Chapter 3
“Well.”
“Well, indeed,” Charles replied, his fingers going to his top button, and kissing him there on that soft indent at the base of his throat. It was a playful kiss, but it was still enough to get his toes to curl.
He closed his eyes and prayed that no one would find them tonight. He had dreamed of this for so long, he desperately needed this to happen, even if he could scarcely believe that it was.
Charles, his friend Charles whom he had wanted from the first moment they had ever met- not only did Charles also want him, Charles understood about his need to be tied—
“Up,” Charles said, with a satisfied grin, his hand pressed against his bulge. “Oh, Hugh, I am going to make you so happy tonight.”
“How selfless. Whatever happened to my evil villain?”
“Oh, I didn’t say I was going to be gentle about it, my dear hero. I only said you were going to be very happy.”
Hugh let out a whimper. How many nights had he dreamed of Charles saying such things to him. And now, it was really happening.
Charles led him to what was supposed to be the center of the ship, and gave him a wicked smile. “Time to be tied to the mast, my dear.”
Hugh gulped, and put his arms around Charles, kissing him deeply.
Hugh could barely breathe as Charles circled him, winding the heavy rope around his waist, his hands bound behind the mast.
Charles put his fingers against his wrist. “You have a rapid pulse.”
“Can’t wait for it to be racing.”
“I’ll take that as a challenge,” Charles replied, picking up a cutlass.
There was nothing safe about the way Hugh felt as Charles brought the weapon to his throat, and then, sliding it down, he tore through his shirt.
“No undershirt,” Charles whistled approvingly, as his fingers traced the well-defined muscles on his chest.
It felt good, so good to be stroked like that, but that was nothing compared to the feel of Charles's mouth over his taut flesh, as Charles kissed his way up and down his chest.
“I thought pirates were supposed to be dangerous,” Hugh said, tauntingly, surprised by how sultry and teasing he sounded.
“Oh, so my captive wants a taste of danger?” Charles asked before kissing him deep, pressing his body close enough to remind Hugh of the kind of a cock he was dealing with.
Hugh groaned, and attempted to twist against him, but his bonds were too tight.
“Time to have my way with you,” Charles said hoarsely as he scraped his fingers against hard muscle.
Suddenly, Charles had his mouth on his nipple, flicking the hard bud with his tongue, pressing down with his teeth as he twisted its twin between his fingers.
He was gasping as Charles mouthed him. His balls pulling back. He could feel his cock tightening even more. The tip was wet, no, more than wet- he could feel the damp head straining against his pants and he knew that he had leaked through.
He felt the color rise in his face. It felt so damn good to be handled like this, but if Charles made him come in his pants he was sure he would die from embarrassment.
Nervously, he looked over to the side of the ship to see if Jane and Marjorie were watching them.
He breathed a sigh of relief- Jane was facing the other way- chained to the plank. Marjorie was facing in his direction, but her head was bent down between Jane’s splayed legs, making it clear that Marjorie was getting an eyeful of a very different scene.
He closed his eyes, and he could hear Jane’s whimpers as Marjorie... no, those sounds weren’t coming from his friend Jane, those sounds were coming from his own throat. His lower lip was trembling as Charles seized hold of his waist, his fingers tracing the flesh just below the ropes.
Fingers that were traveling to his top button.
“Prepare to be plundered,” Charles said, his voice full of suggestive menace as he yanked down his pants and shorts in one go.
“Looks like this is a ship with more than one mast,” Charles said, seizing his erection.
Charles had left his hips unbound, and he lifted them, pushing out as Charles fondled him.
“The biggest problem with piracy, is that after too many days at sea, you run out of bottles to drink from.”
“Thirst is a terrible thing,” Hugh said, his body quivering with need.
“Isn’t it?” Charles agreed. “Fortunately, you’ve brought a nice sized flagon with you,” he said, wetting his lips.
Hugh gulped. He had, in his adult life, some degree of furtive experience touching and being touched by other men. Licking the cum off of Charles in the prop closet had been a brand new experience for him. He had heard about men who were actually able to lick and suck each other to complete ecstasy, but he had not had the pleasure to give or receive such an act. The possibility that Charles might...
Oh, but Charles would.
Hugh groaned as Charles knelt down in front of him.
Charles gave him a seductive smile. “My poor prisoner, you’re about to be manhandled.”
Hugh gulped. He couldn’t think of anything he could want more.
Charles put his hands on his knees and then trailed them upwards, caressing his sensitive thighs. Thank goodness he was tied up, he wouldn’t have been able to stand- not with his body trembling so.
Charles looked up at him with the sinister sneer that had made him famous. If only he had that fake mustache that he could twirl, it would complete the fantasy that he had whenever he watched the latest installment of their serial at the theater a few blocks from his apartment. Finally, at long last, he was the one being menaced by the villainous Charles. Every hair on his body tingled, and his cock throbbed.
“Seems like my prisoner is a bit too eager to be taken,” Charles said, deliberately holding back.
Hugh grunted, his body desperate and straining. It was torture to have Charles’ warm mouth so close to his loins.
