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I run my own business, we do office fit outs and reconfigurations, based in the city. For a years more I've had a personal assistant as the majority of the work I do is coordinating contractors, workmen and supply logistics, so having someone to help me keep my diary straight and things organised is just a no brainer. Until now I've always kept my sex life separated as being a Gay man in his late 40s and dealing with construction people, it was just always easier for them to not question sexuality etc. But then my PA Amy resigned to move to another city with her fiance and I found myself interviewing replacement candidates. There was a short list of three, two older women, very experienced and one young guy, with great qualifications but his experience was not directly in assistant work, though his skills were transferable. I'll be honest, he wasn't in the running, but wanted to meet him as I liked his resume and I was dirty minded and curious. After the first two had not really impressed me, I was beginning to think the search would be a bust when young James met me at reception. I was pleasantly surprised when the well dressed 21 year old shook my hand and smiled his blue eyes at me, my cock twitched and I smiled back, checking him out as inconspicuously as possible. I'm 6'2" 47 hairy and burly with a rugby build, he was 5'8" 21 lean with a more nerdy look, a great bubble but and signs of being a little hairy himself... Just perfect. Nasty thoughts ran through my head as I ushered him to my office, closing the door and locking it so as not to be disturbed, but I put them aside, let's give this kid a chance. As I asked him all the normal interview questions and noticed he was very nervous, I did my best to be friendly and put him at ease, but not let my dick make decisions, something I strongly believe is dangerous in business. So briefed him on the company history, the role and why it was vacant, then what I was looking for from an assistent, and asked him why he thought I should hire him over someone with more direct experience. James explained that he was a born organiser, his father had been in construction and that since he'd passed away he had wanted to find a way to follow in his dad's footsteps, even though he wasn't great at building things himself. He talked about how he'd done similar things around logistics in his last job and how he often found himself managing his mums diary as she was a busy single mum these days. He then dropped that he was single, so it ment he didn't have any other obligations right now and could focus on the job at hand. I joined that I war single too which war great for work but getting a little lonely as I was getting older. He smiled at my weak joke that prompted him to reassure me I want that old. With that I got up to get a glass of water from my cooler and asked if he wanted one, and that was my first clear hint... I caught him checking out my ample package. I pack 9 thick inches and big balls and always be sure to wear just the right jeans that show off my buldge, so it pumped my ego a little and quickly lead to some more dirty thoughts... So when it took him his water I intentionally came too close and caught him once again glance down. Then I headed back to my desk sat down and back, being sure he could get a view and decided, fuck it, I was alone in the office today, I'm horny as hell and I'm gonna see if I can break my rule... A secret fantasy id had for a long time. So I started with a simple question, what does he do for fun, he answered clubbing with friends, gaming and into sci Fi, like trek... I laughed and said I loved trek too, but wasn't much for Clubbing these days, preferring usually to sit at home have a smoke and relax. He asked what I smoked and I decided to take a risk... Asking if I could trust him with the truth. He eagerly reassured me, so I unlocked and reached into my side drawer pulling out my glass pipe, already loaded with Tina, and asked if he'd tried it before? When he said no, I asked if he was open to it and he said yeah maybe, then asked what it was like, side effects etc, I told him it was really just great for relaxing, and focusing, abs that it was pretty mild with come down that is really managed. He seemed curious, so I then mentioned that it was also really great for enhancing sex with the right partner, and since it was Friday, id let my team go home early, intending to puff up and see where the night and weekend took me. I asked if he had plans and when he said know I asked if he minded if I took a hit and said he was welcome to join me. I could see he was interested but nervous, so I just hit up the pipe, took a big breath and blew out a big cloud in front of him. "wow" I heard him utter as I saw his eyes check my package between watching the smoke. As the clouds started to rush through my veins I got a little bolder, stood up and moved to lean against the edges of my desk right in front of him, and this time I said, "go on give it a try, I'll shotgun it to you and you can stop if you don't like it". He bowed to the period pressure and seconds later I was up close blowing clouds into his mouth as he sucked them