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As an 19 year old I went on a 10 night med cruise with my parents. I wasn't particularly looking forward to it as I expected in to be quite boring with a lot of time at sea. When we boarded, my fears were confirmed, I had no wifi signal, a tiny cabin with no view (I spent most of my time in my parent's cabin anyway), and many days had no time on shore.
We sailed off on the first day, with no scheduled stops for over 24 hours. Like any 19 year old, I spent the first day at the pools looking at hot women in bikinis. When it came time to eat, I discovered that we had assigned seating, meaning we had to sit with them same people for dinner every night, something I hated as it meant I'd have to actually speak to these people. I was expecting a table full of retirees, but thankfully their was a couple in their 20's on their honeymoon, so it wasn't a disaster. Also at our table was a couple, late 40's, and the woman of the couple definitely grabbed my attention. She had nice shoulder length blonde hair, tanned skin, wearing a very sexy dress that showed off ample cleavage and long legs. A great looking woman for her age. Over the first couple of dinners, she caught me staring at her chest on more than one occasion.
After being off the boat during the day on the second day, we went and had dinner again. I said to my parents that I was going check out one of the bars, while they went back to the cabin. The older couple (Liz and Jeff) obviously overheard this, as 5 minutes after I went to the bar, they walked in. They started to talk to me in a totally different way now that I was on my own. Liz was definitely flirting with me, she asked if I liked what she was wearing, clearly because she saw me looking at her at dinner. At 19, I was already 6'5" with a beard and a regular at the gym, I definitely looked older than my age so I was used to people thinking I was older, but they knew my age and obviously wasn't a dealbreaker. I flirted right back, and soon the conversation heated up. They told me they were swingers, and they were looking to have fun on board. They were telling me that they had pineapples on their swimsuits, which I didn't know then was a swingers calling card.
We went back to their cabin, they told me they were both bi, I said that I wasn't which they were fine with. We got down to it right away, and Liz started blowing us both at the same time, she was impressed with my size (8"), and their was definitely some crossing swords that happened, but at least I was bigger. We ended up having sex for a couple of hours, at this point this was the oldest woman I'd been with by quite a bit. She let me put it in her ass, which was my first time doing anal. Jeff was joining in at times, but spend most of the time taking videos, which apparently they did often. We still had 4 days left and I was pretty keen to do it again. They said ideally they were looking for a bi couple to play with which I was fine with.
Two nights later as we were finishing dinner, Jeff pulled me aside and said they had a couple coming to their room at 9pm and I was welcome to join them. It was difficult to get away from my parents that night, so it was about 9:30 by the time I was able to get to their cabin. Before I went in, I could hear some moans from the corridor. I opened the door and Jeff was bent over having gay sex with a French guy, Gabriel. Gabriel was probably 6'3", very well endowed and had an 8-pack. His wife, Anais, was on the bed with toys, doing stuff with Liz. Anais was a brunette, with a 6 pack and a massive bum on an otherwise small frame, she clearly wasn't skipping any squats. They were both 30.
When I went in, I undressed and the girls turned their attention to me, both playing with my dick and I got hard in about 0.2 seconds. We then switched up positions, I was laying on the bed with Liz riding me, Anais straddled my face, and Gabriel was now on the receiving end of Jeff. We kept switching things up, Anais was ready for me, I asked her to do reverse cowgirl so I could see her great ass. She threw herself down onto my dick and it didn't take long for me to have an intense orgasm. Things kept going for a while, and I came a couple more times. Safe to say, that was the best part of the holiday!
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