I was supposed to be the one training my co-worker Carson, but the next business trip was more the other way around.
"The Dream Team is back," he said when I showed up at the gate area of the airport. Carson always got there early, and I always cut it close. He looked like a million bucks, in his slim-cut suit and neatly trimmed hair cut and beard. I knew things were just a sex-buddy dynamic between us, and that we were coworkers first. And Carson Wells had a bro-ish personality that was good in small doses but got on my nerves sometimes. But if the dude was gay I'd probably be getting more than a little crushed out on him.
"You probably say that to the other account execs," I teased as I took a sip of coffee.
Maybe that was a pissy thing to say and Carson would read some jealousy into it. But he just smiled back and laughed. "I forgot how cranky you are in the morning, Boss."
Those baby blues and that flirty disposition was making me wonder how good I was at maintaining my defenses and boundaries.
"It's why I'm single, Wells." I figured some self-deprecating humor would help.
"I doubt that," he said with surprising sincerity. "You just got off your game, Boss. When was the last time you went on a date?"
Maybe Carson had an ulterior motive for asking. A way of saying that nothing romantic or permanent was going to develop between us. But his tone was natural, on the level. I realized that he probably talks this way to his bro buddies in the office, and this was his way of including me in that work-friend category.
I sat down next to him. "About two months ago. When was your last date, Wells?"
He flashed his pearly white smile. "Had two last week, Boss. Different chicks.... it's a lot of effort, but I enjoy the hunt, you know?"
"I get that," I said. I'd been like that when I was in my 20s. But after the divorce, I'd had fun with more casual sex but found the process of using apps a fucking chore.
As we drifted into small talk, and then lined up to board the flight, a deep part of me hoped Carson wasn't so successful at his dating that he'd cut me off entirely. Then another part of me hoped for that very thing.
****
We were all business that day. Carson was particularly focused on our presentation. He was normally in the zone on our sales calls, but that day he was nervous I could tell. It was a huge prospective client, and it would mean a fat commission for Wells. It was getting to him.
I pulled him aside during a quick break an hour and a half in. "Relax, buddy," I said. "We got this."
I could see the tension in his handsome face. "Yeah?" Not believing me but appreciative of my forced confidence.
I shrugged. "It's a like a date. You can't want her too much, or it's all fucked up."
Hell, I didn't know how straight guys dated, but the advice seemed to work. "Yeah," he said.
We did good but not great. It might not matter, depending on what the company wanted. I wasn't going to sweat it. We'd come in and done our part. The rest was out of our hands.
And Carson was back in fine form over the dinner. We'd taken a number of the contacts out to a nice steak restaurant, and Wells was in classic sales guy mode. Chatty but not too chatty, able to engage with everyone at the table, comfortable in mixing business with pleasure.
And he was in a good mood after, as we got back to our hotel.
"Wanna come to my room, Boss?" he asked.
I wasn't expecting this. It had been a long day. And if it had been anyone other than Carson I might have even begged off getting my cock sucked.
"Sounds great, Wells," I said.
We wheeled our luggage to the elevator, and I think we both had smirks on our faces as we rode up.
"I guess we're getting more comfortable with this," Carson said, speaking the very thought I was thinking.
I nodded. "If you ever don't feel comfortable, Carson, please let me know." I'd gone too far in this affair to be safe from HR consequences, but at least I wanted to give Carson an out any time he felt like it.
He laughed. I expected him to make a crack about uptight Bill, but instead he said, "It's crazy. I knew I liked sucking dick, but you got me into the other stuff, Boss... I even watch the videos you sent."
Indeed I'd discovered a new Pornhub guy with a very minimal gag reflex and no inhibitions about working the one he had.
I was getting turned on, surprisingly by Carson's candor as much as anything. "Well it's really hot to experience your skills," I said, my voice almost cracking into a whisper.
The elevator dinged and we wheeled our bags down the hall. Carson tapped his key card and we entered.
"Um, Carson... can I ask you something?" I started. "What makes you like it?" I'd been afraid to ask. Afraid I'd spook this straight guy with a major bi streak.
