§ § §
When I got downstairs I found him standing in the kitchen, eating a banana. He wore his leather pants, unbuttoned at the top, his cock already straining against the fly.
“Tate.” He nodded. “Everything work out all right?”
I knew he was referring to the chastity cage so I nodded. “Yes Sir. He’s waiting for us upstairs.”
He smiled. “Excellent. Here’s what I’d like to do…”
§ § §
Delightful anticipation filled me as I walked upstairs to the loft with James. He would let me be in charge today. I could even tell James what to do, within reason. I had never been in charge of one man before, let alone two. James had planned the entire scenario, so I knew what awaited us all in that room. My cock had become a hard rod already, thinking about it.
James opened the door and walked inside while I followed closely.
Sebastian kneeled in position, naked, his dick curled humbly downward within the confines of the polycarbonate chastity device. He looked like a captured Greek god, his hands behind his head, his eyes cast to the floor.
I closed the door behind me, glancing at James. He nodded, standing to the side.
I walked forward and put my hand on the top of Sebastian’s head. “You look lovely, boy,” I said in the most authoritative voice I could summon.
“Thank you, Sir,” he said softly.
My heart swelled with pride and affection as I ruffled his hair gently.
“Open my jeans,” I said then. “You're free to look at me if you like.”
He glanced up at me, his hands immediately on the buttons of my jeans, undoing them, freeing my hard cock from its painful confines. I found myself remembering the first weekend I came here, and he'd been ordered by James to suck me and tease me. But now I commanded him, and I could come if I wanted to.
I didn't just
want
to come. I
needed
to come. If I were to have any hope of successfully managing the scene that James had orchestrated, I needed all my wits about me.
I took my cock in hand, pointing it toward those full lips. “Suck it. Make me come.”
His mouth was on me in a matter of seconds and I closed my eyes, groaning in pleasure. He made a noise like a whimper as his tongue moved over me. I pictured his cock straining painfully against its cage already. Poor boy, it would be a hell of an afternoon for him. I sure hope he enjoyed it.
Just thinking about it, and feeling his skilled mouth on my dick, knowing he was in chastity and at my command, brought me to the edge quickly. I grabbed the back of his hair, fucking his mouth roughly as I reached my peek, groaning and spurting down his throat. That mouth that I'd dreamed about so many times and kissed in so many different ways.
He swallowed effortlessly, moving off me when I released him. He licked his lips, gazing up at me, blue eyes filled with adoration. I gazed into them for a long moment until I heard James clear his throat behind me.
I tucked my shrinking dick back into my jeans. “Stand and face the wall. James needs to come too. And we need to start filling you up. You like to be filled up, don't you, boy?”
“Yes, Sir,” he said as he stood and turned around.
“Brace your hands on the wall and don't move.”
He did so.
I looked at James who nodded. He already had his cock out as he looked hungrily at Sebastian.
“Get us ready, Tate,” he said.
I got the lube and knelt before James, covering his big cock with it, taking my time, looking up into his eyes as I stroked the lube on him. He grinned at me, breathing heavily as I thoroughly coated his cock with the slippery stuff.
“Enough,” he said finally. “Now him.”
I stood, squeezing more lube into my hand. I moved close to Sebastian and prepared his ass for the fucking it was about to receive. “I’d tell you not to come but that’s hardly necessary, is it?” I said to him.
“No, Sir.” I heard a tremor in his voice and I glanced down at where his cock had swelled inside the device. It must be at least a little painful.
I backed up, nodding to James. “James is going to fuck you until he comes. You're to take it like a good little sub and thank him when he's finished. It's an honor to be filled by one of your Masters.”
“Yes, Sir.”
Oh, I had the hang of this now. I grinned, watching as James moved in behind my boy and spread his cheeks. He hissed at the sight of Sebastian's sweetly waiting hole. When James' cock slowly entered my soon-to-be boyfriend, my recently sated prick started hardening.
Sebastian made a desperate keening sound as James pushed into him all the way and his poor cock swelled even more. A shiny bit of moisture slid down from one of the slits in the plastic device. He breathed shakily, whimpering as James took his pleasure. He fucked him slowly and deeply until, with an understated grunt, he emptied into the obedient boy.
