Deckhand
by The Traveling Master
I know I might not look like it now with this overly sexy bikini, but I am a pretty serious sailor. I’ve done multiple sail boat races and simply love being out at sea. For the past few years, I started using my skills to get odd jobs navigating sails boats for the rich.
It turns out there is a pretty good market out there for free spirited people with the right set of talents. There are a ton of rich people out there and they obviously can’t be bothered to spend weeks sailing their prized sail boat to its newest tropical destination.
Especially since most rich people can’t sail for shit!
I slowly made a name for myself in the rich circles and was called to sail more and more. Last year, I barely worked at my regular job and almost exclusively sailed around the world. I loved it... So when I was contacted for a permanent job as a deckhand for this rich business tycoon, I just couldn’t pass it up!
Even if the guy seemed a little... Eccentric...
I had to give out a lot of personal details about myself and I even had to send a few head shots to the recruiter.
I understood that I wasn’t the only one that got the invitation to join the crew and I'll admit I hoped my looks would help me get the gig. I wasn’t as pretty as I am today, but I was still a great looking girl. Anyway, when the positive answer finally came, I didn’t think twice and packed my bags!
I had to sign a lot of papers and go through a lot of medical tests before I could finally board, but I had gotten the job and I knew that it meant I was guaranteed at least a full 6 months of enjoying the sea on a state of the art sailboat!
A dream come through really...
Once I finally boarded, I was greeted by all my fellow deckhands and they wasted no time in getting me situated and working. Not that I felt sailing such a luxurious ship was work, but I was there to do a job and I was determined to do it. Everything was perfect with the except of the special health cocktails...
God they tasted awful... But it was one of the owners' quirks and I was told it was anchored so deep in his beliefs that everyone just indulges him. Something about communal health benefits? I didn’t understand any of it, but I wanted to be part of the crew so I gulped them down without a fuss even after I realized how drowsy they made me.
Thankfully, they always served them to me when I wasn’t scheduled to be on deck. Which was good because after drinking one, I felt so drowsy that all I could really do was sit in the closest cozy chair and relax as I felt like the added health benefits made my mind tingle.
Or was it just my drowsy imagination?
Anyway, the other deckhands knew all about the relaxing effects of the drink so usually, one of them would sit down with me and softly talk to me until the drowsiness either made me nap or wore off.
Strangely enough, I never really remembered what it was they talked about, but I knew that it was all related to being a good deckhand and being a good deckhand meant I needed to be part of the crew.
After a week or 2, once I was comfortable with my place within the crew, the cocktails changed a little and instead of feeling sleepy, I felt energized and alert!
Like I was in a heightened state of mind that helped me focus on becoming the best deckhand I could be for the crew. Which is something I wanted more than anything, especially after we reached our rendez-vous and I finally met the owner
God he was so handsome...
He welcomed me aboard as we toasted with one of his energizing cocktails. I’m not sure if my hyper focus played a role or not, but as soon as I laid eyes on him, I was completely smitten! The crew had often gossipped about his good looks, but it didn’t prepare me for seeing him first hand.
All at once, I understood why all of them seemed to have a huge crush on him.
As I watched him go below deck to his quarters, I bit my lower lip as I realized I was already falling for his charms. There was just something about him... Something intense... Something… Commanding in a very attractive way...
Once we were under way and my evening shift at the wheel ended, one of the crew told me I was to follow her for my initiation. When I asked, she only told me that every new deckhand had to go through it to really be part of the crew. Since I badly wanted to be part of the crew too, I didn't think twice!
I almost smiled as I found myself in front of the owner's chamber door. What was this all about I wondered? I was about to turn the handle when my guide spoke up.
“Sorry... No clothes allowed for the initiation.” she said.
No clothes huh? I had participated in a few weird traditions in my time but this was a first. I was proud of my body and for some reason, I didn’t feel shy at all about showing it off. I undressed and gave my clothes to the girl. She smiled and left, leaving alone in front of the door.
I took a deep breath and went in.
It was dark and it took awhile for my eyes to adjust, but I eventually saw that I was in a large bedroom with what looked like a king sized bed at the far end. I couldn't make out much, but it looked like someone was lying in it.
“Tell me my dear...” I heard the owner’s voice echo from the darkness. “How willing are you to be a permanent member of my crew?”
Permanent? Woah! I had signed up for a 6 month contract and after a few weeks, he was already offering me a permanent spot? I must have really impressed the rest of the crew!
“Very willing Sir!” I said instantly.