He'd clearly been asking himself the same question. "I dunno, Boss... it's just... when you use my throat, it's like I'm not the one who needs dick, you're just feeding it to me."
I didn't quite follow. "You afraid of being gay, Carson?"
He nodded. "Yeah. I mean, I'm not gay, thought maybe you don't believe me."
"I believe you," I replied. "But it doesn't matter if I do."
He took that in. "Yeah. I guess having a cock in my mouth always feels like the last thing I should be doing, and the taboo of it gets me off."
"The forbidden fruit thing is hot for me too," I said.
Carson's blue eyes twinkled in amusement. "Fuck yeah it is, Boss." He pulled out his phone and wallet and set them on the table. "I think the fact you're a fag..." he stopped himself. "Sorry boss... but I think that when your cock is in my mouth and it takes me to this fucked up place."
I didn't know what to make of it. But I was getting head from Carson more than I ever dreamed of, so I decided not to get pissed off. "Please don't get therapy, Carson," I joked. "At least not anytime soon."
That made the guy laugh. He's so fucking sexy when he laughs. "Don't worry, Boss."
With that he knelt down in front of me. I was already hard and Carson's touch at my crotch made me harder. He teased and massaged my ridge in my suit pants, then pulled my zipper down.
"OK if we start with some old-fashioned head?" he asked.
"Yeah," I croaked. "More than OK." I'd been enjoying the more extreme throat training lately, but a standard Carson Wells BJ was always gonna get me off big.
He licked my dick up and down, before pulling back. "You mad at me for what I said?" he asked.
I nodded. "A little, yeah." I figured I should be honest. "But I'm not gonna stay mad at you, Carson. Just don't call me that again. You can think it or whatever."
"Yeah," he sighed. He was genuinely contrite. He seemed to be taking in my cock with his hungry eyes, examining my length and girth.
Then, slowly he opened his mouth and descended on me.
"Oh fuck!" I hissed. Carson's mouth felt great. I knew I'd spend the next day wondering if these blowjobs were keeping me from finding a boyfriend, even a casual one. Carson Wells had gone from top 5 in his oral skills to top cocksucker in my life experience, period. The best I'd ever have, I knew.
I looked down as he blew me. His hunky body in his navy suit, head bobbing up and down. I could hear the spit and the suction around my prick and the rhythmic soft moans from this throat. He was working himself deeper on my pole, working up to a deep throat. Not fast but steady, knowing what he was doing. He was getting me to that place, fast, that build up of pleasure, and then it was like his mouth and throat was gonna milk the load out of my balls.
Only he pulled off instantly and gripped the base of my prick, pinching it slightly. "Goddamn, you're worked up tonight, Boss."
"Jesus, Wells," I exclaimed.
My excitement made him smile. "See? Sometimes it's better not to have to go all hardcore and shit." He let go of my dong and started tonguing the bottom half of the shaft. With anyone else, it might look slutty, but I knew Carson was mostly trying to let me enjoy this without blowing too soon. It worked, sort of.
There was a clear excitement for him, too, as he looked up at me, hands on his trousers, gym-toned chest showing between the spread lapels of his coat. Unlike me, he wasn't wearing a tie but instead rocking that more millennial business-bro look. It suited him.
"Thanks for letting me initiate this, Boss," he said softly. "I don't know if I'd like it the other way."
In my head our affair wasn't one-way, but I knew what Carson meant. "You do a lot for me, Wells... I want you comfortable with it."
He nodded. He reached down and fiddled with his zipper and belt. Often he didn't like jerking, and I think he was shy of letting me see his dick. But Carson was pulling it out now and wrapping his fist around it just as he leaned back forward.
"MMMmmh," he moaned around my prick as he swallowed me. He'd gotten warmed up already so now was just a skilled, silky deep throating. Up and down, six, seven inches at a time. Almost bouncing. Carson was driving his blowjob but he was abusing his throat all on his own. Deep throating me, faster and faster, till he was spearing his gullet with rhythmic gutteral sounds.
"God yes," I hissed. Watching him do a sword swallowing thing like a pro.