His entire body jolted as Charles leaned forward, running his tongue the full length from his balls to his shaft to the weeping head of his cock.
“Oh, Charles,” Hugh groaned as the other man licked across the tiny slit, tasting him. He jerked forward, his body wanting more.
But it was clear that Charles was in no hurry to relieve him. No, Charles had thought this out, and he was going to play with him, make him beg for it.
“Such a nice cock. Look how badly he wants to come,” Charles cooed, collecting a droplet on his finger. “Ever come in a man's mouth before?”
Hugh shook his head. “No. Never.”
“First time for everything,” Charles said, leaning forward to roughly kiss his mouth. And then, with his lips still parted, Charles pressed his finger inside his mouth. Carefully, Hugh extended his tongue to taste himself.
“Oh, how innocent you are, Hugh. This is how you do it.” Charles said, withdrawing his finger and walking behind him. There, kneeling on the other side of the mast, Charles took one long index finger and began to deposit wet, fluttery kisses, taking the finger into his mouth until he had swallowed it completely. And then he began to suck against it, his lips and tongue, the suction of his cheeks, making Hugh miserably aroused.
“I thought pirate captains are supposed to be vicious brutes,” Hugh groaned, as Charles continued to lave his finger.
“Take you violently? But Hugh, I’m one of those debonair, swashbuckling pirate captains, I do a very sophisticated kind of vicious. Slow torture is so much more fun than mere brutality.”
“If you don’t, Charles, so help me, when I’m finally free, I’ll--”
“You’ll do what, Hugh? Is my hero made of rougher stuff than he’s let on?” Charles asked, one hand on Hugh’s bare hip, his fingers tantalizingly close to Hugh’s erect cock.
“So close, but not close enough.” Hugh groaned, his cock miserable by the slow tease.
“Oh, is there someplace else you'd rather be touched?” Charles teased him, trailing a wet finger up Hugh's bare thighs. Charles's mouth followed his finger, kissing, biting, until a growl built up in the back of Hugh's throat.
“Are you going to--- oh-- oh, Charles--”
Lips, both soft yet firm, pressed against his most sensitive flesh, as Charles inhaled him.
And it only got better from there- Charles began to play his cock like an instrument, knowing exactly where to press and when. Charles's hands and warm, skilled mouth working in tandem to bring him the greatest arousal of his life. The intimacy, the wet warmth... it felt... it felt absolutely incredible.
But just as his body was about to surge forward, Charles pulled off.
“Do not tease me,” Hugh said sharply. “If you’re going to, then—“
“Do prisoners give orders to the Pirate captain? No, I don’t think they do,” Charles said, shaking his head. “I’m afraid you aren’t being a very good prisoner.”
“Please,” Hugh begged, “you--”
“Please. Mmmm... I like the sound of you saying that word, Hugh. In fact, I think we’ll have you say it plenty,” Charles smirked, his fingers deftly attacking the knot that he had tied in the rope.
Oh no, was he really to be untied? Just for trying to give one order. “So that’s it then? You’re giving up the whole game just for that?”
“Does that mean you don’t want to be untied?” Charles smiled. “Don’t worry, you’ll be all bound up again in a moment.”
“Then what are you--”
“Just going to reposition you, my dear.”
“I don’t understand.”
“Your cock is so full that it’s dripping, but I’m not going to let you come yet.”
“You said the hero always comes.”
“At the end. Don’t worry, my dear, you’ll be saved. But not until you’ve really been in my villainous clutches. That erection of yours is for going to have to stay hard a little longer. Oh, and you’ll want to brace yourself if you wish to avoid splinters.”
“Splinters?”
“Turn, please, so I can retie you.”
“Turn? But then--”
Charles had his hand on his shoulder. “Turn, Hugh. You’ve been a bad boy.”
“Bad?”
“Yes, you shouldn’t have questioned your pirate captain. And now you are going to find out what happens to bad boys.”
He didn’t know where the large thick belt had come from, for he certainly didn’t remember either of them wearing one like that. But he certainly knew what Charles was about to do with it.”
“Pirates are ruthless, aren’t they?”
“Very.”
“And is the Pirate captain is ruthless enough to take his prisoner at the mast?” Hugh asked hopefully.
“Is that what the prisoner wants?”
Hugh shook his head eagerly.
Charles let out a mocking laugh. “Villains don’t just take their prisoners, though. Not when the buildup is more dramatic. Do you remember that scene we shot with Jane, her bound hands dangling from the hook in the abandoned barn?”
“That was when your hand went to your belt buckle, and you gave her that evil leer.”
“And then?”
“That was when the screen card had the words, Oh, no, oh help me. And then the next scene had a close up of Jane’s face, a single tear falling down her face. And then the camera angle shifted, so that you were both shadows on the wall, shadows that showed the belt being raised and-- oh, how I wished that I could have traded places with Jane! Do your worst, Charles,” Hugh groaned. “You’re a dastardly pirate, and you have me at your mercy.”
“I certainly do, and you have such a sweet, innocent bottom,” Charles said, cupping his ass in his hand. “Don’t worry, I’ll leave it just as pretty as this, just a lot pinker and a lot warmer.”
