Jordan
Vulnerability wasn’t a thing Jordan had wished to experience again, but that was before meeting Miles. In all honesty, he wouldn’t have believed he’d be locked in chastity when he won the bet, and he also knew that his current predicament went against everything he and Miles had agreed upon. Somehow, none of it mattered because Jordan, though horny and desperate to tear Miles’s hole open, had made peace with his choices. If he couldn’t be vulnerable, then he wouldn’t be able to keep Miles, and a future without him now seemed boring and colorless.
Jordan was intense, possessive sometimes, but he had never cared for any of the guys he had lured into his bed. Miles shouldn’t have been any different, and yet, there he was with the key to Jordan’s freedom around his neck.
Two days… Jordan stared at the ceiling. What if he left anyway?
Jordan turned his head and saw that Miles was still fast asleep, his face hidden by the darkness. His mouth was slightly agape, and he snored in the most adorable way as his chest heaved up and down. For a while, Jordan traced the perfection of his profile, the little bump on his nose, the plumpness of his lips, and he imagined a world where they would’ve met under normal circumstances. A version of themselves that bumped into each other in a café or at the park, and where Jordan wasn’t such a fucked-up bastard.
He touched the hard shell of the device that stole his manhood, and there was, surprisingly, no anger nor resentment toward it. It was all for his own good; it’d allow him to walk hand in hand with his past self, the one whose confidence was lacking. The teenager who dreamed of being important and powerful.
All his achievements up to this point proved that he had delivered and become exactly what he had set out to be. Yet, the emptiness that pushed him to these heights remained. The hole in his chest was a void he hadn’t been able to fill.
It was an insatiable hunger, and his cock had been the tool he had chosen to use to feed it.
One element was missing. One he had stopped looking for.
Affection.
Hesitantly, Jordan scooted closer to Miles’s sleeping body and slowly wrapped an arm around his waist. Miles shifted, but instead of pulling away, he leaned into him. In the quiet of the night, this small gesture meant the world to Jordan. Maybe Miles’s subconscious had understood Jordan didn’t mean any harm, even if he had, indeed, been a mean handler.
“Punish me for what I did to you. I deserve it,” Jordan whispered in Miles’s ear, his lips so close that he could feel the pulse in his neck. “Do whatever you want with me.”
Jordan wouldn’t say any of this to Miles with the sun shining high up in the sky; this was a wish he could only make when he was sure Miles couldn’t hear him, or at least not completely. The idea that some part of his brain was awake and had registered Jordan’s plea sent a shockwave down to his cock. It pressed against the cock cage, and Jordan groaned and cupped his groin with one hand.
His naked skin was sensitive against the sheets, but the sweet scent of Miles soothed him. His confined cock tried to fight its captivity, but all it did was hurt Jordan further. He grunted, and then a hoarse voice asked him, “What’s going on?”
“Nothing,” Jordan replied softly, following with a kiss. “Go back to sleep.”
“You’re comfy,” Miles said, caressing Jordan’s thick forearm.
Jordan blushed, thankful for the dark. “You too.”
“I still hate you,” Miles continued. “But I could get used to you.”
All of it was said under the spell of sleepiness, and as fast as Miles woke up, he fell back into sleep. His breathing slowed, and his hold on Jordan weakened. But Jordan didn’t stop holding him; Miles’s last few words only aroused his craving. Withdrawal would be painful if Miles were to leave him.
His heart ached at the possibility, and for the rest of the night, Jordan drifted between worlds. Dreams and reality mixed, and when the sun began filtering through his blinds, his eyes were puffy and dry.
Meanwhile, Miles kept on dreaming, and Jordan silently pulled the bed covers over his bare shoulders before going to the kitchen to prepare breakfast.
Twenty minutes later, Miles teetered into the room with half-closed lids and messy hair, and naked with a shy boner. He was glorious, as usual, and Jordan pictured all the ways he’d have him. On the floor, on the counter, his knees pulled apart on two different chairs. Asshole open and ready for Jordan’s cock.
Right now, there was not much he could do. A mere swell caused his dick to be squeezed too tightly, his shaft bent at an angle that felt hellish.
“Help yourself, there’s strawberry jam, butter, the toasts are toasting, and I’m making some bacon,” Jordan said, knowing full well that Miles could see all of that. He awkwardly leaned forward. “Did you sleep well?”
“I did.” Miles sat down. “But you didn’t.”
“It was all right.”
Jordan didn’t mind being butt naked, but in that instant, he was painfully exposed. His big and proud cock was caged, and all his muscles meant nothing. He was like jelly. He turned so Miles wouldn’t see the flush in his cheeks, and laid the bacon strips on a plate. When he turned again, Miles was fingering the key that hung around his neck.
