Work Text:
Important papers and consequential business contracts were flying through the air. Again. It was becoming a rather common occurrence, anytime Mr. Padalecki needed Jensen to stay late. Ostensibly to work on a last-minute project. There seemed to be a lot of those. But they only ever got assigned to Jensen’s boss. For some mysterious reason that was best left unanalyzed.
“Are you wearing it?” Jensen shivered as that dark voice poured into his ear. Thick and rich and warm like molasses.
“Yes, Mr. Padalecki.” His gasped-out response garnered the expected result, and Jensen found his pants being yanked down as his shirt was pushed up. Leaving the firm curve of his bare ass exposed. And the polished base of the stainless-steel plug he wore on display.
“Oh, you dirty little slut.” Jensen shivered, unable to contain the jolt of pleasure that coursed through him at the insult. “What should I do with you?”
Jensen knew his boss couldn’t see his smile and pitched his voice so that the small tremble was amplified. “Punish me?”
“Oh, you’d like that, wouldn’t you?” The question was accompanied by a stinging slap, as one massive hand smacked his exposed ass. Jensen knew there would be a red mark and had to clench his hands to stop from reaching back and tracing over it. “But I have a better idea.”
Jensen was quickly manhandled, pulled up and spun around before he was pushed back down upon the desk, flat on his back. His legs were drawn up, and he held them out of the way as Mr. Padalecki sank down to his knees. Wet heat surrounded his aching cock, and Jensen found it almost impossible to not scream as a sleek tongue swirled and traced over every single inch of his throbbing flesh.
Jensen threw his head back, as his throat worked, trying to contain all of his cries, as he was worked over. Mr. Padalecki – Jared – but he simply couldn’t bring himself to call his boss by his first name, as though it would lessen the thrill he felt as he submitted to whatever was being done to him.
Some nights it was straight fucking, bent over the nearest desk, his pants lowered, while Mr. Padalecki’s fly was opened, and his cock drawn through the gapping material. Some nights it was a mix of carefully followed instructions and then Jensen would be treated to a mouth so diabolically depraved that it should be fucking outlawed. Other nights, they would make use of the conference room. Both stripped naked, their bodies intwined, as they left their own special polish all over the table where million-dollar deals were made with regularity.
Jensen could feel the pressure increase as lean cheeks hollowed and that wicked tongue coaxed out his release. He was coming down Mr. Padalecki’s throat as his body writhed on the desk. With one smooth motion, his boss stood, pulled the plug from Jensen’s well-prepped hole, and plunged in his own rock-hard cock before Jensen could even begin to recover. His own cock twitching against his belly as he was rocked forward with each powerful thrust.
“Did I say you could come?” Jensen paused, while he tried to find words. And then he smiled as the answer made itself clear. He traced back the same command against the back of Mr. Padalecki’s hand that had been traced on the inside of his quivering thigh.
“Clever boy.” Jensen just held on for dear life, as his body was pounded into, as his boss used him, just as Jensen’s wanted him to.
With a broken cry, he was covered by one extra-large executive, who collapsed forward, and panted through each shivering tremble as he came hard in the perfectly amazing ass that was Jensen’s third best feature. His mind and his smile having come in first and second place.
“Fuck, baby. Are you alright?” Jensen looked up to meet a concerned gaze, realized that he had been quite vocal tonight, thought that maybe it was because they were fucking on the desk of the regional vice-president.
“Yeah, Mr. Padalecki. I’m awesome.”
“Jesus fuck, Jensen. Call me Jared.”
“Are we on the clock?”
“No.”
“Then respectfully, no.”
One dark brow flew high, as hazel eyes carefully assessed him. Examined every inch of his utterly satisfied face to see if he was being serious or not.
“Really?”
“Yes, Sir.”
If Jensen didn’t know his boss as well as he did, he might have felt fear as the wicked smile curved into his full lips, but he did know him. So, he simply gave a playful smirk of his own and settled in for round two. Knowing that his ass would have a delicious ache in the morning and realized that he was looking forward to every single moment spent with the best boss ever!