It's the story of a "straight" guy who gets an interview for a job that turns out to be as a sexual play thing to the VP of a big corporation. There's domination, bondage, some humiliation, some cum-eating, and a little spanking.
Tom checked his tie in the mirror again. He'd worn his best suit for this interview and he'd be damned if he didn't look perfect. The suit was tailored, dark blue, and fit him really well. He'd normally have saved the money, but his gym addiction had made most off-the-rack suits rip their seams if he flexed the wrong way. Not that he was over-jacked or anything. Just the right amount, he thought, more a wrestlers build than a linebacker. He might have overdone the glutes a little but hey -- the ladies loved some fine ass!
The tie was silk, light blue, and between that and the suit they set off his eyes really well. He tucked back an errant lock of hair, the only few black strands to escape the mild pomade he'd used. Just enough to hold, not enough that someone couldn't run their hands through his hair.
Tom practiced his easy smile and then headed out to the waiting room. It wasn't crowded. There was a slim blond guy and a kind of scruffy muscled dude, both wearing suits. The scruffy dude looked like he was more likely to be a bartender than a high-end executive assistant, but who was Tom to judge?
The personal assistant looked up as a pretty strikingly good looking guy stepped out of the inner office. The guy looked a little disheveled, his hair askew, and his tie was undone. Tom wondered if the job required doing push-ups as part of the interview, but maybe the poor dude had just stopped on the way out to loosen up a little. He clutched a copy of his resume in one hand. The dude looked around and then headed out of the office.
The personal assistant looked at a clipboard and then called out "Tom?"
Tom stood up and went over. "Here, ma'am."
She looked him up and down. "Right. Step inside," she gestured at the inner door, "and follow the instructions of Mr. Adams. You'll be interviewed by Mr. Holworth and Mr. Adams."
"Yes, ma'am."
Tom stepped over to the door, turned the knob, and then stepped into the office.
If there'd been any doubt that this interview was for an Executive Assistant to the VP of Sales for Bright Corp., the corner office with an expansive view of the midtown Manhattan would have dispelled it. The interior of the office was done in midcentury modern wood panelling, with a massive wooden executive desk, and curvy chairs in a subdued orange fabric.
The door to the office hissed slightly when it closed automatically behind Tom.
A man immediately to his left got a little closer. "Hi Tom, I'm Mr. Adams. Mr. Holworth will be joining us in a few minutes. He was called away. Meanwhile, you'll want to get ready."
"Yes, sir. Where do you want me?" Tom gestured at the two chairs on this side of the large desk.
Mr. Adams smiled. "You'll want to strip now."
Tom blinked. "Uh, what?"
"Strip. Take your clothes off." Mr. Adams pointed at one of the orange chairs. "Then neatly fold your clothes and put them there."
Tom stared at the guy stupidly. "What?"
Mr. Adams frowned. "Was I unclear? Take your clothes off, so I can prepare you for Mr. Holworth when he returns. He'll want to finger you a little and maybe fuck you if the mood strikes him. He'll also want you to suck his cock, of course. Didn't you read the briefing papers we sent you?"
Tom swallowed. "Um, look, sir, I have no idea what papers you're talking about and I'm here for the Executive Assistant position to Mr. Holworth."
Mr. Adams threw up his hands. "Are you kidding me? That kid in the postal room would be so fucking fired if it weren't for his phenomenal ass. He was supposed to hand deliver papers to you, get a signature, and make sure you read everything before he left. Did you even see someone from our company yesterday?"
Tom shook his head emphatically. "No, sir. I would have remembered that."
Adams snorted. "I'm sure. Ok, then let me break this down for you. Mr. Holworth is a busy, important man. He hardly has time to socialize, much less find someone for sex. So instead he hires a guy to ... help him with that. The papers included an NDA and a request for a blood test. Shit!"
Adams strode across to a bookcase, removed a binder, and pulled out several papers. "Ok, here's the NDA, and an outline of your duties. What?"
Tom was looking at him in some alarm. "Uh, I'm straight?"
"So why did you apply -- oh, right, you didn't know the full scope of your duties. Ok, so are you willing to do some gay for pay?"
