Training the Sales Guy

Forewarning: the next chapters get progressively further into hardcore/extreme oral territory, which might not be everyone’s thing. 

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Carson Wells nursed my dribbles as I sat on my coach and looked at his strong body leaning over into my lap. It was a nice four minutes of deep throat action that still had me in a state of happiness. 

The sales guy and I had settled into a pretty regular routine. Saturdays tended to work best, unless Carson had a girl staying over at his place. Even then, I'd meet up in the afternoon for some head. Today was one of those afternoon hookups, Carson dropping by at my place on his way back from from playing golf.

Carson was even still in his golf clothes, and his bag of clubs rested against the wall in my condo. My coworker gave my dick a last lick before sitting up. His hair was matted from the ball cap which now sat on my coffee table and his cheeks were pinker from the day's sun. 

"You mind if I jerk off?" he asked, clearly horned up. His shorts were already unzipped and a hard piece of cock stuck out rigidly from the open fly. It was wild that a mostly straight dude like Wells sucked dick, but it was even wilder that he got so turned on by it.

"Why would I mind, Wells?" I asked. For some reason he'd never sought to get off in our few times together. "Go for it."

He sat up and started jerking his dick. 

"Need some lube?" I asked. 

He let go of his dick. "Yeah, that'd be great.""

I got up and went to fetch some from my bedroom. 

Carson eagerly accepted some squirts into his palm and then was right back at it. I was about to sit back down when he stopped me. "Boss... think I can suck you some more? Even soft would be great."

I had half tucked back in, but now hauled my meat out again. I generally can't go twice in a row, but I wasn't one of those guys too sensitive for some post-orgasm stimulation. I swung my hips to playfully let my meat sway heavy in front of Carson's face. I loved that he's the kind of dude to crave a dick between golf and whatever evening plans a very hot, very eligible 30-something bachelor has in the big city. He let out a deep, sexy moan, then latched his lips on to my prick. He suckled the head at first then sucked more of my inches in. I wasn't hard but I wasn't completely soft either. Carson was now swallowing all of my length again.

His face grew reader and he moaned around my dick. Then, as he buried his nose into my pubes, Carson Wells was having a deep orgasm. 

The man had one hell of an oral fixation, and I was the happy recipient. I gave him a friendly smile when he finally pulled off. We were still figuring out how to go from sex to our normal selves after that. I was something more than a workmate and something less than an actual boss to Carson. Our hookups were now not as awkward as they could be, but you never get away from the inappropriateness of it. 

I went and fetched him a washcloth and offered to let him use the restroom to clean up. 

"I'll just shower back home," he replied. "But thanks." He did wipe off his dick and the cum off his hand. He seemed embarrassed to hand me the cloth back, but I took it and tossed it in my washer area off the kitchen. 

Carson was zipping up as I walked back in. He looked like any hundreds of bros you see walking around the city after their golf trip to the suburbs. "So, Boss," he said, in a playful relaxed mood. "You said you're into the more hardcore stuff..."

I almost thought Carson had forgotten my mention of it. When he asked me what turned me on most, I gave a cagey reply.  "I am," I said. "But really, man, what you did just now... absolutely no complaints."

"Yeah, I know, Bill," Carson said. Not full out annoyed, but assuring me he didn't need to be told he was a good cocksucker. "I guess I'm just curious what makes you tick. Sexually, you know."

I nodded. "You're gonna have to tell me what turns you on, too," I asserted. Maybe this was the inevitable part of a fuck buddy phase. When you talk more about things, acknowledge the sex more.

"Yeah of course," he said. But looked at me like he was expecting me to go first. 

I did. "Well... I don't want to push the envelope too much, but for starters I really love fucking a guy's throat."

Carson's green eyes lit up. God he was a handsome fucker, all right. "You mean like that first night. You know... in Denver."

I'd taken charge then with some thursts into Carson's mouth. "Yeah, like that. Only more of... that... plus the deep throat action you've been doing."

Carson grinned. "I get it, Boss. I've watched that kind of thing in porn. You know, with chicks taking it."

I gave him an I-bet-you-have grin in return. "Yep. Only guys can tend to get into more. At least some guys."

