"Have you ever actually been taken from both ends before?"
"Once." Jack mumbled.
"Did you enjoy it?"
"Yes."
"Would you want to do it again?" Isaac knew a couple of Doms he'd be willing to trust but not this early on in the relationship.
Jack shook his head, though Isaac could feel his cock twitch. "Too many people."
There weren't many in the community who knew in detail what Isaac did, but there were a few and they could possibly track Jack to his job. Not that they would. Isaac trusted them but it was a big ask to ask Jack to trust a stranger. And quite frankly Isaac was feeling possessive.
"Okay. I do like the thought, you filled on both ends. Filled completely. The way you handled that giant plug earlier impressed me."
"Thank you, sir." Jack's face was still pressed against Isaac, but it was the first thing he'd said since they got to the room that wasn't half a mumble.
Normally if a sub called stop, Isaac would bring them all the way up and make sure they stayed there until they were more grounded and they had worked through whatever had happened. But in Jack's head he'd failed and he wasn't going to let this go until he could prove himself again.
"That ruined orgasm must have left you frustrated?"
"Yes, sir."
"I have to say I'm feeling on edge myself." Jack immediately started to shift himself down the bed. "Nope." He gave Jack's hair a gentle tug to stop him. "As always, I love your enthusiasm for sucking cock but the idea of seeing you properly stuffed on both ends has intrigued me." For the first time since they entered the bedroom Isaac could see Jack's body begin to relax. "So, I'm going to do just that." Isaac rolled out of bed. "Hands and knees. Press the souls of your feet against the headboard then roll yourself back so your ass is pressed to the headboard as well."
Jack got into position.
"Very nice. Do I need to secure you?"
"Please, sir."
That was not the answer Isaac was expecting. Maybe he shouldn't have completely unwrapped him. He seemed peaceful while in binding. He pulled the heavier hardware from the closet. Spreader bars on wrists and ankles and a telescoping bar running between the middle of each. Jack's movements would be limited to rocking back and forth on his knees and shuffling.
"Lean yourself forward." Isaac stuck a large dildo with a strong suction cup into place and liberally covered it in lube. He slowly guided Jack back until he was impaled on it. He stroked Jack's lower back. "Here's what's going to happen. You are going to finish sucking me off while you fuck yourself on that nice piece of rubber cock back there. At no point is it to completely leave your body. Keep it in there nice and deep. If it comes out, I'll put a very short leash around your balls and attach it to the headboard as well."
Jack shivered. "Yes, sir."
"You are going to keep fucking yourself until you cum, and after you do, you are not going to stop. I want to watch you grind out a few more orgasms without your cock ever being touched."
Jack was licking his lips and swallowing hard. "Yes, sir. Thank you, sir."
♦ ♦ ♦
The first taste of Isaac's cock was the last thing needed to properly ground him. He wished he could deep-throat. He wished he could stretch his neck out and let Isaac fuck it.
He would try to learn.
He rolled his body on the dildo as he bobbed his head on Isaac's cock. It felt good. He could almost pretend it was Isaac's, it was a similar size, Isaac somehow duplicated, taking him both ways at once. He tried to put all his focus onto Isaac. He wanted to make sure he was good, as perfect as he could be in the situation. To make up for what had happened before, losing control and leaving Isaac unsatisfied.
Isaac's hand was a firm and comfortable weight on the back of his head, guiding him. He kept his eyes closed focusing on the shape in his mouth. He leaned forward trying to take more but felt the dildo about to slip out. He slammed his hips back and nearly came. He locked onto Isaac's cock again and tried to find that perfect point of balance.
Isaac's hand tightened on Jack's hair and Jack did his best to suck in as much as he could. Isaac thrust twice, hard, hard enough to make Jack cough and gag but he still clamped his lips around Isaac's cock, desperate not to spill a drop. He swallowed as much as he could. It felt like more than any other time before, but still he sucked and licked until every drop of cum was gone from Isaac's dick.
