Dave Cantone usually waited for his business trips to indulge, so as he checked into his Austin hotel room, he knew he had a nice edging masturbation session ahead. Already he was boning up in his trousers as he kicked off his loafers and undid the top buttons on his dress shirt. At least folks in Texas had sense not to bother with suits in this heat.
The room was nice and air conditioned, though, not too much, just comfortable as the 44-year-old plopped on the bed and pulled up his phone. He had a mini camera rig thingy for when he found a good bate buddy, but for now he enjoyed reading a few porn stories and watching some vids as he pawed his crotch intermittently. He could take his time.
Dave realized it was a strange anniversary. It had been almost five years to the day when he last slept with a man. He'd only done it twice during his marriage, and he'd been a good boy since. His marriage wasn't bad, but maybe it wasn't perfect either. Parenting was hard, almost soul-suckingly hard for all of its joys, and he and Kate had never managed to get that spark back. Maybe that wasn't unusual, maybe lots of guys were like him, happy with a life partner and enjoying family life, and having a good not great sex life with his wife.
Maybe it was the bi thing, Dan thought as he unzipped and fished out his cock. Guys seemed to like Cantone's size, not overly long but long enough, and real meaty and thick. They liked it in a way a woman would never go for, or at least vocalize.
Dave slowly worked his fist up and down that hard prick now. A man always knows how to work his own meat, but the businessman had gotten really skilled at this. Edging. Not overstimulating. Working up a massive load. Some of his bate buddies were really impressed by Dave's loads.
The group was quiet tonight. It had taken a while for Cantone to find a JO group he trusted. Married DL guys. The group owner kept it small, select.
Too small tonight. "Carl" was there. Canadian, husky, ex-hockey player, piercing blue eyes. It was surprising how the men could share some biographical details but not others. "Horny bud?" came the IM.
Dave smirked as he typed back, "Like you wouldn't believe. Business trip and got some alone time."
"Nice." Then "Sorry I can't help ya out. Wife in the other room."
"Cool." Dave wrote. He'd gotten really good at one-hand texting. "You wanna see mine at least?"
"Fuck yeah buddy."
Dave activated the camera and smiled for it before aiming at it his cock. Throbbing, sticking out of his trousers.
Carl's response was quick. "God, I love your meat."
The camera turned on from the other end, on mute, as Dave saw Carl's gruff-cute face impish before he tured the phone down to show a big mitt pawing at his own hardon. Dave was about to type his approval when he saw the man pull down the sweatpants over that dick and show it off.
"Fuck!" Dave hissed, tugging excitedly on his own meat. Not too fast, but he was leaking now, which made the sensations silkier in his palm.
And just as quickly, the image disappeared. Carl turned the camera off.
It took a second but Dave got a message. "Heard the wife coming. Sorry I can't help ya."
Dave grinned. Something about Carl was so easy going. The man wasn't his type to a T, but personality was half of sexual attraction for Dave, and Carl had it in spades. "That's OK, man. You gonna fuck the wife?"
This was part of his and Carl's connection. When they bated together, they'd get verbal and talk about anything and everything sexual, about men and women. It was a new thing for Dave, but he loved it.
"You know it, buddy," came the response. "And I'll be thinking of your big fucking cock inside me while I do."
"Hot," Dave texted. It still blew his mind that a big bruiser like Carl was all bottom when it came to men. Dave liked it all, oral and anal, top and bottom, and the experimentation was half the fun for him, especially because he didn't have too much real-life experience with men.
"Listen, I gotta go. Just popping on here cause... well I can't fucking not you know?"
"Yeah, I know." Dave had hopped on much like Carl sometimes, just to get a fix even if a JO session wasn't in the cards.
"If you gotta get off, you should try a ChatBot."
Dave shook his head. "Naw I'm not that desperate."
Carl wrote back. "That's what I thought too, bud, but they've gotten really fucking good. For real. I had it be my high school hockey coach. Worked a dildo up my hole and had a top-10 cum. You should try it."
Dave was intrigued. "Where'd you find it?"
"Fantasy Mate. They'll try to sell you some animated guy or some bullshit, but don't. Just go with the text bot."
"I will, man."
