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These characters are owned by Disney, even if Disney wouldn’t have them doing stuff like this,
which seems to come so naturally to them it only makes sense they would do it.
Be that as it may, this is for fun only, not profit.
The Man Doing the Breaching
Will took a deep breath and turned away from the sideboard, a goblet of wine in each hand. Jack sat on the edge of the bed, barefoot, one leg bent with the foot tucked under the other thigh, trying for all the world to look casual. But he radiated tension, tension of a good sort. Tension Will knew would feel good when released.
He cleared his throat and tried to walk nonchalantly over to the bed. Not an easy task because Jack was staring at him with bright, black eyes. The scarf on his head, the kohl under his eyes, the beads dangling in his beard, so worldly and decadent, they did nothing to hide the fact that this man was not nearly so sure of himself as he wanted to seem, and that unnerved Will. Because if Jack wasn’t sure of himself, then Will was truly asea.
“Jack,” he started, perching at some distance on the end of the bed. “We seem to be having this problem, and we should talk about it.” There, he’d started. Now it was Jack’s turn. He waited patiently. Sooner or later, Jack would speak.
But Jack did not speak. For once in his life, Jack Sparrow kept his mouth shut. He simply looked. Looked at Will. Will felt eyes raking over his legs, his chest, his face. Then Will couldn’t see them anymore, for he’d had to shut his eyes. This dizziness, maybe it was the wine. He put his goblet down on the table. Had to bend over to reach. Felt Jack’s eyes on his arse.
The source of their problem.
Will had no idea how to address such a problem. As with all problems, he supposed honesty and forthrightness would be the best approach.
“I seem to have some sort of a, um, a limit.”
Jack choked on the wine he’d been sipping at the exact moment Will decided to speak.
“Uh, yes, so it would seem.” Jack wiped his mouth with the back of his hand. Will noticed that Jack licked the wine he’d wiped off the back of his hand. Pink flash of tongue. Made his cock stiffen. Just the sight of the man’s tongue.
Will fiddled with the sleeve of his shirt. A loose thread wound around his finger, unwound, wound again. He felt the blush creeping, starting at the center of his chest, up and around his neck, spreading up his face, to the tips of his ears, betraying his uncertainty and discomfort. But no more than his awkward actions had already done so.
Perhaps the blush wasn’t so bad. After all, Jack seemed to like it when he blushed. He acted as if it endeared Will to him, like some young maiden. Did Jack think of him that way, like a maiden? Did he think Will, egad, pretty?
Will believed Jack. He believed he was beautiful. And the word pretty had been murmured at select moments. So now he sat on the bed and considered whether he wanted to be thought of as pretty. It wasn’t very proper. It wasn’t very manly.
He did want Jack to think of him as a man. Yet he called Will ‘lad’, and ‘boy’ and ‘young Mr. Turner’. Did Jack really think of him as that young? Was his age of such import?
His inexperience certainly was. He thought back to the first time Jack had really been with him, back on the original Interceptor. He was shocked when Jack took his cock in his mouth. The act was simply unheard of. Even touching another man was outré. But taking his hard cock in his mouth, that was unthinkable.
Will had to smile a little. Just the memory of Jack’s mouth on him, the revelation of how good it felt, made his cock jerk and stiffen in his trousers. He caught the little twitch at the edge of Jack’s lips, the darting of his eyes. He’d noticed the movement as well.
Back on the island together, at first, he had been so naïve. For the first few days the idea of going without clothes had not even entered his mind. It simply wasn’t proper. Then the first time he felt the sun on his naked arse, first time he rolled over in the sand and felt the rays warming his cock, it was so liberating. And then the pleasures they shared. He never dreamed he would enjoy something so perverted. But then it wasn’t perverted was it? Two men enjoying each other’s bodies, fully consenting.
When he considered it carefully, there was absolutely nothing wrong. Oh, some might claim the bible was against it. But the same church the bible came from said that it was acceptable for someone to own Okonkwo and Matthew and the others, just because of the colour of their skin. So how could any biblical judgements about a man being with another man hold water?
This was acceptable. It was more than acceptable. It was right, because it felt right. Because it felt right and because Jack cared about him more than anyone else ever had.
Did it matter if Jack thought he was pretty? He looked over at the pirate, who hadn’t moved. He was still sitting firmly on the bed, but the tension in the air made it seem as if Jack were hovering in the air, awaiting permission to land. So what if Jack thought he was pretty? It didn’t make him less of a man.
