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Sailor Boy
🕑 Added 2021-09-27 20:31:44 +0000 UTCIf this isn’t your thing, don’t worry, because a futa on male story (Community Service pt.3) has been uploaded alongside this one!
This one is a little different, a gay male story in which Tim’s girlfriend makes a deal on his behalf to give sexual favours to a tall, older man in exchange for sailing them to a private party. Unfortunately, things get out of hand when his girlfriend isn’t watching….
Enjoy! – TSG123 x
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"Let me lick your asshole."
"WHOA… no WAY!"
The fresh sea-air was cool on Tim's forehead, and up until that moment the golden Mallorca coast had seemed almost heavenly. Thin, gentle lips stared up at the older man in disgust.
The man sighed, resting a large hand on the side of a sleek, but faded white sailboat.
"It'll only be for a few minutes, and it won't matter because obviously you're not gay."
He had handsome, craggy features, a clean-shaven face, and the slightest hint of a gut, although any fat he did have was more than matched by his muscle. All of these plus humorous green eyes placed him around forty-five , although he had the vigour of a man decades younger. One could have described him as dashing.
"Urm, how long will it take to get there? " chimed Lexy.
Typical. Tim's girlfriend remained hyper-focused on what she wanted, shaking her ponytail as long nails tap-tap-tapped on the solid steel railing of the ship.
"About fifteen minutes depending on how far down the coast they go."
"Urm, Lex.... did you not hear what he asked for?"
"Yeah?" she said, like it was obvious.
"So, you're cool with that??."
A fierce gaze surfaced from her perfectly made-up features.
"... YES Tim, this is the only way we're gonna sneak on that boat party, and I don't wanna miss it, DJ X8 only hosts these parties like, once a year. It's the whole reason we booked this holiday, now stop interrupting!!"
He watched, shifting back and forth on his heels as she continued talking with the stranger, discussing the details of how Tim was going to put out for him.
"So how long do you need?"
"Ten minutes should do it, but I want him clean and shiny for me."
"L-lexy!?"
"SHUT UP TIM! Sorry... B... bud was it?"
"Jud," he replied with a leisurely smile.
"Yeah, right... He'll be cleaned up."
"Then I'll see you both tonight."
Lexy flashed him a fake smile and strode away, not waiting for Tim to catch up.
He bustled after her, waiting til they were out if earshot as they wandered down the pier, through gorgeous yachts and luxury vessels, before attempting to remonstrate.
"Lexy.... you can't be seri-."
When she set her eyes on him, they were snake-like.
"I don't want to hear a single word out of you… hell I'll suck him off and go to the party myself if I have to… You know I’m actually doing you a favour by not allowing another man to touch me??”
Her face morphed into a teary pout.
“You’re gonna do this for me, right??"
Tim’s head bowed, crossing his arms tight against his chest.
"... I guess..."
***
" You look stunning."
"Thanks," said Lexy, bringing her hand up the slim white dress she had painstakingly chosen over the course of two hours.
"I wasn't talking to you."
Her face became a grouse, then she shrugged as Jud positively drank in the sight of Tim's lithe frame stepping after her onto his boat, snug in a black suit and white tie. His hair was placed into a fringe which came down across one of his grey eyes, which seemed to be trying its best to remain hidden behind the dark brown curtain.
It was the polar opposite of the seaman's easy attire, shorts and a loose white vest, and they both took a moment, Jud of pleasure and Tim of reluctance, to examine each other, before Lexy clicked her fingers.
"Can we get this bit over already?"
Jud chortled.
"All in good time!"
He sidled to the wheel and started up the motor.
"Uh, you said we wouldn't need that."
"I can cut it off when we get close," he replied, and Tim watched as the man's muscles flared, hoisting one of the ropes to keep the sail extra tight, locked away.
Under normal circumstances he might have been nervous about Jud attempting to steal his girlfriend away if he hadn't already been hitting on him.
Soon they were moving, and Lexy gripped the handrail as they began to set off towards the darkness, not looking back once at the coastal sunset as Tim stared wistfully.
"Beautiful isn't it," said Jud, casually adjusting the wheel.
"Yeah."
"You like nature?"
Tim had no plans to converse with a guy who was preparing to lick his asshole, regardless of the man’s appreciation of nature.
“Yep.”
"You can call me captain if you like."
Tim kept watching the sunset, decidedly less appreciative of it with Jud forcing a conversation on him.
"No thanks," he replied tetchily.
"I'll let you wear a sailor’s hat... I keep it in my quarters for naughty boys like you."
Tim trembled, clenching his fists, and moved to the prow of the boat.
Soon they had moved to a wild section of shoreline, far enough from humanity that the beach began to fade beneath the pink and orange hues of the overhead sky, a subtle wind bringing tangs of fresh salt with a hint of seaweed.
Tim managed to lose himself for a moment in it, before Lexy's shrill voice snapped him back to reality.
"Why are we here??"
Jud weighed the anchor, before moving towards the prow of the boat and coming close to Tim.
"To set the scene... Honestly, where's your sense of romance."
"Ew," said Lexy, who was watching them now with disgust, but also a vague sense of intrigue.
"Uh, can we... Can we go somewhere below deck," Tim muttered nervously.
"Nonsense," said Jud, resting a firm hand on his shoulder, which made Tim shiver.
"I think your lovely girlfriend should go below though; it might get a little raunchy."
Lexy rolled her eyes.
