Cruising The Mediterranean

When I finished college, it was suggested that I find something productive to do over the summer months so that I would not be idle before starting a proper job after Labor Day. Naturally, I had looked forward to a lazy summer for just that reason, I was starting a new job soon and this would be my last opportunity to be as unproductive as possible. There was negotiation and finally compromise; I would accept employment working as a deck hand on a private yacht in the Mediterranean, something arranged through a family friend. It was not unproductive, and it seemed like a good compromise since I would be in a low stress environment on a private yacht in one of the most beautiful places in the world.

After taking a few days assembling my gear and saying my goodbyes to friends and family, I took a flight to Nice, France, to meet up with two other fellows and then shuttled to Monaco where we would board the boat, a sleek looking cruising yacht of 50 meters, around165 feet. The boat had three levels; six staterooms and crew quarters for eight plus a private room for the Captain on the lower level; the galley, dining room, salon, library and office were on the main level; and a large party space, wheelhouse, and aft dining area on the upper level before going up a half level to the jacuzzi and sundeck. All in all, not too shabby.

The first afternoon was spent in orientation and introductions, and we were given assignments after the evening meal. Since I had the least amount of experience, I was assigned to general cleanup and keeping the boat tidy. This was like painting a bridge in my opinion; start at one end and work your way around to the other and then repeat the process. If an extra pair of hands, or some extra muscle, were needed, or if something unforeseen and sloppy occurred, then that fell to me as well. There was not a lot of thinking required but at least I could not screw up too badly, which suited me perfectly. The best part of the job was that the owner was only on board from Thursday evening until Monday morning most weeks and this allowed the crew ample time off when not on duty. Some weeks we stayed away from the home port and it was like a holiday with pay.

The first week went very quickly since the time was taken up learning unfamiliar tasks and adjusting to a wide variety of personalities. I shared a small room with a fellow from California named Christian, the grandson of a pair of hippies whose parents wanted to maintain the mystique of the era by naming him Cosmic Moonflower but settled on Christian as a favor to their parents. He was a nice enough guy and we got along well. Other crew hands were mostly nondescript except for the Captain, a surly, no nonsense individual who seemed a cross between Arnold in ‘The Terminator’ and a Marine DI. I got along well enough with him too but that may have been due to family connections or something else that I didn’t know about.

Week #2 found us cruising to Naples where we were to stay for another week while the owner flew to London for business. This was the first real break that I had since I started this job, and I was looking forward to some time off. The owner left on Monday morning and the crew spent the rest of the day cleaning the boat but after dinner those of us without duty assignments had the night off, time that I put to good use investigating local clubs and assorted bars with my roommate.

Arriving back to the boat, which was anchored in the harbor, around 2am via water taxi from the marina, Christian and I quietly said good morning to the fellow standing watch and proceeded to our quarters. As we started to get out of our clothes, Christian said that it was too nice a night to go to bed yet and suggested that we go for a swim, our first adventure. It was easy enough to get to the aft platform and if we weren’t rowdy or overly loud, there should not be an issue with the Captain, so I readily agreed. Leaving our clothes in the cabin we grabbed towels and silently walked to the ladder leading to the aft platform.

The night sky was a true midnight blue with millions of stars and only a thin sliver of a moon, and with the lights of the city glowing in the background, we threw our towels to the side and lowered ourselves into the water. It was fantastic. I had never imagined that any place could be so magical, and I was the happiest I had been in a long time. Christian was enjoying the moment as well and commented how this certainly beat swimming in the rough Pacific surf.

We swam around for a while and eventually worked our way back to the platform. As we hung on, enjoying the last few minutes in the warm water, Christian put his arm around my waist and told me how much he enjoyed our night out. I agreed with him and leaned against his body, feeling his taught muscles and his semi-erect penis against my leg. I acknowledged what I felt, and how I felt, by a smile and a kiss on his lips before climbing up the ladder to the platform, my own state of arousal clearly visible.

