The following story contains content that may not be suitable for all readers, including, but not limited to, drug use, physical restraint, non-consensual sex or emotionally damaging behavior. This story is fictional and does not portray real events or real persons. Reader discretion is advised. All characters are 18 years or older.
This is a second chapter and prequel to ‘Like Father, Like Son,’ Connor’s eventful elevator ride with his father and a car full of sweaty, hot construction workers.
“C’mon, Boss, my dick isn’t going to suck itself. Quit gawking at it and get to work. We don’t have a ton of time.” From my kneeling position on the floor of my site manager office, I looked up past Leo’s fat black cock to his serious scowl. He had barged into my office, closing the door behind him, and demanded a blowjob despite how busy it was with the shift ending on the high-rise construction site. It had been about three weeks since Leo and another one of my employees, Bruno, had caught me surfing gay porn at work one evening, and my life hadn’t been the same since.
For now, I knew the only way to get Leo out of my office would be to coax a thick load out of his rigid tool before both of us got caught. Taking a deep breath and ignoring the oppressive summer heat in the room, I wrapped my lips around his cockhead before Leo impatiently grabbed the sides of my head and thrust his shaft deep down my throat. Gagging and struggling to breathe, I tried to pull back, but his big hands held me firm while he fucked my mouth. “Just relax your throat and breathe through your nose, Jackman. You’ve got this. I’ve seen you suck Bruno’s sausage like a champ, and that damn White boy has another inch or two on me.”
My jaw and ass ached just thinking about Bruno and his giant schlong. While I slurped away on Leo’s cock, I thought back three weeks to the night Leo and Bruno had dropped by the job site unexpectedly. They had been at the bar all evening and came up to the construction floor to grab some weed from Leo’s locker. I was trying to catch up on some paperwork and thought I had the site to myself as I worked in my temporary office built in the corner of the 57th floor. Needing a break and horny as hell, I decided to check out a favorite porn site of mine on my laptop. As I clicked through different explicit clips, I unzipped my pants and freed my hard-on from the jockstrap I happened to wear that day. With the place to myself, I might as well get comfortable. Each time I opened a clip, new previews would appear at the bottom of the screen. My eye was drawn to a video of a Black guy with a huge cock fucking some chick’s big white ass. While I had never been able to convince my ex-wife to try anal, it was a big turn-on of mine, and I was curious to see more.
Clicking on the preview, I was shocked to see that the chick was actually a man and the clip was of a coach getting fucked on a bench in a locker room by a Black wrestler with his singlet pushed down below his dick. Whoa, that certainly wasn’t what I was expecting. To my credit, the coach did have a big, round ass that reminded me of a woman’s, but it might also just be the crouched position he was in and the camera angle. Preparing to close the video and get back to straight porn, I paused to admire how vigorously the wrestler was slamming his big black shaft into his coach’s generous ass as he held onto the bench with the whistle around his neck swinging wildly. With each thrust, the coach’s firm cheeks would shudder as the wrestler’s long black cock buried itself in his crack.
Both men seemed to be enjoying themselves as they grunted and strained against each other. I felt my cock throbbing in my hand as pre-cum oozed from the tip. I wasn’t into gay porn, but something about the intensity of the scene was captivating me. The camera panned over to a handsome janitor with a shaved head and mustache watching through a window in the locker room door, and I realized that this was about to turn into a threesome. Strangely mesmerized by the unfolding action, I had forgotten about closing the clip as I stroked my pre-cum slippery cock.
At this point, the janitor had made his presence known and walked over to the coach, where he unzipped his bulging overalls and hauled out a huge cock for the coach to suck. The coach seemed unsure where to start, so the janitor reached into his overalls pocket and pulled out what looked like a bottle of poppers, holding it up to the ravished coach’s nose as he continued to ride the wrestler’s cock. After several deep sniffs, with his eyes half closed, he hunkered further down on the bench to take more of the wrestler’s shaft and gamely went to town on the janitor’s thick, veiny tool. Okay, this was getting uber gay as the sound of grunts, groans, and slurps from the porno filled my office. I needed to stop the video, but still I held off as the two well-endowed men spit-roasted and dominated the bubble-butted coach.
While I had never had any interest in gay sex, I strangely wondered what it might feel like to be in the coach’s position as he was so thoroughly used by these two studs. He seemed to be enjoying himself as the two men pounded his orifices in the empty locker room. With my hand wrapped around my aching cock, I edged myself, captivated by the scene unfolding on the screen. What was the harm in watching a minute or two of gay porn anyway? It’s not like it was going to turn me gay. Suddenly, after a brief knock, my office door flew open, and Leo and Bruno stumbled into my office.