back, near the end i intentionally let our lips touch, then moved back. Once he had exhaled I quickly asked if he was ok and liked it? He was affirmative so I gave him too more shotguns each time kissing just a little more as I did it, he didn't resist and started to respond kissing back. Now was the time to up the stakes, so I moved back to my chair and asked if he would like to take one directly from the pipe... And smiled when he glanced at my package again on the word pipe. He said yes so I told him it would be easier if he came and sat on my knee while I drove it for him and encouraged him, it didn't take much and this young boy was sit on my knee, in close, my package now pressed gently against his upper thigh, I drove the pipe, then leaned in so he could shot gun it back to me. This time as we did I allowed the exchange to become a more passionate and clear kiss. When he sat back, with the courage of the puff in my system I told him he was a very good looking young man, that I was gay I loved being a daddy to a younger guy, and I asked him if he likes guys too? He confirmed yes, previous trepidation gone due to the substance in his lungs and my admission, he also said he thought I was a real hunk that he was hoping I might be a top. With that it was all on, more puff, more making out and our hands exploring each other's bodies, soon my hand was massaging his ass and he was rubbing my package. I then told him I was a trekkie too and asked if he would like to see my tattoo on the topic, slowly removing my shirt to show my com badge tattoo, he ran his hand through my chest hair as he admired said he loved the concept. After another puff I decided to tell all to him, that I was a dom daddy top who dreamt of having a boy to own of my own. That I had fantasies that that boy would also be my PA, a total bottom and love my cock and my cum. I told him I preferred it bareback, and loved seeding and breeding a hot boy. He was shy, but expressed he liked the idea but was really only looking for a hook up, safe sex and felt he'd love to have sex but wasn't inclined to continue with the job application. I was disappointed, but horny at least is get this young boys hot ass... And who knows where that night go...
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connor marched confidently down the sidewalk, his shoulder length black hair in the breeze, counting the houses along the way as he imagined his perfect first date. "abby" he nodded, fondly remembering the profile online. as he climbed the steps to the wood clad shotgun house he no sooner rapped against the door as it suddenly opened. "hey." remarked a sandy redheded guy in baggy jeans and a sleeveless shirt. "is...abby here?" the boy smiled in response. "oh yeah! come on in my dude." Connor followed the young man down the narrow hall and into a living room as the television blared. "she literally just got into the shower. takes fucking forever...girls right?" connor nodded with a smile. "feel free to hang out and wait." Connor sat back on the futon and opened his phone. "Beer? its the end of the week, i always go for a cold one." The redhead thrust a can toward him. "sure" connor smiled as he sent a quick message to abby, letting her know he was waiting patiently, and settled back to watch the nonchalant redhead pick up his controller and dive back into whatever game was on the flatscreen. the minutes seemed to crawl slowly by as his once passing interest in the game gave way to struggling to even keep his head up. "Hey what did you say your name was again?" the boy remarked coldly as he stood up flipped the TV off. Connor struggled to dumbly squeeze out the first syllable of his name and as he slowly tried to rise from the couch, the red headed boy suddenly appeared before him face to face. "doesnt matter..." he muttered as he gently pressed a finger into the dazed boys chest, sending him crashing back onto the couch. Connor roused wide-eyed and with a sore head at the distant tintinabulation of oldies music. squinting in what appeared to be...another room? his heart began to pound as pieces of his situation came at him full speed. his eyes darting around, he appeared to be shackled to a..sling? stripped of his clothes. "someone fucking help me!!" he wailed, panic setting in as he rattled in futility against his padded restraints. but there came no response, only a low humming from the dark corner hall. "I'm as corny as Kansas in August.." Connors head darted about to try to locate the source of the oration. "High as a flag on...the Fourth of July..." came a slow refrain once again from the alto voice. "Hello?!?! who are you!?" Connor again strained his wrists as the trod of footsteps grew nearer. "No more a smart..." peeked from the darkness a 6'4 blonde boy with piercing green eyes and a shoulder bag, making his way closer. "little girl with no heart..." he strut forward theatrically a few steps, paused, and standing tall at the side of the sling leaned in to whisper, "I have found me a wonderful guy." Connor once again bellowed a cry for help, which was mockingly roared back with a smile, silencing his protest in shock. "It wouldnt be much of a dungeon, if people could hear you. Please try to calm