Adult-FanFiction.org : Movies

Another Day in a Life or Two	By : danglingdingle Category: Pirates of the Caribbean (All) > Slash - Male/Male > Jack/Will Views: 1861 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: Pirates of the Caribbean are the sole property of Disney and I do not own the movies.. No profit made out of using them here for entertaining purposes only.

Chapter List
- 1-Another Day in a Life or Two
- 2-2
- 3-3
- 4-4
- 5-5
- 6-6
- 7-7
- 2
- 3
- 4
Jack knew that a swift sexual release would be the best trick to ease some of the tension in the wound up man.
The increase of the unexpected panic he’d seen developing in Will at the café had confirmed what he had seen in the television.
Jack would have to find something to bargain with, to negotiate to get Will on land more often. It wasn’t like Will to shy away from people, never mind be intimidated by them. If anything, it should be the contrary. What with his otherworldly purpose, and more, people should be uneasy around Will.

At the moment, he would have to make the best of what he had to offer now.
Clearing his mind and focusing on the brighter sides of life, Jack grinned lewdly at Will who was standing next to the bed, folding his clothes neatly and arranging them on the chair in the room.
Jack thought that Will didn’t put on much of a show with undressing, but the sight of his naked lover and his half-hard prick made Jack’s cock bob up and down.
“Oh, look, Captain Sparrow is inviting you to step forward! Isn’t that nice.”
Will laughed and climbed on to the bed. He positioned himself between Jack’s legs, hugging his lovers hips gently and snuggled his face against the junction of Jack’s thigh, his cheek pressing against Jack’s cock, and breathed in the heady aroma that clung to his skin. It was the single most beautiful smell in the world. And it was all the world for him now that the rest of it was safely locked outside.
“Let’s see what I volunteered for…”
He lift his head to rub his bearded chin against Jack’s lower abdomen gently and bowed down to place a kiss to the spot.
Will took a moment to look up to meet Jack’s eyes and grinned wickedly. Tracing the short path to Jack’s member with slight brushes of his lips, he licked the drop of pre-cum gingerly with the tip of his tongue.
Taking a deep breath to ease his anticipation, Jack reached to put the pillows behind his back for a better view. Seeing Will devouring his cock eagerly and watching him enjoying every second of it, had always been one of the most powerful aphrodisiacs for Jack.
The lad loved his prick and sometimes drove Jack completely insane by slowly teasing him for what had to be hours, not letting him come until Will had had his fun. Jack didn’t mind sucking cock either, not at all, but Will acted like a worshipper of a strange cult, fallen into a trance.
Now they didn’t , unfortunately, have time for an extended version, but still Jack was definitely going to let the man enjoy himself as much as possible.
Will shifted sideways on the bed, angling himself for a better position, and more importantly, for a better view for Jack.
Once again he looked at Jack to see the man trying to calm himself down and not just grab Will’s head and fuck his mouth.
By the looks of it, with Jack’s mouth slightly open and by the feel of Jack’s hand in his hair, the longer indulgence would have to wait until they were back on the ship.
Still Will couldn’t stop himself from taking whatever he could get now.
He looked at the erection in his reach and felt his own cock twitch at the sight and the musky aroma. Breathing heavily from his own arousal he concentrated on listening for the sounds that were about to be emanating from his lover.
Will placed his hand on Jack’s abdomen, the other hand sliding under his upper thigh.
He opened his mouth and instead of engulfing the prick, he breathed hotly on it. He licked the tip of the shaft more lavishly and lowered his mouth a bit further, barely touching, making Jack whimper with the need for friction. He felt Jack put his hand on Will’s back.
Will opened his mouth further and took more of the rigid shaft in, letting the head glide against his palate, all the way to the back of his throat.
Jack was breathing deeply, his hand making long, firm strokes on Will’s back, trying to coax him on to touch him rougher.
Listening intently for the best moment for his next move, Will started to caress the prick with his tongue, reaching as far as he could, and as he heard Jack breathing in, he gingerly closed his teeth around the hard length and pulled his head up slowly.
Jack let out a loud, long moan with his fingers digging into Will’s back convulsively.
Will quickly switched the touch of teeth to soft lips, gliding down and humming, eyes closed from the delight Jack’s sound aroused in him.
Jack’s moan turned to ragged breath punctured with small mewls. In his hazy greed for touch, he couldn’t understand how he could take this kind of sweet torture for such long times sometimes.
“Please, Will, have some mercy on me.” He was begging already. Well, fine...
Will’s smile would have become more wicked than it had been before, if he didn‘t have a hard cock buried in his mouth. He added as much suction as he could and pulled up. He let go with a slurp and grinned at Jack.
He lift his hand from where it had been on Jack‘s stomach, to grip the rigid rod firmly and started to stroke the slick and smooth flesh with agonizingly slow movements.
“What was that? Did you say something?” Will pasted as much innocence in his lust-thickened voice as he could.
Jack was trying to thrust into the hand wrapped around him but Will instantly loosened his grip for punishment.
