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Deckhand Adventures 01

Story Info
New job on a boat leads to some teasing satisfaction.
3.8k words
4.52
10.1k
8

Part 1 of the 2 part series

Updated 06/10/2023
Created 06/16/2020
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A few months ago, I started working as a deckhand on a small passenger ferry. This ferry brings passengers to and from 2 neighboring islands which are 10 and 20 minutes away from our dock. During my training, I was told there was another skipper who was currently visiting some family in Africa somewhere and would be back in a couple of weeks.

I usually show up to the boat early so that I can do my checks and this started like any other beautiful morning. It was early March and before 7 am, the sun hasn't even peeked over the mountains.

As I was nearing the end of my last voicemail on the request line, I felt the boat rock with the telltale sign that somebody had come aboard. When I looked up, I was greeted by a bright confident smile. He introduced himself as James, who had just come back from Kenya. After some smalltalk getting to know each other, we were underway with a few passengers.

The cabin is closed to passengers and the trips between the islands vary between 10 and 20 minutes. During that time, we spent the first few days of our shifts together getting acquainted. I was new in the area and he was able to tell me of some hidden gems around.

Cut to the following week, after 3 days' break and we were back on the boat for another shift. This day, it was particularly chilly on the water and called for some more cozy and comfortable clothes.

That morning, we were on the way to one of the further islands, about 20 minutes one way, and was doing my regular 360 check of the area. This is a pretty regular habit as we not only look for potential hazards in the water, but we tend to have some amazing wildlife that comes through the sheltered waters here.

As I looked over to where he sat, to check the windows, I had glanced over and saw the subtle outline of his cock pressed between his right leg and sweatpants. I continued my checks as usual and avoided a second guess or double take. We arrived to our destination shortly afterwards where I jumped off to tie the boat to the dock and let our customers off.

There was nobody to bring back on this trip, so after untying the boat and pushing the stern out, I made my way back to my seat and we were en route.

While doing my checks once again, I couldn't help but glance over to see if I had imagined things earlier. This time, the outline seemed larger - almost halfway to his knee! Looking back to the bow, James let out a giggle and said, "the vibrations sometimes, you know?" I must have turned red now if I wasn't already from seeing that silhouette of his beneath his sweatpants.

I nervously giggled, agreed and tried to let it slide out of mind so that I can continue looking out and minding my own business. As much as I tried to, though, every time I would turn, I'd sneak a glance over in his direction only to be surprised that it was still there. Nothing much was said for the rest of the day, but work went well. After a good night's rest, we would both be back on the boat for another shift.

This day was particularly dead even for a Tuesday. The seas were pretty calm, but it was gloomy and cold, so we were running empty trips to make our scheduled runs. On one of the first morning 20 minute trips, I got curious and glanced over one more time to his legs and noticed his bulge once more. My jaw dropped a little and I hear, "Want to see it?" From James.

I stutter and blabber. Before I can say anything concrete, in a quick motion, he lifts his hips off the chair and slides his sweatpants down to his knees, releasing his imprisoned member. It flops from its own weight from where it was lightly stuck to his right leg and onto his lap, not even semi-hard. It came to rest with a light smack on his left thigh. Before I could really react, he pulled up the waistband of his sweatpants and snapped them back into place, hiding once again his cock from sight.

I looked up at him, trying to get it out of my head that he flashed me, and saw hints of embarrassment on his face. "I'm sorry," he said. "Seems like you just needed to give it some room to breathe," I giggled awkwardly to which he joined in laughing.

For the rest of that day, we made every effort to continue our normal conversations and duties without thinking of what had happened. That was easier said than done. The more I tried to go about my day, the more I recalled that sight more clearly. Suffice to say, it was a relief to finish work for the week and head home for a break.

That weekend, I spent my time lazily completing chores at home. The weather was getting warmer now and it was nice to be able to sit outside and enjoy the warmth of the sun. I took my time doing odd things around the house and garden, shaking my head every time a flash of James' cock streamed through my mind. I found myself licking my lips at one point and quickly finished watering the plants, frustrated.