And with that, Charles stood back.
High gritted his teeth. That belt had looked quite heavy. A moment later he gasped loudly. The belt didn’t just look heavy, it felt heavy, landing against his ass with a dull thud that sent a powerful ache through his body.
“Is that all you’ve got?” Hugh grunted. “Not that intimidating a villain are you?”
“That was just for practice,” Charles said. “Now that I’ve got your attention--”
Ungh- Hugh groaned as Charles let the belt fly again, this time delivering a stinging snap. And another, and another, the belt biting at him, bringing a blast of heat each time it fell.
Worse, his balls were tightening more than ever, and his cock had nowhere to go, trapped between his stomach and the mast.
“The high seas can get pretty rough. Think you can handle it?”
Hugh nodded. “Rough. Yes, I expected that from the beginning.”
Facing the mast, he was Charles’ prisoner, and he was going to have to do whatever the dastardly villain wanted.
That was exactly what he had wanted when he had watched Jane get bound earlier in the day. That wonderful feeling of comfort, of only having one role to play, of letting Charles handle the rest.
Charles, who wasn’t at all gentle with the belt, wouldn’t be at all gentle with his cock.
Hugh nodded. “Yeah, I can take it a little rough.”
“Can you now? How many cocks have you had up this fine ass of yours?”
Hugh hesitated.
“That many, eh? Guess heroes get around plenty.”
“Er, no, it isn’t like that. I— I haven’t, not that way.”
“Better to give than receive?”
“Not that either. I— I haven’t done anything, anything that was... penetrative. This would, um, this would be my first time doing that. Have- have you?”
“Yes, I have,” Charles said. “So here’s what I’m going to do first--”
Hugh turned his head to see Charles sink down behind him, and grab his burning ass cheeks.
“Pink is very becoming on you,” Charles said, stroking his punished bottom. It was a soothing gesture, and yet it brought even more heat to the surface, heat that went straight to his trapped cock
He couldn’t see anything else after that, but he certainly felt it as Charles pulled his cheeks apart, and pressed something very wet in between them.
Something marvelously wet. His small, muscular ring contracted in response as the wet thing traced its way around the sensitive circle.
Wet. It was so wet. His tongue. Charles was licking him there. He felt a hot flush wash over his face and body as he tried to adjust to the embarrassingly intimate action of having the other man kiss and nibble and lick in such a private, forbidden place.
He groaned, his body shaking under Charles’s skilled tongue.
And he knew why Charles was doing that too. Why Charles had a reason to make sure his asshole was sopping wet.
He had the proof of it when Charles stopped, and stood up, placing a hand on his bare shoulder. It’s the end of the adventure, Hugh, time for the hero to come. Of course, in this filthy little scene, the hero won’t be the only one to come.
Hugh gulped, the words arousing him just as much as the smooth sweep of Charles’s cock, as he drew it against his wet circle.
His heart pounded in anticipation, and his lungs couldn’t take in air quickly enough.
“Relax, prisoner, and prepare for your invasion,” Charles said giving him a sharp spank, “you’re about to be boarded by a ruthless pirate.”
And with that, Charles covered him with his body, his pelvis thrusting forward hard and fast, the tip of his cock breaching his virgin hole.
He grunted hard- the wetness from Charles’s mouth had certainly smoothed the path, but nothing had prepared him for the burn, as virgin muscles were pried open, Charles taking his tunnel inch by inch, stretching him further than he would have ever thought possible.
He was breathing hard, his mind struggling with his body. The pain was biting through him, but he pressed backward as far as he could. This was his moment, and he was determined to get the full experience.
“Relax, prisoner, and take him as I give him to you,” Charles commanded, breathing heavily against his neck, his hot breath tickling him.
He closed his eyes, absorbing the pain until it had passed, until all he felt was the intense ownership of his body, as his lover laid full claim to him, completely filling his back passage with one extremely erect, throbbing cock.
“Oh, the things that I would love to teach you,” Charles groaned as he began to thrust against him.
“So teach me,” Hugh groaned. “Whatever you have for me.”
“Oh, my darling prisoner,” Charles's said affectionately, mussing his hair tenderly as he kissed the back of his neck. His kisses soon became more intense, as did his thrusts.
Minutes later, Charles was fucking him into a frenzy, heavy balls slamming against his whipped buttocks, bringing pleasure and pain until he felt feverish.
Hugh's throat was dry and sweat was streaming down his back as Charles rode him like they were off to battle, his cock ramming him deeper and deeper, fully taking him. He could feel the tickle of Charles's hairs against his whipped flesh, a tickle that was driving him out of his senses.
And then, continuing to pound against him, Charles grabbed ahold of his cock, and began to stroke it.
It was all over for him then, his body surrendering completely, exploding in a violent clenching shudder, soaking Charles's hands as they continued to work against him.
Charles came at nearly the same time, the tight squeeze proving too much for him.
They were both panting hard as Charles flooded Hugh's body, coating his ravaged tunnel with his hot, soothing spendings.