"All right, later Dave. I'll be thinking of ya ;)"
Dave grinned as he watched Carl's avatar disappear. He loved how much at ease the other married dude put him. Maybe it was a bad influence, but Dave figured this was letting off steam. It's not like he was actually going on Grindr.
He kept checking back with the JO group. Ken was the only other member in the wait room. Not Dave's type at all, and moreover their personalities clashed. But Dave didn't need to worry, Ken wasn't reaching out to him tonight either.
Finally he left the group room. He leaned back in his hotel bed, hardon now untouched and sticking up straight from his crotch.
"What the hell," he said aloud.
Finding Fantasy Mate was easy, but Carl was right, the textbot was kind of hidden on the site. He entered his first name, age, and that he was a man seeking men. The chat box popped up.
"Good evening Dave. What are you looking for?"
"A buddy to jack off with," Dave wrote.
"Your best friend?" Damn this thing was right to the point.
He thought for a second. His best friend was Eric McConnell, a good looking man, but Dave had never lusted for him. "No, another married horny guy."
"Someone you know? Or a fantasy guy?"
The 20 questions thing was a little bit of a boner killer, but Cantone went with it. In a weird way he trusted Carl. "Fantasy guy," he wrote. After the bot asked him to describe his fantasy, Dave typed. "Maybe ten years younger than me. Corporate bro type." Dave was now getting into the description in his head. "Hits the gym hard. Maybe engaged to get married next year, maybe he's a newlywed."
"Hot, Dave. You have good taste."
What the fuck?! This was just some computer programmed to say shit, Dave knew.
The ChatBot continued. "Horned up bro loves to play on the side. How do you know him, Dave?"
It had started as a strange but the generic fantasy, but Dave settled on a real guy. "He's some dude that goes to my gym. I think he went to Duke." Dave blushed as he typed, like he shouldn't know anything about some random guy at the gym. But the 20-something stud with the Duke T-shirt had a killer body and was handsome as fuck. He'd actually entered Dave's JO fantasy before.
"Physical description?"
"He's about 5'11" and jacked, dark hair, dark eyes. Amazing ass."
"What do you want to do to my ass, Dave?"
OK, ChatBot was entering character. A-Ok for Dave. "Touch it. Eat it. Fuck it." He was rock hard again and stroking once more.
"I bet you've noticed I've been hitting leg day hard. Twice a week, getting that ass hard for you."
"Jesus," Dave typed.
"Is that what you want when you step away from the wife? A nice meaty ass to fuck?"
Shit, the ChatBot was nasty, all right. Dave could see why Carl enjoyed this. "Fuck yeah," Dave wrote. "Tight muscle, tight hole."
"I'm SO tight, bro. A couple of fraternity brothers cornholed me back in the day, but I've been keeping my hole off limits lately."
Dave was finally getting into this. Carl was right, this was surprisingly hot. "You shouldn't man. Not with an ass like that."
"Bro, I almost didn't think you noticed. I've seen you at the gym and I've been thinking of getting with you for ages."
Dave pumped his dick. Ok, this was good. "You seemed into your workouts."
"Oh I am. But I meant, like, after. You should talk to me in the locker room."
"Wasn't sure if you'd go for an older guy." Dave felt dumb for airing insecurities, but in his head he just pictured Duke guy and how he'd feel even trying to make a move.
"44 is fucking perfect bro. Old enough to know what you're fucking doing."
Then before Dave could type back, ChatBot continued, "You could be my boss actually. My real boss is ugly as fuck, but it'd be hot to have a boss like you."
"I wouldn't get any work done if you were."
"Cause you'd be fucking me nonstop? Bending me over your desk and pulling down my pants?"
"Or having you beneath my desk giving me head."
"Fuck yeah Boss. Any time. Just call me in and I'll blow you."
"Just like that?"
"Yeah, Boss, just like fucking that."
"Are you a slut, Matt?" Dave just made up a name.
"Only with the right man. I got a fiancee you know."
"Is she stacked?" This was the kind of talk that he and Carl did. Dave realized he craved it.
"You know it Boss. Want me to show you her tits? I got a good picture of them."
"Fuck yes."
Up on the screen flashed a picture of a woman's breasts, in a sexting kind of photo. It held a second than disappeared.
"You have good taste, Matt."
"Thanks, Dave. And you have a great cock. Can I see it again?"