It was Bruno who said, “Hey Boss, surprise! Why are you working late…? Whoa! Oops, oh shit. Sorry, man. Holy fuck!” Both men were staring in shock at the scene in front of them, taking in the sight of my slick, throbbing cock in my fist and the hardcore gay scene playing out on my work laptop. Fuck. What the hell were they doing here? I hadn’t heard the elevator and thought I had the building, let alone the 57th floor, to myself. It figures two of my employees would wander in at the moment I was watching a minute or two of gay action out of curiosity. It would be bad enough to be caught jacking off to straight porn at work by two of my employees.
Startled, I jumped up from my desk with my dick waving in the air and tried to shove my hard cock back into my pants. “Shit, you guys, uh… fuck. What are you doing here?” I was having trouble pulling the fly up on my snug pants when I noticed the video was still playing. The janitor was giving the coach another hit of poppers while he aggressively deep-throated him while the wrestler was riding his ass hard with his heavy black balls wetly slapping against the coach’s pale ass. As I struggled with my fly, I managed to pop the button off on my pants. Fuck, my busted zipper already had a tendency to open on its own. Ignoring that for now, I reached over and slammed the lid shut on my laptop. “Sorry about that. Uh, this isn’t what it looks like. Um… I mean, obviously I was jerking off, but… I hadn’t realized I was opening a gay video. Shit. I’m not into that.”
Leo and Bruno looked at me incredulously as I spluttered what sounded like a ridiculous explanation and felt my fly gaping open again with the button missing. My pants were either too snug or my cock was too hard. I settled for yanking up my zipper and holding the top of my fly closed while the two men stood inside the door staring at me.
It was Leo who broke the silence and said, “Uh, okay… No worries, Boss. If you say that’s what happened, we’re cool.” When Bruno was unable to hold back a snicker, I realized at this point that the guys had been drinking and were enjoying my discomfort. It’s not every day you catch your boss beating off to gay porn. Leo continued with a smirk, “I have to say though, the part we saw looked really gay. No offense, but I mean, I don’t see how you could click on that accidentally thinking it was straight porn. Not that there’s anything wrong with it if you did, right, Bruno?”
“Absolutely, Leo. No harm, no foul, if that’s what you’re into, Boss. We’re cool with it.” Both men were still taking in the scene, noting the prominent bulge in my pants as I held my fly closed. They were definitely enjoying this.
I said with frustration, “I appreciate that, but I’m serious! I’m not gay, and I’m not into gay porn. I really thought the guy getting fucked was a woman from the preview. He has a very big ass for a guy. I admit I was curious for a minute once I opened it, but that’s it; that’s all it was.”
Bruno snorted in response, “Okay… but you must have slept with some pretty hairy-assed women in your life.” Both he and Leo chuckled at his joke. “I’ve always found a big set of balls swinging below a hole is a clue if you’re not sure.” The guys were trying unsuccessfully to hold back their laughter.
“Look, I’m not gay! He looked like a woman.”
Trying to pull themselves together, Leo said, “Okay, Boss, we believe you, but… maybe you should just show us,” as he reached for the laptop to open the lid. I tried to reach out to stop him, but Bruno blocked me with his solid form while Leo clicked on the video, resuming the action.
Holding me back, Bruno said, “Easy, Boss, I’m curious about this womanly ass as well. Let’s just take a moment and watch together, and then we’ll all be on the same page.”
“C’mon guys. Give me back my computer and stop this.” Frustrated and unwilling to watch gay porn with my employees, I tried once again to lunge towards my laptop as the explicit scene resumed where I had left off with the two guys spit roasting the poor coach. I could feel my zipper gaping open as I tried to reach around Bruno’s muscular torso. Emboldened by a few beers, the brawny giant crouched down and shockingly grabbed me by my arm and leg before tilting me back over his brawny shoulders in fireman carry style with my ass in the air and my hard-on pressed against his shoulder. He had his arm through my legs, gripping my thigh firmly, with my arm pulled firmly across his chest. With my fly now gaping open, the motion had managed to slide my pants down, exposing the top half of my ass. Not the best day to be wearing a jockstrap. I couldn’t believe Bruno had lifted his manager in the air as easily as a child, and I was now held helpless in his grip.
“Bruno! What the fuck are you doing? Put me down!”
Bruno shushed me like he would an unruly toddler as he ignored me and turned back to the video. Leo looked up in shock at Bruno’s unexpected actions and howled as he spotted my bare ass, “Whoa, nice jockstrap, Boss.”