And yes, he was younger than Jack. What difference did that make? He had his youth, Jack had his experience. The extra years certainly didn’t make Jack any less attractive. If Jack found his youthfulness attractive, so be it.
But, however and nevertheless, Will was a man. He would not be thought of as some blushing maiden, even if his blushing did make him more attractive to Jack. And he found himself suddenly determined to prove it. To prove his masculinity.
How does one prove one’s masculinity when one is engaging in sexual acts with another man? he mused.
Jack hovered a little closer, it seemed. Heat was pouring off him. Will was afraid to touch him, afraid to lose his resolve. He had a point to make. And every time he had a point to make, Jack moved too close and made his thoughts all confused.
He stood abruptly and walked to the window.
Jack tilted forward, almost losing his balance, as if he’d been leaning against Will’s aura all along. The lack of it caused him to pitch, out of control. He regained his composure and stood as well, but did not approach the skittish colt, which is what Will felt foolish for feeling like.
Will cleared his throat. Made a little sniff. Pursed his lips.
Jack watched all this in slow motion, savouring every tiny move.
“So, I think this is an issue that must be dealt with,” Will said finally.
Jack leapt beside him. “Yes, I think so too.”
“It occurs to me that perhaps, I have this limit for a reason.”
“You think you have some aversion to my breaching you with something other than…”
“No, no. Not at all. I think it may be an issue of bulk.”
Jack cocked is head to one side, and Will wondered what the gesture meant. “You mean, it’s not a limit of the ‘nature of the act’ persuasion, it’s more of a, um, three-finger limit?”
Will stared furiously out the window now, unable to control the violent colouring of his facial skin. Who could have guessed this would be so difficult to talk about? “How is such a ‘problem’ usually dealt with?” Couldn’t hurt to ask.
Jack shifted beside him. “Well,” he began, “the man doing the breaching is usually quite careful to, uh, prepare the man who is being breached.”
Will thought about this for a moment. Prepare, with spit and gentle fingers. Yes, but it hadn’t been adequate. And while he rather enjoyed one finger, and two was certainly stimulating, three was just too much.
“And if this preparation is not enough?”
“I suppose,” Jack purred, “the man doing the breaching might be allowed to prepare some more.”
“I see.” Will shuddered as Jack’s hot breath met the back of his neck. He could feel every contour of Jack’s body as if it were touching him, but it wasn’t. A counter proposal occurred to him. “Suppose it’s not a matter of preparation at all. Suppose the man being breached would be more comfortable doing the breaching?”
Jack’s slow steady advance on Will’s personal space halted abruptly. “But what if the man doing the breaching doesn’t want to be the man being breached?”
Will shrugged, the top of his shoulder just catching one of Jack’s beard braids. “Suppose if the man being breached were to do the breaching, then perhaps he might understand the process a bit better and not be so bothered by being breached…”
Jack exhaled sharply, burning Will’s skin through his shirt. “But the man doing the breaching is the one with the experience. Suppose he would like to show the man being breached how it’s done, before the man being breached is given the opportunity to…”
“Do you think I would hurt you, Jack? Do you think I’m so clumsy?”
“Ah, experience does count, luv. Experience and attention to detail.” Jack’s hand swept down across Will’s back and curved around his arse. Will loved the feeling of security that gave him. “And, my dear, you really do have the loveliest arse I’ve ever seen or felt, and I would dearly love the opportunity to breach it properly. However, if you are not feeling capable…” Was that a wicked glint of a gold tooth?
“Nonsense. I’m perfectly capable. I’m more than capable, I’m eager.” Damn. Had he really said that? Will almost vibrated with frustration. He’d attempted to turn things around, to prove his dominance and only succeeded in making himself seem eager to be breached. Perhaps he was eager to be breached?
It wasn’t worth questioning any further, because Jack had swept him up in a furious kiss. Will’s head was tilted back with his mouth full of questing, hot tongue and his slim torso was enfolded in strong arms. This, he found, he could be comfortable with. He tangled his tongue with Jack’s and found one leg lifting, bending, settling on Jack’s hip. It felt like it belonged there, and he hadn’t even meant to do it. So this is what Jack had meant when he’d told him to do what felt good, what felt natural.
