I had arrived at Port Canaveral, Florida for another of my agent only trips. This time, however, we would be embarking on a 5 day cruise through the Caribbean with a few stops in Jamaica, The Bahamas, and Dominican Republic. After my last trip to Iceland, I couldn't wait to see what this trip would have in store for me.
I had stopped at a local women's boutique and purchased a revealing two piece bikini, that was completely see through once wet, and a nice very short black skirt with matching sheer red blouse, and a pair of high heeled res shoes. After checking into my cabin, which actually turned out to be a suite on the second deck, I set out exploring the ship. My cabin had a balcony with a Jacuzzi and outside dining area along with a separate dining/living room area. The bedroom was huge and had a very elegant king sized post bed.
I found my way around and eventually settled at a table on the pool deck near the railing, so I could watch as we pulled out of port and had our first deck party of the cruise. I was met by two women from other agencies whom I had previously met on other trips. We talked about how our businesses were doing and began guy watching around the deck, trying to determine who was alone, married, or single and what we would like to do with them. It was all in good fun as we all knew that we were happily married and would never do anything behind our husband's backs, right? I soon began thinking back once again to my guide from Reykjavik, and all that we had done that day at the lagoon and hotel. Little did my friends know, but I was desperately hoping for a new encounter this trip.
We departed the port and had to be at the main dining room for a scheduled meeting with the Captain and his officer staff. Drinks were served and we settled in for the long two hours of introductions and a brief history of the cruise line and of this ship. We began our guided tour of the ship, something none of us really wanted to do, but it was required. I couldn't wait for the next few hours of meetings and seminars to be over with so I could enjoy the rest of the time on this trip.
We finished everything at 4pm sharply and had just enough time to clean up and get ready for our Captains dinner at 6pm. I quickly found my way back to the room and began showering, all the while thinking about what I wished to happen. My fingers began to gently play with my very aroused clit and found their way into my very wet pussy, first one, then two fingers. I stayed in the shower until I brought myself to my first orgasm of the trip, then found myself lying out near the Jacuzzi, totally nude on the lounge chair.
I had made sure to shave myself well before the trip and it felt great to have a well-manicured play area for whoever my cruise lover would be. I eventually got dressed in a medium length evening dress along with a matching black thong,a barely there bra, and black shoes. Dinner was okay and I sat with the same women as earlier. The Captain and his staff made their rounds of all the guests, made small talk and moved on to the next table. Different cruise, but same old routine when it came to this. After dinner I went to the piano bar with my friends for a few drinks.
We sat at a table near the piano and the waitress took our orders. A nice merlot for me and I settled in, listening to the pianist pay tribute to Billy Joel. I happened to catch my first glimpse of the bartender. He was a young Cuban, slender, built, dark hair, and a very sexy Cuban accent. He wore a white button shirt with the top two buttons undone; revealing just enough of his nicely formed chest to make you think about what the rest of him would look like lying naked with you. On top of his shirt, he wore a red vest, emblazoned with the ship logo and a name badge. The name on the badge said Javier, with Cuba written under it. All the staff wore name badges and had their country of origin written on it under the name.
I spoke with my friends throughout the evening, and they caught me stealing several peeks at the bartender. They all got a good laugh each time they caught me. Little did they know I was planning on having him fuck me during this cruise, hopefully several times. The bar began emptying and after my friends left, I sat at the bar. I had unbuttoned the top button of my dress, revealing just enough cleavage that hopefully Javier could not help but look. He walked over and briefly took a glance at my chest as he said he was closing in 20 minutes and that this was last call if I wanted another drink.
I ordered another merlot and made small talk with Javier, as there were only two others left in the bar at this time. I learned that he has worked for the cruise line for the past year, and had another 8 months left on his contract. He was single, mostly due to working for the cruise line, and staff not being allowed to date each other. I also learned that his shift began at 6pm each night for the bar and that during the day he worked at one of the three pool deck bars. It was 2am and the piano bar was closing, I said goodbye to Javier and told him I hoped to see him tomorrow day/evening. He said okay and waved as he was turning off the bar lighting. He has probably been told the same each and every cruise by several patrons and therefore really didn't pay any mind to whether or not I would see him tomorrow.
I quickly undressed down to my thong and got into bed, thinking of what I would like Javier to do to me. Again, my hands began bringing me to orgasm and I soon passed out for the night. I awoke at 6am feeling very refreshed and alive. We had a day at sea, so I hadn't signed up for any programs today and decided I would take it easy on the pool deck, hopefully getting to see Javier.
I put on a pair of hot workout shorts with a tight black t-shirt and sports bra. I ran a few laps around the small track at the rear of the ship and had a quick bagel and morning coffee at the pool deck cafeteria. Once back in my cabin, I stripped down and laid out on the patio area, fully nude, with only my cup of coffee and thoughts of hopefully seeing Javier sometime today. I could eventually feel myself becoming aroused and decided it would be better to get ready for my day at the pool. I quickly put on my very skimpy bikini. It is a French cut yellow sheer thong and a barely there sheer bikini top. Both of which become completely see thru once wet.
I made my way to the pool deck at around 11am and found a spot near the front of the pool not far from the main bar, hoping to see what area Javier would be working in. An attractive Hispanic looking young female, I guessed she was around 23, came to take my first drink order of the day, which was a tall mojito. After what seemed to be an eternity, I spotted Javier on the total opposite end of the pool deck. I decided I would finish my mojito, which was one of the best made I have ever had, and would make my way over to the other end of the pool.
I only had a very sheer sarong with me and a book about Caribbean pirates. I was trying to decide if I should swim across, but how would I bring my book and sarong without them becoming wet? I decided it would be better to just walk over, so I put on my heeled black beach shoes and wrapped the sarong around my waist. I found a lounge chair near the outer railing and made myself at home. I spread my towel across the chair, removed my sarong, bent over to take off my shoes, all the while knowing I was being watched by several young men, a few whose wives caught them looking and were scowling at them. I chuckled to myself and laid out on the chair with my sunglasses on, waiting for Javier to come by for an order.
After about 20 minutes, I saw Javier in the area and waved him over. I made sure to expose of much of me as was possible to try and get him looking. He walked over, smiled, and asked if I needed anything. I chuckled to myself, knowing what I really needed or wanted from him. I ordered another tall mojito and said I would be awaiting his quick return. He smiled and walked to the next group before heading to the bar.