“Come here,” Miles said as he accepted the plate.
Jordan obeyed, and he frowned when Miles unlocked his cock. It took two seconds for him to throb to life, and his dick was up and ready. Miles revealed Jordan’s cockhead, smiled, and gave it a long, hungry lick.
“Play with yourself for me, don’t cum,” he commanded, and he bit into his bacon.
They were both naked, and Miles was obviously as excited as Jordan. He stroked his cock slowly, gulped some freshly pressed orange juice, ate again, and finally leaned back into his chair. Fully satisfied, Miles tugged on his own balls, and taking this as a silent command, Jordan did the same.
The weight of his testicles drove him mad with lust. He leaked and used his precum as lube to polish his bulbous glans. A grave mistake, it got him so close that his breath caught in his throat.
“Shit,” he panted.
“You wanna use me? You can fuck me however hard you want,” Miles teased, his voice low and fiery. “But you need to earn that right. Get on all fours on the kitchen counter, like a good milking cow.”
Jordan swallowed his own saliva, still jerking his cock so his foreskin would roll up and down his glans in slow motion. He couldn’t say no; he didn’t want to. The state of his purple cockhead and swollen balls made Jordan hesitate.
Jordan crossed the space between them. Miles didn’t budge. Then, he hopped onto the counter and assumed the position that was expected of him, like the good boy he had promised he’d be. His mind screamed for him to react, to break free from the mental bounds he had shackled himself with. But Jordan resisted; he bit down on his tongue and spread his legs slightly as Miles stepped behind him.
“You got a nice hole, too.” Miles dragged his thumb over it. “But all I’m interested in is this,” he grabbed his balls roughly, tugging them away from Jordan’s body so forcefully that Jordan grunted and buckled back. “Don’t move!”
A slap stung his ass, and the hand that was holding him didn’t stop squeezing his nuts.
“Sorry, sir!”
The humiliation was horrible, and his eyes watered.
“You’re forgiven this time,” Miles said. “I’m not as cruel as you. So here’s the deal, if we are to keep doing this… And if you want to be my top and the sole owner of my hole,” Miles paused and gave Jordan a stroke. “I want you in chastity whenever you’re not using me.”
“But…”
“Shut up.” Miles punched Jordan’s nuts.
“Fuck!” Jordan hunched over and steadied himself.
“That’s my condition. You get to use me whenever you like, but as soon as you’re done… I lock you back up. So, when you’re outside, at work, putting on that macho mask in front of everyone, you’ll remember that this cock and these balls belong to me. They’re my property, and so are you.”
“I get to do whatever I want to you when I’m free?” Jordan asked, unsure if this was the right question. Unsure if he wanted this. All he knew was that he wanted Miles.
Only him.
“Yes, you get to choke me, pound me, breed me, until I can’t take it anymore.” Miles flicked Jordan’s balls, sending electricity through his body. “And in return, I’ll keep my hole open for you, plugged as much as I can so it’s gaping and ready.”
“I’ll be your pole, and you’ll be my hole.”
“Yes, I’ll train your dick however I like,” Miles said. “I’ve been really curious about how you’d handle sounding rods… I want your peehole stretched wide.”
Jordan ran through all possible scenarios, and in the end, he found that this was a fair deal. He’d get to breed Miles as much as he wanted, and he’d get to keep him all to himself, which was the most important thing.
“And I want you to cum hands-free, every fucking time,” Jordan growled. “If you don’t cum like a good bottom boy should, then you don’t get to cum at all.”
Miles paled. “Like ever?”
“You’ll be allowed full orgasms on special occasions, but they’ll be few and far between.”
“I don’t know,” Miles mumbled.
“It’s that or nothing,” Jordan replied boldly, suddenly afraid he had gone too far.
Miles didn’t say a thing for a while and instead jerked Jordan until he was so close to the edge that a continuous stream of precum was oozing out of his slit. His fat cock was eager to cum, it ached and throbbed and begged for release. Jordan could’ve taken Miles here and there, savagely.
“Okay, let’s see how everything works out,” Miles released his hold. “But you’re going back in the cage for the next two days.”
“Please, fuck, can I cum? I really need to!”
“No, you don’t. Back on your feet so I can cage my property,” Miles laughed. “How about you try to make me cum with your big hands instead, see how good of a bottom boy I can be?”
“What if you can’t cum?”
“Well, I’m sure you’ll find a proper way to punish me.”
The change in Miles’s behavior was unnerving, and Jordan felt as if he was being tricked. But looking at the man who had just promised his body to him washed away all doubts.
As long as Jordan could sheath his cock in a nice, warm hole, he’d be happy.
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