"Good boy." Isaac purred. "Good boy. Now let's see you do it."
Jack hadn't stopped moving but now he picked up speed and strength, never pulling off more than half way and slamming himself back hard. "Next time it's not going to be a rubber cock. Next time you're going to ride me. I'm going to lay back and let you do all the work."
Jack whimpered and instantly pictured Isaac kneeling behind him fingers tight on his hips.
"Or maybe I'll see if you can really cum with no stimulation on your cock. A nice strong cock cage, something made of steel. I'll stick that big plug back in and make you cum over and over, your cock never getting any proper relief."
"Yes," Jack gasped out.
"I'll have you bound when I do it. Wouldn't want you to hurt yourself trying to claw through the cage. On your knees, thighs to ankles, waist cinched tight. I'll tie your hands right above the plug so you won't be able to reach it if you wanted to. Not that you'd want to. Not even when I turn that plug up so high it feels like electricity in you."
The picture being painted in Jack's head was so vivid he could feel the ropes already.
"And I'd leave you like that for as long as I wanted."
Jack came with a scream of relief. Like an itch finally scratched, seldom had anything felt so good.
"Keep going," was whispered in his ear.
He kept going but slowed down. A marathon was different from a sprint. He didn't know how many times Isaac would want to see him cum. In the past it was three or four. Jack knew it would be hard. He was oversensitive and it was already beginning to hurt but he would keep going. He rolled his back getting the right spot so he never went completely soft.
"Your nipples haven't been played with enough. Maybe that's what I should send you home with. A nice pair of clamps. Every night you can screw them on a little harder and leave them a little longer while you stroke yourself, until the idea of cumming without them feels strange."
Something in that image landed deep in his core. Teasing his body, even while alone, training it to react as Isaac wanted. He started fucking himself faster, wanting that dick to be deeper and real. Wanting it to be Isaac's dick. He felt Isaac's hand on the back of his head. The next orgasm pushed through him in a way that brought tears to his eyes. The muscles in his arms and thighs shook. Sweat pooled in the small of his back.
"Can you keep going for me?" Jack nodded. "Good boy."
Isaac was stroking his back now. Long slow strokes that encouraged him back.
"One more for me." Isaac's voice was low and commanding. "You can do one more. Your ass is so fuckable. You take it so beautifully. Watching you impale yourself over and over. You are beautiful bound and beautiful in motion like this. I want to tie you up so you cannot move and I want to see you run, see you sweat and your muscles strain. See all that strength so perfectly controlled and brought right to the edge."
He pushed back hard and there was a sharp slap on his ass causing him to jump and break rhythm. He pushed back and there was another slap on his other cheek. "There. Now my hands are on your ass. I could send you home with this. Tell you to attach it to your wall, so every night you can fuck yourself on it. Keep your body ready and desperate for the real thing."
Jack thought he might have nodded. He might have even have said yes, but what he knew he had to do was keep going until he simply drowned in the sensation and came again.
♦ ♦ ♦
There were tears coming down Jack's face when Isaac finally told him to stop. His whole body was trembling and slick with sweat. Isaac freed his hands and he collapsed. He cupped
Jack's face and his palms were kissed with reverence.
He freed Jack's legs and moved aside the heavy bars. Then he lay beside Jack and held him close, held him tight. Jack continued to shake. Isaac whispered over and over that he was a good boy.
Chapter 20
It was early for Isaac when he woke, barely past seven. Jack was still asleep and Isaac started trying to re-plan the day. The plan had been to take a shower, feed Jack breakfast, maybe do some rope work, then spend the afternoon relaxing. He knew that needed to change. While he still loved the idea of feeding Jack on his knees, it might reawaken the distress of the perceived failings from the night before. At the same time, Jack had a serious need to prove himself and would probably take eating at the table as criticism.
Fucking society.
He could attempt to get Jack to eat out. There were a handful of really good breakfast places within walking distance. They were always crowded on Sundays but he was sure they could get in if they timed it right. After the early birds but before the brunch crowd.