Tom felt himself go hot and cold. "I, uh, I mean--"
"Let me guess, you've had thoughts but were pretty convinced you were straight this whole time. Ok, let's see if it's even worth our time. Answer me this question: have you ever looked at a guy and thought `Nice ass'?"
Tom flushed and started to sweat a little. "Uh, I mean--"
Adams nodded and smiled. "That's a yes. Ok. And if I offered to kneel down right here and suck your cock, how would you respond?"
Tom swallowed. "I, uh, I mean, is this door....?"
"Soundproof, yes. Lots of confidential stuff happens in here, including some pretty vigorous fucking, which involves a lot of yelling. We're skating close enough to HR problems as it is, being overheard is not going to happen."
Tom nodded. "Then, um, I mean--"
Adams moved over into Tom's space, gave him a smirk, and knelt. He reached up and lightly grasped Tom's balls through his well-tailored and unexpectedly thin pants.
Tom gasped. "Holy shit!"
"Yes. Now do you want me to unzip your pants, pull out your," Adams felt a little higher with his thumb, "half-hard cock, and give you the craziest blowjob of your life?"
Tom shook a little and sweat some more. "Um, uh, I mean." He pulled in a deep breath, held it, and let it out again. "Yes, sir."
Adams smiled up at him. "Yes, sir, what?"
Tom shook himself again, admitted to himself that this situation was so hot he might pass out, and then looked down at the man he could finally admit was pretty fucking handsome.
"Yes, sir, please suck my cock."
Adams outright grinned at this, pulled his hand off Tom's balls, and then worked to unzip Tom's trousers. Carefully, he pulled the zipper down. The he put a hand into Tom's pants, which made him gasp, and pulled out his fully erect cock.
"Nice. And fully hard. Let's see how it tastes."
Tom groaned as Adams' lips, soft and experienced lips, circled his cock. Then Tom groaned deeper when Adams began using his tongue. Between the crazy situation, the newness of the experience of having a guy suck his cock, and how fucking turned on he was, Tom came in mere moments.
Adams wiped his mouth and stood up. "Well, tasty but that was kind of brief."
Tom swallowed, still shaking a little from the orgasm. His softening cock jumped around a little. "Sorry, sir."
"Don't sweat it. Heat of the moment. So, what do you think about doing the rest of the interview?"
Tom took a shaky breath and wiped sweat from his forehead. "Uh, is um, Mr. Holworth as hot as you?"
Mr. Adams smiled in an almost predatory way. "Hotter, if you like older muscle daddies. I guess you'll find out. And thanks for saying I'm hot. A word of warning, though, keep using `sir' after everything you say if you don't want to endure quite a lot of spanking."
Tom nodded. "Yes, sir."
"You see? You might do very well in this job, despite your inexperience. Now strip."
Tom handed his resume to Adams. Then he took off his tie, his jacket, his shirt (slowly so as not to rip anything), then undid his pants and let them fall loosely to the floor. He was going commando today. The tailor had insisted that briefs or boxers would ruin the lines of the pants. Tom quickly folded up the suit and shirt, placing it on the chair.
Adams looked him up and down. "Nice definition."
Adams stepped over to Tom, ran his hands down Tom's bare back, and had a good feel of one of his ass cheeks.
"Ok, Tom, join me at the desk."
"Yes, sir." Tom stepped over to the large desk, looking out briefly at the dizzying view, before bringing his eyes back up to Adams.
Mr. Adams looked him up and down. "Hold out your hands."
Tom did and looked with some dismay at the padded leather cuffs that Mr. Adams secured to his wrists. Each of the cuffs had a D-ring on them.
"How do you feel about bondage?"
Tom snorted. "I was fine with it when I was tying up some chick, but I guess the restraints are on the other foot."
Mr. Adams snorted. "Speaking of which." He picked up two more leather cuffs, knelt in front of Tom, and affixed them to his ankles. The he stood back up. "I assume that means you're ready to sign the NDA and consent forms?"
"Yeah, I mean, yes, sir." Tom sighed. "How much does this pay again?"
Mr. Adams smiled. "And that's why you're currently at the top of my mental list for this job, Tom. You didn't ask that question until well after the blowjob and taking off your clothes. You did ask before you got lashed to a desk and fucked, which is a point in your favor."
