"Thank you, sir." Jack said, true relief in his voice.
Isaac ran his hands over the globes of his ass. They put out a nice heat where he had flogged them. "I'm filling you with lube first, lots of it." He pushed in the plastic tip of the large syringe. Jack started at the cold. "Easy. I could have put this in the fridge first." A small tremor went through Jack’s body.
"Now the plug. I'm going to go slow and I want you to hold still. Try to relax and tell me if the pain becomes sharp. I want to hurt you a little, not damage you."
Jack nodded. The plug was three large bumps the largest being a good two inches in diameter. Jack tensed as the tip was pressed against his hole but he took a few breaths and relaxed. Isaac pushed in slow to give Jack's body time to adjust and his mind time to become aware of the size. He watched as a drip of pre-cum hit the shiny surface of the coffee table.
Jack moaned low as Isaac pressed the second bump into him. "Too much?" He shook his head. "Can you take a little more?" Jack nodded. Isaac pressed in the last of the plug as slowly as he could manage, watching Jack's ass twitch and stretch then squeeze as the last of it slipped in, the wide base spreading his cheeks.
Jack was breathing hard and there was a trickle of sweat on his back. "How does that feel?"
"Good." Jack's voice was rough again.
"Good." Isaac sat down on the couch and unzipped his pants. "Come and get your reward. I know you want it."
Jack almost tripped over the coffee table as he rushed to kneel between Isaac's spread legs. There were few things Isaac loved more than someone eager to suck cock. He stroked the back of Jack's head as Jack sucked him in. "That's right. Such a good boy. Keep going."
Isaac kept up the soft litany of praise as Jack took him in ever deeper. He wondered if he could teach Jack to deep-throat. That would be a wonderful thing. Even without that, Jack had talent and Isaac knew he was close. That he hadn't cum in the last two days didn't help.
"I'm going to cum soon," he managed to say with what little mental focus he had left. "I expect you to catch every drop." Jack nodded but didn't stop sucking. "Don't swallow. I want you to hold it. You don't get to swallow until I say so."
Jack nodded again. It would be as good as a gag. Isaac tightened his grip on the back of his head and thrust up into Jack's mouth with a growl.
♦ ♦ ♦
Jack had never been told not to swallow before. He puffed out his cheeks trying to catch every drop like he'd been told. The load felt huge and he struggled to obey. The plug in his ass had him so on edge it was hard not to cum right along with Isaac.
He leaned back on his knees and it felt like the plug was pushed in that much deeper. He moaned and felt some drool escape the corner of his mouth.
"You are very good at that. I hope you've been told that often."
It had been mentioned a few times but it felt different coming from Isaac, more honest or maybe more important.
Isaac tucked himself back in and stood. "Come with me."
Jack followed him back to the bedroom taking small steps and unintentionally wiggling his hips. Isaac ran his hand over the tightly made bed. "Damn you are good. You could bounce a quarter off this thing."
Jack shrugged. Getting yelled at and made to do pushups taught him to make his bed properly and quickly. In truth, he never made his bed at home. A tiny act of rebellion against his own past and parts of his personality.
Isaac took one of the pillows and lay it length wise in the middle of the bed. "Straddle that pillow for me and lean forward."
If Jack thought the simple walk to the bedroom had been hard, every move needed to climb onto the bed made him feel like he was only seconds away from cumming.
Isaac sat on the edge of the bed and stroked his back. "You've gotten a look at the supply closet now." Jack nodded. "See anything interesting in there?" Just about everything had fallen under the category of 'interesting'. Jack nodded again. "Good. I'm going to secure you again. You won't even have to think about not moving."
Isaac moved to the closet. Jack was expecting more rope but instead he heard the clink of metal. "Spread your knees and ankles and put your arms back." Isaac turned around holding a heavy looking metal bar with some welded-on loops. In less than a minute his ankles and wrists were attached to the bar forcing his legs apart and his ass high in the air. The plug in his ass began to vibrate. He jumped as much as he could and nearly swallowed.