I couldn’t believe my two drunken employees were basically holding me captive in my own office as they teased and taunted me after catching me watching gay porn. How much had they drunk, or smoked for that matter? I was their manager for fuck’s sake! As I struggled to free myself, my pants slid down even further, exposing more of my ass. My cock was still hard as rock, unfortunately as I inadvertently humped against Bruno’s solid, muscular shoulder. Closely studying the porn clip, Leo looked from the coach’s ass to mine and quipped, “You know, from this angle, the guy’s ass looks a bit like the boss’s, except for the jockstrap, of course, but neither ass looks like a chick’s in my opinion.”
Clearly drunk, Bruno said, “I think we should lose the jockstrap to properly compare. I’ve never seen a chick wear a jockstrap anyways,” as the guys chuckled. “Give me a hand, Leo.” What? No! Despite my best efforts to resist and yelling for them to stop, the two men easily manhandled me onto Bruno’s shoulders, pulling off my pants and jockstrap, leaving me in the same fireman position but now naked from the waist down with my hard cock free and pressed against Bruno and my ass exposed with my balls swinging loose. Could this get any worse?
“What the fuck are you guys doing? You need to put me down!” I might as well have been talking to the wind. Bruno and Leo were on a mission to see what I had seen, and my ass had somehow been pulled into the equation.
Bruno said to Leo, “Better, but you know, to do this right, I think we should look at the same preview the Boss did. Go back a screen.” Leo obediently clicked backwards on my browser to the straight clip I had been watching previously. See? I had been watching straight porn! “There, look below the video; there’s the preview.” Once again, I was looking at someone crouched down on top of a bench with some young stud’s big black cock impaled in their pale ass. You couldn’t see their head from this angle, and I still thought it could be a woman, but having seen the video now, I had to admit it looked more like a guy. He just had a big, pale, muscular ass.
Leo said, “Hmm. I can kind of see it, but I’m not sure. Let’s play the video to see if it helps.” Shit. The three of us watched as he clicked on the video, starting from the beginning. Unlike the preview, it was obvious the Black wrestler was fucking a man as his thick cock thrust into the coach’s hole, while the janitor watched from the hall. Bruno was studying the video intently when Leo’s eyes lit up. “Hey, I just realized something. There’s a Black wrestler, a White coach, and a bald janitor. Does any of this sound familiar?”
I didn’t know what Leo was getting at when Bruno grinned and said, “Oh yeah! I didn’t notice that. The bald janitor with the mustache is me, you’re the Black wrestler, and the boss is the coach.” He was right; the three porn stars shared basic traits with the three of us. I was uncomfortable with the fact that the person getting pounded on the bench looked most like me. Bruno was shaking his head and laughing. I also noticed he was adjusting his crotch as the action on screen heated up with the janitor again entering the scene. Suddenly I was very conscious that I was all alone with two muscular men who had been drinking all night and didn’t seem at all concerned about holding their half-naked boss captive while we watched gay porn together.
Turning to Leo, Bruno said, “You know what would be really cool? What if we put the boss on his desk in the same position as the coach so we could see if it’s just the angle that makes it look like a woman’s ass? No offense, Boss, but you kind of have a big ass from all the jogging you do.”
What?! “No fucking way, guys! I’m not doing that. This has gone far enough; you need to put me down, give me back my pants, and get out of here.”
Bruno looked over at me and said, “You know, Boss, I’m not sure what the big deal is; your hairy ass is already hanging out. Also, after the show you subjected to us earlier, maybe you could humor us and try getting in the same position. It will be quick and painless, and then we’ll know for sure. It’s just the three of us anyways; no one else needs to know… and we can keep it that way, right, Leo?”
“Absolutely, I’m not going to tell anyone what I saw, but I would like to see the Boss up on his desk.”
Fuck, were these guys hinting that they might talk about what they had seen unless I did what they asked? It kind of sounded like it. The last thing I needed was my crew hearing I jerk off to gay porn. I guess kneeling on a desk for a moment bare-assed wasn’t that much different than being draped over Bruno’s shoulders with my ass out. Against my better judgement, I said, “Okay, fine. I still don’t get why you need to compare, but if I do this, we’re done here right? You guys will get the fuck out of here, and forget this happened. Right?”
Both men readily agreed as Bruno lowered me to the floor. I noticed Leo had a decent chub in his jeans and wondered if the guys were somehow getting turned on by this. Bruno had moved my laptop to the corner of the desk facing us and cleared a few items from the desk while Leo pulled the chair out of the way. Was I really going to do this? Both men looked at me eagerly, waiting for me to get up onto the desk. I couldn’t hide the fact that my cock was still curiously hard as I climbed onto the desk, drawing a whistle from Bruno. “Nice boner, Mr. Jackman.” Fuck my life. I so wanted this to be over.