After signing the papers, Mr. Adams took a drop of his blood for a rapid STI test, then ran Tom through some semi-embarrassing personal cleanup in the half-bath hidden behind a wood panel. Tom hadn't realized what a guy who wants to have a dick up his ass had to go through.
Despite all that, the intimidating paperwork, and the flushing, Tom realized that he was still buzzing with sexual energy.
He was seriously turned on.
"Alright, now stand here," Adams put his hands on Tom's shoulders and guided him to a spot on the carpeting that was away from the desk, but in full view of the small door at the back of the office. "Put your arms behind your back and clasp your hands. This position shows off your chest better and puts you in the right submissive light."
Tom nodded. "Yes, sir."
Mr. Adams smiled at him. "Excellent. Now wait here and I'll be back with Mr Holworth."
Mr. Adams exited through the small back door.
Tom stood waiting. He looked around the office some more. Then it occurred to him that he was standing naked in the middle of an executive office at a Fortune 100 company, about to be potentially fucked by one of its VPs. Or that the secretary outside could pop in at any moment and see him .
He started to sweat a little.
The small door popped open and two men entered. One was Mr. Adams, who stood to one side of the door. The other was presumably Mr. Holworth. The man was in his early forties, a little over six feet tall, and even though an exquisitely tailored suit, Tom could see that the man was jacked.
Tom swallowed. He hadn't know that he had a fantasy hot dad in his head, but that man had just stepped into the room with him.
Mr. Holworth strode over to his desk, set down a small stack of papers and folders, then regarded Tom. He looked down to his feet, then slowly back up his naked body to his eyes. Tom felt a thrill like lightning zip up and down his spine when Holworth's eyes met his.
"Adams, I'll want three copies of this report, and your opinion about it when you get back. Don't hurry."
"Yes, sir." Adams took the report from Holworth's hand and then left, pulling the small door shut.
Mr. Holworth walked slowly over to Tom, assessing him the whole time. Tom felt like he was being stalked by a large cat.
By way of greeting, Holworth casually took ahold of Tom's balls. His hands were a bit cold. Tom gasped.
"Adams tells me that you're mostly straight but quite willing to provide me with sexual play if I employ you here, is that right?"
Tom swallowed, having trouble speaking with this man holding his balls. "Yes, sir."
"And do you think I'm hot?"
Tom sighed a little. "Yes, sir."
"Good. Now, I'm going to unzip my pants. I want you to kneel and suck my cock. If you can successfully swallow me when I cum, you'll have the job. But you can't spill a single drop of cum on the carpeting. Do you understand?"
Tom gasped as Holworth tightened his grip on his balls, not painfully, just very firmly.
"Yes, sir, I understand."
Holworth smiled, though not in a friendly way. "Excellent. Hmm, you know, instead of doing it here, I'm going to do some work at my desk. While I'm doing that, crawl under the desk, unzip my pants, then take out my cock, and suck."
"Yes, sir."
Holworth leaned down a little and kissed Tom's neck. "Mmm, very nice. Alright, let's begin."
Mr. Holworth walked back over to the desk, sat, and rolled his chair forward until he was right up against the desk.
Tom knelt, got on all fours, and crawled over to the desk, then under it. Holworth had tree-trunk thighs, spread wide, and a bulge in the front of his pants. Tom moved over, and with only slightly shaky hands, carefully unzipped the expensive trousers. Holworth had also been going commando, because his large cock flopped out immediately. He was either massive or was already getting hard.
Tom rolled spit around his mouth, then leaned forward and took Holworth into his mouth. The taste was salty, slightly sweet for some reason, and very manly. The scent of him flooded Tom's senses and almost made him dizzy. He started to go up and down on the man's cock, remembering to keep his teeth covered, and to add some tongue action. Tom hadn't thought himself in any way gay, but he'd definitely watched his share of bisexual porn. He had some inkling of how a proper blow job should go. Tom was also surprised to find out that sucking cock was actually a lot of fun.
After a few minutes of this, Holworth put his hand on Tom's head, ran his fingers into Tom's hair, and began guiding him up and down. Then Holworth held Tom's head down, firmly, onto his cock. Tom choked, struggling to breath. Holworth held him on his cock right up until Tom was starting to see stars, then let go. Tom fell back under the desk, gasping.