Carson seemed to think it over. "If you go easy on me, I'd like to give that a try, Boss. Next time, maybe."

"If you're up for trying, I can definitely go easy," I said. I looked at him, taking in his younger, more muscular build. "So, Wells, my turn for a question: you prefer to get off when we do this? Or...?"

He cocked a grin. "Sometimes I gotta, but sometimes I enjoy just the thrill of it, you know storing up for later."

"Well, just so you know. I can return the favor," I offered.

"Thanks, Boss," he said. "But I'm not into that. I guess it feels like I'm cheating on Emily if I have anyone do me."

Maybe somewhere in my mind I knew Carson had a girlfriend, but I certainly hadn't fully been aware of that fact. 

He misread my facial expression as I hid my lack of recollection of Emily. "You must think I'm all kinds of messed up, huh?" he asked.

"Nope," I assured him. "I'll be honest, I don't fully get you, Carson. But I don't care why you enjoy sucking dick. Just glad you do."

That seemed to relax the guy, and he gave me a playful bro punch to my arm as he walked over and picked up his golf bag. 

"Well, later, Bill."

***

I don't think the guy knew, hell I don't think I fully knew, but Wells' training began the next Saturday.

There was less chatting than normal. Carson had just returned from the gym and texted if I wanted to come over. There were days I wished his neighborhood was closer to mine, but I also knew for a blowjob as good as Carson gave, I'd be crossing town at a moment's notice. At least till I had a regular boyfriend. I had never before had a straight-identified fuckbuddy but was grooving to the thrill of it all.

He was ready for me when I arrived, showing me in wordlessly then crouching in front of me and pawing at the casual joggers I'd put on. I was already primed and excited to get serviced and Carson's touch was getting me full-on boned. 

I let him do the work, pulling the waist band over my hardon and positioning my sweats low enough to give Carson full access to my junk. He actually teased and licked my balls, a first, but from the smile on his face I got the feeling he was enjoying surprising me. 

I smiled down on him and placed my hand on the back of his head. Gently massaging that soft, straw-like blondish-brown hair. A silent signal of my desire to get sucked. 

Carson didn't tease me longer. He leaned up and angled his head to start taking me between his lips and into his mouth. It was still a mind fuck that a dude like this was so eager and so good at it. But they went hand in hand. Carson's kink had made him into a crazy-skilled cocksucker. 

I watched excitedly as my coworker bro started his descent. The first go was a steady swallowing of five inches. Wells was pretty worked up, because the next couple of bobs had him quickly working up to a deep throat.

"Yes!" I hissed, almost tickling the back of his head with my fingers to encourage his sword-swallowing act. He backed off, all the way off and had a brief proud grin on his mouth before he exhaled then sucked in a deep breath. 

Once he went back down on me I intuitively knew it was time. I tightened my hold into an outright grip and just started thrusting into Carson's mouth. The first stokes went well. Even nonverbally I could sense his excitement matched mine. The dude loved having a cock in his mouth all right. 

Then Carson choked a little on my thrusting shaft, gagging some. 

"You got this, buddy," I said, slowing my thursts to a more shallow back and forth along his tongue.

That seemed to relax Carson and he took the initiative to deep throat me once more. I gave a couple of exploratory thrusts to see if it was OK. And, damn, I could see why guys called it throat pussy. I mean, I've never fucked a woman, but Wells' throat was wet and snug and seemed to cling to my hard dick with each push inward, milking me.

I didn't fuck hard, but I decided to go for it. Using my sexy bro of a coworker to get off. I could feel the soft bristles of his trimmed beard against my shaved balls. I could see the strength of his upper body, still in a form-fitting gym shirt. 

But mostly I enjoyed the thrill of face fucking this dude. This was like that drunken BJ in Denver, times ten. A couple more thursts into his throat had me cumming.

"Fuck!" I growled and I began force feeding Carson his post-workout protein shake.

He gulped my load down with an excited moan as I resumed that massaging of his hair. My sexual aggression abating and being replaced with that appreciative buddy vibe. 

My dick was still twitching from it all when Carson finally pulled off. Spittle on his beard, eyes tearing, he nonetheless had a happy look on his face. "Goddamn, Bill, that was hot as fuck."