Up on the desk, Leo eagerly jumped into action and said, “Okay, let’s get you in the same position,” as he looked up at the screen and guided me into the exact same crouch as the coach in the porno. “Good, but you need to put your face closer to the desk and stick your ass higher. That’s it!” Leo was being fairly handsy as he nudged my bare ass upwards with his hand. I felt like a fool with my ass exposed and spread in this position, knowing my employees could see my puckered hole as well as my balls. Both men stepped back behind me to compare my pose with the coach’s. “Tuck your head down a bit more so we can’t see it. Perfect. What do you think, Bruno?”
“Yeah, keep your head down; it ruins the illusion otherwise.”
I glanced back. “Are we almost done, guys? This is stupid.”
“Patience, Boss, we’re almost done,” replied Bruno.
I ducked down again, impatient for this to be over. My laptop was on the corner of the desk in front of me, and I had nothing to look at but the locker room scene as the two men continued to ride the poor coach. Hunkered down in the same position, it was easy to imagine myself in his place as the action played out. I could feel my cock throbbing with no sign of easing. The position was embarrassing enough without having an erection.
Over the sounds of the video I could hear Bruno and Leo comparing notes behind me and calling out an occasional instruction for me to adjust my position. Why were they so obsessed with seeing what I saw? They seemed far too into this.
I could hear them moving around behind me and quietly talking with the occasional chuckle. Wanting to see what was going on, I started to look back. “Don’t move, Boss. We’re almost done.” Looking back at the laptop, the threesome were working up a sweat as they writhed and groaned in the locker room. Feeling a breeze close to my ass, I could hear movement and felt the desk shift. When something brushed my ass, I turned my head to see Bruno holding his phone up, filming me up on the desk. What the actual fuck? Feeling something touch my ass again, I looked further back to see Leo had his hard black cock out in his hand and was aiming it at my ass as Bruno filmed us on his phone.
“What the hell are you doing?” I asked incredulously as I started to sit up. While Bruno continued to film us, Leo leaned forward, resting his cock directly between my cheeks and gently but forcefully pushing me back down on the desk.
“Easy Boss, we just want to get a full comparison with the video and I happen to have the only black dick in the room.”
Bruno chimed in as he continued to film us, “It looks great guys; it’s just like the video, and you know, it does kind of look like a chick’s ass. Sorry, Boss but you’ve got big meaty glutes. Move your cock a little higher, Leo.”
“Uh, what?!? No way, I said I would get up on the desk, but that’s it. I never said anything about anyone’s dick coming near my ass, and I certainly never said anything about recording.” As I tried to get up once again, I felt Leo’s hands press me down more firmly. While I was in decent shape, I had nothing on either of these guys. While his powerful arms held me crouched down on the desk, I could feel his shaft riding up and down my crack as we struggled on the desk. It felt like the tip of his cock, which had a generous amount of pre-cum oozing from it, rubbed across my hole, sliding between my cheeks. Despite my concerns, something about being in the same position as the coach with a black stud pressing his dick against me was keeping my tool throbbing. Meanwhile, Bruno was capturing it all on his fucking phone as he zoomed in on my ass and Leo’s cock. If anyone was viewing it, it would definitely look like he was fucking me on my desk in my office. “Seriously, Bruno, you need to put the phone away. Stop filming!”
I felt the wet end of Leo’s cock lingering over my puckered virgin hole. This had gone beyond a posing exercise. “Fuck, Leo, that’s awesome. It looks like you’re actually fucking the boss and I’ve got it all on video, but don’t worry, Boss, we’ll delete it all when we’re done.”
“You’d better delete it, and I think we’re done anyways.” It felt like a weak threat as Leo held me pinned to the desk while his dickhead teased my entrance. I couldn’t believe my own employee was doing this to me.
Leo chirped in, “I don’t think we’re done yet. Like Bruno said, he’s already got film of what looks like me fucking you, so unless you want to see that playing at our next team meeting, I think you’d better get that big beefy ass of yours back up in the air and let us finish our comparison.” Looking from Bruno and back to Leo and feeling Leo’s cock between my cheeks, I realized how bad this looked.
My mind was racing as I wondered how the fuck I had ever let myself get into this position. While I was furious with Bruno and Leo, I wanted this to be over and behind me. Should I trust them to do what they said they would? They seemed to continually be changing the agreement. Also, did I have any choice? Lastly, as Leo’s cockhead teased my hole, it hadn’t escaped my notice that my prick was still as hard as a tire iron. Something about being in the same position as the coach with a big black dick badgering my hole was making me horny as fuck. What was wrong with me?
Torn between the strange appeal of this scene and needing to end it, I said, “What else do you need to do? You’ve captured the porn scene already,” as I struggled to break free of Leo’s iron grip.
While Bruno zoomed in on Leo’s cock with its head wedged between my cheeks, he explained, “We’re still missing one piece of the puzzle.”