"Fine, whateveerrrr, but I'll be listening, the moment I go down there you have exactly ten minutes, understand?"
"Absolutely," he replied.
She took one last suspicious look, as if showing them she was suspicious would somehow keep Jud on an even keel, before disappearing below the deck.
Jud's hands instantly found Tim's waist, roughly undoing his belt.
"Hey, wait a sec... HEY!"
"You heard your girlfriend, we have ten minutes, which sadly means no time for foreplay."
He brushed Tim's crotch as he pulled down the young man's trousers, and the fleeting touch sent shivers down his spine.
"Bend over."
"Look, just... Just NO!!!"
Jud sighed, pausing.
"Well, I guess we better tell Lexy she's not getting to the party..."
Tim whimpered. Displeasing Lexy wasn't an option.
"Okay, okay... wait…! “
He closed his eyes, grimaced, and grabbed the railing, prostrating himself.
"Boxers down... And spread your cheeks."
Tim sniffled as he felt tears coming to his eyes.
"Relax Baby... You're not gay right? So this won't feel like anything... Just like shaking someone's hand."
Tim let out a high pitched chuckle which belied his nervousness.
"HAha uh, yeah.. right... right.. "
With that his boxers came down, and Tim felt the coolness of the coastal breeze caressing his ass.
Jud took a long look at the bubbly globes, and the flaccid 3-inch package on the other side, with an appropriately modest set of balls underneath it.
"Cute," he chuckled.
Tim's cheeks went red.
"Spread 'em."
Tim closed his eyes, praying for a miracle, a tidal wave, or some sort of mer-people to rescue him from his fate... But none appeared, and he cringingly wedged his fingers into his crack and pulled the cheeks taut at the speed of a snail.
The wind flicked his anus, and he shivered whilst exposing his flower to its maximum for Jud.
For a long time no-one spoke, Tim's anus flexing as he got used to this new, incredibly open position, Jud transfixed on his quivering, pink hole.
"Look, can… can we get on with it plEEAAAASSE!"
A long, rough tongue entered his crack and wiped from bottom to top in a millisecond.
Invasive didn't even cover it.
Tim let go of his ass.
"EHHHN, Okay n-no, no thanks I can't, this isn't..."
"It's this or we talk to Lexy!"
"But please, there must be some other wa-"
"Lexy!" Jud cooed, just quiet enough that she wouldn't actually hear it.
"FINE, G.. GODAMNIT FINE!!!"
He yanked his pillows again, wider this time, to the point where Jud could see the beginnings of his tender chute.
"Fuck," he sobbed.
"There it is..." whispered Jud, closing in to the point where Tim could feel his warm breath on his butt.
Jud was unable to resist any longer, and grabbed Tim by the legs, shoving his face into the open crevasse.
"HOOHHHHH!" moaned Tim as Jud began a nasty exploration of every inch of his exposed butthole, the roughness of his tongue alien to such a sensitive spot, making things he had never been aware of come alive. He was discovering that the lip of his butthole was quite pleasurable when pressured, and when Jud's tongue dug into him Tim let out a shuddered groan as something clicked, and all of a sudden he was struggling to remember how wrong this was as Jud plunged back and forth inside him, eating his ass like a champion.
"Mmmhhh, MMMMHHH,"
The suckling, humming sounds from Jud's mouth emanated through Tim's body, and Tim found himself swallowing unusual amounts of spittle as Jud plundered him, strong hands feeling up his legs and grabbing wodges of skin, bone and muscle, leaving Tim woozy as all of him became part of the carnal act, a canvas that Jud was less dancing across, more submerging within his grasp.
Tim gripped the rail so tight he thought his hands might end up fused to it, no longer sure if he wanted the sensations to stop as Jud began to fuck him with his tongue.
"Ahhh yeah..."
Tim's heart fell out of his chest as he registered what he had just said.
"Excuse me?" uttered Jud, coming up for air.
"Nothing, I said nothing!" shrieked Tim.
Jud dived back in, and a swashbuckling tongue-fuck put paid to his lies as Tim felt his whole body shake under the redoubled ministrations of Jud's muscular organ, penetrating fully now into his body.
"GUUUUHHH!" cried Tim as Jud flicked the tongue setting to full intensity, French kissing his asshole like it was their wedding day.
"Oh... HUHHH,"
His cock was rock hard, all 4 inches pulsing in anticipation. It was going to explode, and he needed it, he needed it more than he'd ever needed an orgasm in his life.
"Time's up guys!... EW, that is so gross...!! "
Lexy's piercing tones had never been less welcome as they were right at that moment, and Tim whined as Jud slipped his tongue from the rim immediately, right on the edge of the precipice.
"No!" he moaned, a moment of sheer incomprehension taking over as he grabbed his cock and attempted to masturbate himself to completion all over the railings, until he felt the cool evening air kiss his wet butthole again.
"Ohhh.... Shit," he moaned, hand snatched from his cock to tug his boxers and trousers up, still aching to feel Jud's tongue back inside him.
"Tim are... Are you hard?!?!"
"Huh?! N-No!" he stammered, zipping up his trousers, but his face told the true story.
"Wow... That is fucking… disgusting. I never would have let you do this if I knew you liked men.... Fuck, honestly, you're pathetic, you know that?"
Tim sagged, his shirt crumpled where Jud had been pulling it.
"I... I don't like men..."
"Just... Put your jacket on and don't talk," Lexy muttered as Jud let out a whistle and began busying himself with raising the anchor and preparing the sails.