Jack was still curled up tight against him. He had cried out a lot of pain the night before, before Isaac had been able to slide him fully into bed.
Fucking society. Isaac thought again. The human body and the human mind can hold up to amazing amounts of pressure in the moment. It's the spring back that gets ugly. The stretching that shows where all the cracks are. He brushed a wisp of hair from Jack’s face. He’d put money down that Jack’s failure issues started with his family. They were usually the first culprits. An A minus on a test isn't good enough. Second place in a race might as well be losing. First time he'd met Amalie was sophomore year at college, when she'd been drinking herself stupid at a party because she'd gotten 95% on a midterm paper and her parents had been a little disappointed. That had been nothing compared to the fit his parents had thrown when he finished med school, and then went to work on dead people.
The military or the job would have easily amplified Jack's issues. Messing up in combat could leave someone dead. Kicking in the wrong door could have the same results. Messing up during a scene means cleaning up and trying again. Or at least it should.
When he was a kid, his neighbor fostered rescue dogs but only large breeds like Mastiffs and Great Danes. It was always strange to see these giant dogs, often bigger than he was, skittish and trying to hide but so grateful for a simple treat or a kind pat.
There was one, an Irish Wolfhound with a missing eye and front paw, who would stand on its hind legs and easily drop tennis balls over the shared fence into the back yard. Isaac used his mother's tennis racket to knock them back over the fence. He'd listen to the scatter of paws on grass, then the thump of the dog running into the fence to drop the ball over. He'd spent most of a summer doing that until one day the fence fell over. The dog pounced instantly, nearly crushing him under a hundred pounds of weight, and half drowning him with licks and drool. Eventually the dog had rolled off him for a belly rub, but it was enough to freak out his mother and the neighbor. The dog was sent somewhere else, which Isaac found grossly unfair, and he had voiced his objections by stamping around and slamming doors.
He gave Jack a squeeze and felt him take a deep breath then open his eyes. Salt from the tears had dried on his cheeks.
"Good morning," Isaac whispered.
Jack frowned. "It's morning?"
"Sunday morning. You slept all night."
Jack's frowned deepened. "Sorry."
"No need to be. Would you like some water?"
"Yes, please. I have a headache."
"Not surprised." There was still a half a glass of water on the night stand which Jack drank eagerly. "I've been thinking about what to do today."
"I'm supposed to wash you."
Isaac didn't like the words ‘supposed to’. "I would enjoy that but it's not a requirement. We can just take showers."
"No. I want to." Jack’s voice was firm and trying for confident, but Isaac could hear the waver.
He leaned in close and kissed him. He kept the kiss soft and slow. Jack kissed him back just as carefully but something warm, other than lust, started to pool in Isaac. He pulled back.
"Go take your own shower. Take your time. Give yourself a nice deep clean then wait for me by the tub."
A small smile touched Jack's lips. "Yes, sir."
Jack's legs wobbled as his feet touched the floor, but it only took seconds for that military perfect posture to return. Isaac made a show of looking him up and down before he headed to the bathroom.
Isaac lay himself back in bed and spread his legs. He teased his cock, lightly running his fingertips over it while thinking about all the thing's he'd like to do with Jack, or the things he would do with Jack when Jack was more comfortable, and trusted him more. Jack fucking himself on that dildo had been amazing to watch. He'd like to see it again but with little weights on Jack's nipples, maybe stretch his balls, dividing his focus, making it that much harder.
He'd like to train Jack to deep-throat. It was not something everyone could do, and it took practice but Jack seemed like the type who would practice. He could tie him on his back, spread eagle, his head back over the edge of the bed, slowly show him how to open his throat, relax into it. Take pleasure in developing a new skill.
He'd certainly like to take the flogger to Jack's body again. The red marks were already fading. Use more steal on him, and more silk. Maybe both at the same time. Such contrasts, but they could be used to obtain the same means. Maybe, maybe some time in the future he could take Jack to an old friend of his who was set up to do complicated rope work, including suspensions. And he would fuck Jack, regularly if he was able.