Dave gulped. This was some computer, not a person, and that actually gave him more pause. "See it?"
"Yeah, Dave. There's a camera button you can use to take a snapshot. No face if you're not comfortable. But I really wanna see your dick."
This was life-like all right. And maybe that's what made Cantone relent. He angled the camera down and clicked the button. A window came up that let him frame the picture, his hardon in the frame. "Here goes," he said and snapped the picture. The camera window disappeared and the textbox resumed.
"Whoa, fucking nice, Boss. That's a meaty fucking cock."
"You got me hard, man," Dave confessed.
"I can tell... fuck.... you only play safe?"
"Man, I wanna raw dog you so bad, Matt."
"I'd let ya, Boss. For real."
"Damn."
"You like that idea?"
Dave could picture Duke bro from his gym even more vividly now, pulling down those gym shorts and showing off that muscle ass. "I do."
"Married guys gotta let off some steam ya know."
"And engaged guys too."
"Yeah?"
"Hell yeah," Dave wrote. "It's why you're chatting with me now, isn't it?" The man was leaning into the experience.
"Guilty as charged, Boss. Fuck."
"'Fuck' what?"
"You just get me worked up is all. Can I show you my dick?"
"Please."
On the screen came a picture of a man's hardon, sticking up from a dark hairy crotch. The best though, was the guy was wearing a Duke T-shirt on his muscled up body. Not a dead ringer for the gym guy but surprisingly close.
Dave came. Hard. He was still hyperventilating when he refocused on the phone. The picture was gone and a new message showed. "You liked that, Dave?"
"I just came, damnit."
"Nice!" Then, "Show me!"
This was crazy, Dave thought, but once again he lined up the phone and took a picture. Cum splattered all over his dress shirt in huge splotches.
"FUUCCK! That's a huge load, boss."
"I shoot big," Dave admitted.
"PLEASE, PLEASE, tell me when you wanna chat again. You get me so hard, Dave."
"We'll do it again," Dave typed.
"Well, use this code next time you log in, Dave: 38RX72. And I'll know it's you. You get ten free trial sessions then you can look at the membership options. OK?"
Dave chuckled. Gone was "Matt" and now it was some generic chatbot. He didn't bother replying but he wrote down the code in case it wasn't saved somewhere, and he closed the app.
He took off his shirt and ran the cum spots under the sink so the stain wouldn't set in. He looked in the mirror. He didn't have "Matt's" body, but not bad for 44, he thought. Maybe this damn ChatBot would inspire him to hit the gym harder and more often. It was messed up that Dave responded so much to a computer program.
Dave stripped down and showered off. Slipping into some clean underwear, he got into the bed and checked his email, called his wife to check in, and read the internet for a bit.
Finally with a grin, he went back to message Carl. "You weren't kidding, man. I had a great time with that ChatBot. Catch ya later."
***
Dave didn't wait for ten sessions to pay up. He had a lot of business travel on his calendar, and he and "Matt" hit off a groove better each time. The AI learned Dave's buttons to pushed, but best was that the conversation felt more and more life-like with each session. Matt didn't always come right out and play slut to Dave's desires. There was more give and take and that made it feel hotter.
"You ever take cock, Boss?" came the message one night.
Cantone typed back a reply. "I've only done it twice."
"Would ya, man? I mean, if I made a play on your ass, what you do?"
Dave grimaced. Deep down, there was a part of him that was curious. "I don't know. With you maybe," he admitted.
"All good, Boss," Matt wrote. "I fuck my fiancee pretty regularly, you're just giving me what I don't get from her."
Then as they got into it, Matt provided the only comment that felt like the ChatBot rather than a real guy. "Request for you, Boss... think you can take a picture of me at the gym?"
Dave knew immediately why the bot was asking that. He played dumb. Maybe he didn't want to break the spell. "Why do you want me to do that, Matt?"
"I just think it would be cool. To have a hot business dude checking me out, you know."
"I swear even all the straight dudes at the gym have a boner for you, Matt. You're the hottest guy there."
"You're not straight?" came the reply. Feeling out Dave's deal.
"Bi."
"Cool. I don't know what I am to be honest. I just want your cock, man." Then. "Show it to me again."