An incoherent sound emitted from the back of Jack’s throat, displaying the stage of his frustration and the muscles in his thighs flexed involuntarily. His hand on Will’s back was now on his neck, trying to push him down.
Will tightened his grip and upped the pace a little. But only a little, making it even more unbearable.
His other hand was close to the cleft of Jack’s arse, seeking to find his finger a place to casually dip in.
Will wasn‘t going to let Jack off that easily.
“What was it again?”
Trying hard not to fuck Will’s hand too obviously, in an attempt to keep it around his cock, Jack was panting slightly.
“William, you had an open invitation…”
The finger sliding between his arse cheeks didn’t help much to keep his train of thought on track.
“Now, please, use it.” He was whining now? Oh, yes, he would whine to have his heat doused. “Now.” The last part was merely a mewl instead of the harsh order it was meant to be, as he helplessly thrust into Will’s hand again.
Will’s finger was pressing against Jack’s anus and for a moment Jack didn’t know if he wanted to jerk his hips towards Will’s hand around his erection or back against the finger.
Decidedly that was what Will had been going for, since he leaned down to suck on the tip of the dripping cock in heartfelt farewell and lifted his hands from their doings for the sake of supporting himself. He awkwardly manoeuvred himself to kneel between Jack’s legs. Will didn’t want to stop suckling on the engorged length so he looked at Jack for help.
Understanding the look in Will‘s eyes, Jack brought his hands to Will’s hair and carefully but fixedly tugged his head up.
Will tried escaping the hold for one more kiss, just one little kiss to the tip, but Jack tugged his hair again, not so gently.
“No, Will. Not now.” Jack could hardly speak from the sight of his Will acting like this. Obsessed and with his eyes glinting with obscenity.
Will closed his eyes and let out a frustrated sob mixed with the deep sigh of contentment that he felt with Jack’s hands holding his head. He was torn with wanting to go back to his task on his lovers cock, and wanting to sheathe his own throbbing arousal into Jack. Luckily Jack was always around to make these decisions for him.
Jack tugged Will’s hair again and he opened his eyes. Will straightened himself, taking support from Jack’s knees and put his hand on Jack’s cock leisurely, like he wouldn’t notice his compromise.
Jack smirked at the hand and at Will’s gaze darting around the bed and the nightstands as if he was looking for something.
Jack turned to reach to his left, to open a drawer and blindly fumbled through it.
The only item that was supposed to be there, was right where it was ordered, and Jack pulled out a small bottle of lube. He was briefly amused looking at the heart-shaped vial that said ‘Aphrodite’s Lovers’. The hotel workers had definitely gotten the clue.
“Here you go, love.” He gave the bottle to Will, who now had to use both his hands to open it. Not sure what to do with his hands effectively occupied elsewhere, but being the kind that is quick on their feet, Will clasped his teeth around the cork and twisted the bottle. He spit the cork to the floor and handed the vial back to Jack with a grin.
“You get to do the honours.”
Jack yanked Will down and lifted himself up to a searing kiss.
He fell back to the pillows and admired Will‘s whole kneeling appearance adoringly.
“You really are one of a kind, William.”
Jack’s cock was aching terribly, and by the looks of it, Will wasn’t very comfortable with his either.
Jack took Will’s free hand and poured some of the scented oil on his palm, then some on his own and tossed the half empty bottle somewhere to his left. It sounded like it might have reached the drawer. Maybe not. It didn’t matter.
The first touch of Jack’s hand sent shivers all over Will’s body. His cock was soon coated with the oil and his own pre-cum that had been dripping down his shaft during his disport with his toy.
Jack took the time to rub his middle finger on Will‘s perineum, his other fingers and palm caressing the heavy hanging balls.
Watching Will’s face to see every expression ensued, Jack moaned almost inaudibly with the sounds coming from Will. It was beautiful to see the man unwinding and becoming more himself again.
He took Will’s hand and started spreading the oil from the palm to Will’s fingers.
Letting go of Will’s hand, Jack raised his other hand to grab the back of Will’s head to make him look Jack into his eyes. “As you have so conveniently just recently volunteered, you will be given straight orders, by your good Captain. That you must obey. Without questions.”
Jack’s voice was harsh but his eyes betrayed him, looking at Will with playfulness and love.
“Fuck me Will.” His tone had turned serious. “I need it, right now, and you need it even more, so let it go. Give it to me.”
To Will it was obvious that Jack wasn’t talking only about the physical side. The day so far hadn’t been stressful only for Will, but Jack was almost as lost too.
Will leaned forward for a lust-filled kiss that told both men they had a full understanding. Coming up from the kiss, he adjusted the pillows from behind to under his lover and slid his un-oiled hand along Jack’s thigh, the other hand finding the awaiting hole again.
Jack gasped from the sudden feeling of Will’s finger pressing into him with one fluid motion. The lubrication allowed Will to act quickly without fear of hurting Jack.