The start of the following week brought with it warmer weather; with that came more passengers. While travelling, James expressed apologies again for last week. "It's no big deal," I said as we were arriving at our destination, "it all just happened really fast and it took me by surprise." I left the cabin to secure the boat and help passengers off.

Seeing we had nobody to pick up, I pushed the boat out, jumped back on, and went back to my seat inside the cabin. James had a smirk on his face when I sat down and I caught sight of what was happening in - kind of out - of his shorts. The shining head of his penis was poking out the bottom of his shorts as he sat. I swallowed hard and stared dead ahead of the boat for the remainder of the trip. When we got to our dock, I secured the boat once more and helped a few customers on for our 20 min journey up next.

As I was climbing back to my seat, I gave a quick look over to notice his member still peeking through his shorts. James was pointing out how calm the water was today and I joined him in smalltalk in an attempt to normalize my own awkwardness. Was he even aware that his shorts weren't containing it?

It was a very long ride going but as expected, we had nobody on the return trip. After a few minutes of suspense, "All happened too fast?" James asked.

"Huh?" I responded.

"Is this speed ok?" He said and he lightly tugged at the hem of his shorts, pulling them up slowly, revealing more of his shaft.

I gulped and nodded minimally, realizing we were nearing our dock once again. There were just a couple of customers to take across on one of our shorter rides, 10 minutes long. Same thing on the return, two passengers. The whole while, half his cock was resting exposed against his right thigh. It became clearer, now, to me that he enjoyed showing it off - it was definitely worth showing off. Also, I sensed he enjoyed watching me stutter and stammer, gulp awkwardly, and try not to stare.

Knowing that nothing could be seen from outside the cabin by passengers made it more thrilling, I suppose. While on the back deck, customers could only see the upper half of our backs, shoulders and heads (the lower half of us was hidden by seat backs).

Upon arriving at our dock, we had a half hour break. After helping passengers alight, I walked around to the hose on the dock and unrolled it to give the boat and dock a wash. The spray was welcome during the heat and it helped to cool me down and keep me occupied.

During that time, James had gone below deck into the cave in the bow to rest, I assumed. When I was finished washing up and putting the hose back, we still had another 20 minutes left on our break. I made my way back into the cabin hoping to lie down for a while.

After closing the door, I walked towards where James was sitting in the cave. He was sitting back and scrolling through his phone. I sat opposite him and checked my messages before stretching out, lying down and closing my eyes for a few minutes.

My alarm went off with 5 minutes left on the break. I opened my eyes, looking up at the ceiling of the small space, then rolled over to my right side. Across from me, at eye level, was James' fully erect dick pointing towards me. He paid no mind to my stirring and continued to scroll through his phone.

His cock was still protruding from his shorts, straining against the fabric as it was engorged, its smooth head glistening. I reached a hand out and with my finger lightly traced its underside from his shorts to the tip which oozed a glob of pre-cum onto my finger and twitched. I withdrew my hand and without much thought, licked my finger clean and I sat up. James was now watching me with bewilderment. I smiled slightly and stood, walking out of the cabin and to the dock to greet a few waiting passengers.

The 10 minute trip across was tense. Nothing was said but we had exchanged a few glances while I continued to try and keep a poker face.

After letting off our passengers, I went back to the cabin, and, knowing the boat was empty for the return trip, I stood near James and reached a hand over to cradle his cock. It was still semi-hard and poking through his shorts. I just let it rest in my hand instead of on his thigh where I'd seen it so many times. I didn't move or grasp, I just looked ahead and felt its weight change in my hand as James got harder.

Whether it was anticipation of my actions or the vibrations that were arousing him more, I couldn't tell. He obviously was enjoying it as he shifted in his seat slightly to turn towards me. He kept his eyes out to sea and I was paying more attention now to his cock. It was heavy in my hand, thick, smooth, and the head was perfectly bulbous. As we were nearing our dock and the boat was beginning to reduce speed, in one quick motion, I delicately grabbed his shaft, turning it upright, and licked it from just under the head upwards.

He gasped and more pre-cum landed on my tongue. I kissed the tip, licked my lips, and left the cabin swiftly to tie the boat to the dock.