"Yeah, that's remote controlled, twelve speed, some preset patterns, and mini USB rechargeable. The future is so cool." Jack whimpered and squeezed his eyes tight. "It's okay. You can cum as soon as you want, just relax into it. And as soon as you cum you can swallow."
The plug vibrated fast and hard. It was like an electric shock and he tried to thrust down into the pillow, cumming hard and finally swallowing. He screamed the second his mouth was clear. The vibrations eased up but they didn't stop. "Your face is amazing when you cum. Open and absolutely free. I want to see it again. And maybe a couple of more times after that. So relax. Don't think."
Jack tried to relax. The vibration and the sensation of still being filled kept him from going fully limp. He'd almost managed to catch his breath again when the vibrations became stronger and began to throb. It wasn't quite like being fucked but the hard to soft pulsing of the plug had his body rocking, his cock looking for any touch, even just the pillow that he couldn't quite reach. Isaac was stroking his back again.
"I know this feels strange but I know you can do it. I know you want to do it. Giving pleasure is important to you and I take so much pleasure in seeing you like this. Mindless and knowing nothing but sensation."
Jack tried to raise his head, he felt like he should say something. Maybe even explain himself though there was nothing to explain. He flopped his head down again. There was only one thing to focus on now. One sensation that was slowly overwhelming all else. The pulsing rhythm stopped and again became a single hard vibration. Again, it was like an electric shock. His ass squeezed tight and a second orgasm crashed over him, this one hard and painful, burning thought from his mind and all other sensation from his body.
The vibration didn't stop or even slow down this time. It became stronger, nearly pulling a scream from his throat and bringing tears to his eyes. There was a voice whispering in his ear as he thrashed.
"So strong," he heard. "So strong. So beautiful."
Fingers were put to his lips and he began to suck them hard. It felt better, he wasn't sure why but it felt right. He wasn't sure how long the third orgasm took to happen. Seconds. Forever. He whimpered. His body shook. His balls ached. There was one last extra hard shock of vibration. This time he did scream then it was gone. His muscles clenched and shook, his breath was ragged but there was stillness in him.
"Good boy," the whispering and stroking continued. "Good boy."
Chapter 18
The first time Isaac had seen a pretty sub forced through multiple orgasms, his cock twitching trying to squeeze out nothing, tears running down his face, he knew he'd encountered something beautiful and an absolute fetish. He hadn't found many subs who could handle more than two or three however. He stopped at three with Jack though he knew Jack could have kept going. He could have probably rung one dry orgasm after another from that strong amazing body until he passed right out.
He wanted Jack awake though, for a given value of awake. He liked Jack like this, deep in subspace. Not just because it made Isaac feel good for being the one to put him there, but because it was what Jack was looking for. He wondered how many times Jack had truly found it.
He stroked Jack's sweat slicked back. "Can you understand me?"
There was a pause before Jack nodded.
"How do you feel? You can nod for good, shake your head for not good."
Jack blinked slowly then nodded his head.
"Good. I want to keep you like this for a while. Mindless. Peaceful. Secure. How does that sound?"
Jack nodded his head again.
"Goo
d. I'm going to take out that plug now. You wore it well. I think I'll make it a point to always keep something in your ass." He twisted out the plug slowly and carefully. Jack still hissed and his stomach muscles clenched. He stroked Jack’s lower back. "Easy. Your hole looks so open and inviting. I want to put my cock in you. Cum deep inside you. Plug you up. Leave it in there." Jack nodded. "No. Not yet." Despite the fact that Isaac knew he was healthy and the Windsor club required blood tests, there were some talks that had to be had when all parties were fully coherent. Jack did not fall under the category of fully coherent and probably wouldn't until sometime on Sunday, at least if Isaac did things right.
Next, he unclipped Jack's wrists but not his ankles and helped him stretch out and roll over, laying his head on the cum stained pillow. Then he attached Jack's wrists to the headboard and ran some rope from each end of the spreader bar to the sides of the bed.
