Cruise to Somewhere

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Cruise to SomewhereCruise to SomewhereWe had been working day and night for the last two weeks in order to make the proposal deadline. This would be a spectacular win as it would double our global presence. The whisper on the street was that it would likely be between our firm and another whom we have beaten twice before. We would not hear anything for several weeks so there was nothing to do but relax and take some time off.I would not have been able to put this deal together were it not for my Systems Manager Jayne. Jayne has been working for me for about 18-months and has excelled in everything presented to her. Not only is she smart, she is also incredibly beautiful. Too many times when working closely with her after hours, smelling her and fixating on her, I had to contain myself from making any overt gestures. It really wasn’t easy. I divorced 12 months ago and my sex life was…well there was no sex life except for Xhamster porn. Jayne was 24, half my age and simply gorgeous. A 5’4’’ brunette with long wavy hair and striking sea blue eyes. Her body was fit and breasts were perky. They were not very large but she always wore outfits that accentuated them perfectly and made men and women alike drool.As we left the office together I asked if she had plans because I was going to catch a bite at City Grill. We could celebrate the culmination of our efforts. Surprisingly, she accepted. Never before had she ventured out except for business-related activities or work lunches. I really knew very little about Jayne as she rarely discussed anything personal and sensing she wanted to keep her private life private, I respected this. We made small talk most of the meal but as we consumed wine, the conversation loosened up quite a bit. She finally opened up and told me she broke up with her boyfriend a month ago because he said she was never around, always working. I didn’t know what to say and before I could, she said it wasn’t my fault. She had ambition and he was lazy and jealous of her accomplishments. The only thing she regretted was that she would be going on her Caribbean cruise alone that was leaving on Saturday.Then she stood up and uncharacteristically shouted…”come with me, it’s already paid for.” “Please”, she pouted. I hemmed and hawed and said I would only if I could clear my schedule and we could work out the trip details. It all worked out and on Saturday afternoon we arrived at Port of Miami. We boarded Royal Caribbean’s Oasis of the Seas and headed to our stateroom. Upon opening the door, we found the two beds pushed together. We looked at each other with tilted heads and I eventually said that I’d have the steward fix our accommodations and separate the two beds.We went up for drinks during our port departure and soon decided to shower and change for dinner. It was a bit awkward at first and kurtköy escort we were both a somewhat drunk. If I didn’t know better, I would thought Jayne was flirting as she would fling her clothes at me, panties and all, as she stripped out of sight in the bathroom. However, I did catch a quick glimpse of her tight white tan lined butt as she entered the tiny shower. I was happy I was still in my white Calvin Klein shorts as I was clearly sporting solid wood. Eventually, we made it to the dining room and were seated with three other couples who were all vacationing together. Nice group of people and they told us they go on a cruise every year together. After way too many drinks they said they play a particular game on each journey. The object of the game was to see who could fuck in the most different places, on the ship and off on port excursions. At the end of the cruise, totals are calculated and the winner gets the following year’s cruise paid by the losers. It was the honor system. Jayne and I were both shocked and even more so when they asked us to join them in their game. We politely declined telling them we were just travelling together and not a couple. Hannah, the most vocal of the group said “let us know tomorrow at breakfast if you change your minds, the game starts once we arrive in port.” We partied with the group in the various lounges with bands and dancing. Around midnight we all said good night and we headed to our stateroom. When we got there, the bed still wasn’t rearranged. I started to get the steward and Jayne said leave it we’ll have it fixed tomorrow. We got into bed after washing up and I secured a place as far from Jayne as possible. As the night went on, we eventually ended up face to face. Still somewhat drunk, I couldn’t help myself and placed a soft kiss on her lips. Unexpectedly, she said “I’ve been waiting for you to make a move all night you idiot.” Was I really that slow. Since I was Jayne’s boss I didn’t take any flirting signs seriously. I attributed them all to her drunkenness. Well we fucked like teenagers, exploring every orifice with hunger and passion. I hadn’t had sex in so long that I really had to concentrate on not blowing my load too quickly. At the end of our session, I came twice and Jayne four times. We laid there exhausted and eventually Jayne says “let’s join the contest.” “You sure” I replied with a squinted look. She nodded with a smile and I said “why not!”We saw Hannah at breakfast and said we would love to join the game. “Great but you better get going as everyone has one fuck under their belts.” “Oh, and three rules…fucking in your room doesn’t count; it must be done in different locations and a male or female orgasm counts as a fuck, in any orifice and any way.” Jayne and I looked at each other and she said “hell losing will be a win.”As ataşehir escort novices we needed a