Their host broke the awkward silence that ensued.
"Now this is going to be dangerous you two, as we'll be sailing in the dark, so it might be best to go below decks again until we reach the ship."
Lexy peeled her eyes suspiciously, before making her way back to the stairs, Tim sidling up behind her.
"Ah not you gorgeous, I'll need someone to steer whilst I adjust the sails,” he said gesturing to Tim
"M... Me?" he whispered.
He had come so far out of his comfort zone today that he didn’t know what to think, still a little woozy after their earlier actions.
"Yes, here... Take hold of the wheel..."
"Ugh, just let me know when we're there," snapped Lexy, “And DON’T do any of your gay bullshit,” she hissed, Tim shrinking into nothing as she disappeared out of sight.
"Sure thing princess...” chuckled Jud after her, “here we go then Tim you'll be my little sailor boy for now, okay?... There’s a cute little hat in it for you, if you do well."
His cheeky grin was not rescinded by Tim, the tall man jogging across to the sails and unfurling them as Tim clutched the wheel, more for support than anything else. Jud's saliva was still leaking between his ass cheeks, wetness soaking into his boxers and making him immensely uncomfortable.
Added to that was the fact that his erection was still quite hard, and only just beginning to go down. The sail came loose, and Tim watched as Jud hoisted the sail up, powerful arms and chest flexing underneath his t-shirt.
Tim's erection reversed its deflation, like a dog sensing a postman at the letterbox, excitement overflowing once more as it began to harden painfully again.
As the sail was catching the breeze, Jud sauntered over to Tim, flicking a switch which turned the boat lights on as he did so.
"We’ll have to get used to being up here together whilst we still have light… So, here's how we're going to do this..."
Tim groused as Jud's hands closed around his, guiding them in slow movements left and right.
"That's it... You've got the touch. I should fetch that sailor’s hat right now for you!"
A sparkle of pride bloomed within Tim' s breast.
"Thanks," he muttered.
Jud busied himself adjusting the sails, as the last hints of dusk disappeared, darkness swathing the world around them, the single lamp and stars their only companions as they sailed into the void.
"So… You like nature huh?"
"What?" said Tim.
"Nature. I see you looking out to sea, you watched the sunset... You were staring up at the sky…"
"Uh... Yeah, I like it. It's peaceful...... Lexy doesn't really care about it though, so..."
Jud gave a chuckle.
"Women... Honestly, more hassle than they're worth."
Tim was about to offer a retort, but Jud waved it away.
"I know, I know, you love each other, that's fine... But isn't it fun just being two guys, having fun together?"
"Depends on what they're doing," said Tim, his face immediately going red.
"Well, how about when we were enjoying ourselves earlier?"
Tim froze in an upright position, paralleling the full mast in his pants.
"I-I wasn't enjoying it!"
"Oh really?.... The way you squirmed between my fingers... Goodness boy I know for sure you'd be more than satisfied if you let me go further."
Tim salivated, even as he shot an odious look at his admirer.
"That's... That's enough.”
Jud simply shrugged and busied himself with small adjustments of the boat as Tim tried not to glance in his direction, observing the man's physique. He was quite a specimen, and it only served to make Tim feel smaller in his presence.
"Ah... There it is!"
Tim peeled his eyes as Jud came to the wheel.
He could just about make out a tiny light blooming in the darkness.
“Let me.”
Tim obediently backed away.
"No, stay close, put your hands on me."
“Huh, why?!”
“It’s for safety, we’ll be travelling without light.”
Tim obediently placed his hands to the man’s waist as he switched the lamp off, surrounding them in a muted black, relieved only by the stars and the blink of orange in the distance.
"Hold me tight."
He huffed and pushed himself so he was around Jud’s waist like Rose and Jack from the titanic.
“Come on, don’t be shy, push yourself against me.”
"I'm fine."
"Well sure, but if you don't hold me tight, you might get thrown overboard by a swell, and you'd have to be lucky to get saved in the sea at midnight."
Tim grimaced... And pressed his crotch flush into Jud's strong tush, the older man breathing heavily as he felt the hard erection of his ward digging into his cheeks.
"Ohhhhh, good boy," he muttered, and Tim whined as he clung to the sailor, trying not to let himself be stimulated further by the feeling of the man's powerful body in his arms.
"You should hold further down... For more stability."
Tim obediently shifted his arms to the man's belly, feeling the possibility of hard abs underneath the puppy fat.
"A little lower than that."
Tim's hands slid, less willingly, inches lower to his belt line.
Tim prepared himself to say no as Jud inevitably asked to go lower, but Jud didn't, which was oddly annoying.
The glowing light in the distance grew, but slowly. It almost felt like Jud was taking his time, although obviously he didn’t have control over the wind.
"You're.. Not going to ask me to go lower?" Tim said after a minute of silence.
Jud didn't respond.
The lights grew.
"Hey... Don't you want me to go lower?"
Nothing.
"Just... say something."
Jud didn't say a word, and anger burned in Tim's chest.
"Are you serious? Now you don’t want to talk to me???"
He chuntered as the man remained stoic, adjusting the wheel here and there, but nothing more.
"Well, maybe I want to go lower!!" he shrieked, and Tim reached down and clutched the man's shorts, front and centre.
A huge cock and balls came into his hands, and Tim choked as he felt the sheer length and girth of the man steering the ship, covered only by the frayed material of his trunks.
