My First Threesome

I always dreamt of having a threesome. The way I envisioned it, I would be with two women of my choosing. I would know and be comfortable with at least one of them. Maybe I’d even share the experience with a partner if she was also interested. The night would play out with me being in total control, directing who should go where and do what.

But that’s not what it was like for me. At all.

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One summer weekend a few years ago, I went on a beach trip with some friends — old and new. Along the way, I met two women through a mutual friend. One was covered in tattoos. She looked like she rode a motorcycle. The other was petite and had a much softer, innocent look. She was a Dancer.

The Biker and I definitely had chemistry. I felt like, maybe, there was a chance of us hooking up at some point.

After a fun day at the beach, I hitched a ride back to Manhattan with the two women. They invited me back to their apartment in midtown to hang for a bit.

When I walked inside, panic started to set in.

Right out in the open was this massive floor-to-ceiling, steel fashioned system, with overhead chains and ropes, clearly built to be some sort of restraining mechanism. And it wasn’t like it was off in a side room behind a door which could be kept closed for guests. It was in the middle of their living room.

I had walked into, what appeared to be, a “sex dungeon.” W. T. F.

Thoughts were racing through my mind.

They opened up a bit about what they were into, and what they wanted to “do to me.” I was both terrified and turned on.

My fears only escalated when my eyes shifted over to the nearby coffee table with what can only described as the King Kong of dildos sitting upright on it. More questions. Was that about to go inside someone? Not possible. At that point, I was mostly just focused on my immediate safety.

So I was moments away from my first threesome, and I was not at all like the confident stud I had envisioned. I was awkward, nervous, and unsure of what was going to happen to me.

There were paddles and whips and floggers strewn about the place.

We all sat down and the first item the Biker pulled out was…a computer. She made me watch some athletic competition while she commented on how hot and sexy the female contestants were. Not exactly the threesome foreplay I had in mind, but I rolled with it.

She then told her friend to climb up on the restraining system. It had rungs on the sides and on top of it. That’s how huge it was. The Biker began whipping her friend. Then she paddled her. I watched in amazement. My awkwardness had reached an all-time high. Then, she handed the paddle to me. WTF.

So there I was, paddling the Dancer, who was restrained on this crazy machine, and the Biker was shouting at me.

So many lessons were learned at once:

  1. Sometimes reality can outperform our imaginations.
  2. Sex gets better when we let go of our inhibitions and fears.
  3. My first threesome was not going to be what I had envisioned at all.

I was dominated. WTF.

(Wow, the fun.)