“Each member of my crew is completely dedicated to this crew and the welfare of the ship. As well as its owner...” he said.
“I understand Sir. I can assure you that my skills can be up to every task you assign me. I'm willing to do anything!” I said, smiling to try and hide my excitement.
“Anything huh?” he said. “That’s exactly what I like to hear… Close your eyes...”
And I did. I knew I had to be perfect if I wanted to pass this little initiation. Naked? Easy... Creepy atmosphere? Not afraid of it at all...
I gasped in surprise as I felt a hand caress my hips... Then 2 hands... Ok, I jumped in surprise... Sure... But I controlled myself and didn’t move. If he wanted to get a feel, he was welcome to it. I wasn’t sure why... But I felt like he could. That it was perfectly normal for him to touch me.
“Excellent... You have very soft skin...” he commented.
“I take good care of myself Sir.” I said. “I know how important being healthy is. We share that belief. A healthy body is key in life. I can promise that I’ll work hard every day to be in top shape.”
“I know you will...” he said.
His hands gently cupped my ass and I almost pushed against them. Why was I so turned on by his touch? My arousal was growing and so was my curiosity. Did he want to spend the night with me? Was THAT my initiation? If so...
“I spent a lot of money to acquire this ship…” he said. “And I pay my crew very well... In return, I expect to be obeyed when I give out orders. Can you obey orders as a good deckhand should?”
“Oh yes Sir.” I said immediately. “On a ship, the hierarchy is extremely important for the well being of every soul on board.”
“Very good...” he said. “Place your hands behind your head.”
Instantly, my arms went up and I crossed my fingers behind my head. Whatever he asked tonight, I was prepared to do it. Earning my place on his crew was everything to me.
“Hierarchy is very important on my ship... You should always obey your superiors. As you would be new to our crew...” he said as his hands slowly went up my sides.
“I understand Sir.” I said. “As the newest member of the crew, I would be at the bottom of the proverbial food chain.”
“Very good...” he said as his hands crept around my chest, cupping my modest tits. “Do my hands bother you?”
“No Sir!” I said instantly. “Please feel free to let them test my dedication to becoming part of this crew.”
I’m not entirely sure why I said that, but as the words left my lips, I completely agreed with them. Of course I didn’t mind his touch. He was so incredibly handsome... Sexy... If he wanted to feel me up, he was more than welcome to do it. I’m not sure why I thought his hands could ‘test’ my dedication, but I felt confident they could.
“Marvelous” he said as his fingers pinched my nipples.
I expected a jolt of pain, but I only felt a small spike of pleasure as he rolled them between his fingers. After a moment, his right hand let go and slowly caressed its way down my tummy.
I knew I was horny already, but I was amazed at how good his fingers felt on my skin. As if I had been engaged in some form of foreplay for hours! I was acutely aware of where his fingers were headed. Ever so slowly...
My mind felt hazy... I briefly wondered why this all felt so good before I decided I didn’t care. His hands were taking the lead. Taking charge of the situation. I had to prove that I was a team player. That I would be a good deckhand and obey my superiors, regardless of what they needed me to do.
I was acutely aware of his destination so I decided to show I would yield to the Hierarchy of his ship and I parted my legs so his hand wouldn’t be hindered.
His fingers found my clit without any trouble. I had to suppress a moan as the pleasure exploded inside my loins. My mind felt the arousal crash and battered against my resolve to stay in the position he wanted me in. I felt weak in the knees as he traced circle after circle around my swollen mound as his left hand continued to massage my nipple.
“Excellent my dear…” he said. “I can see you understand the nature of the command structure aboard my ship.”
“I... Hmm...” I tried to say as I let a moan escape my lips. “I do Sir. I’m dedicated to it. You can trust me completely.”
“My dear... Trust goes both ways…” he said. “Can you prove that you trust my judgment? My command? As well as the ones from your superior shipmates?”
“I... Hhmmm...” I said, still trying to fight the arousal. “I’m ready to obey and prove... hHHmmm... My dedication... What can I... HHhmmm... do Sir?”
He didn’t answer and simply rubbed... Ever so slowly... He was so gentle... Deliberate... Each circle sent wave after wave of pleasure... I was starting to lose track of my surroundings... The haze in my mind got stronger and stronger as his hands seemed to play with my arousal... No... Not play...
Command it.
I was so lost in my delirium that I didn’t notice when he guided me towards the bed.
I didn’t notice as he softly pushed me so I would bend down on the mattress.
I didn’t notice as his hands slowly spread my ass cheeks.