It was more liberating than being in control. Will simply let his body lead the way. In no time, both his legs were wrapped around Jack’s waist and he was drinking in the decadent, sweet taste of Jack’s mouth. He let moustache and beard scrape along his face and add accents to every swipe of Jack’s tongue. He let his hands roam down Jack’s back and wriggled his arse when strong hands squeezed it.
He tilted his head back, revelling in the feeling of Jack’s tongue sliding down his throat. “That’s it,” Jack breathed against him. “Just let it happen.”
Will’s cock was impossibly hard due to this surrender. There was no proper. There was no decent. Just him and Jack, shuffling toward the bed, and it would help if he got down and walked too, but the roll of Jack’s hips as he walked caused his stomach to press against Will’s hard cock in the most delightful ways and he simply couldn’t bring himself to give up all this full-body contact yet.
Will was dumped on the bed and found Jack looming over him, unbridled lust written all over his face. Clothes just had to go and it wasn’t a moment too soon that he was naked and writhing under his lover. Jack cursed as he yanked off his layers of clothes, which Will found inexplicably funny, but all sniggers were silenced by that plundering tongue and a hot hard body pressed tight against his.
Wet lips tugged on his nipple and he arched to rub his cock against firm chest muscles. Jack was all over him, licking and sucking and making him wild and then taking his cock, oh, so deep all at once. Will reared up off the bed. Splayed fingers spread over his chest, pushed him down on the blanket so he could only lie still and endure. In a haze he thought maybe that breaching of any kind had been forgotten about, but there were Jack’s hands under his arse, reminding him. Before he could tense up he was flipped over and yanked toward Jack so he was lying sideways across the bed with his feet flat on the floor and Jack’s mouth sucking on the back of his neck, hard cock pressed against him but not poking into him because Jack was slinking down his back, leaving a wet trail to cool on his fevered skin.
Jack’s tongue slithered down and Will fought the urge to avoid it, fought his mind’s command to escape it, just let it go where Jack wanted it to go. And then Will felt Jack nudging his legs apart and that tongue where he knew it shouldn’t be but somehow had to be. Jack hummed against his tight opening and gave a slow, luxurious lick and Will felt himself almost instantly open to the slight pressure.
“Oh,” was the only thing he could think to say when the slick muscle breached him. Spreading his legs further was the only conceivable response. And wriggling his arse further off the bed to allow Jack greater access followed so naturally that Will didn’t think of it. He just let it happen and moaned from deep within.
If this was preparation, he’d happily prepare all night long.
“Oh, sweet Jesus, you’re heaven,” Jack moaned against him before spearing his tongue into the loosened opening. “You taste so fucking good.” Which, of course, made Will purr and wriggle for more.
But eventually, after licking and kissing and tonguefucking his arse until Will was practically oozing off the bed, Jack rose up off his knees and slid a single finger inside. Will felt it, but no pain. Only delicious pressure and stretching that made him want more. Jack happily obliged with another finger and Will purred and writhed. Jack hesitated with the third finger. Will rolled his hips and whimpered for more. He had to be filled. Now.
Will could feel Jack’s hard cock leak against his hip. He reached back and wrapped his fingers around the rigid length. It still felt too large to fit inside him, but now he didn’t care. He twisted his wrist, guiding Jack’s cock to where he wanted it.
Jack pulled back. “Careful, luv, preparation, remember?” and he moved away. But kept the two fingers inside Will, stroking and brushing deep inside. He was reaching for something from beside the bed, and the first cool trickle made Will start, but the oil warmed quickly, and Jack pulled his fingers out to coat them thoroughly before plunging them back inside. Then he added the third.
The slide of it made Will want to scream. He jolted and his hard cock slammed against the side of the mattress. That felt great! He did it again. Jack hurriedly reached around and grabbed Will’s cock before he did any harm to himself.
“Jesus, Will, take it easy.”
“No. Now!” Will couldn’t remember ever wanting anything this badly. Jack was working his fingers in and out, spreading them gently, but Will didn’t want fingers anymore. Drastic situations call for drastic measures. Will screwed up his courage and pulled away from Jack’s hand. The fingers left him suddenly and he could feel his entrance spasm as if searching them out.
“Oh, God.” Jack sounded as if he was in awe.
“Breach me,” he hissed, “Now, Jack!”
Jack fell against him in an instant. “Will, I’ve been wanting this for so long,” he mumbled.
Will stiffened for a second at the blunt pressure of Jack’s cock. Then he leaned back.
Next: Chapter 45 There It Shimmers
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