He could play with Paul’s balls in the device, and he proceeded to do that, pulling more moans from him as his cock woke up again, this time finding himself unable to get completely hard without a lot of discomfort.
“That’s a good boy,” Tim said. “Now, let’s play.”
He didn’t have a lot in the way of implements, just a couple of paddles, one lightweight flogger that was more a toy than an actual serious implement, and one riding crop. With those, he spent the better part of thirty minutes turning Paul’s ass delicious shades of red and pink. From the moans rolling from the man, Tim knew Paul was discovering the devious side effect of the chastity cage.
Paul liked pain.
Getting hard now hurt.
Which made him harder.
A vicious cycle of epic proportions.
Finally, Tim set the implements aside and knelt next to Paul’s head, where he removed the blindfold and ball gag. Paul wore a sexy as fuck glazed look, his lips puffy, and marks from the gag’s straps at the corners of his mouth.
He grabbed him by the hair and pulled him onto his cock, where Paul started sucking Tim with more of those sweet, pitiful moans that only made Tim harder.
“Not letting that load go down your throat, as much as I’d like to,” he told him. “That one gets bred into your sweet ass.”
* * * *
Paul knew Tim was talking, putting words together in an order that would otherwise make sense, but right now, his brain just wasn’t computing.
All he could make sense of right now was worshipping the cock slowly thrusting between his lips. Even though Tim was hard and even leaking pre-cum as Paul sucked him, he wasn’t coming. And when he pulled his cock from Paul’s mouth, Paul moaned with disappointment, wanting more.
Tim ruffled his hair and Paul let his head drop to the bed. His sore ass still stuck up in the air, and the damned chastity cage holding his cock and balls wasn’t helping his situation any.
He felt the bed dip between his legs and hoped that meant he was about to be fucked.
“Relax and enjoy this, pup,” Tim said, words finally making some sense to Paul. “Let go, and you have permission to come. Sort of.”
“Sort of?” He’d started to lift his head again when he felt gloved and lubed fingers press against his ass, easily sliding in, and his head dropped to the bed once more as he moaned.
“Sort of,” Tim said. “You’ll see what I mean.” He rested one hand on Paul’s hip, and with the other felt around inside him.
Paul’s cock jerked inside its restraint when Tim’s finger touched his prostate. “There we go. That’s it. One milking, coming up.”
Paul thought his eyes were going to roll back in his head. His poor cock couldn’t get fully hard, but he felt…something trying to happen inside him. Definitely pleasure, but combined with both his body and his cock being restrained, it felt nearly overwhelming.
“Just a warning, pup,” Tim said. “The times you earn having your cock locked up as punishment? This is how you’ll be coming. Might be days or even weeks at a time. I ever catch you masturbating without permission, you might as well forget having hands on it again for a month or longer.”
It wasn’t like an orgasm. The pleasurable sensation felt intense in subtle ways that were unlike a usual orgasm, and he felt his cock leaking, but it was…different.
Tim patted Paul’s sore ass cheek with his other hand. “Just think, pup. Maybe I’ll put you in a cage and take you to the club, let you suck other cocks and let a few Tops fuck your ass without letting you jerk off. Let them watch me milk my pup like this. Show them what a good boy you are to take what I give you.”
That hot thought sent a ripple of pleasure through him, centered somewhere deep beyond the base of his cock.
“Oooh, I can see you like that thought. I’ll add that to the list of things to try.” He shifted his fingers around inside Paul’s ass and resumed the gentle massage. “I can already tell there are some toys I need to buy for you, too. Vibrating prostate massagers, things like that.”
Tim laughed. “I know! I could make you ask guys on the third floor if they’d please milk you with a vibrator, and make you trade them something for it. Would you like that?”
Paul was reduced to moaning, barely able to think again. Everything felt…sooo fucking good!
No one had ever done anything like this to him before.
Ever.
