Emboldened by his successful vacation with Ana, Suky, and Steph, Tim decided he wanted another honeymoon vacation with both of our girlfriends. Steph wasn't invited this time, having fallen out of our little group. However, Suky was game, and this time Tim wanted me to tag along and witness how much fun one guy could have with two women. Needless to say, I wasn't enthralled about the whole vacation scenario, but it got worse. This sordid love affair was going to be filmed and televised to an audience of millions.
Tim broke the news to me on FaceTime, shortly before they were set to leave. He was beside himself with joy as he told me that he had secured the four of us a trip on the Below Deck Mediterranean boat, a well known reality show.
"I am coming too?" I asked, seeking clarification.
"It is a mandatory work retreat," he informed me, in a very business-like tone. "There will be ten of us attending. You and Suky are invited as a couple."
Once I leaned that it was a work-related trip, I was very relieved. I was also excited to be on the latest season of Below Deck Mediterranean. I had watched every episode of the television show since its inception. I really enjoyed the dynamic between the guests, as they enjoyed the opulence of the ship, and the crew, as they struggled to provide exemplary levels of service and luxury. The contrast between the beautiful state rooms provided to the VIPs, and the below-deck, cramped, sleeping births that the crew occupied in the few hours per day that they were not toiling, was amazing to me. Two groups of people occupying the same multi-million dollar boat, but having two polar opposite experiences.
Tim, as global head of our company had decided to embark on a team-building exercise, and there were ten of us going from the company. There were three married couples, from the upper echelons of the company management, my boss Tim, his girlfriend Ana, and then Suky and I.
I read the brochure several times, mainly to establish that there were enough state rooms to accommodate five couples. To my relief, there were six double rooms on board, so I didn't have to worry about Tim enjoying the delights of Ana and Suky, and banishing me to the bathroom, when it was time to sleep.
About three weeks before our departure date, the producers called me to go over the travel arrangements. To my surprise, they had a Town Car scheduled to pick me up the following morning. When I suggested that the car was three weeks early, they dropped a bombshell. Apparently, this season they were experimenting with a new format, one in which one guest would spend three weeks below deck, prior to embarking on the luxury experience above deck. I had been selected as the guinea-pig for the experience, and was flying out to the boat tomorrow.
They told me to pack a very small bag, as the crew accommodations were extremely cramped, and I would be spending most of the time in my uniform. I was in such a rush to get packed and ready, that I never really had time to go over my new itinerary with Suky or Tim, my boss. The car picked me up the following day, and fourteen hours later I was in Greece, boarding the Below Deck Mediterranean boat.
Any illusion of luxury was shattered after my first sixteen hour shift. As the least experienced of all the crew members, I was assigned the lowest position on the boat, that of Junior Deckhand. They may just as well have called me 'gofer' as I did all of the crappy jobs that no one else wanted any part of. I cleaned toilets, emptied the trash, did all of the laundry, even cleaned up when anybody threw up.
After twenty-one days of suffering from the effects of physical exertion, muscle fatigue, sleep deprivation, and severe claustrophobia, from sleeping in a tiny room with two other crew members, I was summoned to the main deck, all spruced up in my 'dress whites', to welcome the rest of my party to the opulent luxury of the boat's upper deck.
Even though it was just a show for the cameras, it was emasculating to carry my boss' oversized suitcases up the gangway and into his state room, as he was greeted by the Captain and the senior crew members. Tim, entered the boat with Ana and Suky on his arm, as if they were both his fuck-toys.
I had seen Ana once before, in the back of the stretch limousine, although from my vantage point that day I was only able to ascertain that she was a petite Asian. I had also seen quite a few pictures of her, that Tim had posted on his social media accounts. However, in these days of selective lighting and filters, even the most average of young girls, can be made to look like an Instagram model.
That said, in real life, Ana was absolutely stunning. I had spent the last twenty-one days working and sleeping, and had not even had time to jerk off once. For this reason, I had to look away as she approached me. She was just too beautiful for words, and I felt my cock stiffen in my dress whites, as I imagined having sex with her.
She was having the same effect on the television production crew, judging by the lewd comments they were whispering among themselves. I could hear the cameramen and sound guys trying to figure out the relationship between Tim, Suky and Ana. There were even a couple of bets placed.
"Wouldn't be the first time some rich guy boarded with two smoking hot bitches," I heard one of the sound guys exclaim.
Their relationship got even more murky, when I was instructed to take the luggage belonging to all three of them, into the master suite. As I placed the last of the cases at the foot of the massive King Size poster bed, Tim spoke up.
"Thank you, young man," he addressed me, even though we were the same age. "We are going up to have a cocktail and watch the sunset. We would appreciate it if you could unpack our suitcases and put everything away. My white linen pants will need a press, too, before dinner."
There were cameras everywhere, and a microphone right above my head. I didn't want to mess up the production, so I stayed in character.
"My pleasure, sir," I responded, using the response I had been taught in my brief training session.
A broad smile crossed Suky's face as she watched my subservience to my boss. Then, as a kick in the nuts, Tim handed me a five dollar bill, as a tip. I had watched enough episodes of the show to know that the tip occurs at the end of the week long voyage. They even have a tip meeting among the crew to determine the amount of the tip, and each person's share. This five dollar gratuity was done to diminish me in the eyes of my girlfriend, and probably made for great tv viewing, once the show finally aired.
"Thank you, sir," I responded, knowing full well that any other response would be met with a resounding, "Cut!" from the filming Director.
Tim didn't acknowledge me further, but placed his hands on Suky and Ana's butts, and escorted them both from the room. The camera men and sound guys left the room behind the happy threesome. Apparently, watching me unpack my boss' suitcase and hang my girlfriend's lingerie in his closet next to his suits, would not make good tv viewing. As it turned out, Tim had packed fairly lightly and I had his clothes put away in just a few minutes. I hung his white linen pants on the doorknob to remind myself that they needed ironing.
Ana's suitcase was next and I had to handle this with extreme caution. I had the hots for that young Thai girl, and my lack of discipline could land me in hot water. As soon as I opened her suitcase, I felt my resolve weaken. I had been on this boat for three weeks, and the long working hours and total lack of privacy, had prevented me from jerking off. I was horny as hell when I opened up her suitcase and was presented with the visual of all of her sexy clothes.
My cock involuntarily stiffened in my tight white dress pants as I began to remove her clothing and hang it up. Short skirts, tight dresses, silky camisoles, high-heels, bikinis and way more many pairs of panties than one girl would need for seven days on a boat.
