A Challenge to the Crown

Damian had been waiting for a chance like this for a while. By birth, he was one of the entourage fated to follow Prince Rupert around.

That didn't mean he had to like it.

Every day rubbed him like an uncomfortable pair of pantaloons. Watching that popinjay parade about. Golden bright, with that brilliant smile, in all the security of his position.

While Damian waited in the shadows cast by that brightness. It was his duty, he'd been told, not to outshine Rupert.

So he didn't. He subdued himself. But day after day, the pressure increased, until he seethed under his smooth facade. Especially as Rupert was always calling him over. Teasing him for being 'so solemn.'

He spoke less, and he fought less hard. Ignored Rupert's giggling jibes. But today, by some odd chance, they were alone in the stables. Because Rupert liked to care for his horses himself.

So Damian said, "I bet you can't take me?"

"What?" said Rupert, eyes lighting, mouth curving in amusement.

"I bet you can't keep me pinned, in a wrestling match."

"Of course I can," said Rupert, flushed with the confidence of youth and royalty.

"Let's go now then."

And in a few short minutes, Damian had Rupert under him writhing helplessly, hands pinned to his side. It was a lovely sight, Rupert's cheeks flushed, golden hair disordered.

"Damn it you're strong," said Rupert, still struggling.

"Yield and I'll let you up." He wanted Rupert to know the truth. That he was the more capable. Then he could prance around, pretending. But knowing.

Rupert shook his head, convinced he'd find an out, apparently.

Suddenly, Damian felt something hard bump into his groin, and realized the prince was hard.

Rupert froze, and they stared into each other's eyes for a long moment. Then Damian grinned condescendingly, and ground his own growing hardness into the prince.

Rupert moaned, helpless beneath him.

"I wasn't expecting this, my Lord," he said, mocking.

"Stop it, it's Just--" but Damian cut him off, driving his tongue into his mouth. Rupert grew yet harder beneath him, and for a moment ceased struggling, eyes drifting closed.

Damian took advantage of the lapse, rising up and pinning Rupert's arms with his thighs.

"What--" came Rupert's muffled cry of outrage, as Damian rubbed his still clothed erection over the prince's face.

"You're going to take this, Rupert," he growled.

There was a muffled cry from under his breaches, and the prince struggled.

Damian rose, and the prince was free, but only for a moment. As he struggled to sit up, Damian pulled his shirt over his head and used it to trap his arms.

There was a strangled wail. Damian just flipped him, so he was face down in the straw. That should keep things quieter.

"Wait!" came Rupert's muffled voice, as Damian relieved him of his breaches.

"Why should I?" said Damian, taking in the sight of Rupert's delectable, rounded ass. He felt the man underneath him shudder as he ran his hand over it.

"What do you mean why? I'm your prince! I could have you brought up on charges," said the defeated man under him.

"Oh, right." said Damian, as he rose to undo his own breaches.

"And what exactly do you plan on telling people, when you do?"

Rupert gasped as Damian's cock came into contact with his skin.

"Are you going to say," Damian continued, "I got hard because we were wrestling?"

Rupert whimpered. Damian was rutting his cock slowly against him, up and down.

Damian levered himself up, and felt for Rupert's cock.

"And then you'll say," he said, squeezing the dripping member, "I got even harder, when I felt his prick on me?"

Rupert moaned and twitched in his palm, helplessly slutish.

"Then you'll say," said Damian, relentless, pushing himself into the crack of Rupert's ass,

"When he pushed his cock against my tight little hole, I got even wetter than I was already."

Rupert's cock had released a deluge of wetness onto his palm. He brought his hand back, using it to wet Rupert's hole.

"And when he put his finger in," said Damian, doing it while he spoke, "I clenched so hard I almost took it off at the knuckle."

Rupert tried to sit up, but Damian had one hand firmly planted on his back, as penetrated him over and over with the single digit, listening to the other man gasp and moan into the straw below him.