‘What are you talking about?”
“We’re missing the janitor from the scene, which I guess is me, given there is no one else here with a shaved head and a ‘stache. Unlike Leo, who is a bit of a sex fiend, I won’t actually touch you, but I’ll stand in front of you with my dick out so we’ll have the full womanly ass scene.”
Secretly, I felt my dick twitch picturing myself crouched between these two brawny men. I had a good build from regular workouts and running, but Leo and Bruno were regular gym rats on top of their physical jobs. Something about submitting myself to these two studs with my ass and dick exposed was making me horny as fuck. While I didn’t understand where this was coming from, my dick was all for it. “Okay, sure, but make it quick.”
“Awesome,” as Bruno propped his phone on the filing cabinet beside the door, aiming it back at us, and walked back to me. “This is just for show, so don’t freak out,” as he whipped down his zipper and pulled out a ridiculously large cock. “I’m going to work it up to a full hard-on for the camera,” as he stroked himself with his cockhead inches from my mouth. I stared at his huge tool in awe, watching pre-cum ooze from the blunt tip as he quickly reached a full erection. To be honest, he really wasn’t that far from it to start with. Standing with his erect cock aimed directly at my lips but still an inch away, he signaled to Leo, “All set, buddy.”
I felt Leo shifting closer as he gripped my hips in his hands and pushed against my ass with his cock. Unlike Bruno, he was less concerned about a neutral zone, but I wasn’t in a position to complain. I jolted in response, catching myself from pressing backwards. “I’m good to go on this end.”
As Bruno chatted with Leo, I felt the pre-cum tip of his cock brush my mouth. “Oops, sorry Boss.” I instinctively licked my lips before I could stop myself and realized I was tasting his spunk. I had to admit it didn’t taste bad. Leo was holding his tool directly against my puckered hole as we held our positions. How long was this going to last for? If anything, my cock was harder with the teasing and stimulation from these two. “Oh, I’ve got one more thing to make this as authentic as possible,” as Bruno reached into his pocket and pulled out a bottle of poppers. Why the fuck did Bruno have poppers? “I noticed the janitor using these on the video, and I happened to have some on me, so I thought we should as well.” In the process of grabbing the poppers, he managed to bump his cockhead against my lips a couple more times, smearing more pre-cum for me to lick up with my tongue. Damn, this guy tasted good.
Trying hard to keep myself in check, I didn’t resist when he held the poppers up to my nose as the janitor had done. He moved the bottle from nostril to nostril several times as I inhaled deeply before he stopped. Instinctively holding my breath, I finally released it as I felt a wave of lust rush through my body. My ass instinctively pressed back against Leo’s cockhead wanting to feel more of it teasing my virgin hole as Bruno moved forward, resting his prick against my lips. My mouth opened as I gasped from the sensation of Leo’s cock pushing into my ass, while Bruno’s thick shaft slowly slid forward. Oh fuck, I was becoming the coach! With my eyes wide, I held my mouth open as Bruno slid his girth across my tongue and down my throat. I could taste his pre-cum and marveled at the spongy texture of his hard shaft while I felt Leo greasing up his prick with spit. Still riding my popper high, I pressed back against his cock as he gently breached my virgin ring with the tip. Fuck, what was I doing? I was becoming as whorish as the coach on the clip. Neither of the guys hesitated as they steadily slid their cocks deeper into me on each end.
Pausing for another snort of poppers, I groaned loudly when the second rush hit me. I was no longer worried about where this was going, and I wanted to fully channel the coach to receive a similar pounding. The poppers seemed to help me relax my throat and control my gag reflex, as well as open up to Leo’s thick shaft. Bruno managed to slip his giant tool balls-deep while Leo bottomed out in my virgin hole. Both men had their thick shafts buried to the hilt in their boss! I was no longer a passive bystander in the action as I met Leo’s thrusts with my ass and slurped and sucked away on Bruno’s massive cock. I wanted every inch of these boy’s cocks in me and I wanted them to use me hard.
“Oh yeah, suck that big hog, Boss. That’s it!” While I hungrily sucked away at Bruno’s impressive cock, I glanced down at the screen as the locker room action continued. It felt surreal to be in the same position as the coach while I watched the coach get pounded. At times, it felt like the Black wrestler was fucking me, then I would remember it was Leo, my employee. With the rush of poppers and sensory overload, it was all overlapping in my mind. Was I sucking the janitor’s cock, or was it Bruno’s? I couldn’t believe I had gone from accidentally clicking on gay porn to a full-on assault by two of my burly workers in one evening. Drunk, high, or otherwise, both men were in fine form as they went to town on me.