He gave his cock a tight squeeze then let go. He heard the shower shut off but didn't leap up right away. He wanted to give Jack a few minutes to finish readying himself.
Only when his own arousal was beginning to ease up did he walk casually into the bathroom. Jack was kneeling on the bathmat, head down, and hands behind his back.
He stood behind Jack, running fingers through his hair, then tilted his head back forcing him to look up.
"Warm up the shower. Hot but not unmanageable."
Jack leapt to his feet, adjusting the knobs. Every so often Isaac made a note that they really needed to remodel the guest bathroom. There was something unpleasantly generic about it.
It didn't take long for the room to begin to fill with steam, the pipes still warm from Jack’s shower. Isaac stepped in and motioned Jack to follow.
"Well?"
Jack grabbed the bottle of shampoo and got to work. Aside from the pleasure of Jack's strong hands on his body, Isaac was impressed. Almost stroke for stroke what he had done to himself the morning before, Jack was doing now. His hair was washed and rinsed. His body well lathered in soap. His cock and balls were washed with reverence and Isaac couldn't even begin to prevent his own arousal at it. The heat amplified the flogger marks on Jack's body. And Jack was nearly as hard as he was.
We are absolutely doing this again.
Jack cleaned carefully between his toes. When he was done he put aside the bar of soap and knelt in the bottom of the tub, hands once again behind his back.
Isaac knew that being a Dom, at least a decent one, was about control. Not control of others but control of self. There had to be an ability to step away from any moment and view it on a rational, even logical level. But even at the best of times, sometimes raw lust reared up to the point of being nearly blinding. He grabbed Jack's chin and his own cock.
"One more thing to do."
Jack didn't hesitate and took Isaac in with gusto, his own eyes heavy with lust.
"Fuck, you are perfect."
Jack whimpered and sucked harder, taking him in until he began to choke, but he continued sucking as much as he could of Isaac's dick and wrapping his hands around the rest.
Isaac didn't hold anything back or give a word of warning, simply clenched his fist into Jack's hair and came deep into Jack's throat, watching as he swall
owed and licked up every drop.
"Good boy."
♦ ♦ ♦
Isaac turned off the water and pointed to the thick towel folded by the sink. Jack leapt from the tub, ignoring the ache in his knees and jaw, and held the towel out so Isaac could step into it. Even in the plain suburban bathroom he felt like he was in a roman epic, attending to an emperor in the bath house. But that didn't work. Not really. He wanted this too much to be some slave boy in the background. He had been treated too well. Isaac praised him, called him perfect, told him he was good, even as his own doubts said otherwise.
He understood the desire, even the need, some subs had for a collar. Something to show the room who they tended, prove there was someone who wanted them to serve. Someone who wanted them. Some days he wished he could handle that.
He dried Isaac, careful not to leave his hair unmanageable or moisture in unfortunate places.
"I was thinking about going out for breakfast this morning."
Jack was pretty sure his heart stopped, even as he kept drying Isaac's legs.
"There are a half dozen good breakfast places within walking distance, and it's a nice day out."
Jack wasn't sure how to answer. Going out? People would see them. Yes, they'd been out before but that was different. And that was before everything that had happened, had happened. And if he was a regular somewhere they would recognize Isaac, but they would expect him to be with someone else, like his wife. And what if someone from the department did recognize him? It's a small world. He once ran into a guy from high school while he was stationed in Arizona. He ran into Isaac at a place he thought he was guaranteed to meet no one familiar! And then there was his dick. All Isaac had to do was use a particular tone of voice and he was rock hard and half into a submissive head space.
"We don't have to if you're not comfortable." Jack was aware he hadn't answered despite how fast his brain was turning. "I just thought it might be nice." He finished drying Isaac's feet. Isaac reached down and tilted his chin up again. "I would never do anything to embarrass you or make you feel uncomfortable. You can say no if you like."
Tactical Submission: A Windsor Club Story Page 17