He felt more fluids leaking from his cock, and Tim noted it. “Yeah, my pup needed this after spending all day today thinking about last night, I bet. Especially after I made you blow me this morning. I have to say, starting my mornings with a blowjob from you is a great wakeup. Better than coffee.
“Make sure you’re cleaned out tomorrow morning, too, before work. When we get there, I am fucking you over your desk. I want that memory embedded in your brain every time you sit down to work. We’re going to spend the next few weeks fucking in nearly every corner of that place so you can’t walk into a single damn room there without thinking about what I did to you in it.”
Paul’s back arched as another wave of pleasure slammed into him. It wasn’t the same as fucking or being stroked or blown, but it made him moan all the same.
“I think my pup just came again. See, that’s the other beautiful thing about this. Guys can’t really have a bunch of orgasms like women can, but we can get milked. It’s almost the same thing. Not as many times in a row as women can, though. But close.”
Tim withdrew his hand and it gave Paul a moment to catch his breath. But all Tim did was add more lube, and then three fingers returned to Paul’s ass and immediately sought his sweet spot for more stimulation. Inside the chastity cage, his aching cock uncomfortably pressed against its confines. Even still, his brain processed that as pleasure, only adding to his torment.
Paul wasn’t sure how long he lay there, his ass still stinging, while Tim milked him. Pleasure and pain had mixed and merged and melted his spine and will.
All he wanted to do was keep Tim happy, to hear that delighted tone roll from his lips.
Do whatever he asked of him.
Finally, Tim seemed satisfied that he’d done it long enough. He withdrew his hand from Paul’s ass, stripped off the glove, and then Paul felt the man’s lubed cock slide balls-deep inside him.
Tim’s hands held on to Paul’s hips as he ground against the man’s freshly spanked ass. “That what my pup wanted? Daddy’s cock inside him?”
“Uh-huh!” He fisted the covers, the restraints preventing him from really being able to move how he wanted.
Tim proceeded to pound him into the mattress, a brutal, blistering fuck that made Paul come again, that not-quite-as-intense internal orgasm like he’d felt during the milking. While he was gasping and recovering from that, Tim let out an amused-sounding snort.
“Yeah, Daddy’s little piggy likes this. I can see it’ll have to be one of the top items on our menu. Imagine me making you beg other Tops to fuck an orgasm out of you, baby, because that’s the only way I’ll allow you to have one.”
The mental image triggered another wave of pleasure sweeping through him.
“Fuck, you just came again. Damn, piggy!” Tim finished off with several hard, deep thrusts before burying his cock inside him and falling still. “You can’t lie to me, either. I felt your ass squeezing my cock.” He slapped Paul’s ass. “I am going to have sooo much fun mindfucking you, baby.”
He pulled out and went to clean up in the bathroom. Paul lay there, eyes closed, pulse finally slowing as he listened.
When Tim returned, he removed the ropes and flipped Paul onto his back. Paul only opened his eyes when he felt Tim unlocking the chastity cage.
“Hold still, buddy.”
Paul winced as it came off, but immediately moaned when Tim sucked his cock into his mouth, deep-throating him and pulling one last, hard orgasm out of him that left him trembling on the bed.
Tim crawled up the bed to lie next to him. “Just think, this is
only date number two, baby.”
Paul started laughing and forced his eyes open.
Tim’s smoky brown gaze was focused on him. “That doesn’t even scratch the surface of my deviant iceberg. Think you want to stay around for more?”
Paul rolled on top of him and kissed him. “Yeah, I think I could be persuaded to hang around for a while, Daddy.”
Tim smiled. “Don’t laugh. I’m too used to you calling me that now. It’s going to be a rule.”
“Good.”
Chapter Eight
One year later
“We packed for tonight?” Tim asked Paul when he emerged from their bedroom.
“We’re all packed, Daddy.”
Tim flashed him a smile, brushing a kiss against his lips. “Let’s get moving before we’re late for work.”
