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You know that old saying ‘what happens on holiday stays on holiday’ right? Well I’m about to break that rule as I recount our recent vacation to the Caribbean. It started innocently enough, as we booked a week long stay at an all-inclusive resort, looking to relax and recharge on the beach. The resort itself was very secluded, so my wife and I were excited to get away from everything and just relax for a bit.

I should mention that my wife and I are both in our early 30’s and we’ve been married for about 5 years now, and we’ve always had a healthy and adventurous sex life. We both enjoy trying new things with each other, and after a few drinks, we tend to become a little more… open minded, shall we say.

Anyway, on our first night at the resort, after having a few drinks by the pool and then at the bar, my wife suggested we check out the live band playing at the resort’s dance club. We’d been dancing together for a few songs when my wife noticed a flyer on the table promoting a special event happening later that week.

“What’s this?” my wife asked me, looking down at the flyer.

The flyer was advertising a “Swingers Night”, hosted by a group of couples staying at the resort. My wife had heard of swinging before, but she’d never really considered it before. She was always curious about it though. I’d only briefly dabbled in it with an ex-girlfriend before, but I thought it might be interesting to explore again.

“I don’t know, maybe we should check it out,” I told her, noticing her looking at the flyer with a mix of curiosity and hesitation.

She thought for a second, then looked up at me. “Maybe…”

After dancing a bit more, we headed back to our room and called it a night. My wife was tired from the day of travel, but we both knew that tonight’s conversation wasn’t over yet. The next morning, while my wife was in the shower, I picked up the flyer and took a closer look.

It said there would be a meet and greet happening in two days, so couples interested in attending the swingers night would have a chance to meet each other. This would help ensure that everyone there was comfortable with the arrangements and looking to have a good time.

After my wife got out of the shower, she saw me looking at the flyer and asked me if I was thinking about going.

“Maybe…” was all I could muster up.

We went down to the pool deck for a drink and spent the rest of the day tanning and chatting with other guests. Later that night, we had dinner at the resort’s restaurant, and then headed back to the room to watch a movie and relax. The whole time, I could tell my wife was still thinking about that flyer.

The next morning, as we were getting ready to head down to breakfast club sex orgy

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Date: February 26, 2025

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