down." the shapely boy stepped back to open his bag, sorting through various objects. "who are you? what is this? where is Abby." connor asked pensively. "Oh Im Corbin," the boy smiled a cheshire grin back to him once again, his pierced lips and nose glinting in the light. "Is that what we called her this time? how basic. Tiffany, now thats a name. I guess we didnt want to scare you off with too much formality." Corbin set his bag on the stand next to the captive young man and continued. "so...there never was one. My friends and I post these heartfelt little profiles online, and nice young men like yourself jump at them like flies to a bugzapper..." Corbin idly tugged at one of the chains as he continued. "See this weekend youre what we call the fuckstick. a free cock anyone can jump on and a hot little hole they can fill, no questions asked, and drain their balls all over you. I mean compared to online dating its perfect. no awkward hookups or small talk or status, just strrrrraddle the fuckstick and make it happen." Corbin beamed as he began unbuttoning his shirt to reveal his toned alabaster abs, firm chest, and little black scorpion tattoo nestled just below his bellybutton. "im not gay." Connor protested obstinately. "I dont care mr..." Corbin fished out a wallet and peered into it, "connor. it doesnt matter." Corbin tossed the leather bifold aside and slid off his pants, picking up a large black marker. "I dont fuck dudes." connor roared once again in protest as the boy smirked, looming over his writhing form with ease and gripping a fistful of the boys long hair. "You fuck what i tell you to fuck, fuckstick." Corbin quickly sneered into his ear. "my name is Connor" the boy spat back as he was greeted with a slap across the face. "wrong. Connors not here this weekend, what is your name?" Corbin paused to watch the boy spit on him. "yummo..but not the right answer. what is your name?" Corbin wiped the spit from his face and into his mouth before winding up and slapping the boy again. As anger gave way to frustration, Connor shouted one last time in desparation, only to be rewarded once again with the sting of the boys hand across his face. "Baby, all you need to do, is just tell me your name..." Connors hopelessness momentarily gave way to blubbering as the dominant man gently brushed his cheek. "Fuck...stick." Connor whispered through clenched teeth. "Thats right such a pretty little fuckstick, now lie still.." Corbin brushed aside an errant tear from the boys face and ran his hand through his hair one last time before uncapping the marker and slowly stenciling his new name across his chest. "there we go. wouldnt be a very good fuckstick if people didnt know you were one." Corbin lectured at the defeated boy, gently pulling his long clear piece of plastic tubing nearer, "we're all hooked up and ready fuckstick, so this will only take a second." Connors heart began to race as he took immediate notice of the IV line in his arm. "what is this please dont do this.." he blurted one last time as Corbin began administering the needle into his line, "nice deep breaths for me fuckstick, the medicine is good for you..." Corbin slowly stroked the boys chest as a dim expression washed over his face. "see im really what you call more of a compliance officer or a coach i guess?" Corbin smiled as he felt the boys pulse slow and the struggling end "it doesnt matter. I help you get nice and ready." the ringing in connors ears was distraction enough as he felt the soft warm hand on his chest, Why was he here again? he sighed as the lights in the room seemed to dance about, only eventually gazing down to see corbins tattooed fist pump away at his uncut cock. "there we are fuckstick nice and high. nine whole inches! just like your profile said isnt it? im so glad you werent a fibber. does it feel good in my hand? lie back and let it leak a little for me slut im just getting to know you. we have all night." Had it been minutes? days? connor could barely keep track of what was happening in the room as his dick seemed to throb and ache all on its own, rock hard. "never shaved here?" Connor came back to earth just long enough to notice his dick had been marinating in a pool of its own precum. "whah?" he slurred curiously. He couldnt remember why he had to be here anymore, but Corbin seemed oddly familiar. "im not surprised, most straight guys dont..." Corbin remarked as he draped a warm wet towel over the young mans cock. "First rule of being a good fuckstick, people need to see your big pretty tool" filling his palm with shaving gel he idly remarked, "my daddy mostly taught me to keep shaved, see?" Corbin pulled his jock open to reveal his six inch pierced and tattooed uncut cock. "not a hair anywhere. now you..." Corbin pulled back the towel and began lathering the squirming boy up. "are you ticklish?" Corbin asked amusedly as he held the boys hips in place. "I remember my first time too, a little conscious, a little not, like a nice dream you cant wake up from. but! i was a good boy just like you fuckstick." Corbin smiled and Connor couldnt help but return his expression. "Sit still now." Corbin whispered and carefully razored the boy as he hummed along, removing