“Yes, Sir, Mr. Sandberg-Sauer.”
Tim stopped and turned, spotting Paul’s grin. “That’s never going to get old for you, is it…Mr. Sandberg-Sauer?”
“Nope.”
Tim returned to him and pulled him in for a better, longer kiss. “Sorry we’re too busy for a real honeymoon right now.”
“Hey, I’d rather not spend the money. Seriously.” They’d booked a room at a boutique hotel one block over from the private club in Ybor. It was a Friday, and they planned to spend their second night married having a blast before collapsing in an exhausted heap.
Then they would spend Saturday and Sunday recovering at home—while probably working, too—just to get back to the grind Monday morning. They were in a critical dev phase right now with the software for Kent Corwin’s company.
Tim had wanted to wait to get married, maybe plan their honeymoon trip around going to visit Paul’s parents and his.
Paul had wanted to time their wedding day to coincide with that first night at the club. And it turned out neither set of parents really acted enthusiastic about them getting married, so it wasn’t like the men were really eager to include them in their plans.
Daddy might be a sadist, but there were plenty of ways he couldn’t say no to his boy. Especially when Paul gave him the big, sexy green puppy dog eyes.
So they’d filed for their marriage license on Monday, and a friend of theirs who was a Notary came by the office yesterday and married them at lunchtime in front of all their coworkers, who’d been happy for them.
Their business was growing, and they’d added eight more programmers to their staff. Mike had long since moved on after finding another job, which made everyone happy.
Except as they were both now running the business, it meant more responsibilities for them as their workload grew. A good problem to have, especially in the current economic climate, but it meant they had to be especially careful to protect their personal time together.
Paul seemed to have two modes—working and horny. Not that Tim was complaining about that, because it was nice to feel wanted. His boy could easily come five or six times a day, especially if Tim was tormenting him in some way. There were times at night he slapped a vibrating butt plug into Paul and ordered him to go run five miles on the treadmill just to calm him down a little and take the edge off.
Considering that was the only “complaint” he had about his guy, Tim would happily live with it, and him. He knew Paul would never cheat on him. He had no reason to.
The last time they’d set aside time to go to the club, a few weeks ago, Tim really hadn’t been feeling it. He’d been working on a headache, but he hadn’t wanted to deny Paul the pup time. So they’d gone and he’d had fun watching Paul take on a sadistic Top on the third floor who tenderized his ass with canes and crops before he fucked Paul’s face while Tim fucked Paul’s ass.
Fun was had by all, when all was said and done.
They rode to work several days a week, but sometimes they drove separately, if for no other reason than to have a little healthy time apart.
Plus it was too tempting for the one not driving to tease and torment and work the driver into a sexual frenzy and risk ripping each other’s clothes off in the parking garage.
Today they were riding together because of their after-work plans.
Other than some business trips, they hadn’t spent a night apart since their second date night, as they referred to it. They alternated between Tim’s apartment and Paul’s house, before Paul finally told Tim it was silly to be doing that and asked him to move in.
Tim agreed, but only after they put a pre-nup in place to protect both of them.
So far, no regrets. Paul was the man he wanted to spend the rest of his life with, and build their business together. Tim had advanced in the company but Paul was still the boss at work. Fortunately, no one had a problem with the two men being together, and they’d faced no blowback as a result.
Kent Corwin seemed to take great pride in their personal union, though, teasing them that he’d been right and just a little ahead of his time.
Didn’t matter. Tim had never felt happier in his life.
This was his life, his love—his man. Putting a ring on Paul’s finger had been the best thing he’d ever done. Damn sure the smartest.
Whatever they had to do to make this work for life, he was there.
And, frankly, he was looking forward to wearing his boy out tonight, pushing his limits a little.
Make him make some noises he hadn’t made in a while.
Paul cocked his head. “What’s that look for?”
Tim smiled. “Looking forward to tonight.”
Paul grinned. “Me, too, Daddy.”