At some point, Leo and Bruno decided to sync up with the action on the screen, matching the janitor’s and wrestler’s movements as they used the coach. As I watched the action on the screen, I would see and feel a change in real time. The wrestler would grip the coach’s shoulders as he pounded his hole, driving his thick licorice cock deep into his ass, when I would feel Leo grip my shoulders. The janitor was rubbing his wet shaft all over the coach’s face before slapping him with it while the coach tried to capture the thick end back in his mouth again, and Bruno would do the same to me. This was a complete rush.
“Damn, Boss, you are one cock-hungry stud. I had no idea, or we would have dropped by for a late-night visit a long time ago,” Leo commented. “I can’t wait to play back the video.”
While worried that my fall from grace was being recorded, when Bruno gave me another sniff of poppers, I put that thought aside and hunkered lower down on the desk, slamming my ass up and back into Leo’s thick tool. While he growled, Bruno shoved his cock deep into my throat, impatient to shoot his load.
As the action heated up on screen, the boys continued to thrust into me as we all moaned and slammed against each other. I could feel my aching cock slapping against my abs as Leo destroyed my ass. As both the wrestler on screen and Leo began to groan out loud, the wrestler reached down and grabbed the coach’s tool, pumping his fist up and down his shaft as he plummeted his ass. I felt Leo reach around and do the same to me as he grabbed my aching cock, pushing me over the edge as I began to blast cum across the surface of the desk at the same time he began to fill my hole with his load. I could feel his cum spraying my insides as my own load painted the desk. Amazingly, both the coach and the wrestler on the video were cumming as well, as thick ropes of cum covered the bench under the coach’s prone body, and the wrestler scrunched up his face as he came in his coach’s tight ass.
I watched as the wrestler pulled his cock out mid-orgasm and blasted streams of cum up over the coach’s back before he eased the slick black head of his tool back into the coach’s well-used gaping hole. I moaned out loud as I felt cum splattering my back at the same time before Leo slid his cum-coated cock back into my slippery hole. Despite Leo’s post-orgasm sensitivity, I rode back into him hard, impaling myself on his shaft over and over, coaxing any remaining cum from his dick.
While Bruno had been fucking my mouth and watching the hot action unfold in front of him, he roared out loud as he began to cum inside my mouth. Similar to the video, he pulled his tool free so he could spray the majority of his load across my face as I hungrily lapped up hot cum from around my mouth and his cockhead. I couldn’t believe the size of his load that filled my mouth as well as splattered across my face. As his cock finally stopped oozing cum, he slipped it back into my mouth while I cleaned up any remaining spunk from his dick. Unable to take any more stimulation, he pulled out of my mouth and leaned over to lick up his load from my face. It was hot having this stud gently clean his cum from my face with his tongue like a satisfied cat.
Meanwhile, Leo continued to glide in and out of my slick hole as we slowed down and caught our breath. I noticed the janitor was also cleaning his load off the coach’s face on screen and was amazed at how in sync the video was with what was happening in my office.
“Jesus Christ, what just happened?” I said out loud.
“Ha, that was amazing, Boss. Don’t tell me this was your first time.”
“I seriously don’t think I had even glanced at gay porn before today, let alone taken it up the ass and swallowed my first load. Holy shit.”
“Well, all I can say is you took it like a champ, and bonus that we captured it on video,” Leo added.
Bruno chimed in, “Both Leo and I like to dabble, but we’re mostly tops, so other than the occasional buddy handie or blowjob, we rarely get the chance to seriously fuck someone. Truth be told, we’ve always thought you had a big beefy ass and thick thighs and talked about how amazing it would be rail you but that was a fantasy we didn’t think would ever come true. We’re going to have to do that again soon. I think I’m getting hard just thinking about plowing your sweet ass.”
Still in shock at my recent conversion to anal, I felt satisfyingly fucked as Leo eased his giant cock from my ass and Bruno helped me down off the desk. After cleaning up, we called it a night, worn out from our intense encounter.
There had been repeats since that evening, including one memorable night at Bruno’s place involving a sling in his basement and a surprise drop-in from a few of my other employees, including Hugo, Zeke, Gage, and Duke. The evening had ended with six loads of cum in my ass and cum dump written across my lower back in black marker with an arrow pointing downwards to my gaping hole, but that’s a story for another day.
Of course it had been a bit awkward at the worksite afterwards, but the guys still seemed to respect my position, and we maintained our usual boundaries day to day, despite my submissive role outside of the workplace with some of the crew. There was a small group of men that were aware of the boss’s new hobby, but otherwise things seemed to work like they always did. Admittedly, my mind wandered at work at times, wondering when I might next be on the receiving end of some stud’s thick tool, and it didn’t help that there were so many fit and brawny men on the site to fuel my fantasies. I kept expecting the novelty to wear off, but so far it hadn’t, and I walked around with a half-chub most of the time.