Holworth got up from the desk and came around, helping Tom up. Once Tom was standing again, Holworth reached around and put a hand on Tom's ass.
"Very nice, Tom. That was an adequate blowjob; we'll have to train you a bit on technique. Now let's see how you do with anal penetration and stimulation."
Tom felt his heart beat faster and a blush run over his body. He was shivering a little in both fear and sexual arousal. Holworth guided him by his shoulders over to the end of the desk away from the small door. Holworth firmly pushed him over until Tom was bent at the waist, his chest resting on the cold polished wood of the desk. Then Holworth knelt and did something below the desk. There was a metallic clink sound, and Tom felt his legs being pulled wider and then he felt a tug on the ankle cuffs. Tom could sense Holworth standing behind him, and then he watched as the man pulled his left arm off the side of the desk and attached it to something. Holworth did the same with the other arm.
Tom was now spread-eagle, bent over the desk, his ass on show for whomever wanted to look -- or touch. Holworth caressed his ass.
"Very nice, Tom. Very nice indeed. You have an excellent body. Are you ready to be probed and fucked?"
Tom had a little trouble speaking but said it as clearly as he could: "Yes, sir."
"Excellent."
Holworth rattled drawer in his desk, then circled round to behind me. Tom could only vaguely see what was going on behind him, if he turned his head just right. Holworth had something in his hand and then cold lube -- it could only be lube -- dribbled on Tom's ass. He gasped.
Holworth then began rubbing the rub around his ass crack, paying special attention to Tom's anus. After a moment of this, Mr. Holworth pushed a finger into Tom. It was painful. The finger was in right to the knuckles. Holworth turned the finger, and it felt like he was probing for something. After a moment, he found something inside Tom's ass and rubbed his finger against it. Tom moaned, loudly.
Holworth made a noise of pleasure at getting this reaction. For a good minute, he rubbed Tom's prostate vigorously with his finger. With his other hand, he stroked Tom's cock, and rubbed his balls.
Tom floated in a spiky cloud of pleasure. There was still a little pain having his ass prodded like that but also some pleasure, which began to ratchet up higher and higher the more Holworth finger-fucked him. Tom was drooling on the desk, a constantly low moan coming out of him despite his will be to quiet. The pleasure was just too much.
Tom came; urgently, suddenly, and with such force that he saw stars. It was fantastic.
Tom struggled to catch his breath. Holworth stood up and came around to Tom's panting face.
"That was excellent, Tom. A little quick, but I'm guessing all these new sensations are a little overwhelming. You'll have to do better next time. Now, to make it up to me, you can do two things. First, eat this."
Holworth held out his hand next to Tom's mouth. In his palm was a large gob of cum. Tom's cum.
Tom looked up at him with wide eyes, then back at the cum. Without a word, Tom found himself licking his own cum from Holworth's hand. His cum was salty, a bit sweet, and a little funky. It made Tom shiver with aftershocks of pleasure at the thought of what he was doing.
Holworth was looking at Tom with a pleased expression after he finished. "Excellent. Very good indeed. Now, the second thing you can do is to enjoy yourself as I fuck you for the first time."
Tom felt a thrill of fear and unadulterated lust rush through him. He'd had some late night dark fantasies, but never thought --- holy shit!
"Yes, sir. Please fuck me, sir."
Holworth stood up again, getting around behind Tom, running a hand along his back, and lubed ass. Tom felt something hot and fleshy rub against his ass -- it was Holworth's cock! Tom began to panic a little as he remembered how big Holworth's member was. He'd barely been able to swallow it!
Holworth rubbed the tip of his cock in Tom's ass crack, coating it with lube, and after a moment, he started to push in.
Tom made an injured sound. The pain was intense. Holworth's cock was too big!
"Please!" He called out.
Holworth put his hands on Tom's waist, holding him still. Tom had been squirming to get away. Holworth kept pushing in, slowly but surely. Tom felt a pop sensation as the bulbous head of Holworth cock made it past Tom's ass-ring. The pain was slightly less than before but still bad. Tom wanted that cock out. It was too big!
