Day One, Part One

Three weeks ago, a vacation to a clothing-optional resort was about as remote as possibilities can get. And yet, there we were last Tuesday, on the first day of our four-day vacation. Although we had numerous lengthy discussions prior to departing for this trip, and although we had come to a happy consensus on the direction we were planning to head, I felt an almost unbearable amount of anxiety as we drove into the resort.

I had spent the previous night staring at the ceiling, thinking of all the erotic possibilities that awaited us. And although I hadn’t gotten one minute of sleep, I felt more awake and alive than I’d ever felt before. And now, as we sat at the front desk speaking to a representative of the resort upon our check-in, a couple strolled by the front door, completely naked. They both were well-built, and clearly filled with casual confidence. And I immediately began to wonder: what had we gotten ourselves into?

We were led to our room, where we changed into our swimsuits – swimsuits we knew we’d be shedding shortly. We had some lunch, and then headed to the pool. All around us, couples strolled around as carefree and naked as could be. They weren’t all as well-built as they first couple I spied, and I began to feel a little less intimidated stripping down to nothing in front of these people. We found a couple of chairs and with one last deep breath, off came our clothes.

The experience was a bit surreal, and nothing like I had imagined it would be. I expected to feel self-conscious and uncomfortable, but after awhile those feelings faded away and I simply enjoyed the carefree and relaxing feeling of the sun shining on parts of my body where it had never shined before.

After a few drinks, we headed up to the rooftop Jacuzzi, which – according to the research we did prior to the trip – was where all the action takes place. There were about a dozen people in this giant 50-person tub when we arrived, and after stripping down once again, we jumped right in and ordered a few more drinks. Our bartender could not have been more attentive. Every time our drinks got down to a quarter full, we found two more drinks waiting for us on the bar. And although I had planned to regulate my drinking that afternoon, after awhile, I lost count of how many I’d had.

Meanwhile, the hot tub continued to fill with more and more new faces (and new bodies), and Kathleen and I talked to almost every one of them. They were all so incredibly friendly and outgoing, and the conversation flowed so easily, it was as if we’d all known each other forever. At some point in the evening, Kathleen connected with a couple. The husband (we’ll call him “Ray”) was a tall, well-built guy in his late-40’s who seemed like a good guy. His wife (we’ll call her “Erika”) was a very attractive woman, also in her late-40’s and also well-built.

At some point, Kathleen took Erika aside and told her the story of how she’d given me this trip as a 40th birthday present, and that it was my fantasy to have two women at once. Erika later mentioned this to me, and told me this fantasy could soon become a reality. There was a lot of touching, kissing and fondling going on in the hot tub that night, and the details are a bit of a blur, as all the drinks have fogged my memory. But I distinctly remember turning around at one point to grab my drink at the bar, and seeing Kathleen stroking Ray’s cock under the water with a big grin on her face.

Here it was, then: the moment of truth. For weeks, Kathleen and I had wondered how we would feel seeing each other with another person. We had convinced ourselves that there would be no jealousy, as we completely trust and love each other. And we told ourselves that any contact with another person on this vacation would be completely and solely about fun and sexuality, and that our hearts would remain pure and loyal. But there was no way to predict how we’d actually feel once push came to shove. My wife – the love of my life – was now stroking another man’s cock. How did I feel about that?

I passed our first test with flying colors. I can’t quite explain why, but seeing Kathleen in that situation was an exhilarating turn-on.

Earlier in the day, Kathleen and I had agreed that we would not seek a sexual connection with another couple on our first day at the resort. We wanted to spend the day simply getting a feel for the place, and enjoying the sun and some drinks without all the anxiety of playing with another couple for the first time in our lives. But at this point, as Kathleen and Ray fondled each other, and Erika sidled up next to me to allow me to feel her up as well, it became evident that our earlier plans were about to be scrapped.

To be continued...