"And then," said Damian right into Rupert's ear, as he lowered himself on top of him,

"When I was loose and ready," and Damian pushed his cock so that it lay just against Rupert's opening, "he pushed the tip of his cock in."

Rupert howled into the straw, as Damian did it.

"And I was hard as a rock the whole time," said Damian, confirming it, as he slid slowly, deeper and deeper into Rupert.

And for a few moments, all was still, as he lay trembling, staked to the balls, beneath him.

"How about you tell them," said Damian, breathing into Rupert's ear,

"What it felt like, hearing me slap into you, over and over, as I fucked you hard."

"Damn you, Damian," said Rupert, but then had to choke back a gasp as Damian began to move.

Thrusting powerfully over and over into the warm, receptive body beneath him, Damian filled the air with the sounds of slapping flesh. Deep satisfaction bloomed within him, and his groans joined the prince's desperate whimpers. Sitting up, he took a moment to enjoy the sight of the prince's pale buttocks jiggling tantalizingly with each slap of Damian hips, and of his cock pistoning in and out of that pink, virginal ring. Overcome at the sight, he grabbed Rupperts hips in both hands, driving himself even harder into him.

Suddenly Rupert stiffened, jerked. Damian felt his member squeezed harder than ever as Rupert's hole tightened on him. He reached below, confirming. Rupert had come from being fucked.

He leaned back down to cover him, whisper in his ear. "Ready to take my seed, Rupert?" Rupert just moaned pitifully. He gone completely limp beneath him.

Damian bit Rupert's shoulder hard, as he jerked, filling up the prince.

He gave his rump a parting slap before he left, leaving the prince stretched out on the straw.

If he'd only known then just how Rupert would retaliate, he'd have been more careful in the days that followed.

Damian was out for his evening walk just three days after when they jumped him, quickly throwing a bag over his head and tying his hands behind him. It was embarrassingly easy for them.

He was dragged into a room, and the bag removed. It was Rupert in front of him.

"You were right," he said. "I couldn't tell anyone official about what you did. But you forgot I don't need to tell anyone anything to have you punished." And he thrust a gag in Damian's mouth, tying it firmly at the back.

Next, a blindfold. He felt himself being bent over so that he remained kneeling, but his chest was supported on some kind of cushion.

His clothes were being taken, sliced off with a knife. He started to squirm.

"I wouldn't do that," said Rupert evenly. "Unless you want to get cut."

Damian stilled. Once his shirt was free, more rope was added, binding his arms tightly around his chest. Then his pants were removed, and he groaned, fearful.

"You're probably wondering about what's going to happen next," said Rupert. "We're going to start by giving your ass a good canning."

This was not reassuring. What did he mean by the first thing?

But he didn't have much to anticipate, because he felt something cold on him. The cold tail of the whip.

Soon stinging blows were raining down over his back and ass. By the 12 blow, he was writhing, screaming into the gag. He had no choice.

"Hopefully that's been enough to humble you a bit," said Rupert. The whipping stopped, and Damian felt hands caressing his ass, making it sting.

"So wonderfully red, now," and the way Rupert said it made him shiver with dread. He started as someone poured something slick over his rump. Oil, if felt like. But Damian was soon distracted from this strange action when a large cloth-covered bulge was rubbed heavily into his face.

"You're going to take this now, Damian," said Rupert softly. Damian heard a belt being undone, pants dropping to the floor. Then Rupert's hot, spongy member smacking into his cheeks. Not content with that indignity, Ruppert rubbed his balls all over Damian's face. The wrinkled flesh smelled sweaty, potent.

Rupert removed the gag, and Damian felt the wrinkled sack against his lips.

"Lick it."

Damian grit his teeth. He could not submit to this indignity, servicing another man's ball sack with this mouth.