We didn’t waste any time when we got back to our quarters. Christian climbed into my bunk with me, and we kissed passionately. I was breathing heavily as Christian went from my lips to my neck and then worked his way down to my nipples. I felt my erection poking his chest and his stiff dick rubbing against my thigh as he worked each nipple in turn, eventually turning himself around so that he could take my cock into his mouth. As he wrapped his lips around my dick, I did the same for him and we moved up and down in a smooth rhythm. I could feel the sensation building in my loins and my muscles getting tense right before I had a powerful orgasm that shot a load of semen into Christian’s mouth. Almost simultaneously my mouth was filled by Christian’s cum as he ejaculated, and we remained still as we swallowed each other’s cum.

We lay in the bunk for a few minutes trying to regain our composure before Christian went to his bunk for several hours sleep. It was a great evening, and I was hoping that it was only the first of many more to come. Christian said good night in a quiet tone that spoke volumes about his feelings and satisfaction as well.

The next few days were busy but fun. The atmosphere was relaxed and the evenings always interesting depending upon the people at dinner and the theme of the conversation. After the rest of the crew went in their different directions, Christian and I usually went skinny-dipping from the aft platform and then we went back to our quarters for some hot sex. The situation was idyllic, and I was thrilled to have what appeared to be, the opportunity of a lifetime.

The owner returned on Friday and the weekend was extremely hectic. There were guests and late nights, some daytime cruising and picnics on secluded beaches for the guests, which consequently meant plenty of work for the staff. Even with the workload, there was fun to be had and everyone was pleasant.

The owner left on Monday afternoon and the boat was ordered to the east side of Corsica. It was to be a nice trip, a mixture of work and relaxation for the crew. On the first day out of Naples the Captain sent for me after dinner. It was the first time that the Captain asked to see me privately and I was a bit apprehensive although I could not think of any reason for the Captain to be displeased with my work.

Entering his room, a combination office and sleeping quarters, I was surprised to see the Captain sitting behind his desk in a pair of boxers and a tight tee shirt, completely relaxed. Here was a man with self-confidence and an athlete’s physique, someone who knew how to take charge of a situation; I was intimidated just walking through the doorway.

“Hey, Jeremy, take a seat,” he said.

“Thank you, sir,” I replied in a very quiet tone as I sat in the chair opposite his desk.

“No doubt you’re wondering why I called you here tonight,” the Captain said.

“Yes, sir, I am,” I responded. “I believe that my work has been satisfactory, at least no one has complained to me, so, yes, I am curious, sir.”

“No problem with your work, you’ve done well and learned a lot I am told. The mate and other members of the crew said that it’s a pleasure to work with you and you’re reliable,” said the Captain.

“Thank you, sir,” I replied politely, “now I am really curious.”

“Okay, let me get right to the point. You and your friend, Christian, have been enjoying yourselves quite a lot lately. It has never interfered with your work nor has it interfered with his for that matter. However, it would not be good for morale if I allowed this type thing to go on while you’re on my boat. It sets a bad example when two young crewmen share a cabin and then wind up being involved sexually. Someone might say that it wasn’t consensual, possibly coerced one way or another, and that reflects poorly on those in charge. You do understand what I’m saying, correct?” said the Captain.

“I believe so but, begging your pardon, sir, you said that my work has been good and so has Christian’s so if no one is complaining, and no one else seems to mind what we do when we are off duty, why is there a problem?” I questioned.

“There is a problem because I said there’s a problem; it is my boat and my rules,” he replied. “You are here to repay a favor to someone I know, and I keep my promises,” he said ominously. “But Christian is another story.

“Christian is a bright young man, a good man around the boat and he could have a future here or on one of the other boats in the area if he doesn’t screw up. It would be a shame if he left my employ and had difficulty finding work because his references weren’t ‘stellar’. These simple things have haunted many mates and affected their lives immeasurably,” said the Captain.

Maybe I was young and possibly naïve in some ways, but I know a threat when I hear it, veiled or not. What I didn’t understand was the end game. Where do we go from here?

I looked at the Captain and asked, “I believe that I understand what you’re telling me but what do you want from me?”

He grinned. “What I want from you is whatever I want, whenever I want it,” he replied. “I trust that I am making myself clear but if you do not understand, please say so now.”

