Jordan
The dishwasher rumbled, and the white numbers of the black digital clock on Jordan’s bedside hit 11:00 p.m.
Miles was lying next to him with a cock that refused to go limp, his shaft longer than Jordan’s own, who was thicker in comparison.
Jordan moved closer, teasing Miles’s soft testicles with his fingertips and bringing his lips to his throat, licking his jugular before he nipped his earlobe. Then, he held Miles’s cock straight up with his thumb by pushing it downward at the base, and he admired the precum that oozed out of his parted slit.
“You’re the most beautiful guy I’ve had the pleasure to train,” Jordan said, kissing Miles’s pale shoulder. “I’d really love for you to become my boy, permanently.”
Miles hummed, not responding as he rolled on his side to face Jordan.
To be clear, Jordan knew his behavior thwarted his chances of Miles staying with him willingly, and he was aware that he couldn’t possibly lock him up against his will. The whole bet situation had been the perfect opportunity to test him as a slave. Still, Jordan’s own intense personality had taken things too far, too quickly, which he deeply regretted in that moment. What was most painful to think about was that Miles could’ve been a suitable boyfriend.
Who didn’t dream of turning a straight boy around?
But all Jordan had done was treat him like an object, and it may have been the wrong way to go about things. Using a submissive as a cumrag for instant gratification was only good if you didn’t catch feelings, which he unfortunately did.
Against his will.
He chewed the inside of his cheek and sucked in a breath.
The chastity cage would remain off while Miles was with him; he’d allow him some freedom. Of course, he couldn’t let him go out into the world unlocked, so the cage would still be necessary once he left on his own.
It was just another twisted attempt at keeping Miles to himself, his own desperate mind trying to find a solution to a problem he had created.
In a sense, Jordan was as pathetic as every other guy looking for validation. For all the cockiness he displayed, he felt irrevocably lonely.
If Miles leaves… He shut his eyes and shook his head.
“Would you like to move in with me for the next few days?” Jordan proposed, for the first time, unable to meet Miles’s gaze. “You could be free, like this.”
He stroked Miles’s throbbing, wet cock.
“Free?”
“Yeah, no cage,” Jordan paused, kissing Miles on the temple. “I’ll only have to put it back on if you leave.”
“I don’t know.” Miles swallowed hard, fumbling with the white sheets. “It’d be weird to stay. What would that make me? A houseboy?”
“You know the term?” Jordan asked with an amused grin.
“Just a quick internet search,” Miles coughed. “I’ve been looking up a few things. I can’t say I love what you’re doing to me,” he repositioned himself between the pillows. “But I want to try new things for sure, I just… I don’t know how to feel about you.”
Jordan’s heart skipped a beat, and he found himself sliding behind Miles, holding his waist from the back to serve as his new backrest. In this position, the smell of Miles’s hair aroused Jordan more than any of the holes he had fucked before. His face contorted in a sad frown, and he was glad Miles couldn’t see him.
There was no explanation for his attraction; he had had hotter guys in his bed, but something about Miles was special, and Jordan couldn’t get enough of him.
He wanted to prove that he was being truthful about his intentions. Years of unhealthy behavior had festered into a parasite that latched onto his darker impulses.
Jordan loved how it made him feel when he was fucking or training someone, but he hated it when he was like this, cuddling the man he unintentionally fell for.
Is it obsession? Jordan wondered.
He squeezed Miles in his arms, placing a long kiss on his nape.
“I haven’t made it easy for you to like me, I know,” Jordan whispered. “I promise I’ll do better, eventually. Maybe you could help me.”
“How would I do that?”
“I have no idea,” Jordan admitted, his forehead meeting Miles’s shoulder. “I can’t explain why I like you so much; this doesn’t make any fucking sense.”
Miles shifted under him, but didn’t scurry away. His breathing was slow, almost relaxed, and between breaths, he leaned into Jordan and caressed his legs. The tickling sensation sent shivers through Jordan, who watched Miles massage his thighs. Jordan’s cock hardened, but he chose to ignore it.
Miles didn’t.
“You want me to do something about that?” He continued to stroke Jordan’s legs.
Fuck, yeah, I want you to sit on that cock!
These were the words that popped into his mind, but Jordan instead said:
“I want you to stay right where you are,” he inhaled, taking in the musky scent of the man he wanted to claim as his.
It was true, too, even if his cock demanded attention, Jordan also wanted to enjoy the tender moments. He needed them to function, and he only seldom indulged in them.
His life was all about fucking, breeding, and dominating.
“Can you make me cum? Stroke me, please, sir,” Miles tensed up, muscles knotting, as if expecting punishment.
“Will you stay with me?”
No response, at least, not for a few seconds.
The rising tension in his chest clogged his windpipes, and Jordan forced himself to breathe into composure.
“I will,” Miles finally replied.
A weight was lifted, and Jordan spat in the palm of his hand. Then, he coated Miles’s cockhead with saliva, his fist polishing it with deliberate motions.
Miles grabbed Jordan’s ankles, using them as tools to keep himself from slipping. He arched his back, breathing hard. His cock was so red that Jordan felt sorry for him. Chastity had done a number on his boy, and the thought of the control he exerted over Miles had him throbbing, too.
But the focus wasn’t on his own arousal; it wasn’t even on the feelings that pooled in the pit of his stomach.
Going up and down Miles’s shaft, Jordan made sure he strained with pleasure with every stroke. More precum oozed out of his slit, and Jordan stole some of it.
“Taste yourself,” he commanded gently.