"Holy fuck..."
Tim shivered as he held the monster catch in his hands, realising also that Jud would have felt his comparatively miniscule dick pulse against his ass.
It then turned out that Jud’s beast was only semi-hard, Tim letting out a barely-audible whine as it began to grow, leaving him clutching a raging ten-inch monster in his hands.
Jud made sure to give no response to what was taking place below his waist, even though he was in heaven, loving the feeling of small hands carefully exploring his member as Tim adjusted his baby carrot, pressing it deeper against Jud's backside. The smaller figure probably didn't even realise he was doing it, but a slow rocking motion began, perhaps convincing himself it was because of the nonchalant waves lapping at the side of the boat.
They approached their target, Tim trying to understand Jud's pipe whilst burying his erection repeatedly in the safety of his captain's cheeks, and Jud couldn't help a murmur as Tim squeezed tighter, just a little.
"OHhhhh...."
Jud gripped the wheel for support as Tim kept his hands firmly on the front of his shorts, clinging to his package.
They approached like this, an embrace in the darkness, as if the absence of light somehow made what they were doing unreal, less distinct.
Tim’s fingers began to apply themselves up and down, stroking the thick meat, wondering what the skin of Jud’s penis felt like underneath the shorts, gripping it tight which brought another light wheeze from Jud, pulsing between his fingers.
Then the sounds of techno music broke the tension, echoing across the water, and Tim whipped his hands away, glad that the semi-darkness would conceal his rosy cheeks as they approached the lights of a mega-yacht upon which seemed to be a world-ending party, at least if the salvo of noise was anything to go by.
The ship’s sides were ginormous, tall enough that they couldn’t see anyone when they crept up to it. To Tim it felt more like they were sneaking onto a cruise liner than a private ship.
“Wow,” he muttered, looking up at the behemoth above them, as his hands jittered, still yearning to be filled by the heaviness of that package once more.
“Better call your lady up.”
Jud’s voice brought Tim’s earlier actions into a harsher light, and he hot-stepped to retrieve his girlfriend, covering himself where blood still thrummed through his eager dicklet.
“Lexy?”
She appeared, animated.
“EXCELLENT…. How are we going to reach the top?” she said immediately, her mind already mingling with millionaires as she brushed past Tim, sucking in the sweet house music pumping over the sides of the floating arena.
“Well we have a rope… or you could climb the mast….”
“What?!?!”
“Or we have a ladder.”
She snarled.
“Very funny.”
“Why? It might not be tall enough, so you’d need someone to help push you up.”
Lexy stared at Jud’s friendly visage and decided that in no way was she going to let a gay sailor pervert stare at her ass as she climbed.
“Tim, you’re going to push me up.”
“W…Okay.”
After a few minutes of slowly making their way up a rickety-looking steel ladder which had been placed against the side of the liner’s hull, they were tottering precariously at the rim of the boat.
“Lex… Lex it feels unsteady..”
“QUIET,” she hissed behind her, louder than he had spoken.
Tim didn’t think anyone would be able to hear anything at all over the walls of sound assaulting his eardrums over the sides of the ship, but he shut up as they edged closer to the railing of the lower deck.
“Nearly… Okay, that’s it, grab my ankles!”
It was fortunate that Tim didn’t look down, because he would likely have fainted when confronted with the height they had reached, leaning between two boats as they rocked gently in the water.
He thought at first that they wouldn’t reach the top, and when the ladder began to list alarmingly Tim felt like they would surely fall into the inky blackness beneath them, but powerful arms came to steady the ladder down below, and Tim let out a faint smile. He couldn’t help but feel grateful for Jud’s help.
Then they were at the edge, Lexy on tip-toes at the top rung of the ladder.
" Okay, I can reach it, PUSH ME!"
She flung her arms upwards, and Tim shoved her ankles up with them, and for a terrifying moment, it seemed as if she’d missed it. Then Tim breathed a sigh of relief as Lexy managed to grab the railing, heaving herself over the side with another push from Tim.
" Lex.... Lex, did you make it?" he hissed, although it was obvious no-one would be able to hear him due to the pumping music.
Her ecstatic visage popped back over the lip above him.
"Yes, YES!"
Tim put his hand up.
"Now me!"
She gave him a look of surprise.
"What? Tim…. There’s no way I’m strong enough to pull you up….. Look just circle around, I'll send up a flare or something when the coast is clear, just keep your lights off and hang around!“
“Wait what??! Lexy…. LEXY!”
But she was already gone, hair whipping behind her as she headed for the nearest filthy-rich person she could find.
Tim looked up despairingly, and then down at the boat.
Jud gave him an understanding smile, and he gulped, his crotch warming again.
***
“It’s been twenty minutes… maybe we should just find another way onto the ship.”
Jud didn’t respond, adjusting the sail so it didn’t catch the wind.
They were floating far enough away that Jud felt they could put a small light on and not be noticed, occasional booming bass notes echoing past them, fleeting thuds in the air.
“J.. Jud? Look, let’s go back. Lexy might not have found anything, let’s just figure it out!”
Jud relaxed, idly sliding his finger up the railing.
"I only got payment for one trip."
Tim gawped in dismay.
"What?! Well…..Fine, FINE, I'll give you money... I have... Two hundred and... Six.. seventy euros!!"
Jud didn't move a muscle.
“That’s all I have!”
Tim gave him a pleading look.
"I don't want your money... But I will accept ten minutes of those sweet cheeks up against my nutsack."