I grinned and patted his shoulder. "Glad you thought so. Was pretty incredible for me, too," I said.

It was that moment when I first worried I'd never find a boyfriend again. Not if Wells was putting out. 

Carson gave my now softening prick one last close look then stood up, hardon in his gym shorts. He reached down to rearrange his junk but otherwise made no move to get off. "I never would have pegged you to be the aggressive type."

I chuckled, pulling my sweats back over my junk and giving my crotch a gentle tug to rearrange it. 

"Guess I'm a man of surprises," I said.

***

Things were status quo after that. We had a great summer. Sometimes I enjoyed Carson's skill and enthusiasm blowing me, but increasingly we both got excited for a face fuck. That next time Carson actually pulled back and asked me if I wanted to ride his throat like before. From then on, it was a natural, nonverbal thing. When I was in the mood to take charge I tightened my grip on Wells' skull and that was enough to let him know I was about to thrust in on my own pace. 

Or, if Wells was in that extra horny mood he'd do a vigorous deep throat that inevitably worked me up to face fuck mode.

While the guy could give slow head, the kind that gradually worked me up to a heavy cum, the face fucking was usually fast and intense. Though even then, I'd been working on keeping my quick cums in check while I pushed Carson's endurance. He had to take a break and finish me off with his hand once. But just once.

It had been too long since I had a fuck buddy like this. I mean, I'd never had one quite like Carson, but this was someone with zero chance of a relationship but with whom I was having sex with once a week on average. We checked in a little about what we were doing a couple of times, but mostly it was laid back. Come in, drop my pants, feed Carson Wells' oral fixation, and get my rocks off big time in the process. Small talk after, if we had time. If not, it was out the door, and that was cool too.

Maybe I was lulled into complacency. Too relaxed around Carson. I still worried this was gonna fuck things up at work. My only insurance was that Carson was the last guy wanting this to get out - and the last guy anyone would suspect of having an affair with me. 

Fall came, and once again I was paired with Carson on a sales visit. The first time, since Denver, actually, and I knew that weighed on both our minds as we traveled to some small city in the Pacific Northwest. 

"The Dream Team is back!" he joked as I walked up to him at the airport gate. You'd think Carson would be the late sleeper type, but he was always on time for these trips, early even. God, he looked like a million bucks in his slim-cut suit on his not-so-slim muscle-bro body. Conservative navy-blue wool setting off his green eyes and his blond-brown hair, his beard freshly trimmed. 

"Lets see if we can work that magic again, Wells," I replied, sitting next to him and sipping my coffee. I was referring to our prosective of course - we'd won that Denver client - but the double entendre was clear. 

Carson was thinking the same thing as he green eyes gave me heavier eye contact. "I'm pretty sure we will, Boss."

We went straight to the client when we landed. Carson did well. Sometimes his youth would work against him, but he'd gotten better in acting mature in his sales pitches. Shifting his voice even from his normal frat-bro affect. I asked him about it afterward as we grabbed an overdue meal.

He laughed as he replied. "It's something Kennedy taught me, actually," he said. Greg Kennedy was one of the more senior sales guys. "It's like taking a chick on a date. You just gotta remember to keep asking her questions... pretend you're super interested in hearing what she's thinking."

I must have rolled my eyes, which made Carson smirk. "Don't judge, Boss.. women play games, too."

"I'm sure," I said. 

"Tell me you never played games, Boss," the sales guy said. Sincere, but playful too. 

"When I was younger," I admitted. "That got old by the time I was 30."

"I can see that," Carson said thoughtfully. "So... I don't wanna pry, Boss... but you gonna get back on the market?"

That question took me aback. But I knew what Wells was getting at. It had been a couple years since my divorce from Rob and I hadn't really dated anyone. I didn't tip my cards, though. "How do you know I'm not?"

He shrugged. "I dunno... you give off a loner vibe sometimes. Sorry, Boss... guess it's none of my business."

"It's cool," I said. Something about this straight-ish bro had a way of getting around my defenses. "I haven't really dated anyone. Just not ready yet. I figure why rush it."