It was lunch time now, so, after securing the boat, I waved to James through the window. I assume he was still gathering himself and his things while I got going on my walk home for the break. I sat at my kitchen table having a warm meal and thinking about what had just transpired. I touched it. Twice. And tasted it. Twice. Once directly. I, myself, was throbbing in my shorts and hardly noticed that I had finished my plate. I cleaned up, sat outside in the sun for a few minutes before heading out again for the afternoon shift.

The first trip after lunch is always busy. We had a load of people to transport across the shorter trip and back. This continued over several trips that afternoon, but soon, the rush was over and we were running our scheduled trips empty of passengers. I had been thinking about what would happen next and how I would approach it, hypothesizing and overthinking.

When I returned to the cabin, I found James' shorts around his ankles, he was turned in his chair to face me, his fully exposed cock pointing ahead. We had 10 minutes and an empty boat.

I knelt by his bunched up shorts and ran my lips along the side of his shaft. I moved up and down the entire length of his cock, licking and slurping my way around. It was big and seemed to be getting bigger.

He had to focus on maneuvering the boat, so I knew his attention was split and that he couldn't engage much more than the occasional grunt or moan. After about 5 minutes, I started to slide the tip of his oozing head past my lips. Savouring every bit, I could feel him throbbing as he entered my mouth. I could hardly get his large head past my lips, feeling my jaw stretch as I continued to try and fit more of it in my mouth.

Every time I withdrew, I would flick my tongue on the underside of his dick, feeling more slick juice coaxed out with every move. Just as I was able to get the first 2 inches of him in, I knew we were nearing our destination and withdrew, leaving him panting for more as I concealed my own arousal and made my way out of the boat to tie on to the dock. He shifted in his seat to pull up his shorts again covertly as I helped load up passengers for our last trip of the day.

That afternoon, with little to no words spoken, we did our jobs, got people to where they needed to go, and kept a not-so-little secret to ourselves. I knew his frustration and arousal would persist, as my craving for more of him would, but the day was done, and I made my way home for the night bidding him farewell with a wink as I walked away. He waved.

That night, I was tossing and turning as the weather shifted and brought with it a deluge overnight. I woke up from a half-sleep parched and after gulping down some water, finally fell asleep for the rest of the night. The next morning, there was no sign of the weather changing.

Typical springtime... I knew, while walking to work, that the day would be long and dreary looking out at the grey sky, grey seas, and grey islands. Despite that, I knew that bad weather meant less passengers, which meant more privacy.

"Good morning!" James said, joyfully.

"Hey. Had a good rest?" I asked.

"Good enough"

"Hopefully you took care of yourself and crashed," I joked.

"Actually," James replied as he unlocked the cabin door, "I didn't."

I looked up at him inquisitively, "I don't know how you can do that"

"Pretty simple, I was wondering how you would continue."

"That's presumptuous!" I flirted.

We set off on our first journey quietly with an empty boat. I looked over to where he sat and he rotated to face me a little, suggestingly. "Not going to let it out today?" I asked.

Tracing his cock through his sweatpants, "What this?" He asked playfully.

I nodded.

"Why would you want me to let it out?" He replied.

Giving it a thought, I said, "Seems like a pattern, I figured..."

"So what then?" He coaxed.

We were nearing the first stop then and as I got up to tie up the boat, I replied, "It's not going to suck itself"

There was nobody to bring back on this trip as well. As I got back into the cabin, I find that James had slipped out of his sweatpants and had them bunched around his ankles once again. He was cupping his balls in his left hand as his shaft swayed and swung with the movement of the boat, his right hand holding the steering wheel. I paid attention to how much smoother he was. He must have trimmed all over and the sight was welcoming.

I licked my lips before extending my tongue out to meet his balls. He removed his hand and I felt their weight as I tongued their underside all the way up to the tip. I repeated this a few more times, feeling him shudder and sink deeper into his chair. Without much more warning, I pushed the tip past my lips, holding the head of his member tenderly between my lips and flicking my tongue over and around it. His pre-cum adding a tasty flavor to the warm wetness swirling in my mouth.

I released his head with a pop and a slurp as he moaned. After looking up, I noticed we were nearing the dock, and, like many times before, got up to do my job.

