything, his excitement only seemed to grow when I slid in his first strap-on.

As we finally moved forward, I focused on every reaction,

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