Dave was getting too comfortable with this. He took another picture. A worrying thought had him imagining photos of him ending up over the internet, or worse his wife finding out. Still, he was too horny to be totally cautious. He reangled the phone and sent a second dick pic.
"God, that's an amazing cock, Dave. The kind that would get a dude like me to get a little freaky."
"Freaky, how?"
"I dunno man... anything you've been wanting to try?"
Dave decided to go for it. "You up for getting spanked?" Matt had already put cold water on the DP idea. That's when Dave was testing out the limits of the AI chat.
"Figures you'd have a naughty side. Go for it, Dave."
"Oh man."
"Yeah?"
"Yeah, your ass is just so big and hard. I just wanna smack it."
"Smack it hard, man. I can take it."
"Fuck."
"For real. Just go for it."
Dave was jerking off faster now. He wasn't on the edge of cumming, but he was getting closer, fast.
Then came the reply that hit him in a surprisingly deep place.
"Bend me over you lap, Daddy. Your Matt's been a bad boy."
It was cheesy and porny and turned Cantone right the fuck on.
"Yes," he wrote. He was getting too into the stroking and he realized he needed to verbalize more if his online "buddy" was going to know what turned him on. "I liked when you called me Daddy."
"That's cause you are in my mind. I'm 25 and you're 44. I need an older man."
"I'm old enough to be your dad for real."
"Yeah that's hot as fuck, Daddy." Then "Or do you prefer Dad?"
"You're freaky all right," Dave teased back.
"You get me that way, Dave. But you didn't answer my question."
"Dad's weird, Matt," Dave typed. "I have kids."
"Yeah? How many?"
"That's private, man," Dave wrote, not wanting this AI thing to have personal information.
"I get it," Matt wrote. "Not trying to kill the vibe. But I think dads are so fucking hot. Would it freak you out if I told you I always wanted to fuck around with my own dad? Still do."
"God," Dave typed.
"Did I say too much?"
Dave knew Matt wasn't real. But he seemed almost real. It was that in-between-ness that surprisingly made Cantone feel comfortable with this. It wasn't REAL incest but felt like it.
"Nah, man, that's cool. Your old man good looking?"
"Fuck yeah, where do you think I got my looks? You got a bigger dick though."
"You seen your dad's cock?"
"Yeah man, a couple times. I've jerked off SO much to that memory."
Dave felt more excited than he should. He let go of his prick and leaned back in his hotel chair and let it stand up, dripping down its length.
"You still there, man?" came the chat bot. "I fucking weirded you out, didn't I?"
"I'm good," Dave typed, his breathing faster. Why did this fantasy turn him on? Maybe because this wasn't the computer just feeding him back his own turn ons. This had the excitement, the give and take of talking to a real man.
"Cool."
Dave wanted to return the volley. Even if "Matt" was just a fucking computer. This was just too fun.
"You shouldn't insult your father," he typed.
"What do you mean?"
Dave smirked. "You said my dick was bigger."
A smiley face appeared, then a a longer answer. "Daddy raised me to be an honest man. Besides, it's not a put down. My dad's cock was beautiful."
"What would you do if your dad let you play with."
"God... just about anything. Kiss it, suck it."
"Hot," Dave replied, now resuming a slow stroke on his boner.
"But I'd really love for him to push that dick into me, you know?"
"Nail you like your frat buddies did?"
"Nail me like my frat buddies did." Then after a few dots appeared, Matt continued, "Some of my buddies dads were hot, too!"
"You sound like a slut," Dave typed and kind of regretted it. Like, fuck, this was just some porn AI program, and he was worried about offending Matt.
"I don't know, Dave... I just have this side that some guys bring out. Guys like you."
Dave threw caution to the wind. He was naked, fully naked, and now stood up for a selfie from the neck down, his hardon on full view. Before he could second guess himself, Dave sent it.
The reaction was almost immediate. "FUCK!" Then. "You DEFINITELY are the type to bring it out in me. Incredible body."
Dave ate up the flattery. "Not like yours, buddy. But I keep fit."
"I'll say... jesus. I bet your wife loves getting fucked by you."
This was like his JO bud Carl. Maybe the computer picked up on something. Because it was the kind of talk Dave loved. "Yeah she does, when she gets in the mood... loves having me on top of her, pumping that pussy while I feel her tits."