The next trip, James had covered himself up a little as we had a couple of passengers to take on the longer trip, and we didn't want to risk getting caught by continuing. I knew that I was teasing him and he didn't seem to mind. "The suspense is killing me," he said as we made our way across gloomy seas.

"Me too," I replied simply.

After unloading our passengers at their destination, I returned to the cabin and with an empty boat, found James' cock still shining around the head from my attention, free from its hiding spot and awaiting my care. Knowing we had 20 minutes before docking, I figured I might have enough time to push our limits a little.

With hardly any hesitation, I knelt and reenacted what I had done earlier, licking him from just under his balls to the tip several times before taking his head into my mouth and swirling my tongue over it. He moaned again and tensed up, releasing a few large drops of pre-cum that I could feel and taste on my tongue. This prompted me to do more. I took a deep breath through my nose, still licking his head, and slowly lowered myself down his shaft. "Oh yes," he grunted weakly.

I made it couple of inches down and back up to just beneath the head. I repeated this several times, making sure to not only get a little deeper each time, but to continue using my tongue when I came to rest by the tip. My jaw ached but he tasted so good. It felt great to know he was enjoying it and that I was pleasuring him. He never thrust or made any sudden moves, he just relaxed, drove the boat, and let me have fun.

After another breath, I took as much as I could of his cock into my mouth. As his dick hit the back of my throat, I opened my eyes to realize I was only halfway. Keeping my tongue flat and wiggling it left and right, I tried not to gag as he moaned loudly. I released his cock from my mouth, slurped, looked up at him while holding the base, and caught my breath.

He looked down at me and nodded approvingly. I followed up by quickly sliding his cock into my mouth until he was hitting the back of my throat again. I was sucking him faster now, feeling his throbbing head slam and ooze pre-cum into my mouth. I was drooling around his cock and it was dripping around my hand and to his balls. I used the lubrication to cup and massage his balls as I forced his cock past what I thought was possible.

Suddenly, he was past the back of my mouth and entering my throat. 7 inches down. 8 inches. 9. With my eyes closed and tears streaming, I didn't know how much I could take. With every bob of my head I was taking more of him in. With good rhythm, I was moving up to the tip before slamming myself back down, impaling my throat with his throbbing member as he moaned and grunted. I stopped and opened my eyes when I felt my nose touch his lower abs.

I took in a breath, resisting my gag reflex, and swirled my tongue around once more before releasing his cock from within me.

I gasped for air and swallowed hard, panting and sniffling. "Holy fuck!" James exclaimed.

"Mmm," I responded quickly before taking his entire length. Tip to base. Not fast, but repeatedly. There were just a few minutes left before arriving at our dock. I was contemplating whether or not I'd be able to push him over the edge. I wanted to.

I continued bobbing my head back and forth. He starting bucking his hips lightly and thrusting to meet me. After a couple of minutes, I felt him throbbing and pulsing so I slowed down to take keep his cock to the hilt inside my mouth. With a loud moan and an ecstatic grunt, a first load of cum burst down my throat. I could only feel it. As I bobbed slower on his dick, he continued cumming.

After the first one down my throat, the second load was released on my tongue as his cock slipped down my throat once more. His third shot into my mouth as I was pulling away. This whole while, he was moaning and squirming, and amazingly, slowing the boat down for our approach to dock.

I continued sucking him, feeling him empty his load into my mouth and throat. I felt some escape past my lips and down his shaft with some down my chin. I licked up what I could, then held his cock with my hand, stroking it caringly with my mouth open and the head resting on my tongue. He watched me coax the last remaining cum on to my tongue before I swallowed all that remained.

Approaching the dock, I licked up the rest from his balls, shaft, and my hands, helping him pull up his sweatpants as I stood up. I snuck a glance outside and was relieved nobody was waiting at the docks. I secured the boat and went back inside to have a sip of water. "Wow," he said. I shrugged cutely and licked my lips again, savouring what was left of his massive load.

He remained seated, slightly shell-shocked as I went to the dock hose to rinse my hands and remaining cum from my chin that I couldn't slurp up. When I returned after pushing the boat out for another empty trip, he wondered, "So what else?"

12


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