There was a pause, and Damian felt more blows raining down on his sore ass. When he opened his mouth to shout, Rupert's sack slipped in. He moaned, horrified, as his mouth was invaded by Rupert's wrinkled flesh. But worse than that was the knowledge that there was someone behind him, witnessing this.

"That's it, suck on it. Your tongue feels so good on me."

At length, Rupert's balls were removed. But Damian's relief was short lived, as it was quickly replaced by Rupert's rampant prick. He gagged as Rupert began to fuck his throat in slow, deliberate strokes, hands wrapped round the back of his head.

He tried to raise an arm to better support himself under the assault, then moaned in frustration as his arms met the resistance of his bonds. He could only wriggle helplessly as Rupert thoroughly violated his mouth.

"You look so handsome on the end of my dick," said Rupert wryly. Damian groaned, wondering if the indignity would ever end.

More oil was rubbed into his rear. His abused flesh burned under the rough palms of the man behind him. Then oil was rubbed into that most private space between his buttocks. He shouted in shock around Rupert's prick. But there was to be worse in store. Soon a prick was being prodded, then rutted, against his cleft.

"I said you were going to take my prick," Rupert teased, "I didn't say it was going to be the only one you'd take.

There was a snicker from behind him, followed by a shushing sound from Rupert.

Then the inevitable humiliation; a prick aligned with his fundament. But it didn't enter him immediately. Instead, gentle pressure was placed on his opening over and over. It was excruciating.

He moaned around Rupert's prick in his mouth, struggling once again against the unyielding bonds.

He felt himself give way, slowly, to the unrelenting cock flesh. First, just the tip of the head nudged inside. Then the rest of the cockhead popped inside, and Damian couldn't help but squeal.

"Ahh" moaned Rupert, "the way you're moaning on my dick, its wonderful."

More and more hard cock slid unrelentingly into Damian. There was no escape. When the man's balls finally rested against his ass, he whimpered in mortification.

The man behind him began to move his prick in and out, still maintaining a tortuously slow pace. All the while running he was running his hands over Damian's helpless form. Somehow, Damian felt himself responding to the touch, his body heating at the sensual treatment.

Damian felt Rupert pull out of his mouth. Then a stream of something warm and sticky blasted onto his face.

He cried out in realization, before Rupert stuck his fingers in his mouth to silence him. Then the gagged was forced back into his mouth, and tied back in place.

It went on for what felt like an eternity, Damian feeling the cum dry on his face as he was fucked. The man behind him finally began to pick up speed, balls slapping wetly into Damian's ass. To his horror, Damian realized this might be enough to make him come.

He was saved that, though, as the felt the man stiffen and release inside him.

He panted, feeling the big dick soften within him.

Surely, this had to be over soon.

Someone was petting his hair.

The next thing he knew, there was another pair of hands on his hips. The new man's cock was shorter than the last one, but thicker as well. The stranger forced Damian to feel each inch as it was stuffed inside him, stretching his ring. The man set a steady, unhurried pace, palming Damian's hips in a sensual caress as he forced embarrassingly loud moans from Damian's throat. Damian cringed at the wet, sloppy sounds produced by this new coupling.

"My, Damian," came Rupert's voice again, from behind him, "what noises you make, even through a gag."

And Damian groaned even louder, realizing that it was Rupert taking him, and he hadn't even realized it. Somehow Rupert's prick hadn't felt this large when he'd palmed it, back in the stables. He trembled at the pleasure that overwhelmed him, suspending him at the edge of the abyss.

He felt Rupert's soft hands encircling his prick.

It took only two strokes of his cock for Damian to abase himself, coming hard. Rupert growled, spewing the second load of the night into Damian.

After Rupert pulled out, Damian hardly had time to wallow in the sensation of the double load beginning to gush out of his used channel before there was another pair of hands on him, stretching him open. To Damian's surprise, he felt Rupert gently unwinding the gag.