Carson nodded. He was supportive in a low-key way, which was a shift to how I interacted with my gay friends. "I guess with gay guys, no one's pressuring you for anything."

There was a subtext to his words, but I figured Carson could open up about his own issues if he wanted to. I wasn't gonna push. "True," I said. 

He was silent for a half minute, then his face grew a little solemn. "We're not gonna win this one, are we, Boss?" he asked.

We were back to talking about business. 

"Looks like it might be a loss for the Dream Time," I replied. 

As we finished up and paid the check, I asked Carson if he wanted to stop some place for a beer.

He shook his head. "Why don't we got back to my room first, Boss?" he asked. 

I loved how matter of fact this guy could be about the down-low sex. 

"Sounds great to me, Wells," I grinned.

I'd been thinking about a Wells BJ all day, and I was pretty hard when we finally checked in and I followed Carson to his room before even stepping foot in mine. He'd blown me in several positions and him sitting and me standing was the most comfortable for him. That's what he was doing now, sitting in the hotel chair and taking off his tie, unbuttoning the top botton.

"Bring it here, Boss," he growled in a sexy bro voice as he watched my unzip and pull out my hardon. 

God, the guy's wet lips and tongue felt magnificent against my meat. I don't know what made oral sex more pleasurable sometimes more than others even. Maybe it was the couple of days it had been since I'd jerked off. Wells was gonna get fed a double load. 

I knew it was gonna be a good one when I placed my hand on the back of his neck and felt him give a brief, slight nod. The green light.

I plowed in. Maybe it was a lot to take and yeah Carson choked a sec on my prick before his oral fixation overrode his reflex. That throat felt snug and wet against my erection and I felt that slight milking spasm against it. 

I pulled him tighter against my suit. Maybe I'd need to get it dry cleaned after but that was OK. I wanted this.

Carson did too, but his mind was fighting his body. His back hunched a little and I knew he was fighting off the gag in a major way.

"Easy, buddy..." I urged, trying to coax him to relax. "You got this." My hand gave up its firm grip and instead patted his hair softly. "Nice fucking deep throat... fuck yes."

The sales guy held steady for about five seconds, then pulled off. Breathing heavy and licking the extra spit off his lips. "Goddamn, Boss, that's fucking hot," he hissed. Eyes heavy on my throbbing dick.

"Yeah?" I asked. I knew it was hot as hell for me. But I still worried about pushing Carson's boundaries too much.

"Yeah," he replied, finally looking up at me. "I don't know... having your dick wedged in me... it's a real fucking turn on."

"Go for more?" I asked.

He nodded and faced his attention back on my staff, taking a deep breath and placing his hands on his suit-clad thighs. I still couldn't believe I was getting serviced by a 31 year old this hot. 

I put two hands on his skull now, more on the side than the back of his head, and I held him steady and just pushed my way back in. Fast enough to feel intense for both of us. Carson was a pro this time, taking my dong in one go and opening up his gullet for me. I pulled him even tighter to my crotch and savored it all. The tightness, the kinkiness of it, the slight sensations against my cock. 

"Hold it!" I urged. Not a dom's bark, but definitely with a commanding edge to my plea. "Another second, buddy. That's it. FUCK!" I growled.

Carson was doing great, but his body was rebelling now. I knew to pull back. Not roughly but quickly enough to give the guy a well-timed break. 

I let him breath and lick my dick head for a second then we did it again. For a second longer. 

When I pulled back that next time, I could see the thickness of his spit take on an almost viscous sheen. And some matching not-fully-clear spit on his beard. THAT drove me wild. "I'm gonna go for it," I announced, then I pulled him by the ears on to my dick. I used his face like a fleshjack. Masturbating mysel with Carson's wet mouth as he moaned deeply around me. 

I shot. That made Carson moan louder around my pistoning meat. I relinquished my grip and Wells took the occasion to ride the top few inches of my prick so he could taste the rest of my load. I was breathing heavy, almost hyperventilating I'd gotten so turned on. But this was a perfect come down to a perfect orgasm. 