Here we were a few weeks since Leo and Bruno had used me, and despite my annoyance at Leo for his current risky behavior in my office, I was happy to worship his beautiful black cock all the same. Just as I thought he might be about to shoot, Leo’s phone rang. “Keep sucking, Boss, while I get this. Looks like it’s your buddy Bruno.” Putting his phone on speaker, he answered with a, “Bruno!”
As I sucked away, I heard Bruno say, “Leo my man, what’s up?”
“Funny you should ask, my dick is up, and I’m about to shoot a big thick load down the boss’s throat. Say hello to Bruno, Boss.” Speaking around Leo’s big black cock, I mumbled a hello while not pausing in my mission to swallow Leo’s load. “He’s become a decent cocksucker after just a few weeks’ practice. You should get your ass up here and get some.” I had to admit, it gave me an odd sense of pride being complimented on my cock-sucking abilities.
“Actually, I’m on my way up… with Connor, the boss’s son. I ran into him downstairs, and I just got him a security pass. He’s waiting for me over by the elevator.” Connor was here? Shit, what was he doing here? He wasn’t due in town until tomorrow. I stopped sucking when I heard my son’s name, horrified that he might catch me like this. I needed to pull myself together. Bruno continued, “Between you and me, dude, he’s become one hot little man and puts his old man’s ass to shame, and you know how much we like the Boss’s big ole bubble butt.” I did not like hearing Bruno talking about my son’s ass and swore to myself that I’d keep them far away from Connor. It was one thing for them to fuck me like a needy whore, but my son was off-limits.
Leo paused in his conversation to look down at me. “What the hell are you stopping for? Keep sucking!”
“But Connor is here…”
“Oh, for fuck’s sake, what am I supposed to do? Walk around with a hard-on and case of blue balls just because your son shows up?” I looked up at Leo with pleading eyes. I couldn’t let Connor catch me like this even though I had been looking forward to Leo’s load.
Leo glared at me with his slick cock poised at my mouth before he finally took mercy. Grabbing his thick shaft, he cleaned it off on both sides of my face before saying, “Fine. You can finish this up later, but don’t keep me waiting too long. I owe you a load, cocksucker.” Leo shoved his giant tool back into his jeans and did up his button fly. It was obvious he was hard by the obscene bulge in his jeans, but he didn’t seem to care as he turned and stormed out the door without another word. I got off on the floor and wiped my face to make sure I didn’t have any cum smeared on me. Straightening my cock in my jeans and hoping my hard-on wasn’t too obvious, I put my hardhat back on before exiting my office onto the floor.
The construction elevator was just arriving as a few guys exited the car with Connor and Bruno at the rear. They both were smiling and chatting as they walked towards my office. Connor spotted me as I walked towards them. I hadn’t seen him in several months, and I was looking forward to catching up. Bruno was being very chummy with him as he hovered protectively over my son. I definitely needed to keep both Bruno, Leo, and some of the other guys away from my son, whatever I did. As I hurried over to meet Connor, Bruno slapped my son’s ass and said something I couldn’t hear before wandering off. As he walked away, it looked like Connor might be checking out his ass, but I was probably imagining that. Just because his old man liked getting fucked didn’t mean my son played that way.
Finally reaching my son, I gave him a big hug. “Connor, what a surprise. I thought you were arriving tomorrow.”
“One of my exams was cancelled, so I was able to catch an earlier train. I figured I’d surprise you and take you out for a burger and a beer if you don’t have any plans.”
“I’d love that, but how about I get the burgers and you get the beer? I know what it’s like to be a wrestler and watch your budget.”
“Okay. I won’t say no to that.”
Happy to be leaving the site and taking Connor away from the crew, I told him to look around while I went back to my office to shut down my computer and make one quick call to a supplier that I couldn’t put off. Finished, I locked up my office and caught up with him near the west side of the floor, “Okay, I’m done. Let’s go.”
As we talked about where we were going for dinner, we walked back to the construction elevator. With the shift ending, there was already a large group of dirty, sweaty men waiting for the lift. It was a hot, humid day, and despite the crosswind, it felt like an oven up here. I spotted Bruno and Hugo waiting near the elevator and tried to keep Connor close to me and away from the two men. I debated making up an excuse to wait for the next car, but there were so many men, I didn’t see the harm in sharing the car with the two horndogs. While I was still adjusting to my new role as a power bottom, I wanted to keep that part of my life away from my son. What would he think of his dad if he knew? Finally the car arrived, and we all started to board. Just then my phone rang. Fuck. Thinking it might be my supplier calling me back, I figured that I needed to answer it. “Sorry, son, I need to take this. Go ahead; I’ll be right behind you.”