Tim's face went white.
Hands fidgeted with each other as his reply coming out as more of a hollow whisper.
"No.... No I can't... A blowjob is too much..."
"Not those cheeks, " he chuckled, "although you're welcome to have a taste afterwards."
"What? ... What do you m..."
Then it hit him.
Tim's stomach felt like it had been plunged into the watery depths beneath them.
"No..."
Jud was as cool as ever.
"It's a ride on your captain's dick, or you can watch your girlfriend making babies on the sex yacht."
"Wait the.... What?"
Jud's chuckle was warm, like he was explaining maths to a child.
"Boy, your girlfriend is on the summer party yacht. A fuckboat, surrounded by rich men and young women with alcohol, cocaine, and every drug imaginable... There's not a single person with clothes on after midnight. I should know... They make quite the scene."
Tim fumbled his tie between his fingers.
" B-but Lexy wouldn't, she'd never.... "
Jud cast a sorrowful eye at him.
"I've seen many married women walk onto that yacht and I can assure you, it all ends the same way. If your lady has found herself on that boat, rest assured, she'll be sucking a sugar daddy’s cane before daylight."
Tim's whole body seemed to shrink inwards.
"But… She wouldn’t... "
Jud gave a generous smile.
"Let's go below, we can get comfortable."
Tim allowed himself to be guided on shaking legs, below the deck, into the belly of the whale.
What he saw inside was surprisingly comfortable, and Tim was struck by the suspicion that Jud had done this before, glancing over the mattress sporting clean white sheets, resting on the floor of a spacious, dimly lit cabin. A shag-pad style carpet covered the floor, a burgundy couch flush on one side, and there were two portholes opposite each other, currently showing nothing but an eery black, which made it feel even more like he was being led down into the depths of hell.
Perturbed, he froze on the steps until strong hands pushed him under, and he found himself backing away from Jud who filled the entrance.
“Shoes off here,” he said, kneeling in front of him, slowly pulling Tim’s laces, undoing his shoes like a child who needed help, looking up at the boy as he removed them… and then carefully peeled his socks off, giving Tim’s toes a kiss.
Tim cringed, but his cock flexed as Jud threw off his own shoes and socks, leaving two bear feet beneath him.
They were quite in proportion with the man’s genitals.
"Why don't we lie down."
Tim felt the claustrophobia rise in him, feeling his way onto the bed as Jud closed the entrance behind them.
When he looked out he realised the portholes were just sneaking out of the water, able to glimpse the faint orange glow from the yacht where his girlfriend was probably mingling with celebrities in the distance.
It fuelled a determination of sorts, steeling himself for the coming events as Jud moved onto the bed next to him, lying close.
"Come here."
Tim crawled over, not quite able to bring himself to touch Jud in the open light, although his hands remembered just how that bulge had felt, throbbing in his hands as he felt the softness of the sheets caress his toes.
Jud didn’t waste a second, scooping Tim up so he was straddling the man, groin to groin, and he made sure to dig his palms into Tim's sides and force the inferior frame tight on top of him.
Tim felt a monster bullying his own eager appendage and looked into Jud's expression, searching for comfort somewhere behind the hunger, as the man forced them into an uneasy grind, a slow stripper hump that had Tim shivering from how powerful the body beneath him felt, and how erect it was making him.
The cold reality of two men getting erect together in bed, pork swords begging to meet each other in the flesh hit Tim like a slap to the face, and a sob escaped him as his pants were slid down from his waist. Jud made sure to caress his ass like a prime rump steak, enjoying the bubbly texture, sampling the strings of muscles underneath being coaxed into jerked movements by his touch.
By the time Tim's erection popped free, head waving in an ecstatic bob, Jud was already carefully removing his own shorts.
The massive tool was revealed, a long white pillar with a pink mushroomed head that looked like it wouldn’t even fit in Tim’s mouth, let alone his asshole. Both men were now stripped below the waist, erections mashing against each other, and for Tim it was a sexual awakening like he'd never felt; being bludgeoned by a male far superior to you is not something that can be taken without being changed by it, confirming him as the beta-male he had feared he was all along.
Minutes of Jud grinding Tim against him like an overly-intimate couples workout had Tim gasping as his cock rubbed up the full length of its rival, massaging the captain's dick with a member half its size as Jud groaned, and the sound was so loud and close in the cabin that Tim had a moment of true panic, eyes wide and pupils dilated as he tried to find a footing to jump off his partner's lap.
Jud grunted and spanked his ass so hard that Tim screamed, which only made the man spank him harder.
Two red welts were left tattooed on each cheek.
"J-Jud!" he sobbed, as the skin stung where he had slapped.
"Relax boy," Jud grunted, pulling him tight to his body so he could feel Jud's arousal dig into his belly, the man's chest heaving beneath him with vibrant lungs, and Tim had the cringing sensation that Jud was somehow simply built better than him, superior. The taller, fitter, more experienced man was handling him like a puppy, caressing and bucking him with easy motions which left him shivering with excitement and fear in equal measure.
Then Jud was leaning over to a drawer and opening it. Out came a giant unmarked tub of clear liquid, unscrewing the top as they continued their ludicrous grind.
"Dip your fingers in," said Jud, and this time his voice was one of a captain's authority.
Tim flinched at the harsh tone, but obeyed, as if the ranking on this ship had somehow manifested into reality, retrieving a huge glob of lukewarm liquid.
"Spread it on my cock."