strategy. Fucking with abandon the night before wasn’t going to help our chances but what the hell. We were lucky because this morning we were taking a guided jeep tour with everyone in their own jeeps. We deliberately, brought up the rear so we could have the most opportunity to play. On the drive out, Jayne unzipped my shorts and gave me a fabulous hand job. As I came, I almost drove off the narrow dirt path. That felt so great. Soon we heard our guide yell at us to catch up to the rest. Later we all stopped for lunch at this small café (I think it was the guide’s sister’s place). We had 40 minutes so we made the most of it. We quickly downed some meat pies and beer and ventured off into a clearing in the woods behind the café. I was too tired to fuck so I pulled Jayne’s shorts down and started finger fucking her wet pussy. We stopped when we heard something. It was the guide. He said “So this is why you were lagging behind maan”. “You newlyweds, no problem. Just be done in ten minutes.” Jayne and I laughed and I finished masturbating her to a wet orgasm.At dinner we were asked for our total and told them only two fucks giving the excuse that we went overboard screwing the night before. They laughed and said that the best strategy is to abstain the night and even days before. We asked their count and two couples had four fucks and the other three. The game continued all week long with totals given at every dinner. Jayne and I fucked and sucked all over the place…on beaches, on the pool deck at night and even a hand job in the casino. I didn’t realize how oversexed and under fucked I was. Jayne also had an insatiable appetite for sex and orgasms. It was as if her boyfriend held her back sexually. At breakfast Hannah told us about the final twist. “Still continue to rack up fucks during the day but at dinner we will tell you when and where everyone is to meet later on in the evening.” We nodded OK and continued on our last daily fuck quest. At dinner, fuck sub-totals were calculated and as expected, we were in last place, by a very large margin. These people can really fuck! Everyone gave us a round of applause and said we did extremely well for game virgins. At 11:00 PM, after the ice skating rink had closed, we were to meet there on deck 3. After dinner, Jayne and I decided to just leisurely walk around the decks and have a few drinks and rest up. We talked about our unusual vacation and escapades and our new relationship. We really didn’t get our money’s worth on sightseeing in the tropics but we definitely found a worthy substitute !We arrived clandestinely at the rink and all were there. For the finale, bonus points came into play. For no more than ninety minutes you can fuck or suck or play bostancı escort with ANYONE. You don’t have to do it and can stay with your own partner. But if you play with someone else , that counts as five fucks each. We looked at each other and said we prefer to stay with each other since neither one of us had ever participated in group play. When time started Jayne and I went at it in the seats paying no attention to anyone else. Jayne was sucking my cock and rubbing my balls to encourage my orgasm. Before I could cum, I was enveloped by our new friends and taken away by several of the group. The same happened to Jayne. We surprisingly gave no resistance, probably from all the drinks we had consumed.Hannah and the other two voluptuous ladies were all over me. On my face, sucking my throbbing cock and fingers in and out of my ass…”was this a dream”? Jayne was experiencing the opposite…a 7 inch cock in her mouth and one guy licking her wet pussy and another in her ass. After about an hour and countless positions later, the fuck fest ended. Hannah said for all to clean up and meet at the forward Oasis lounge for final night drinks and game wrap up. Jayne and I went back to the room, quite wobbly, and collapsed lifeless on the bed. Simultaneously we said “what the fuck just happened.”As we showered and dressed we told each other what was done to each of us, or at least as much as we could remember. We were so sore and tired but made our way to the lounge. We entered the area to a standing ovation by our friends. Actually the entire bar clapped for us and had no idea why. We all laughed and re-told stories of being caught. It was such a hoot. Finally, Hannah rose to give the final outcome. No surprise, we were still last. Hannah and her partner had won so they would be getting the free cruise next year and we would be contributing to it. It was well worth it because Jayne and I had such a fun time, on so many levels. In closing, Hannah said they all had voted and would be doing something they had never done before. The winners, Hannah and her partner, would be forfeiting there prize and would be awarding it to Jayne and I. Hannah said that never before had virgin players been such good sports and done so well that they wanted to ensure our return next year so the spoils would be ours. That was incredibly nice of our new friends and absolutely wonderful. The funny thing is that we were going to ask them if we could possibly join them next year.On the flight home, we talked and replayed the entire cruise. We laughed so much. But now, what about our future? What about the office? Jayne and I finally admitted to ourselves that there had always been something there, some undefined bond between us never allowed to bloom. We wanted to make our new relationship work and actually, I had a way to help ensure that. As much as I needed Jayne to support me and my work, I had already planned to promote her as director of her own group in another department. She needed test and cruise the waters somewhere else and I would be her port of call.