Miles obeyed and moaned when he licked his own juice off.
“Good boy,” Jordan uttered in Miles’s ear, sticking his tongue into it.
Miles laughed. “Shit, ticklish!”
“I know,” Jordan answered, laughing as well. “You like it?”
“Yeah,” Miles sighed. “Keep going.”
Miles thrusted his hips in a way that would’ve warranted punishment, but not today.
Maybe not ever?
Why should this be cause for punishment?
The whirlwind of contradictions that twisted Jordan’s orderly brain was disconcerting, so much so that he wanked Miles so fast that he took him to the edge faster than intended.
“Sir, sir, I’m so close, stop!” Miles panted, scared to lose it.
Jordan let go and rocked Miles affectionately to grant his cock some rest. It jumped on its own, frustrated to be denied.
“You got control, especially after being locked.”
“Thank you, sir, but I don’t deserve the praise.” Miles sniffed.
“What do you mean?”
“I just don’t,” Miles answered quickly, bringing his own legs toward his body. “I don’t know what to do about us either.”
“We could figure that out together?” Jordan offered, wrapping his fingers around Miles again. “We don’t have to rush it, I promise.”
“I’m scared.”
“Of what?”
“That you might’ve destroyed me.”
It had never been in the cards; it was all play after all, that’s all it was.
Breaking a submissive was part of the game; it was never anything serious.
Isn’t it? Jordan questioned, the words ringing hollow.
Fantasies that people used to escape reality, either by dominating others or by getting dominated. A safe spot where people met and exchanged experiences.
Only Jordan had been going around acting like a total bastard for years, and he had been too stupid to realize that one day it would come back to bite him in the ass.
The time was now, because he couldn’t very well tell Miles he liked him. Not in the normal, regular way people said it. He hadn’t earned that right, and he wasn’t sure Miles had any feelings for him apart from contempt.
He couldn’t even blame him if he despised him.
To counter the bad thoughts killing his mood, Jordan awkwardly retracted his legs and crawled between Miles’s knees, bringing his face inches from his denied cock. Pulsing veins pleaded for mercy, streaking tight, purple skin.
“What are you doing?” Miles asked, eyebrows arched in surprise.
“I want to make you feel good, for once,” Jordan said, taking him in his mouth while holding his balls in his fist.
It was the first time, ever, Jordan tasted Miles’s manhood. Compared to all the cocks he had had in the past, this one was by far the best. Its shape was perfect for his throat, and the taste was out of this world.
Cocks taste like skin, but each one is as special as the person it is attached to.
For some reason, Miles was very special.
“Fuck, I’m close, I’m close!” Miles warned, bringing a pillow to his chest.
That was fast.
“You want me to fuck you? I want to feel you clench around my cock when I make you cum,” Jordan said.
Miles nodded, and it only took that little for Jordan to line his cockhead with the hole he now knew so intimately. The rim of Miles’s hole sucked him in easily, still loose from their earliest fuck session. It was so warm and soft inside that Jordan let out a primal groan; it was his favorite place in the world.
If given the choice, he would never take his cock out.
Miles squirmed under him and flailed his arms like a madman.
“Is this okay? Are you hurting?” Jordan surprised himself saying.
“It’s just sore, sir,” he panted. “But I’ll handle it.”
“You’re the best. Keep your hands busy. Play with your nips,” Jordan tongued Miles’s mouth open and stroked him roughly.
His own dick was ready to burst, but Jordan controlled his urges and continued to fuck his boy with measured thrusts. Too fast and he would cum, too hard and he might give Miles more reasons to resent him.
Jordan wasn’t dumb.
The truth was that Miles most certainly wanted him out of his life, and he couldn’t blame him. So, instead of breaking him with his usual methods, Jordan had decided that he’d be kinder starting today.
He aimed for Miles’s prostate, not that it demanded a lot of work; his cock always hit it just right. As a result, Miles was brought to the edge once again, and this time he begged for release.
“I really want to cum, master, please don’t ruin my orgasm. I can’t take it anymore,” he nearly sobbed, pinching his nipples harshly.
“Cum for me, boy,” Jordan replied, plowing him deeper. “I’m gonna pump you with cum, inseminate you with my seed.”
“Breed the fuck out of me, sir!” Miles half-screamed.
Miles’s cum shot out of his cock in long spurts, thick and white. Fertile seed that Jordan hoped he could have all for himself for the rest of his life. The sight of his boy’s sullied body had him shoot his own load; the last thrusts of his hips were rough and uncontrolled, and Miles yelped with wide eyes as his prostate was hit repeatedly. More milk oozed out of his cock, which refused to go limp.
“So much cum, boy, you could impregnate an entire village,” Jordan commented, collecting the precious seed and feeding it to Miles. “Can’t have it go to waste, now, can we?”
“No, sir,” Miles agreed, trying to hide his disgust. “A good boy cleans his mess.”
“That’s right,” Jordan kissed him, tasting the sweet cum Miles had provided. “I’ll prove I can be trusted, I swear.”
“Sir?” Miles frowned.
“I want you all to myself, and I want you to know you’re safe with me.”
Desperate fuck, that’s why I am.
“I know, sir,” Miles replied, skeptical.
Jordan knew he was being too intense all of a sudden, but he couldn’t help it. There were only a few days left to their arrangement, and the thought of being alone again, or fucking strangers, didn’t appeal to him anymore.
He was tired, and loneliness was slowly consuming him.
It had been for a while.
He hoped Miles could anchor him to whatever good was left in him and forgive him.
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