“More.” Jack wasn’t going to wait for Will to pause for Jack to get adjusted.
Will added another finger and started to move them.
“No. More.” Jack reached to push Will’s hand off to signal that it was enough with the fingers.
The tight ring of muscles gave way for Will’s member as Will was determined to give Jack what he wanted. Will slowly pushed in until he was fully sheathed inside Jack.
Jack was clutching Will’s hips and pushing against Will with an equal force, the feeling of Will’s cock spreading him open making him pant for gasps of air. The physical feeling and the emotional charge with it made him feel alive after the feeling of disassociation he had been enduring the whole morning with.
He opened his eyes and once again made Will look at him. “William. Do us a favour and fuck me through this bed. I’m serious, luv.
The honest plea made Will whimper as it sent sparks of delight through him. He pulled out and back in tentatively to prevent hurting either of them, and with a nod and a grunt he started pushing hard into Jack, lifting his hips up to get deeper from the kneeling position.
Jack had his prostate brushed over with every thrust and he was sucking breath between his teeth with every sharp, pleasurable shock from it. He wrapped his pulsing cock in his hand and started to stroke it hard towards his release.
“Will…oh…Will…harder.” The sound wasn’t more than a series of moans, but Will took it as an order, like a good sailorman.
In an instant Will halted his movements and pulled out of Jack, who would have opposed if Will hadn’t almost simultaneously been ripping the pillows from under the heated body and turning Jack to lay more to his right side. After some hasty arranging of legs, Will harshly buried his painfully hard shaft back into the welcoming entrance.
He was kneeling on one knee, closely resembling a sprinter preparing to start a race, to get better leverage and more force.
Jack was clinging to the sheets on the bed in a moment of ecstatic realization that it was, absolutely, going to be a rough ride. The lad had, without a doubt, understood him.
“Yes, Will, oh gods, it’s good.”
With his other hand clenching Jack’s hip and the other on his thigh, Will rushed to reach an untamed pace, pounding into the sweet tightness that Jack eagerly provided. He forced his eyes open to look at his lover and saw as well as felt him writhing uncontrolled, moaning with pleasure, his hand wrapped around his arousal again.
The sight and the sounds were too much and Will felt his sacks tensing up, promising an instant relief, and he joined his hand with Jack’s around his cock. Stiffening to a stop after a few final, brutal thrusts Will came almost violently.
He wailed incoherently when his seed spilled into the man under him, feeling Jack’s heat convulsing around Will, dragging the last drop out of him.
Jack felt Will’s hand on his own and the cock pounding in him tensing, and the sensation of those little things on top of the sheer ravishment he had lost himself into, sent the last needed impulses through his spinal cord. In his orgiastic state, he uttered random words between his moaning before completely losing the ability to speak.
“Perfect. Will.“
Tossing his head back he welcomed the fire, and with the last thrusts Will mustered, Jack didn’t have time to breath in before the next flash of pleasure that left him ejaculating ruthlessly, howling his pleasure soundlessly with his back arched.
Will slumped on Jack completely boneless. Unable to move, he just laid there with a wide satisfied smirk welded on his face. He could just fall asleep right here. Yes, that would be nice.
Jack stirring under him brought Will from the near-sleep-experience and made him slouch off, ending up reposing his spent form only half on top of Jack.
Gathering all the strength that was left in his spent body, Jack managed to shove Will over and drape himself on him instead.
After a few deep breaths he lift his head to look at Will. He wanted to talk.
“Oi, lad…”
Will closed his eyes tighter.
“William.”
“What, Jack.?” Just a tiny speck of irritation could be detected from his tone.
Jack smirked with mirth at getting the man’s attention and ended up with a goofy chuckle.
“Nothing. It’s just that…One day you’ll kill me, no matter what’s in me drink.”
Will opened his eyes and looked down the best he could to see the man resting against him, wrapping his arms around his loved one for a tight embrace and forced Jack’s head down against his chest. “That seems to be impossible. God knows I’ve tried… Can I sleep now?”
Listening to the air passing in Will’s lungs, since there wasn’t a heartbeat to listen to, Jack felt tremendous relief running through him.
Will was definitely back to himself. The effects of the ordeal which Jack had had to put the man through to have time for some last minute arrangements, had worn off, drained from him, just as planned.
He squirmed out from the embrace to lay next to Will, easing his arm under the exhausted man’s head.
Jack, if he had had any second thoughts during the time he had been skilfully pulling the strings for the past decade, aiming for this day, was now certain it had been done right.
The lad could sleep the edge off of his fatigue before they had to get going.
It had been a trying day for Will so far, and Jack could not help but feel a bit of shame for making him go through all that. But in the end it was for a good cause.
He had been known to conjure up elaborate and marvellous and often close to impossible surprises over the years, but this one would definitely top them all. In fact, this one could even be the one that would later be considered as the definition of surprise.
- 2
- 3
- 4
You need to be logged in to leave a review for this story.You need to be logged in to leave a review for this story.
Report Story

Another Day in a Life or Two