his once full bush to expose the soft bare flesh below and as he wiped the last of the shaving cream he gave one final inspection before nodding to himself proudly. "now for the jewelery. not that youll need it since you were a very good boy and took your medicine. its just nice to see around a cock." Corbin reached back into his shoulder bag and produced a steel cockring. "this might be just a little cold at first, but it keeps that big greasy fuckmeat where people can appreciate it." Connor barely registered as he felt his prick, followed by each nut slowly slide into the ring which was pushed firmly against him. he briefly felt exposed as the metal seemed to do just what was advertised and push his genitals lewdly from his body. "I never know what our party guests prefer, fuzzy wuzzy or shaved...its so hard to really get it right you know?" Corbin tugged the boys hips closer, exposing him further as he pulled his cheeks apart, "not like your dosage. your weights right on your profile! it makes it so easy to keep you flying first class." Corbin looked up at the boy as he ran an index finger across his virgin asshole, eliciting a soft gasp. "thats right. feels so naughty doesnt it? am i the first boy to touch it for you? i suppose a little hair is okay fuckstick. youve got a very pretty little hole." popping the top off a tub of vaseline he held his greased fingers just at the precipice of the boys soft, forbidden entrance. "I know you probably dont trust me right now, but i promise, in just a few minutes youre going to open up like you never thought you could.
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About two weeks ago I had to head out of town to do some work at an amazon warehouse for a week. Mechanical tech, nothing amazing, but the one horse town I was in had a "gay friendly" bar and grill and the motel I was in had no working cable so I made my way there for a sandwich after work. The day ran a little late and it was midweek so I was basically the only customer. The bartender was a stocky black bear with a sort of grating effeminate voice that didn't really match his demeanor at all, and the bar was so quiet you could hear a pin drop. I mentioned it, and he said he couldn't do anything because a power outage had messed up the sound system. Bored and not in the mood to hear the pacman machine anymore I offered to help and basically just turned the amps back on which made me a legend because this had gone on for nearly four days. The kitchen had closed an hour ago but the fry cook was just packing up and fembear insisted he could get me at least some chicken strips and fries so I hung around and ordered a beer. Twenty minutes later and a curly haired average looking skinny guy with blue fingernails came out with a plate of food gushing praise because he was going insane without any music. This guy looked twenty something and nothing special but he had an absolute dump truck ass that made my cock jump. He clocked out, sat next to me and ordered a drink. So one beer turned into three and the guy was actually a decent conversation. Some cringy parts about living with his mom and wanting to get out or get an amazon job, but whatever. He'd get up occasionally to change the music and I'd get another look at that delicious ass. Seriously, this guy was getting me hard and not even trying but I'm dating a guy back home, trying to make things exclusive and work out this time so I didn't really make moves and instead went to take a piss. Im convinced small town bars pawn their bathroom fixtures for cash because this one was missing dividers and the urinals were obviously a contractor special placed wherever a plumber could sawzall the wall, which was close. In walks fry man, stands next to me, and Im so close I can literally feel his body heat. He smells like axe body spray, onions and kitchen grease and I'm politely staring at the ceiling until I hear the softest "you have a niiiice cock." I give a halfhearted smile and a thanks, pack up and start washing my hands when I catch just the top half of that amazing ass peeking out of his jeans. Being a bit tipsy I turn around to get a better view and he catches me. He asks if I wanna see it and before he even finishes the sentence hes already slipped his jeans down, no underwear, and I'm looking at a completely hairless grade A bubble butt with nothing to say, which is enough to give him a shit eating grin and a "yeah you do daddy." I'm masculine but definitely don't consider myself a daddy at all. A few minutes later and hes fished my dick back out of my pants and I'm pawing away at his cheeks while hes stroking me. Hes right on my neck, licking and kissing and whispering 'yeah daddy' and i cant even tell if its the beer or just lust making me dizzy. Eventually the sound of a pile of bottles crashing into the trash brings me back to a shitty bathroom fondling some equally trashy rando. I tell him I'm dating somebody, tuck my dribbling hardon back in my pants and give a half hearted sorry but he licks my pre off his palm and tells me I haven't even seen his hole yet. he jumps around, grabs his ass, and looks over his shoulder for my reaction which was just a quiet stare while he winks it and eggs