He doesn’t bother getting dressed after his morning shower, just logs on and checks his messages. There’s a new one from his Master and Jared has the passing thought that it’s sort of ridiculous how an unread message from “masterjross” gets him hard.
[[Good boy.]]
Jared smiles at the praise, warm pride at having pleased his master spreading through him. He had to work for that “Good boy,” last night and every second was worth it for this.
[[Today you’ll use the black plug. Make sure to slick it up well before plugging up that tight ass, since you’ll be keeping it in there until I decide you’ve been good enough.]]
Jared gulps. His Master is extremely attentive and seeks out Jared’s buttons like a guided missile, but he always, always pushes Jared’s boundaries further than he ever thought they could go. If his Master’s not telling him when the plug’s coming out, chances are it’ll be long after Jared’s begging.
[[This is my number: (415) 555-1693. You will text me to let me know that the plug is inside you, and you will text me again when you wish to remove it. You will not remove it without my permission. If you are uncomfortable texting me, you may use email.]]
Jared grins, though he’s still nervous. He’s been hoping his Master would want to exchange phone numbers soon - maybe this means he’ll be ready to meet in person someday.
[[I expect to hear from you soon.]]
Jared stands up, legs already shaky at the thought of the day he’s going to have. He pulls the black plug (not his biggest, but definitely not his smallest) out of the box of toys his Master has instructed him to buy. He strokes his fingertips over the the velvet-soft tip, the thicker, rounded bulb of it, imagining it inside him all morning. A shiver of anticipation goes through him and he feels his hole clench on imaginary pressure, precome beading at the tip of his cock.
Jared smears lube on it, more than he thinks he needs, and gets on his knees on the bed. He likes to do this like he has an audience, imagines his Master watching him now as he presses the slick wet tip of the plug against his hole. He thought about stretching himself with his fingers first but he wants the stretch, that slight burn as his ass opens to accommodate the hard silicone. He moans when he reaches the widest part of the plug, holding it there for a moment before shoving the rest of the way in. It feels deeper than it is, pressing up against his inner walls, filling him up. He moans again when he moves to stand, pressure shifting inside him, and he fights the urge to reach back and pull it out, fuck it back in, over and over till he comes.
His cock is angry-red and so hard, dripping precome on his thigh as he gingerly makes his way to his desk to pull out his cell. He types the text as quickly as he can and doesn’t move after, standing still and waiting for the reply.
[[The plug is inside me, Master.]]
[[Good boy, Jay. Now I want you to play with your nipples - pinch and twist them both, hard - until you need to come. Then text me again.]]
Jared drops the phone back on the desk, fumbling in his eagerness to comply. He rubs one nipple, then the other, both already hard from putting in the plug. His Master loves to make him play with them - Jared remembers when Master found out he had extremely sensitive nipples. It was back when they’d first started chatting, and his Master would ask him question after question, pushing Jared to lay his every dirty secret open, to describe his filthiest fantasies until Jared was achingly hard as he typed and any semblance of a filter had long disappeared. Jared sometimes thinks Master must have memorized those early conversations, because he plays Jared’s kinks like an instrument.
When his body is screaming for relief and his nipples are so erect they’re sore, his cock throbbing and jerking with every touch, ass clamping down on the plug until it’s shifting inside him, Jared texts his Master back.
[[I need to come Master, please. Please let me come.]]
The reply is immediate.
[[Don’t come. Take a cold shower if you need to, but don’t come and don’t remove the plug. I expect to you to stay hard as long as it’s inside you. I’ll know if you disobey.]]
Jared practically scrambles to the shower, clenching his fists to keep from wrapping them around his dick. He’s never been this close and pulled back and he hasn’t even touched his cock yet. For a second, before the water starts, Jared considers cheating and jerking off in the shower but he just knows his Master would know. He always knows.
The first time Jared disobeyed, it was a few weeks into their arrangement. He was supposed to finger himself in the shower without coming, but once he’d started, he found he couldn’t stop himself from touching his cock. He’d thought he’d just touch it a little and then stop, but of course he ended up painting the tiled walls of his shower with come. He’s still not sure how his Master found out - he thinks he might have sounded guilty in his next email. Some days, Jared’s sure his Master can see him, but that’s crazy. Still, he does his best not to disobey - the punishments range from not coming for a week at a time to fucking himself on his biggest dildo while deepthroating his second biggest. For all that it had him coming harder than he’d thought possible, that takes a lot of coordination and he was sore for three days so he’d really rather not repeat the experience.
Jared gets dressed in a hurry after his second shower - he’ll probably be a little late for work, which isn’t actually too big a deal but he’d rather not - and grabs his briefcase, awkwardly carrying it in front of him the whole way. Master ordered him to stop wearing underwear a few weeks ago and he hasn’t lifted that ban. Jared only lives a few blocks from the office but it’s still enough for him to pray he doesn’t run into anyone he knows the whole way there.