When he withdrew, Sebastian uttered a shaky, “Thank you, Sir,” as his chest rose and fell with labored breaths. His cock swelled painfully and hopelessly against its restraints, the liquid evidence of his impotent excitement oozing out of it. It streaked the inside of the cage with cloudy moisture.
I knew how it felt—excruciating and heavenly at the same time. Since the blood could not pool itself properly in a satisfying erection, it collected in other areas, increasing other bodily sensations and doling out throbs of pleasure seemingly everywhere as liberties were taken and direct stimulation applied. This was only the beginning.
James cleaned himself, tucking his cock back in his pants as I retrieved one of the butt plugs from the cabinet. I didn't need to lube it since James' copious spunk leaked tantalizingly from Sebastian's ass. I rubbed the tip around in it, then pushed the plug up inside him, lodging it firmly in place as Sebastian let out a groan of acquiescence.
Leaning close, I whispered in his ear and rocked the plug back and forth. “This'll keep James' juice inside you where it belongs. When I'm ready to add my own, I'll take it out.”
“Yes, Sir…” He glanced at me. Our eyes met and a charge of intense desire surged between us. I almost hauled the plug out and took him then and there, but I wasn't quite ready yet. We still had a lot to do.
“James,” I said. “Let's get him up there.”
“Absolutely.”
“Crawl to the base of the cross, boy,” I said.
Sebastian did as directed, with absolutely no hesitation. I could tell by the flush of his skin and the look in his eyes that the experience of being in chastity had fulfilled my expectations.
“Stand and put your wrists up. Hold on to the pegs.”
He did and James helped me fasten his wrists to the top of the cross. He passed me the ankle restraints. I fastened them onto Sebastian, then looked him in the eyes.
“We're going to lift a leg each. You're going to bend your knees so that we can fasten each ankle beside the wrist on that side.” I kissed him hard to let him know how I felt about everything. “Ready?”
He nodded.
“I can't hear you?”
“Yes, Sir.”
“That's better.” I bent down to grab his left ankle as James bent for the right. “One, two, three…”
We lifted his legs up, fastening the ankle cuffs to eye hooks in the cross and I stepped back to survey the result.
I almost moaned out loud, because he looked so fucking hot hanging on that cross. So vulnerable, with his plugged ass on display for both of us.
“Very nice,” James murmured, a rather ridiculous understatement.
“Get me the flogger,” I said, really getting into Dom mode now. I'd had no idea it would be this easy, or this enjoyable.
James got me the flogger with the suede fronds that I'd used on Sebastian the day before. Sebastian's eyes widened when he saw it. I tried to convey with my eyes that he needed to trust me, trust that I wouldn't hurt him, not even a little today. The cock cage was enough for right now. The more I made him feel good, the more his dick would press against its restraints and torture him in that way.
I looked at him again, assessing, while I held the flogger loosely in my right hand. “Would you like to be gagged Sebastian?” I asked in a soft voice. It always added to my experience and I wanted to give him the option.
“If it pleases you, Sir,” he answered, lifting his chin and staring me in the eyes. I grinned, winking at his impudence.
“It does please me to see that red ball in your mouth, and the plug in your impertinent ass. A good sub should be begging to be filled, in every way possible,” I said, still grinning. What a fun game!
“Yes, Sir,” Sebastian said, trying not to smile.
James had collected the gag and now stood beside Sebastian. “Shall I go ahead?” he asked.
“Yes. Make sure it's tight. I don't want to hear anything but garbled moans and cries from this pretty boy.”
He nodded, doing as bid. He pushed the hair back from where it had fallen over Sebastian's eyes and held his chin firmly in his strong hand then licked and tongued the boy's ear. Sebastian struggled slightly in his bonds and stared at me, wondering what I would do next.
I lifted the flogger and began a gentle tracing of his exposed calves and thighs with the suede fronds. Then I lightly tapped his sides and his bottom with gentle strikes, while James continued to lick down his neck and began twisting his nipples with both hands.
Sebastian moaned. I saw his cock pulse as more clear fluid leaked out into the plastic container. My own cock throbbed, begging for attention, but I ignored it for the moment.