me on to touch it. Against my better instinct, and like a fucking zombie I dragged my fingers up and down a few times and remembered just how much I missed warm boyhole I guess. I don't even remember what happened next but i mashed my face into him and devoured it. Not even playfully, I was sucking and slurping him like a bowl of ramen. I could actually hear my tongue every time I pushed it up his ass and the whole time hes a complete whore about it. Verbal stuff like 'eat it all up daddy.' Again, the sound of the trash, and I gave it one last smooch before I smacked his ass and told him I had to go. The protesting continued. No daddy, come on daddy, the guy popped open my fly and yanked down my zipper like they were his pants and I was actually pretty embarrassed at the slimy mess of precum I'd filled my briefs with. More soft little yeah daddy's until he was long stroking me with one hand and jerking my pants down with the other pretty violently. This was already way out of the realm of what I came in for and I kept trying to back out of his grip. At some point my heels caught on something and I fell backward onto the toilet seat. We both sort of laughed, and I assumed he got the hint but he just moved in closer, spit in his hand and kept working my dick like a fiend. For about a minute it was just my leaking dick and his fist flying up and down. I remember staring at his little blue fingernails and listening to him talking dirty under his breath, stuff like big fat daddycock or encouraging me to just let him stroke it. At this point I sort of gave up, I was close anyway and a handjob wasn't gonna ruin my relationship. Eventually he backs off, but that's just so he can step out of his pants and pull out a tube of cherry ChapStick which was definitely unexpected. He then twists up about a half inch of it, breaks it off, and starts mashing it in his fingers before reaching back and rubbing it into his asshole and honestly I was lost for words. I'm not much for kink and I'm trying to piece together whats happening and while hes doing this he reaches forward with his other hand to jack me off again playing with his ass, and dirty talking me. Again, I'm pretty close and I kinda just want the whole thing done with. Just as I'm about to shower this guy in jizz he blurts out 'don't cum' in the most accusatory tone for some reason. He then takes two steps over my lap and I suddenly realize this white trash guy was lubing up for a fuck. He manages to get my dickhead between his thick cheeks before I jump back and remind him ive got a boyfriend and we don't even have a condom. At the same time his ass feels really nice, slick and smooth, and its pretty obvious I like it. I don't want to raw fuck this guy but hes making every excuse to keep my dick where its at, telling me I'm not inside him, telling me my fat daddycock feels good, rolling his hips around and making sure to work my dick head. Eventually he gets a rhythm going and starts jerking off. Hes back to encouraging menso I'm starting to accept this sort of outer course thing thats happening, like we established a boundary. No big deal, just let this dude cum and were done. Eventually I'm pretty complacent and just enjoying the tease when he looks at me, arches his back a little and let's out an 'oops daddy.' I cant tell if hes being honest or not because I absolutely felt my dickhead push into him for a split second but hes still going, more dirty talk just keeps coming and its pretty hot. Then it happens again. no oops just a sigh and its obvious we don't have boundaries understood because I actually heard my dickhead pop out of his ChapStick coated asshole this time. Part of me was ashamed I was doing this but the feeling of this guys hairless asshole sucking the head of my dick was literal heaven. He started asking if I liked his hole and again, my cockhead squeezes back in and out of him. At this point I figured we were fucking whether or not I had a relationship so I waved to the dispenser on the wall and told him pretty seriously we need a condom. I asked a couple more times but at this point he has my dick head inside him and hes squeezing it and teasing it, telling me to keep going and pull it back out when I'm going to shoot and I can't think of any excuses. Two or three more plunges and Eventually hes just riding me, hands on my shoulders. I remember the trashy smell of cherry ChapStick and listening to him tell me how I wanted to blow my load into him. I was completely lost buried in this guys guts. He was tight, but I could tell he probably fucked a lot since he was hairless and had a beautiful ass. the dirty talk was pretty raunchy at this point. he'd pull all the way out and back in hands free with occasional little farts saying stuff like 'look at that fat fucking cock' and 'stretch it open daddy' True to his word he did let me pull it out and blast about a gallon of jizz on his ass, but after he climbed off he sat back down on me and bounced around for about a minute just whispering 'drain your fat daddycock.' Post nut clarity, I awkwardly cashed out and drove back to the motel and avoided the place for the rest of the trip. I'm almost totally sure the bartender knew wtf we were doing.