He’s not entirely successful - he almost bumps into Ackles in the revolving door at the front of the building and has to make distracted, awkward small talk with him in the elevator. He doesn’t really know the guy, just that he works on the same floor but doesn’t have his own office. And that he’s ridiculously pretty. He’s new, Jared thinks, or at least he only started noticing him a couple of months ago - and now he bumps into him everywhere.
He thinks he’d probably have asked the guy out if he’d met him back before he met his Master - now, Jared can’t imagine trying to date. He’s not even sure he could get off without those smooth, uninterested orders and a Master to please.
Jared mutters a quick “bye,” to Ackles before hurrying to his office and shutting the door behind him. He can already tell today won’t be the most productive of days.
The plug pushes up against his prostate when he sits down and he can’t resist rocking back and forth a couple of times, closing his eyes to lose himself in the way the plug rubs inside him, the way the base shifts against his hole, the scratchy-soft brush of fabric against his cock. He forces himself to stop with a herculean effort and tries to push his arousal to the back of his mind.
An hour later, he’s completed exactly two lines of the proposal he’s working on and he’s practically panting in his chair. His hole feels so good held open like this, his cock is hard and so hot against his skin and he thinks he’s going to come without permission one way or another before the morning’s through, so he pulls out his phone.
[[Master, please let me come.]]
The reply is quick and sends an excited shudder through him, even as his heart sinks.
[[Don’t come. The nipple clamps should still be in your desk drawer after you wore them last week. Put them on now. Text me when it’s done.]]
Jared knows he should go lock his office door before he does this, but the thought of walking, even just across his office, when he’s this hard and this desperate seems impossible. He untucks his shirt and slips a hand up to his nipple to attach the first clamp, rubbing the cold metal against it first. They’re special clamps that his Master picked out personally and instructed him to buy - safe to wear for long periods of time, though his Master hasn’t asked him to do so yet. He lets out a sharp gasp when it closes over his skin and has to grab his desk, breathing hard and fighting the urge to get a hand on his cock. The second one is worse - he’s even more sensitive and now he remembers how good this feels, he wants it.
By the time he’s picking up the phone to text his master, shirt tucked back in and clamps rubbing against the fabric to make him shudder every few seconds, Jared’s hips are rocking in minute circles and the front of his pants are growing damp with precome.
[[The nipple clamps are on, Master.]]
[[Good boy.]]
That’s it. No further instructions, no permission to come, nothing. Jared stills his hips and tries desperately to focus on anything other than the hard, unforgiving pressure in his ass and the throbbing ache in his nipples. The effort required takes everything he has but it leaves him with the heady thrum of pleasure that accompanies the act of submitting to his Master’s will.
He loses himself in mindless paperwork for an hour, the sensations brought on by the clamps and plug never far from his mind, lulling him into a hazy cycle of arousal, discomfort, and the warm certainty that he’ll be rewarded for being such a good boy.
Back when they first started playing, Jared used to get nervous about following these instructions. He wasn’t sure what his Dom would ask of him next or whether he was even capable of following through on some of his more exacting demands, but his Master rewarded him every time he tied his own wrists and fucked himself on the biggest dildo he had, every time he came dry because they’d been playing for hours but his Master wanted to wring another orgasm out of him, every time he had to excuse himself from a meeting to finger himself in the bathroom at the exact time his Master had ordered him to.
Every reward and every word of praise had multiplied Jared’s trust in his Master until now he only hesitates for a moment at the orders designed to push his limits. This is one of them, but he’s feeling particularly secure in the fact that his Master will take care of him, will make him feel good.
The buzz of his phone pulls him out of the fog, brings reality back into sharp focus and he groans quietly as he checks the message.
[[You will keep the plug in and the clamps on for the duration of your lunch break. You will not eat lunch in your office. I want you somewhere everyone can see your slutty ass squirm.]]
The words send another hot pulse through Jared’s body and he’s struggling for control when there’s a knock at his office door.
“It’s open,” he calls after a deep breath and a sip of water. It’s Ackles. He barely sticks his head in the door.
“I’m heading out for lunch, you wanna come with?”
Jared knows his Master would want him to say yes - he did specify that he wanted Jared in public - so he nods and stands, biting back a groan at the shift of the plug and the way the clamps seem to hold even tighter as he moves.
They head out down the hall, into the elevator to the cafeteria and the entire time Jared manages to keep up some semblance of a conversation without ever really being aware of what he’s saying. Ackles looks at him a little too closely a few times, but Jared’s pretty sure he can’t tell what’s going on under his clothes. He does brush up against Jared’s chest on the way out of the elevator in a way that has Jared practically twitching, but he thinks he covers it up nicely with a fake cough.