“You are so beautiful…” I murmured, teasing him with the flogger and applying the occasional swat to his backside. “I changed my mind. I'm going to torture your ass with a dildo before I get into it. This position is just too tempting to resist. James?”
“Which one?”
“The black one. It's an eight inch, right?”
“Right. And two inches around.”
“Perfect.”
Sebastian moaned in excitement, trepidation, agony, who knew what, as I waited for James to bring me the dildo. While I waited, I rocked the plug gently back and forth, watching the expression on his face. Unbelievably beautiful and so very hot.
James handed me the dildo finally, lubed and ready, and I held it up for Sebastian to see. “This is going in that tight little ass of yours. It's going to rub against your prostate until you cry for me to let you out of that device. It's going to feel so good, boy, but you won't be able to come. And if your cock tries to get bigger, well you'll have a little something else to deal with, won't you?”
He began to struggle and whimper, as he realized how intense this would be. “You can safe-word if you need to,” I reminded him. “But if you are a good boy and take it, once I have my pleasure in you I'll let you out of that thing and give you the most amazing orgasm of your life.”
He seemed to calm down a bit then. He nodded and I smiled. “That's a good boy. I know you can do it.”
I grabbed the base of the plug and eased it gently out of him. James took it to the towel laid out on the cabinet top.
I rubbed the tip of the dildo against his hole and he moaned, struggling a bit. When his eyes met mine he relaxed again. I knew this struggle because I went through it myself in the same situation. Part of you just wanted away from the sensation, but the other part wanted it. Your instinctive brain said “escape” while your thinking brain said “there's no point trying to escape so just relax and take it.” It was the war between the two parts of your brain that made these games so interesting.
I laid a comforting hand on the underside of his thigh as I firmly pushed the head of the dildo into him. He made a sound low in his throat, breathing hard, trying to accommodate to the sensation and deal with whatever might be happening to his dick. I stroked his thigh soothingly and held his gaze, pushing the dildo into him the rest of the way.
He couldn't maintain the connection and closed his eyes, groaning loudly as though he were in pain. I didn't think the dildo caused it so I peeked at his cock in the cage. Sure enough, it had swollen to the fullest capacity of the device. I watched as precum oozed from the head as Sebastian uttered another groan.
“Are you okay?” I said, as low as I could for him to hear me.
He opened his eyes, staring into mine. They were glazed with pain and pleasure combined, but he nodded. I felt relief and a pulse of pain/pleasure of my own, and used the hand not on the dildo to open my jeans and pull my hard cock out. Stroking it a few times I took in the sight of him in this vulnerable position, his dick held captive and a large dildo up to the hilt in his come-filled ass.
Glancing at James I noticed him watching us, and when our eyes met he smiled, stroking himself harder. He had a dreamy and very aroused look in his eyes as he watched me.
I broke from his gaze, pretending to be alone with Sebastian. I rocked the dildo gently from side to side, then top to bottom. Sebastian groaned and struggled. I let go of it, picking up the flogger again, and struck him gently with it over the buttocks and the backs of his thighs and knees, until his moans became too much. I stopped, giving him a few moments to get it together. His eyes looked wild now so I knew it must be getting difficult.
I grasped the base of the dildo and drew it slowly almost all the way out of him. Then I pushed it in again, deliberately rubbing it where I knew his prostate to be. He cried out, first in pleasure and then in pain as his cock fought the cage. I did this again and again, until he panted hoarsely with the stress of it.
“Okay, okay, baby, we're almost done. I'm going to fuck you now, and come inside you. If you can take it you will be so very rewarded when I'm done…”
He nodded frantically and I smiled, so proud of him. He was truly a champ.
I pulled the dildo gently out of him, handing it to James. Then I lubed myself up and pushed my cock into his waiting hole. We both cried out as I seated myself deeply in his hot ass. I waited a moment, both to just savor the physical feeling of being inside my lover in this very compromising position, and to enjoy the mental feeling of connecting with him in this way. The trust he gave me at this moment could not be shrugged off. So I waited, tight to his ass, my cock buried deep, twitching with impatience. We stared into each other’s eyes as the experience of being so deeply entangled washed over us both. Then Sebastian trembled, closing his eyes. I had to make this quick so that I could give him the promised ecstasy.