After a long slow torturous time, Holworth had his cock all the way up Tom's ass. He stopped moving and began stroking Tom's well-muscled back, now slick with sweat, and giving his ass a good squeeze several times. Holworth waited until Tom's frantic breathing calm down.
For Tom's part, the shock of the pain was being replaced by the mind-blowing but oddly erotic feeling of having a large hot cock in his ass. He felt stuffed like he'd never felt before. The feeling of that cock, along with the sensation of being thoroughly dominated by an older man -- a hot older man -- was simply amazing. Tom felt his own cock, now dangling off the side of the desk, start to get hard.
Holworth stayed still, stroking Tom's back, for several minutes. Eventually, Holworth couldn't stand it any longer, and slowly began pulling back his cock.
Tom groaned and moaned in equal measure. There was a bit more pain at the withdrawal but also a lightning bolt of erotic pleasure.
Holworth slowly built up a steady motion: in, pause, out, pause, in, and repeat. He kept the pace slow at first, letting Tom enjoy the fuck. Then he began pounding Tom like a machine. From the gasps, groans, and squeals, Holworth could tell that Tom was having fun. That was a nice side benefit. Holworth liked his fuck men to have some pleasure. It kept them coming back.
After several minutes of this, Holworth eventually reached his crescendo and came inside Tom. The sensation was exquisite and Tom's ass, despite his lack of experience, had been divine.
Holworth pulled down, cleaned his cock off with a rag, and put his dick away. With one hand rubbing Tom's back, he picked up the phone.
"Adams? I'm done with Tom. If he's interested, offer him the job."
Holworth hung up the phone.
"Well, Tom, what did you think?"
Tom struggled to catch his breath, licked his lips, and looked up at Holworth. "That, sir, was the best sex I've ever had."
Holworth smiled genuinely. "For a newcomer to man-on-man sex, that's excellent to hear." Holworth picked up papers from his desk. "Now, I have a meeting to get to. Please clean your cum off the floor before you go. Adams can help you with that."
"Yes, sir." Tom said as Holworth left again.
The large regular door opened and Adams stepped in. He raised his eyebrows. "Wow, gave you the full experience, did he? You ok?"
Tom nodded, his face still flat against the desk. "Yes, sir, I think so."
Adams let the door shut behind him, walked over to the desk, and lightly fondled Tom's ass. "Well that's good, especially for a newbie. Holworth can be a little rough at the best of times." Adams fondled Tom a bit more. "Say, do you think you're up for another fuck?"
Tom groaned. "I guess so, sir. My ass is sore though, sir."
"Oh, no worries, I'm not nearly as big as Mr. Holworth. This should mostly be enjoyable."
With that, Adams unzipped his pants, pulled out his medium-sized cock, and applied some lube to it. Then he lined up and pushed into Tom.
For his part, Tom groaned. Adams was right, there wasn't nearly as much pain as before. Not none but the fucking turned to pleasure far sooner than it had with Mr. Holworth.
The two of them did plenty of moaning and about ten minutes later, Adams came. He stayed firmly planted up Tom's fine ass, resting on his hands placed on the desk to either side of Tom's naked torso. Adams breathed heavy, catching his breath.
The cock in Tom's ass deflated and Adams pulled out. Then he wiped himself off, put his cock away, and zipped up.
Then Mr. Adams unlatched Tom from the desk and helped him to stand up. Tom was shaky and his ass ached, both in pain and in very, very satisfying pleasure.
Tom was still breathing deep. "Um, Mr. Adams, sir, Mr. Holworth said that I should clean up my cum." Tom pointed at the spray of cum just beneath the desk.
Adams smiled in a kind of predatory way. "You'll find that Mr. Holworth is stickler for cleanliness. He expects all his fuck men to clean up their sprays by tongue."
Tom widened his eyes. "Tongue, uh, sir?"
Adams tweaked one of Tom's nipples, causing him to yelp. "Yes, Tom, get on your knees, crawl over there, and lick up the mess you made. Make sure to get all of it."
Tom swallowed, then complied.
While he licked up his own cum, Adams applied a few swats to Tom's ass. Tom felt that was really unfair. If he kept doing that, he was likely to cum on the carpet again.