"Take deep breaths." Jack took a long breath, his chest expanding, then another. "Other people might look at you and think you are exposed. You are not exposed, you are safe. Others who don't understand might think you have no control. You have complete control. You have presented yourself to me, allowed this, like the most beautiful of gifts and you can take it back whenever you wish." Jack's breath hitched for a second. "So much strength and beauty in this. Others don't see it. I don't think you always see it, but I will show you. I will show you your own strength."
Isaac sat on the bed and stroked Jack's hair until he was on the verge of sleep. He slid his hand down and tweaked Jack's right nipple. His eyes opened.
"I'm going to play with your chest. Get your nipples nice and swollen. Make them as sensitive as the rest of you." He watched as Jack's nipples hardened at his words. "You're going to want to cum again just from my breath on them." Jack's hips rose up, though his cock was still drained and limp. He was so beautifully suggestible in this state. Isaac knew he'd have to be careful. Jack's mind was as malleable as his body and far easier to damage.
He got up and grabbed some things from the closet. His office might be in a chronic state of disaster and he may not keep his books sensibly organized, but he knew exactly where every sex toy he owned was.
He sat cross legged next to Jack and started with the pinwheel. He kept it so light it would be more of a tickle and an itch. Back and forth over one nipple then the next. They had been designed by a doctor to test nerve sensitivity. Isaac was pretty sure there was nothing on earth that hadn't been turned into a potential sex toy by the kinky minded. He hummed slightly as Jack began to twist, seemingly unable to decide between pulling away from the sensation and pressing harder into it.
He set aside the wheel as Jack's breath began to speed up. "Easy, we've just started." He waited until Jack calmed again then picked up one nipple clamp and one strong nipple suction cup. One would pull extra blood into the nipple, the other would cut it off. There was something to be said for asymmetrical stimulation.
He squeezed the bulb on the sucker tight before putting it over Jack's left nipple and letting it go. Jack gasped as the flesh was pulled up into the plastic tube. While Jack was still reacting to that he clamped the other nipple tight.
He flicked at each one more or less at random and watched as Jack's cock, which had been slowly expanding, came fully to life. "Feels strange doesn't it? You're not sure which sensation to focus on. The suck or the bite. One hurts now but the pain is building in the other. It's good pain though. Your cock enjoys it. I'm sure you'd be dripping if you had enough in you. I think that will be the goal. I'll tease your nipples until you drip." Jack raised his hips and thrashed his head. "Do you want me to stop?" Jack shook his head this time instead of thrashing.
"Good." Isaac roughly removed the sucker and the clamp and quickly switched them. The clamp having engorged flesh to grab on to and the sensation of blood rushing into the other nipple was amplified as it was sucked into the tube. Jack cried out, his voice raw. "This is getting your nipples nice and fat. I'll be able to bite them. I can have my cock deep in you and just lean over and bite down." Jack's cock was jumping and Isaac's was hard as well. He could easily fuck Jack now in a dozen different ways, or simply take himself in hand and cum over Jack's body. It would be easy beyond belief, but Isaac would wait for the right moment as opposed to the easy one. This was, after all, all about control.
He pulled off the clamp and the sucker and switched them again, leaving Jack to moan and twist. One more change over, Jack's nipples now a vivid red and swollen. He twisted and flicked them until Jack was crying out. Then he pulled off the sucker, leaned over Jack's right nipple and bit down hard. Jack's hips lifted into the air and a single bead of pre-cum pushed its way from the tip of Jack's cock.
Isaac let go and instead licked at Jack's raw nipples and blew across them gently, leaving Jack shaking and occasionally thrusting his hips up into nothing.
♦ ♦ ♦
There was pain. It felt like both fire and cold on his chest but he didn't want it to stop. It was good and he wanted more. More of the fire and ice, but his ass felt empty and his cock bare. He wanted to feel full again. He always wanted it when he was in this mindless place. He lifted his hips as much as he could, tried to pull up his knees to explain. He wanted to ask but there were no words. Speech abandoned him like it seldom had before.
There was pain again, this time sharp and burning, the pinch of teeth, not metal. His ass squeezed around nothing and his hips lifted into the air which gave him no release.