He whimpered at the instructions, but Tim's hands contained no such hesitations, groping for their new favourite toy, aching to feel it in all its uncovered glory.
Wet fingertips brushed up the sides, and Tim's whole body went tense, hands trembling as he took a firmer grip on the man's erection, feeling Jud's pulse quicken in the thick veins running down the side.
It was like caressing a hot salami, one which jumped at his touch, as if inviting him to play with it more.
He began to move a little faster, his own cock hard as a rock, refusing to acknowledge any internal discussions on whether this was anything other than him obeying Jud to rescue Lexy.
His hands spread up and down his captain’s shaft, wet squelches making the act more dirty and demeaning as Tim covered it in lube.
Jud closed his eyes.
The boy's hands writhing on top of his shaft was sensational, and he groaned as Tim played with it, clearly taking far too much enjoyment out of caressing the head, patting the swinging meat side to side, bouncing it against Jud's belly. Every time it bounced back and slapped Tim in the groin, he squeaked, and somehow got even more fervent, as if frustrated that Jud's cock could pleasure him just by being so massive between his fingers.
He began to chug it, openly wanking Jud’s cock, and Jud had to grab hold of his oscillating wrist and squeeze tight, breaking the grip that Tim had of his manhood.
"Woah, slow down there boy."
Tim was breathing hard, hands shaking so much it looked like he was having a minor fit... Then Jud was pulling him tight, and he squeaked as the two of them rolled sideways like a boulder down a hill, with Jud inevitably ending up on top, pinning Tim in the most picture-perfect missionary position one could conceive of.
"Jud!? " squawked Tim.
"Yes, Timmy my boy?"
He was shivering as the man's gigantic cock began to slide between his cheeks, prodding towards his hole like a giant slippery eel.
"W-we can do the ass-licking stuff, that’s okay, but maybe thi-!"
Jud cut him off.
"I know you enjoyed it, that's why we're doing this now."
"B-but it's gay," he whispered.
Jud turned a fair eye to him.
"No, why on the contrary, if it was gay we would be kissing... Do you want to kiss me?"
Tim had a heartstopping moment where he forgot the correct answer to that question.
"Oh... Uhhh, No?"
"Exactly."
Tim sighed in relief.
"Right, just as longhhOOHHHMYGOD!!!"
Jud had squeezed his turgid monster right up against Tim’s anus, and his butthole was immediately being caved in under the strain.
“JUUGDD… JUUUHHHHH!!!!! AIIII!!!”
Tears formed in Tim’s eyes as Jud’s cock popped into his asshole, resting across his anal sphincter which was cinched tight to the log sat inside it.
“Jud…JUD….”
Jud didn’t stop, pushing his hips forward.
“NO JUD, NOOOUUUhuhhuuhHHHHH!!!”
“That’s it,” uttered Jud, squeezing Tim’s hips as he forced himself up inside Tim.
Tim couldn’t believe how BIG it felt. If Jud’s tongue had been a starter, this was lunch, dinner and breakfast to go, far too much for his tight little butthole to deal with. Everything was stimulated, pure unfettered filthy pleasure, with a dose of pain swirling within it.
Then their hips met, and Tim hooted as all of Jud’s ten inches thrummed in his abdomen like a lighthouse in the dark, revealing new incredible sensations that until that moment had been hidden.
“Ohhhh… o-ooooh…”
“Good boy.”
Tim huffed, lungs ballooning like a pufferfish so his brain could keep up with all the mind-altering things taking place below the waist.
Then Jud’s cock was on the retreat, a slick, sloppy sound of lube going everywhere in his insides as the battering ram fell back to the gates.
“HUnnn… J….”
Words wouldn’t come, and then the battering ram slung itself back in before he could catch his breath, whining as he was filled by the masculine figure between his legs.
Jud smirked as he watched Tim’s eyelids spasm, perhaps in the denial phase of being turned into a gay cock-slut as his hands clawed at the sheets beneath him.
Tim moaned, and Jud switched that diagnosis in his head to acceptance as he pulled his cock to the entrance of Tim’s glorious fuck-hole, reversing course and melting their hips together once more.
Tim was losing his mind. The dick splitting his cheeks was exquisite; No, he wasn’t gay. He couldn’t be gay.
“Huhhhnnn!”
The way his rim was pulled outwards with every exit of Jud's penis was grotesque, and yet there was something about the rhythm that was more than a little comfortable, and before he knew it Tim was having no-holds-barred gay sex with Jud, who was rubbing his hands up and down Tim's legs, occasionally pressing those rough fingers into his calf, his thighs, thrusting very deep and nastily into his ass cheeks which had Tim whimpering as their hips began to slap.
"D-don't you think this is getting p- UNH... Pretty gay?.. UHNN!! "
"Nothing gay about this," said Jud smartly, “unless you start getting wierd about it. "
"Ah-ooooo, I guesssss.. AH-HUH-HUH..!"
Jud began to long dick him, and a full sausage bonanza began taking place in the depths of the boat, water lapping quietly at the sides, punctuated by heaved "UGH!"s as Tim received particularly butt-melting thrusts.
“UGH, UGHHH…. UGH-UN-UN-UN-UNnnnNNNNN!”
The boat rocked gently in the water, giving a tiny hint of the pounding being meted out inside it, Tim's whole body being slammed into the mattress. He tried to speak, but for some reason his speech was slurred, and he couldn't stop moaning every time Jud bottomed out that fat dick in his anus.