I stepped aside to take the call as Connor boarded the elevator. swept along by the group of men. “Hello?” I said into my phone.
“Hey Boss, it’s Duke.” Duke was one of my employees as well as one of the guys from the sling night at Bruno’s. He was a big, ginger-haired teddy bear with a long uncut cock who had shyly but enthusiastically fucked the hell out of me that night.
“Hey Duke. Can I call you back? I’m just about to get on the elevator.” I could see Connor had been pushed to the back of the elevator and was now sandwiched between Bruno and Hugo. This wasn’t good.
“I’ll be quick, but Bruno wanted me to make sure I talked to you today about this weekend. He’s lining up a gang bang night at Hugo’s with the same crew from last week plus a couple more. He wants me to make sure you’re coming.”
Really? Did we have to talk about this now? Although part of me was excited about what Duke was describing, “Uh, yeah, I guess. I can do that. When is it?”
“Awesome. It’s Saturday night. Bruno said to make sure you’re there at 7:00 pm sharp.”
“Okay, yeah, yeah. I’ll be there. Thanks. I gotta run Duke.”
“Wait! One more thing, I’m supposed to tell you to wear one of those old-school jockstraps you like to wear, and nothing else. He said the guys like to get a preview of the main course while they chill over a couple beers first.” Jesus, leave it to Bruno.
I turned towards the elevator as I saw Connor looking towards me and held up my hand to indicate I was almost done as the elevator continued to fill up. Bruno was standing very close to him as he looked towards me, grinning from ear to ear. He looked way too pleased with himself.
“Okay, uh, sure, Duke. Got it.” Despite my worry, I could feel my cock hardening thinking about me at Hugo’s wandering around in just a jockstrap while my hunky crew checked out my ass prior to taking turns fucking me. I could definitely feel blood rushing to my cock. Bruno and Leo had definitely tapped into a side of me that I didn’t know existed before now, but once awakened, I couldn’t get enough of big cock pounding my hole.
The elevator was almost full as I felt someone behind me and a hand on my ass. I turned to see Leo standing beside me with a grin on his face. He mouthed, “You owe me,” as he reached down and grabbed what was obviously his engorged cock through his jeans. His bulge was enormous.
Duke was finally wrapping up. “Great, thanks, Boss. Sorry to hold you up, but Bruno said I needed to call you today. Uh, also… I’m really looking forward to Saturday. See ya,” as he hung up. It seemed like everyone wanted a piece of the boss’s ass.
I put away my phone and squeezed onto the waiting elevator with Leo pressed against me on one side and Zeke on the other. Neither of them was being shy about pressing their thick bulges against me, although there really wasn’t any space to move. As the gates on the door closed, Leo placed his lips close to my ear and said, “I told you I wouldn’t wait very long. Time to pay up, bitch.”
Wait… what? Here?! I couldn’t do anything in the elevator with the rest of my crew and my son here. Also, while it wasn’t a quick ride down the side of the unfinished building in the elevator but, it only took about 3 minutes, hardly time to do much. Leo couldn’t be expecting me to get him off in a crowded elevator in under 3 minutes. Panicked, and wanting the assurance of Connor’s voice, I looked for him and called out, “Are you in here, Connor?” I could barely see him over the crush of hot, sweaty men in the car.
Bruno answered instead of my son, “Don’t worry, Mr. Jackman. Connor is with us, and we’ll look after him.” I could see his shit-eating grin behind Connor as he looked towards me with his hand resting on his shoulder. Bruno never called me Mr. Jackman, and I didn’t like the tone in his voice at all. Fuck! It was too crowded otherwise, I’d try to make my way over to my son to make sure Bruno left him alone.
Connor cheerfully called out, “I’ll see you downstairs, Dad,” before the car suddenly lurched and began its descent.
While Leo and Zeke closed in on me from each side, pressing their hard, knotted bulges against me, Zeke reached down and groped my half-hard cock through my jeans. “Someone seems excited.” Leo reached down and undid the button on my jeans and started to ease my zipper down. I tried to stop him, but he grabbed my arm in one hand while Zeke grabbed the other. They weren’t wasting any time. Shit, c’mon guys, not here! I prayed the elevator would reach the ground floor before they went too far, but I didn’t have a good feeling about this. I regretted not waiting for the next elevator and, more importantly, not getting Leo off in my office. At least we’d reach the ground floor in 3 minutes one way or another. How bad could it get?
Watch for the next chapter of ‘Like Father, Like Son’ from Mr. Jackman’s perspective this time on the same eventful elevator ride down to the ground floor that his son, Connor took. Thanks for the reads, faves, and comments suggesting a follow-on story.
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