I thought for a moment but realized that I did not have much choice if Christian were to have any chance after I left. Even if I did agree, Christian may still have problems later but if I walked out of this meeting, Christian would be out at the next port.

“If I agree to what you want, do I have your word that Christian will not be fired without just cause and that, if he leaves of his own volition, he will get a good reference from you?” I said.

The Captain smiled, “Fair enough, you have my word on that. Do we have an understanding then?”

“Yes, if I have your word about Christian then you have my word that I am yours for the remainder of my time on your boat,” I said.

“Good,” the Captain said as he stood up, dropping his boxers to the deck, and exposing his rapidly growing penis. “You can start by letting me fill your mouth to seal the deal.”

I looked into his eyes as I walked over and knelt in front of him, kissing the tip of his dick. I took his large, stiff cock into my mouth and started moving my head up and down, feeling his dick slide down my throat with each stroke. Clearly he was enjoying my talents and he moaned in gratitude as I licked and sucked his dick. He was in no hurry and made me work to get him close to orgasm before slowing me down to let the feeling subside. I had him to the edge several times before he rewarded me with a giant load of semen that almost shot out from my nose before I could swallow it all. He was an alpha male and I only hoped that I could fulfill my end of this devil’s bargain.

“That wasn’t bad for a beginner,” he said. “We have a couple of months together and by the end of your time on board, you’ll have learned a lot and your skills will improve.

“Go back to your lover and have a pleasant evening. I hope that he appreciates what you’ve done for him.”

I wiped my mouth and as I was getting ready to open the door, the Captain said, “What do you say, boy?”

I turned back slowly and said, “Thank you, sir. Good night.” He laughed quietly as I left.

I walked up to the uppermost level of the boat and looked out at the night sky and wondered how I had gotten myself into such an unenviable position. I was enjoying my job on the boat, I had made some new friends and found someone who I enjoyed spending time with, and now I am akin to a sex toy for someone else’s pleasure. The entire picture has changed.

The next couple of days passed uneventfully although I did try to keep myself in low profile. Christian and I did manage a couple of midnight swims, but I always felt that there were other, invisible eyes on us, and I was distracted by the thought. One evening, Christian even asked me if something was wrong or if he did something to offend me and it was then that I realized that my exterior attitude had changed even while I kept things to myself. I tried to reassure Christian that everything was fine and gave him a tender kiss, but I got the feeling that he saw through the façade that I tried to create.

At around 9pm of the evening before the owner was due to arrive, I got word that the Captain wanted to see me in his cabin. This was the message that I had been dreading and inwardly hoped would never arrive. I told Christian that I would see him later and not to wait up, and then gave him a quick kiss before leaving. He gave me an inquisitive smile but said nothing.

I knocked on the Captain’s door and entered to find the Captain with a towel wrapped around his waist. The bedspread had been pulled back exposing the sheets and two pillows were in the center of his bed.

Hi, Jeremy, how’s it going?” he said. “I hope that you didn’t think that I forgot about you.”

“Good evening, sir. No, I didn’t think that at all, I assumed that you were busy and had other things to attend to.”

“Care for something to drink, a beer perhaps?” he said, “Something stronger?”

“No, thank you, sir,” I responded coolly.

“Good, I also like vodka over ice in the evening,” he replied making two drinks and handing one to me.

I stared at the glass and then the Captain said, “Cheers” and clinked my glass. I took a long drink and felt the burning sensation as the alcohol flowed down my throat. “Make yourself comfortable, Jeremy,” the Captain said quietly, “Throw your things on the chair.”

I took another sip of my drink and began to undress, placing my clothes neatly on the chair as instructed. The Captain removed his towel and stroked his erect penis while watching me remove my shorts.

“Get on the bed, Jeremy, face down, spread-eagle,” he commanded.

When I complied, the Captain placed leather cuffs on my wrists and ankles and clipped hooks from stationery leather straps onto the cuffs. I was now immobile, face down and fastened to the bed frame. The Captain climbed onto the bed and straddled me, his stiff cock hitting my legs and buttocks as he moved. Next came a ball gag that he put to my lips, waiting for me to open my mouth to accept it before inserting it and fastening the strap behind my head. “Very good, you’re learning already,” he said.