"Juuud-un,-un-uhhhnnnnn, don't you thhiiink we un - uuuuhn should slow downnnn - uhhnnn..."
"Take it," grunted Jud.
He had never met a man as strong as Jud, as tireless as Jud. It felt like the man could go on all night, and doubtless he would have if they hadn’t been planning to rescue Lexy.
Speaking of which.... His head lolled to the side to look at the clock and balked. They'd only been going for five minutes! But he couldn’t remember how long Jud had asked for….
"HUNNNJJJJUUUUDDD," he drooled.
"I'm sorry darling?" Jud offered, whilst ramming their bodies tight together.
"Timssuup... Timss Haiiiii-ai-AI-AIIIIHH!"
Unfortunately for Tim, his prostate had been unprotected against Jud's cock for far too long, and Jud had been working it, cajoling it into flooding Tim's brain in evil chemicals that overrode basic motor functions, broke any resistance, and left him drowning in soul-sating pleasure.
Jud pulled back, pinning Tim's ankles to his shoulders so Tim could get a good look at the man bottoming out inside him. Tim's eyes wound there way down the bear-chest, gorilla abs and then... That pole sawing in and out of him.
In line with his torso it was simply humungous.
His eyes bugged out as he grasped just how deep Jud was reaching inside him, and thought that anyone who saw his asshole after this would wonder who had launched fireworks into it, such would be the utterly ravaged well left behind.
He let out a tearful cry as he watched his baby cock slapping ecstatically against his belly in a faggot rhythm section that was filling the quiet space with grunts, groans, skin slaps, lube squirts... And girlish orgasmic screams.
Oh fuck...
He had not processed at all that he was screaming.
“UUUUUUHHHHNNNNNN!!!!!”
The pleasure crescendoed into an orgasm that ripped through the length of his body, from his head to the tips of his toes.
Jud's eyes became deep starving wells as he fed his soul off the boy cumming like his life depended on it, young vocal cords screeching as Tim’s cock began to pump out ropes of boy-juice, dick spasming over and over into the air like a slimy syringe, spurting jizz everywhere as Tim lost his mind.
"FUUUICKKKK... UHHghhhhh.. Oh mmmmy God!..." he moaned as he covered his own face in cum, unable to reach down and aim the turgid member elsewhere because his fingernails were busy digging into the mattress as Jud rag-dolled him.
"That's it," said Jud in an easy tone, as his hips slapped the boy's bum-cheeks, huge body-thrusts that hit so hard that it looked like he would fuck Tim off the mattress.
"Here we go."
Tim squealed as Jud flung himself forwards, landing chest-to-chest so they were looking into each other's eyes.
"J-Jud," Tim whispered, eyes watering as that handsome man bred him, sank into and explored his depths.
"Kiss me boy," growled Jud, and Tim swooned as he was swept up in a kiss so controlling and unstoppable that he found himself unable to resist...
A large hand squeezed his ass and he moaned, melting into the kiss, and before he realised it, he was kissing back with passion, sucking on the man's giant tongue as it nestled itself in his throat.
Tim clung to Jud's back as the man ravaged him, digging up his insides with a meat shovel, although it was his brain which felt like it had been scooped out, possibly replaced by pure lightning as his anal virginity was forcibly removed.
When Jud eventually sucked his tongue back into his mouth, Tim was a writhing mess, body battered by the heavy penetration it was taking.
"Ju... Jud," he gasped as he exploded, cumming all over his belly and chest again as Jud's rod continued to light up his innards.
"Yes darling?" Jud replied tenderly, whilst untenderly slamming his hips hard into the young boys ass, delivering throbbing heat to the centre of Tim's being.
"Hughhih... I-HUGHHHLGLRRRRR!"
Tim was being savaged now, and the boat was rocking side to side as the pair rocked and rolled, battering against the mattress and the floor beneath it, Tim sending out distress signals in the form of whines of pleasure, which only reached the ears of the man pounding his anus into another ocean of bliss.
"AIII-HUHIII-GHUH-II!!!!"
Tim shook from head to toe with each insertion, his sexuality unravelling as the two men writhed together in a mass of juddering limbs and fresh-faced squeals.
"Oh here it comes, darling," Jud grunted, considering himself quite the gentleman for having extracted his tongue long enough to speak a few words of warning.
"Huuuhhh?!?" moaned Tim, unable to support the questioning tone with words.
"I'm about to slay your bottom, boy."
"S-slkuhhhhhhghhhhGHGHHH."
"Yup, you can tell you girlfriend allll about this one when we get back to shore."
"Nuhhghh, noghhhh-UHN..."
"Good BOY..!"
The look on Jud's face was like a light switch had been flicked on behind his eyes, seeing nothing but the sensation of Tim's anus wrapped around him as his cock began to spew a volcano of cum into the centre of Tim's body.
Tim let out a weak sobbing cry as he felt his rectum being painted with Jud's love paste, sat on a piping hot spunk geyser. The two men spasmed as the exchange took place, Tim's pathetic cock eagerly letting fly with another few spurts of his own ejaculate as Jud filled him up like a petrol pump, giving Tim enough gas in the tank to take him all the way to Timbuktu and back.
"JjjjjjjEeessuuuusss," Tim managed to blurt as Jud's cock carved itself into his memory forever - the first time he'd been bred. No-one else would ever occupy that moment.
He would never touch a woman again.