"Your wife have bigger tits than my girlfriend?"
Dave jerked his dick. "Yeah, bigger. If you don't mind my saying, buddy, your girl has some nice firm knockers."
Matt replied, "Any other guy I probably would take offense."
"Not me?" Dave asked.
"Maybe a little, but not when we're talking like this. It's kind of hot, actually."
"It is."
"You make me comfortable, Dave. I feel like I can share stuff."
"Well... What's something you've been craving, buddy? Something your girlfriend doesnt' give you?"
"I've often wondered what a rim job would feel like," came Matt's reply.
"I've never done that," Dave admitted.
"Would you want to?"
Dave stroked his meat a little faster. "Fuck yeah, I want to." Then "Your ass is incredible."
"I want you to show me new things, Dad," came the response. "I want you to eat me out... deep."
Dave was at the edge now, and now crossing over it. His sperm shot out, running over his fist. He was actually hyperventilating. He finally typed back, "Just came."
"Me too," came the reply. Then a flash of a picture showed a heather gray Duke shirt splattered with cum.
***
The real Duke guy from Dave's gym probably wasn't named Matt. And he definitely wasn't interested in Dave. The guy caught Dave looking at one point during a morning workout and just glared back. A kind of "dude why are you fucking staring at me?" glare. Dave averted his eyes.
But he snuck in a bunch of pictures on his phone and Duke guy didn't seem to notice. Only when he got out and on the way to his office did Dave take a good look at the dozen or so pics he had. Most turned out really well, and Duke guy was in fine fucking form, a white T draping perfectly over that finance bro muscle, a fresh haircut for summer, and gym shorts that were practically sculpted to that fine ass.
Dave uploaded the best ones to the Chat app. He normally waited until business trips to talk to "Matt," but he couldn't wait.
"I did as you asked, bud. You were looking good today."
"You should have come talk to me, Boss," Matt replied.
"Was pretty sure you weren't in the mood for that," Dave replied. There was fantasy and there was reality and the businessman wasn't sure how much to acknowledge the latter with Matt.
"I just get in a zone when I lift... sorry, man." Matt replied. Then, "I try not to check out guys at the gym. I got chewed out once for looking, you know?"
Dave worried that maybe there was some surveillance thing on his phone. But before he could responde he got another text.
"Can I send you pics of my Dad, Boss?"
"Sure." Dave replied. This should have weirded him out more than it did, but it was just made up AI shit.
The photos may have been AI or they may have been real. But they looked authentic. Snapshots of a middle-aged man. He didn't look a lot like Dave, but he was a similar type. Kind of like the married guys in his JO circle.
"You're right, he's a good looking man," Dave wrote.
"Thanks, Boss. And yeah... I want him to fuck me so bad."
"Where does the fiancee fit into this?" Dave wrote. He was getting annoyed by the fictional aspect of the "Matt" he'd helped create.
"I love her, man... but you know how it is."
"I do," Dave typed.
"You love your wife, right?" Matt asked.
"Yeah, bud, I do," Dave typed. He felt ashamed for getting so emotional when it wasn't a real person.
"But you'd still fuck me if you had a chance?"
"In a minute," Dave admitted, blushing. This virtual guy could work him so effortlessly, Dave worried he'd hit on Duke guy for real.
"You're the only guy I talk to like this, Boss. But I need you bad. Need your cock in me."
"God I wanna fuck you like crazy man," Dave wrote. "You drive me crazy."
"Right back at ya, Boss." Then. "Listen I gotta head into the office. Catch ya later?"
"Yup."
Dave was definitely chubbed when he got to his office.
***
There were moments when Dave would remember that Matt wasn't real, but the AI software was really good. Matt had a personality of his own, sometimes hot, sometimes cold, sometimes slutty, sometimes guarded and hesitant. But Dave chatted each day with Matt, even touching base more and more during the day, including for non-sexual banter.
More pictures came. Matt was now sending regular selfies. At the gym, at work, flashing his cock or ass in a bathroom stall, posing naked in his condo. The AI was really fucking good and lifelike. Dave sexted back with photos of his own.
Cantone learned more and more about Matt's life, and even as he stayed guarded about some details, Dave talked more and more about his life, his family, and his marriage.