But I did notice when he started to insert his cock.
Oh god did I notice...
His cock head slipped in as if it was always meant to be inside me. My eyes popped opened as I became vividly aware that he was going to fuck me. He impaled me so delicately that I felt every delicious inch of his cock penetrate my folds. Sadly, I couldn’t see anything because my head was pushed down against the mattress and my hands were still behind my head.
But I didn’t care.
His cock reached deep inside as I felt his hips connect with my ass, sending a hot spike of bliss up my spine. He was big... And as he started to move in and out, I realized with a deep sense of satisfaction that his size was actually... Perfect...
But even those thoughts evaporated as the pleasure drowned out everything in my mind. The only thing I could think of made me realize how hot it made me feel.
He was commanding me. He was commanding my pleasure.
And it felt earth shatteringly amazing…
His rhythm switched and changed with his whims and I didn’t care. Each one was perfect... Sending my pleasure ever higher until I couldn’t take anymore. I screamed in the sheets as the orgasm finally ripped through my body. My body felt on fire as I crested over into my release.
A release he had given me... Commanded me to experience…
As I regained my self-composure and my breath, I felt as if something fundamental had changed. I didn’t have long to ponder this feeling though. I felt his deflating cock slip out. A sharp pain on my right ass cheek told me he had just slapped me!
“Well my dear…” he said. “It’s official, you are now part of my crew.”
His words... I had done it! I’m part of his incredible crew! I felt giddy with excitement! I couldn’t believe it!
“Now for your first official order…” he said. “You will turn around and clean your owner’s cock.”
His words... His commands... He was the owner and the owner must always be obeyed. That is the rule on his ship.
I instantly turned around and fell to my knees. His cock was all wet and slick with our juices, but it didn’t matter to me. Which I found exhilarating! Before, I would have gagged at such a request, but now... I looked at his cock and only found joy in being able to obey his commands.
I took him in my mouth and licked him tenderly. Slowly... I wanted to make sure I cleaned him to the best of my abilities.
“Hhhmmm...” he moaned. “Wonderful... You will make an excellent addition to my crew. Tell me dear... Which shifts did you end up getting?”
I licked one last time for good measure before looking up at him to answer.
“I got the 5 to 8 shifts. Both in the mornings and evenings.”
“Good good...” He said as he patted my head.
The gesture made me feel all warm inside. That was odd wasn’t it?
“After you finish your shift tomorrow morning, you will come to my cabin. Understood?” he said.
“Yes Sir.” I said, then thinking things further. “What if you are still asleep? I would hate to wake you Sir.”
He smiled and took my chin in his fingers.
“Oh my dear... You most certainly WILL wake me.” he said. “Tradition on my ship dictates that the owner will be awoken with a long slow blowjob. Tomorrow, after your shift ends, you will come to my room and perform this tradition. Understood?”
“OH!” I said as I understood. “Of course Sir! It will be my pleasure.”
“Good good…” he said, releasing my chin. “If you prove as good as I think you will, it may be your official task as my newest deckhand. Now run along and tell Jennifer I am ready for my evening massage.”
“Right away Sir.” I said as I got up and left his cabin.
I was on a cloud! I couldn’t believe I was actually an official member of his crew. I found Jennifer on the upper deck and relayed to her the owner’s message. She smiled and went below. As I watched her leave, I realized she was naked.
As I turned to look around, I noticed that all the deck hands were naked. As Sasha walked passed, I just had to ask.
“Say Sasha...” I said. “Is it protocol to be naked?”
“Oh yes... Whenever we are in open ocean and without guests. It’s one of the Owner’s little quirks.” she said, eyeing me with a smile. “Say... I assume you passed the initiation?”
I only nodded and smiled.
“That’s awesome!” she said. “I was hoping you would join us! Does this mean you got the morning detail after your shift?”
“I did, yes.” I answered.
“Oh boy! Then you better go get your beauty sleep girl!” she exclaimed.
“Why?” I asked.
“Because you’ll find that the owner has plenty of stamina when he wakes up. Not to mention self control…” she said. “Since you’re new, I would guess that you won’t get any rest before noon!”
“Oh my...” I said, realizing how little sleep I had left before my morning shift at the wheel. “I better go then! Thanks for everything!”
I went back down below to my quarters and tried to sleep. Which was hard because I kept imagining all the yummy things my owner would command of me once my shift ended.
I was so happy to have been claimed by my owner.
Huh... I mean...
The owner of the ship!
So need to join crew.