The Captain got off the bed to get a tube of lubricant from his night table and then put some on his fingers before pushing one into my anus. He moved it around gently and then inserted a second to stretch me out. While he was doing this he spoke reassuringly, trying to put me at ease and to let me know that he did not want to hurt me, hoping that I would enjoy my experience with him. He then asked if I had ever done this before; I nodded in the affirmative. He asked if I enjoyed having a hard cock in my ass; I shook my head no.

“Well, let’s hope that this time will be a better experience for you,” he commented. “Has Christian ever fucked you?” he asked. I exhaled and shook my head no again.

“Maybe he can have sloppy seconds one day,” he joked, “wouldn’t that be fun?”

I did not make a sound or a movement.

“That was cruel of me and I apologize for my insensitivity,” he commented. “A man should decide who to let into his ass and when, don’t you agree, Jeremy?”

With those words, he climbed back up onto the bed and leaned over me, his rock-hard erection poised at the crack of my butt. Slowly he slid it back and forth along the crack while whispering sweet words in my ear. Gently he let the tip slide down to my anus and then slowly added some pressure to gain entry. I tensed up but he told me to relax and enjoy the moment, savor the feeling of a firm dick entering my ass.

I tried to relax and focus on other things, happier thoughts. Swimming with Christian in the moonlight, the warm waters of the Med, the fun times in Naples; I felt comfortable again even as his cock entered me.

I felt his weight on my back and his dick in my ass. He slowly started to move in and out, gently, slowly, rhythmically. I relaxed and let the sensations flow through me, the stretching, the slight pain that bordered on pleasure, and I began to move in response to his thrusting.

“That’s a good boy, just take it all. Nice, isn’t it? You like the feeling of a man’s cock in your ass, don’t you?” he said.

I could only moan in response as I lay there with my eyes closed, enjoying the sensations for the very first time.

“You’ve got a wonderful, tight pussy, my sweet,” he said in my ear. “You enjoy having me inside you, don’t you?” he asked. I nodded in response.

The tempo quickened and the thrusts became deeper. He grasped my wrists as he pumped harder and faster, and I pushed back with equal gusto. His body tensed as he gave a final thrust and then he stopped all movement while he shot his load deep into my ass, moaning quietly. I felt myself on the brink of ejaculating but the feeling subsided when the Captain stopped moving and had his orgasm.

When he was drained, he rolled off me, going to the head to clean himself up, leaving me fastened to the bed. I simply lay there, unable, and unwilling, to move. He returned with a warm washcloth and gently wiped away the semen leaking from my anus. He unclipped my cuffs and left me to unfasten the ball-gag and remove the cuffs. Once I was free, he handed me the washcloth to clean myself up before wrapping himself in his towel.

I slowly put on my shorts and tee shirt, and slipped on my deck shoes, stopping to look at him when I finished. I didn’t know what to say or even if I should say anything. The Captain looked at me and smiled.

I leaned over to him and kissed his cheek. “Thank you, sir. Good night,” I whispered.

“Good night, my sweet,” he responded. “Until next time,” he added.

“Until next time,” I replied.

I went down to my quarters to get some sleep since it would be busy for the next few days and I could use some rest. Christian was still awake when I entered, and he asked how things went with the Captain.

“Not bad at all,” I said, adding, “he said that he heard from some mutual friend of my family and was asked how I was doing so he wanted to see for himself,” I lied.

“You were gone for quite a while, so I was getting concerned,” he said. “I was tempted to go knock on his door, but I thought better of it and decided to give you more time.”

“I appreciate the concern, but it was fine,” I commented with a cheery voice, “a nice chat that went a little longer than anticipated by either of us I think.”

I got out of my clothes and went to wash up before turning in. Christian stopped me, saying, “Something is running down your leg. Are you sure that you’re okay?” he asked.

I grabbed a towel and quickly wiped up the semen that oozed out of my ass before Christian got more inquisitive. “I’m quite fine actually,” I replied and closed the door to the head.