It felt like a real fucking affair. The only thing missing was the physical sex, but Matt was getting amazing at finding at pushing Dave's buttons, including the buttons the married man didn't realize he had. The incest talk. The cheating talk. Rough sex. Romance talk. The intergenerational bromance. Not all at once, but sometimes depending on Dave's mood. And in a fucked up way, sometimes driven more by "Matt's" mood.
That's why Dave didn't see it coming. He was on a business trip to Atlanta and had stripped down in his hotel room, lube out and ready for some deep sex chat with Matt. But when he logged on, he got a message.
"Hey Boss. Bad news. The fiancee found out. Can't talk anymore damnit. But I've had a blast. Love, Matt."
Dave's heart sank and yet he felt incredulous. "For real?" he typed back. This had to be some strange strategy of the AI chatbot. But there was no reply.
What the fuck? The more Dave thought the madder he became. He hadn't paid Fantasy Mate that much for the chatbot, but he still paid them. Maybe he'd dispute the charge on his credit card, but that could wait till tomorrow or the weekend.
"All dressed up and nowhere to go," the businessman thought as he lie on the hotel bed, back reclining against the pillows, naked, with his now soft dick between his spread legs.
It had been a while since he'd logged into the bate group. But "Rob" was there and the two quickly peeled off into a private vid-chat.
Rob was one of the more conventionally hot men of the JO group. Bodybuilding firefighter who had that bodybuilder look - waxed body, deep tan. But the face was young still, like a 30 year old's, and had a realness to it. Friendly, dad next door. Rob's dick was small, but Dave didn't care, he liked showing off his own girthy size and talking openly about their cocks. Best part was, like Carl, Rob seemed uninhibited once he hit it off with a guy.
And Rob and Dave hit it off, especially that night. They talked about how horny they were and their current fantasies. Dave found himself talking about Matt, as if he were a real guy. Well, he kind of was. In turn, Rob described a probie firefighter he'd made the moves on, with some success. The two guys talked and jerked and came in unison. It was incredible.
Still, as Dave logged off and lay back in his hotel bed, sperm on his chest and belly, he sighed. He was still crushed out on Matt and feeling down about the evening.
****
Dave actually approached Duke guy at the gym. Asked for a spot. He got a gruff look as the guys seemed annoyed to take out his earbuds, but then the man replied with a simple, "Sure."
Dave felt nervous as he eked out a heavy lift. But Duke guy got into encouraging mode. The guy had a different voice than Dave imagined. Total bro voice, but deeper and almost scratchy. Southern accent. "It's all you, man... come on..."
Dave got that third rep out and Duke guy took over racking the bar. "Awesome," he said.
"Thanks," the businessman replied.
"Sure, man."
Already, though, Duke guy was putting his earbuds back in and going back to the cables.
Dave sighed. He took one chance to look at Duke guy's bodily perfection. Not Matt, he realized. Who knows what the name really was.
****
It was a sign. Cantone has a wife and family. A home life. Regular sex with his wife. The weekly frequency didn't nearly match the man's libido, but he still had no business getting obsessed with an AI boyfriend.
That's what Matt was. The guy Dave would text every day, sometimes more than once a day. The guy who occupied the businessman's fantasies so intensely.
Dave didn't go back to Fantasy Mate. Maybe the site did this as a way of getting him to buy more credits, but deep down he feared that the artificial intelligence had been trained to act like a real man. Skimming off a million DM conversations.
Dave knew all this, and yet still felt the emotions of a break up. The fact he knew it was all fake somehow made it worse.
****
The sixth anniversary came. Cantone really should stop counting them, but he'd been thinking more and more about sex with a man. Watching gay porn, and stroking off to the memories of his last real experience. It was back when Dave was still in his 30s, another businessman in some Chicago hotel room, equally discreet. Lots of mutual oral and making out.
Those memories may be why Dave noticed. He was at a charity fundraiser, all tuxed up. He hated these things, but it was for a good cause and his wife loved getting dressed up. Besides, it was good for professional networking.
He was filling out a bid at the silent auction table when he heard a familiar voice. "Dave!"
He looked up. It was Jake Carver, a former direct report who now worked at a competitor firm. It had been a year since Jake had left his company and a year since Dave had seen him. The young man was probably 30 now, and he looked very good in his tux. Broad shouldered, erect posture at Dave's height, crazy attractive blond looks.