Then the teeth were gone. Tongue and air now. Soft. Too soft, it was nearly as bad as the burn. He still felt empty. He lifted his hips again and pressed them back down, trying to explain still no words in his head, only flashes of images and sensation. He couldn't even open his eyes, there was too much.
"If I put that plug back in your ass I think you'd gladly fuck yourself on it."
Yes.
Speech still wasn't working. He nodded as best as he could.
"Well okay then."
Jack felt Isaac get off the bed and begin to shift things in the closet. He could open his eyes to watch, he wasn't blindfolded, but he felt like he maybe should be. It was better with his eyes closed. There was so much sensation already.
He hoped to feel the bed sink again, but instead his legs were released from the bed. Still forced apart by the spreader but he could bend his knees. That was better.
"Feet in the air. Hold them."
He awkwardly lifted his legs. The bed shifted as Isaac crawled across it. He still didn't open his eyes and he couldn't put his legs down. Something was attached to the spreader bar and anchored somewhere near his head. He flicked his eyes open just enough to make out rope then closed them again.
No work, no thinking. Didn't even have to hold his legs up. Something pushed at his hole. It wasn't the plug. It was thinner, hard and cold but rubbed inside him in a way that drove out those few developing threads of thought. It was pulled out and pushed back in. Isaac was fucking him with something and he was going slow. Almost lazy, Jack could hear him humming.
"I wonder how much cum you'll put out. I drained you dry before. Your cock is certainly back in the game and your ass craves this, I can tell. I wonder how your balls are doing."
Jack needed more, needed it faster, but he couldn't even press his hips down now. Still Isaac continued, slow, steady, lazy, humming some nameless tune to himself. There was noise coming from Jack's mouth now. Not words. Words were still too much, but begging all the same. He was burning and he wanted more.
Isaac pulled out whatever he had been using. Jack cried out in frustration or desperation, but in seconds he was filled again, this time properly. It was something long and thick. It gave one quick hard buzz and Jack came screaming.
♦ ♦ ♦
Isaac pulled out the simple vibrator and unclipped the spreader bar as soon as Jack came. His head lulled to the side. He was either spaced out or out cold. He removed the spreader bar and unclipped his hands from the bed.
It was always an interesting dichotomy; what subs said they liked, verses what they went absolutely mad for once they were in subspace. Nipple play hadn't featured particularly strongly on Jack's lists of preferences but it had obviously been doing it for him. There was also no mention of gladly taking extra-large vibrating dildos, but that could just be self-consciousness. Wanting to get fucked is one thing. Begging to get stretched and filled while being pushed to the edge over and over was something harder to say out loud.
He pressed his fingers to Jack's neck finding a strong and steady pulse. His eyes were twitching under his eyelids. He must have fallen instantly asleep. He wondered what Jack was dreaming about. Had the sex followed him into his dream state, or was he staring at a math test and realizing that he hadn't been to class all year and wasn't supposed to be back in school anyway, but the teacher was glaring because he had a number 3 pencil.
That might have been Isaac's reoccurring stress dream but that didn't mean there weren't other people who had it.
He pulled a blanket up over Jack then rushed to the kitchen to grab some water, juice, and grapes. When he got back Jack had flopped an arm over his own face and was snoring softly. There was a cuteness to it that made Isaac smile. Sleep was the great leveler of appearance. He figured Jack would easily sleep until dinner and Isaac decided to join him.
Chapter 19
He was thirsty. That was his first awareness. His mouth felt sticky, dry, and his throat rough. He tried to swallow but there was nothing to swallow and his throat was stinging. There was warmth pressed to his side. He cracked his eyes open. They also felt rough and raw. Isaac was there against his side, asleep, his face mashed into a pillow. Beyond him on the night stand was an entire pitcher of water. He felt like it should be in a spotlight with an angelic chorus in the background. He wanted to reach for it but his limbs felt heavy and his head ached. There was a war. How thirsty he was verses how much he didn't want to move.
Tactical Submission: A Windsor Club Story Page 15