Jud had planted his flag firmly in Tim’s soul and delivered him to heaven, cum forming a dam of heat and wetness in his insides which was so dirty and yet comforting at the same time.
Tim’s chest was expanding and contracting like a balloon, legs attached to the base of Jud’s back like a human fanny pack as he felt the man’s heat swimming inside him.
They stayed like that for a moment, Tim’s body clinging to Jud's cock, milking the last of its seed as the man on top caressed his cheeks with his lips.
‘This was so wrong... He fucked my ass….He's kissing me..’
It was so hard to see sense when Jud's thickness filled him up so wonderfully, and every time he tried to adjust himself the ridge of the man’s helmet would nudge a bit of his insides, making his lip tremble.
His own cum was starting to feel cold and open on his face, and some if it was dribbling into his mouth. He tried to push it out with his tongue, but that just allowed a strong salty flavour to envelope his taste buds, and he wretched.
"I... Can I go.." whimpered Tim, the taste of his own sperm on his tongue, legs wide, cock remaining firmly erect.
Jud leaned back off Tim's chest, still inside Tim as he reached to the side and withdrew something from the drawer. It was a fancy-dress sailor's hat.
He hovered it in front of Tim’s face.
"No, we're going to do this five more times tonight, and you're going to wear this."
He looked at the sailor hat being thrust into his face, and sobbed.
“I don’t… I don’t know…”
Jud broke his remonstrations with dirty hip rotations that wrenched Tim's butthole and anal tract back to unmatched stimulation.
"Wait… N-nooo... OHHHHOKAY, OKAY OKAY OHHHMuhnnnnn...!"
"Put it on," Jud leered.
"Oooookayuuuhhh,..."
The boy was gurning beneath him.
"Say Aye captain."
"A-ayyye captainnnn," Tim moaned, saliva dribbling from his lips as he placed the hat on his head, just about managing to land it without falling off as his arms were shaking.
"Good boy," said Jud, this is going to be one swell weekend."
" W-Weekennnd?!?!?? " moaned Tim, his face turning into that of a horrified zombie as the pleasure began to rifle through him again.
"Yes... The yacht party lasts up to three days sometimes... Don't worry, I brought plenty of supplies, and we can sail back to our special spot."
"Uhnnn….. speeeial spuuuhhht?.."
"Yes," said Jud tenderly, stroking Tim's cheek, who groaned as it was combined with a gentle hip pump which caught his prostate flush.
"mm-kay," he whispered.
Maybe a vacation was what he needed.
Then Jud began to slam his cock back in Tim's ass and his eyes rolled up into his head.
***
"Where is he?!?"
Lexy huffed as she tottered around the bay, looking for signs of the boat.
Her legs were still shaky from the party, and it had taken quite a while to regain the use of them after such a thorough fucking for the past two days. The man who had creamed her to within an inch of her life had promptly swanned off to America somewhere, leaving her angry, doubly so by the fact that she was having to search for her useless boyfriend in such a state.
Then she spotted it, the same sleek white vessel, moored by a single rope to the edge of the quay.
Lexy half-marched, half-limped towards it.
"HEY!" She screeched.
She could see the back of Jud standing there, but couldn't see Tim at all. Had he done something to him?!
Jud turned his head over his shoulder but didn’t even bother facing her.
"Oh, hello again," he said casually.
"What the fuck have you done with.."
Then she saw it. A figure crouched in front of Jud, who had the front of his shorts open. The young man was slurping on something with every last drop of effort in his body, like it contained the finest wine in all of Italy.
T....TIM?!"
Tim's head jerked back from the crotch of Jud, and there was a vulgar slurping, plunger-like sound as his lips detached from the head of a monstrous cock, his terrified expression peering around the edge of Jud's waist, white liquid spattered across his face.
Lexy nearly threw up, falling to her knees as her legs briefly gave out, before bringing herself unsteadily back to standing.
"What the fuck... What the FUCK Tim... You're fucking gay?!! A FAG?!?"
Jud stroked the back of Tim's neck as he whimpered, on his knees.
“Oh most certainly,” Jud said, like he was discussing the weather, his cock still waving in front of Tim’s face.
"You're a sick freak," she spat.
“Yes,” said Jud, looking down at him with a leer, “but so is he.”
Tim's eyes watered, gaze down on the floor.
Lexy gnashed her teeth.
"You know what?! Keep him!" she called, glaring up at Jud, "He's spineless anyway.. And for your information, I cheated on him seven times. Have a nice life sickos."
Tim gawped as she walked off, and then she was gone.
"S-seven...?" he whispered to himself, shocked.
Jud's finger snuck under his chin and lifted his gaze away from the retreating legs of his girlfriend, and up to Jud's face.
"I believe a new position just became available on my ship."
Tim looked up at him gratefully, unable to say anything that would only cause him more humiliation, instead quietly crawling back to the front of Jud's trousers, and vacuuming Jud's giant member back down into his mouth. The slurping sounds didn’t reach too far in the sea air, but continued incessantly as the ship began to pull away from the dock, Jud groaning into the air as the figure beneath him loudly sucked away, tears drying on his face as he accepted his new life as Captain Jud's sailor boy.
Comments
Thereshegoes123
Oh that's tricky! Well short of using a VPN I'm not sure, I'll have to look into it, but thank you for bringing this up, I will see if there are any possible alternatives - TSG123 x
Guiltbot
Zakellousfos
I usually don't read that much gay male stories.... But DAMN this was hot