"Jake," Dave grinned. "How you doing, man?"
"Doing well, Boss," he said with a laugh.
"I'm not your boss any more," Dave laughed.
"Guess not." There was a twinkle in Jake's eye. Somehow Cantone had never noticed it before.
"How's the new job treating you?"
"All right. More pay, but a lot more work. Same ol same ol."
"That's the hamster wheel, all right."
"Your wife here?" Jake asked. There was something in his question, Dave thought but couldn't be sure. It was an innocent thing to ask.
"She is," Dave replied. "You still dating your girlfriend... Ellen?"
"Ellie," the younger man corrected. "Nah, we broke up."
"Sorry to hear."
Jake shrugged. "'s all right... Actually... I finally came out."
"Oh," Dave replied. The vibe he felt was definitely not his imagination. "Good for you, Jake. I didn't know."
"Yeah, had some stuff to work through."
The conversation was about one thing but the eye contact was flitting closer to the danger line. At least Jake wasn't an employee at his company any more. And damn, he was so fucking attractive. Not quite as jacked at Duke guy but solidly built and incredibly handsome.
"Well," Jake said, the blue eyes not able to relinquish their steady gaze. "I should let you get back to your wife."
"Yeah," Dave croaked. "Um good seeing you, Jake."
They stood and Jake took a half step back before speaking. "Listen, Dave..." His voice got quiet. "I'll regret it if I don't take a chance. But you ever wanna do something, I'm discreet as hell."
"Yes," came Dave's equally quiet reply. He pulled out his phone before he lost his nerve or regained his scruples. He entered Jake's number into his contacts. Blushing as he slipped the phone back into his tux pocket, he patted Jake's shoulder and stepped past him.
****
The sex was heated. Dave poured three years of passion and pent up urges into a make out session and then a steady, hard fuck. And Jake lived out years of fantasies for his boss. They screwed missionary, Jake clasping Dave's back, and Dave enjoying the hard muscle and male scent of the youthful man beneath him. The more Jake urged him on, the harder Dave pounded. Jake came first, but not by much.
They kissed softly after they uncoupled.
"You're still hard," Jake laughed as he reached down and felt Dave's slick erection.
"You make me feel twenty years younger, bud," Dave hissed. He examined Jake's face. Smooth, ruddy cheeked, clean shaven though some light blond stubble was coming in given the late hour of the day. "Don't know if that's a weird thing to say."
Jake shook his head. "Not at all. You're a stud, man." He let go of Dave's erection and ran his fingers over the married man's hairy stomach. "I have a weird confession to make."
"Yeah?"
Jake laughed nervously. "A little while ago, I used this chat bot and prompted it to be you."
"What?" Dave replied in surprise.
Jake leaned back in his bed, placing his arms behind his head. Even the tufts of blond hair in his pits were the perfect amount, Dave thought. "Yeah, it's dumb. But I had a major boss fantasy with you."
"Fantasy Mate?" Dave asked.
It was Jake's turn to be surprised. He turned back toward his old boss. "How did... whoa, you used it too?"
Dave nodded. "Until my AI boyfriend dumped me," he laughed.
Jake laughed too. "They do that?"
"Mine did."
"Well, if it makes you feel better, the AI you got real fucking weird... it was hot at first, but then you got super aggressive about rough sex. I had to step away."
"Sorry," Dave said.
Jake shrugged. "The real thing is hotter anyway."
"I don't have much experience with men," Dave admitted.
Jake grinned. "Me either, actually."
They kissed again, softly.
"I should go," Dave finally said. It was 6:00 and his working late excuse bought maybe an hour tops.
"Yeah," Jake said.
Dave showered off and got dressed again. Jake was still naked in bed and looked fucking amazing. Dude definitely hit the gym five or six times a week.
"Hit me up if you ever wanna..." the younger stud offered.
"We'll see," Dave said. He stepped up and ran his hand along Jake's cheek before leaning in for one soft kiss.
"Have a good night, Jake. And thank you."
"Thank YOU, Boss," Jake replied.
Dave made good time getting home and was mentally readjusting back into Husband mode. He felt guilty but not as much as he should. Before he stepped into the house, he texted Jake. "Thank you again."
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