* * * *
“Come on, you stubborn motherfucker. Give me one more.” Tim drizzled more lube into his fist and started stroking Paul’s cock again. In Paul’s ass, the large, vibrating butt plug was cranked up to high and holding in the load of cum Tim had put there not long before.
Paul wasn’t sure his cock might not be about to fall off, but like hell was he going to safeword.
Not for this.
He lay tightly bound on a padded bench and had just come a fourth time not too long before, and had already swallowed ten loads from Tops Tim had waved in to help wear him out.
This’ll teach me to get mouthy.
Tim had already jerked four loads out of Paul’s cock. Well, four orgasms, because Paul was pretty sure he was coming dry after the third one. Apparently Tim was trying to see if Paul could beat his personal best of four in an hour.
Tim paused long enough to manhandle Paul’s bound body around so his head hung off the edge of the bench. Tim shoved his cock into Paul’s mouth and started deep-fucking his throat as he resumed jacking Paul’s cock.
“There you go, piggy. That what you needed?” He stroked Paul’s cock with one hand, and with the other he played with his balls, even reached down and started pressing on the base of the butt plug.
He must have let out a moan over that, because Tim laughed. “Oh, yeah. That’s what you need, isn’t it?”
Tim settled into a rhythmic thrusting pattern, between his hands and cock, that spun Paul down into subspace again. Before he knew it, he impossibly felt one last orgasm finally swelling, his poor balls tightening and drawing up to squeeze it out of him.
Paul helplessly moaned, swallowing Tim’s cock as he pumped a load of cum down his throat and finished jerking that final orgasm out of him.
Tim’s cock started deflating and he pulled out, then swung Paul’s body around so his head was on the bench again.
And, thankfully, he’d stopped stroking Paul’s cock.
He even reached over and found the controller for the butt plug and switched it off.
Paul lay there and tried to catch his breath.
“You want to get smart with me again, piggy?”
Paul shook his head, already starting to laugh. “No, Daddy.”
Tim’s laughter mixed with his and he leaned in, kissing him lovingly.
Tenderly.
“Happy Anniversary, baby,” Tim whispered, flicking the tip of his tongue against the en
d of Paul’s nose. “Two years together, and you’re not sick of me yet?”
“Not even close, Daddy.” He lifted his head to stare at his poor, wilted, now red cock. “Although, damn, I never thought I’d ask this, but please don’t touch my cock for a while.”
Tim snorted and helped Paul sit up so he could start untying him. “Should I get that on video?”
“Yes, please, if you want to.”
“Did I finally find the limit that wears you out?”
“I think so.”
“So all I have to do in the future if you get a little too bratty is hold up five fingers to remind you?”
He leaned against Tim and tipped his head back to look up into his eyes. “Sure, Daddy. That works for me.”
One year married, and two years together, and life was even sweeter now. They didn’t get out as often as they liked, but their business was growing and the software package they’d created for Kent Corwin had spiraled into an even larger project, a partnership with the man’s company backing it, that was looking like it’d make them even more money in licensing fees than they’d ever dreamed.
They’d made that realization two weeks ago, perfect timing ahead of their anniversary weekend together.
Once Paul was untied and they headed for the shower—to shower, not to fool around more—before returning to the hotel, Tim draped an arm around Paul’s shoulder. “Love you, boy. Happy Anniversary.”
He tipped his head against Tim’s. “Love you, too, Daddy. Happy Anniversary.”
* * * *
Dressed only in jeans, Tim sat in the comfortable reading chair next to the room’s sliders, which he’d left standing open. Smoke from his cigar lazily drifted outside in the night breeze as he smiled and watched the last guy finishing up with Paul. Paul lay faceup and trussed in rope over a large hassock in the hotel room they had for the weekend, and had just taken a total of ten loads, five in each end from the five Tops he’d arranged to be here. Including two of them DPing him while a third filled his mouth.