Rupert's lips were on his as he yelped with the rough penetration of his third fuck of the night. All finesse was gone, this man pounding into him like a cheap whore. To Damian's shame, he was soon hard again, cock bobbing in time to the thrusts as Rupert's tongue darted into his mouth. Apparently not content with the force of his own hips, the stranger grasped Damian's bound forearms painfully, jerking him back onto his cock. Damian wondered vaguely if it would leave a bruise.

"Stop that." It was Rupert's voice, but lacking it's usual humor. "I told you he's not to be damaged."

There was a snort of frustration, but the hands moved back to his hips. Before long Damian's third cock of the night was pulled unceremoniously out of him, and he felt spunk jetting over his ass, the small of his back.

He lay there, panting, listing blearily to footsteps around him, then a door closing. The blindfold was ripped off, and Damian blinked, trying to clear his sight.

Rupert was standing in front of him, inscrutable. "We're alone now," he said.

Damian struggled for composure.

"Are you going to kill me now?" he asked.

Rupert snorted. "Of course not. Punishment wouldn't fit the crime, would it?"

Damian felt a shiver of cold fear run down his spine.

"Then...are you going to sell me off to a bawdyhouse?"

Rupert looked at him in amazement, then shook his head. "My, you have a fertile imagination. Is that what you'd do, if you were me?"

With some effort, Rupert maneuvered him off the bench and onto the floor, so that he was laying on the rug in front of the fire. He winced as his sore ass rubbed into the rough fibers. He felt something damp on his skin. Rupert was using a damp cloth to clean him up.

Rupert's eyes met his, flashing in the dim light. "Don't pretend you didn't enjoy that."

Damian averted his gaze. He couldn't deny the terrible pleasure he'd felt. But he didn't want to have to admit it either.

"Still so stubborn. I'm being so much kinder to you than you were to me."

"Fuck you Rupert." It came out weekly.

"Hmmm," said Rupert. "I might grant that."

And the Prince began stripping in the warm glow of the fire. Seeing Rupert's beauty fully displayed for the first time was like a punch to the gut. Somehow, he had the same self-assurance out of clothes as in. Despite the exhaustion filling him, Damian was somehow fully hardening again.

"I thought you'd like this," the prince purred, "you didn't get a chance to really look before, did you?" There was something wicked in Rupert's smile. He crouched over Damian, straddling his prick, face alight with satisfaction as he took it into his hole.

Damian couldn't help but whimper when his prick was fully subsumed, and Rupert was fully flush against him.

Rupert rocked back and forth indolently, grinding into Damian without letting him withdraw, fisting his own prick as Damian squirmed helplessly, needing more.

Rupert regarded him with half-lidded eyes, watching him struggle.

Rupert leaned forward, placing his hands on Damian's collarbone.

"You don't get to treat me like trash," he hissed, "you understand?"

Damian just nodded. Gods, his skin felt hot. He was drooling now.

"You thought you could get away with it," Rupert continued, "because I want you so much. But you will show respect, or I'll set the dogs on you again."

Damian couldn't speak, too pleasure-dazed, but he looked up at Rupert, completely confused..

"I didn't have the others speak for a reason," said Rupert. "This way, you can think about who they might be the next time we're at practice."

Damian's eyes widened. "Surely he wasn't suggesting..."

"It could be one of them," Rupert confirmed, staring into his eyes. "Or it might not be. Could be I got some stable hands to do it. Or some of the cooks. The point is, I can tell them it's open season on you again whenever I feel like."

Damian was mortified at the thought, especially the bolt of interest that shot through him. But he could only continue to drool and whimper, as Rupert made use of his cock.

Rupert's hands on his shoulders squeezed tight, and Damian brought his attention back to his face.

"You're mine," Rupert growled, face contorting with possessive desire.

Damian could only nod weakly.

Then Rupert's tongue slashed into his mouth, and his entire body was boiling.

The weeks ahead would be interesting. That was all Damian knew for sure.