Finally Wells leaned back and reached down to unzip. I knew he was desperate for release. I guess there was no need to save this load for his girlfriend. His face was redder, flush with desire as he jerked wildly. He wasn't even going to need lube this time, he was so worked up. A few tugs and he grunted in his own orgasm, his eyes dead set on my still thick dong, his tongue still licking at the stray cum on his lips. He fired off into his other hand to catch it.

I obliged him by getting a few Kleenex to help with the load and fetched a wash cloth for him. I used the other to wipe off the drying spittle from my own dick, then tucked back in. 

"I think I earned that beer, Boss," he laughed as he stepped in the bathroom and tossed the washcloth on the sink.

"You did," I laughed. With any other guy, even a fuck bud, I'd have kissed Carson to thank him for servicing me like that. Instead I patted his back in as "buddy" a way as I could. "I'm gonna get settled in my room... but meet you down in the hotel bar in 15?"

"Sounds good, Bill," Carson said. 

Afterglow is a great time. I was in a good mood. Carson was in a good mood. His normal guardedness around me down. We ordered our beers and as the bartender walked away, Carson had a big smirk on his face. "That was crazy hot," he hissed. "Didn't know I'd like something like that."

I gave him a goofy grin in return. "Lucky me, huh?"

He nodded and his voice got even deeper into a whisper. "So, Boss... is that what you were talking about with being into something more extreme?"

I blushed. And damnit, my dick was twitching. The question, the implication, and the openness by which this stud was asking it was all getting to me, even though I'd just had a crazy deep nut. "For starters."

Wells leaned back and let out a mock whistle. "Damn, you are a kinky SOB." His green eyes met mine again, playful as hell. "You got any porn to share... you know, along the lines of what you're into?"

I shook my head. "I don't know, Carson," I said. I was into some wilder shit, and Wells was the last guy I felt like talking kinks with.

"Come on," he growled ribbing my arm some. "I've seen porn, dude. Just fucking share a video."

It was the easy afterglow and a good dose of business trip away syndrome. "Maybe," I smirked in response.

Carson laughed and shook his head. "You're a stubborn guy, Bill," he said. More earnestness and less teasing in his tone. 

***

The time difference caught up with us, and we called it an early night. And I woke up very early the next morning, before sunrise. 

Carson woke up earlier, apparently, because there was already a text from him. "Come on, Boss, just share one of those videos."

I wasn't sure why Wells was so interested in my turn ons, but we had a strange fuck buddy dynamic. It wasn't just a hookup, and for whatever dumb reason my coworker and I had developed a steady sexual relationship.

I pulled up a few of my favorite amateur vids before settling on two of my favorite. One was by Throat it Boy, a countdown game of pushing limits. The other was of two anon amateur guys, the oral top working up a heavy amount of throat slime from the sucker for a sloppy BJ/throat fuck. I set them both to Carson.

The first one was kind of long in running time, and even if Wells didn't watch the whole thing it might take him a while. But five minutes later I got a reply.

"Yeah, I can't do that shit."

Fuck. 

I figured I wasn't gonna reply via text. But when I showed up in the lobby to make our way to the airport, I could tell Wells was a little freaked out. He was all matter of fact. About the only words he said to me was to say the Uber was on its way and to let me know he'd gotten an upgrade on the way back. Carson was one of those airline status chasers, and normally I wouldn't think anything of it. Today, I knew he didn't want to sit next to me. 

It was an uneventful flight, at least. I slept some, and I did some work. We landed on time. 

Carson did wait for me to deplane, his carryon at his side. He'd lost that sternness but was still not in his playful mode. "I think we should take a break, Bill," he said as we walked toward ground transportation.

"Yeah," I conceded. I thought about apologizing or explaining myself. But fuck, I didn't know what to explain. I was a kinky fucker, and Carson wasn't. I'd fucked a good thing up, but it was bound to happen eventually. What Wells and I had wasn't sustainable. 

I felt a certain peace as I bid the guy goodbye and told him I'd see him at the office. We were back to just friends. Hell not even that. Friendly coworkers.

"Yeah, later, Bill," he said. Friendly but guarded. Like he was a year ago. 

I got in my cab, taking one look back at the hotness of the 31 year old who'd given me some mind-blowing orgasms. I'd miss his blowjobs for sure.