Lunch is somewhere between torture and ecstasy. The seat Jared’s sitting in is plastic and pushes the plug deeper, the position in which he’s sitting angling it straight at his prostate. He’s so hard it’s like his whole body is throbbing and somehow he’s reached a level of arousal where everything gets him wound tighter. Ackles, sitting directly across from Jared and taking what feels like a half hour to eat a banana, is definitely not helping. Jared gets captivated by his plush, wet lips wrapping around the fruit, the way his eyelashes sweep against his cheek for a moment as he bites down, the sparkle in his eye when he looks up and catches Jared staring.
“Something I can help you with?” Ackles asks, and Jared could swear his eyes drop down Jared’s body for a second. He wants to scream “yes”, maybe even get on his knees and beg, because right now all he can focus on is how those lips would feel around his too-sensitive cock, how tight and wet and soft that mouth looks, how incredibly good it would feel to finally, finally come. He thinks Ackles is actually offering, too, given the way his eyes keep wandering over Jared like he’s a goddamn steak and Ackles is starving.
But he can’t, because his Master hasn’t given him permission, so he changes the subject and tries to get himself under control.
After lunch is when Jared figures his Master will give him permission to take the clamps off, the plug out, and get a hand on himself. He’s only a partially right.
[[Lock the door to your office and pull your pants down. Bend over your desk. Text me when it’s done.]]
The words go through Jared like a shock and he’s practically buzzing with excitement when he finally gets his chest flat to the desk, ass in the air and feet wide.
[[It’s done, Master.]]
[[Reach back and twist the plug a few times to get it loose. Pull it almost all the way out, then push it back in. Hard. I want you to imagine it’s me fucking you. Don’t touch your cock.]]
Jared follows the instructions, tugging at the plug hard to pull it nearly completely free. His hole has tightened as much as it can around the narrowest part, so shoving it back in almost hurts a little, but it mostly feels so good he’s a little worried he’ll come without permission.
His chest being against the desk means his nipples are on fire with sensation, the clamps pulling this way and that and sending little jabs of heat straight to his cock. He can just imagine his Master’s hand pushing between his shoulder blades, holding him down while he fucks into Jared’s slutty ass... He knows he’s making just a little too much noise, not enough that someone’ll knock, but enough he’s flushing with embarrassment as well as arousal. When the phone buzzes again he almost doesn’t want to look, doesn’t want to stop doing this. He wants to please his Master more though, so he checks the message.
[[Pull it all the way out, so the tip is pressed against your hole. Hold it there.]]
Jared does it, a little confused but too turned on to really think about it. The next text comes ten seconds later, when Jared’s biting his lip to keep from pushing back on the plug, his abs and thigh muscles tense with the effort. His cock keeps dripping precome, head pushed up against the underside of the desk, and he just knows that if he shifted back and forth a couple times the friction would be enough to come.
[[Shove it in as hard as you can. Get dressed and get back to work.]]
Jared nearly cries out when he does it, the sharp sting and deep satisfaction of being filled combining to bring him right to the edge, again. He can barely see straight as he pulls his pants up and straightens his clothes, checking his reflection in the window pane before going to unlock the door.
Jared’s past thinking he can’t do this at this point - in fact, he’s past thinking at all. All he can do is stare at his computer screen and feel his world narrow down to the pressure in his ass that’s just starting to become an ache, which is somehow making it better. His nipples throb with a steady pulse that becomes the only thing Jared can hear and he loses himself in the sensations, in the way he doesn’t have to think, doesn’t even have to make a single decision, barely has to exist outside of this submission. It’s like a powerful powerful drug, both in the way it quiets Jared’s brain to a single, steady pulse, and the way it makes time pass both quickly and slowly.
He could have been sitting there for ten minutes, or ten years for all Jared’s aware. When the phone buzzes, it barely tugs at his mind and he checks the message reflexively, without giving it a moment’s thought.
[[Take off the nipple clamps. Text me when you’re home. Stay hard like a good little slut.]]
Jared almost laughs at the last order. He didn’t think it was possible to stay this hard this long without permanent injury but he’s reached the point where he’s not going soft until he comes his brains out.
The clamps come off with a rush of fire and sensation into his sore, abused nipples and the painpleasure snaps him back to full awareness. He bites his lip to stave of the orgasm he knows is going to catch up with him eventually. All he can do is hope his Master orders him to come soon, because the punishment for coming without permission involves pushing Jared until he can’t remember his own name and while it fills him with a weird hungry anticipation, he’s also kind of scared of how far his Master will make him go.