I heard the gurgle of a gag on one down stroke then that familiar mucusy slickness on my meat, dripping out of Carson's mouth and onto my balls. That did it for me.
"Shit!" I muttered. And I was cumming down Wells' throat.
He slowed his mouth strokes just enough to be able to swallow my semen comfortably. And as he rode out the aftershocks of my orgasm, he stroked himself to completion.
Carson finally pulled back, a flush look of sexual satisfaction on his face, which must have matched mine.
"Thanks you, Wells.... you outdid yourself." I wanted to give him every compliment I could.
He smirked. "Yeah, I've been wanting to try that, Boss." He looked down at his hand. It was covered in his own jizz. Carson shoots a lot. He got up off his knees, holding his hand out to keep the dripping load from getting on his suit. I'd have to get mine cleaned, but it would be worth it.
He wiped off then offered me the Kleenex box. I used a couple to handle the spit and throat slime. There were some cum dribbles too but Carson took care of most of those. I tucked back in and sighed.
"We good, Wells?" I asked.
His green eyes met mine. "Yeah, we're good."
I wanted to kiss him bad. But that wasn't in the cards. So I grabbed my luggage and gave Carson one last nod before walking out of his room and over to mine.
As I got ready for bed, I thought over the evening. Sometimes I had real misgivings about fooling around with my straight-ish coworker. But that night I had none. The sex was hot as hell.
****
"You up?" came the text bright and early the next morning.
I was up, but barely. It was pretty early. "Yes. Still on East Coast time."
"Can I come by?"
My morning wood throbbed. "Sure."
Fuck, this was too easy. Wells was going to make me look forward to business travel all right.
I wasn't decent when he showed up a minute later. But that didn't matter. Carson had on only a pair of gym shorts and athletic shirt. The shorts didn't hide a thick boner.
"Hey," he said, morning voice making him sound deeper.
I ushered him in. "Hey," I laughed. It was a little absurd how carried away we were getting. But Carson's body was looking really fucking good in those clothes.
"I was jerking off and I thought the hair of the dog might be in order."
I smiled. I was now self conscious that Carson noticed the boner in my underwear. "I'm surprised I have anything left in the tanks after last night. You drained me, buddy."
Wells had a slightly nervous look on his face now. "You not up for it?" he asked.
"I'm very up for it," I replied.
I took the initiative and peeled down my briefs. By now Wells had seen my cock a lot but I wasn't sure how often I was completely naked.
The man's eyes were pretty much on my dick though, till he took them away and looked back up at me. "You OK if we try something new, Boss?"
"After last night... you can try out as much as you want," I said.
He grinned and peeled off his shirt. I'd never have a body that could compete with his, but that was OK. "I've been watching some videos. I guess they give me ideas."
My heart was pounding now. I wasn't expecting a two-fer on this trip. So it was a nice surprise. Particularly as Carson slid down his gym shorts. He was hard and I could see his dick still was covered in a lot of lube. I wondered how long the guy had been jerking off that morning.
My own bone twitched as I watched my coworker lie down on his back, settling in on the unmade bed, till his head lay just past the edge. I didn't need a diagram to know what he had in mind. I stepped up, hands on my hips and positioned my cock above his face.
Wasting no time, Carson leaned up, attacking my nuts with his tongue before I angled my prick to let him lick that. As he did, he jerked his cock, not fast, just enough to prime the pump during this foreplay ritual.
"Fuck, Boss, you have a great cock," he hissed. Hearing that was enough to make me spurt some precum on his chin and neck. Carson could tasted it was he licked his way to the head.
I swiveled my hips back to give him access. That tongue laved all around my head, slobbering it down. Carson wasn't shy about extra spit with me now and excess saliva dripped down his face.
"God fucking damn, Wells," I hissed as I watched the lewd sight.
He muttered something then more spit ran out just before he swallowed me.
The trick of being an oral top, particularly for the more extreme sucking, is knowing when you can take charge. Carson was ready. I reached down and pressed against his shoulder. To steady him but also to let him know I was coming in.
Wells grunted along my cock but was ready. I steadily speared his throat, from the inner part to the deeper reaches. He quickly stopped jerking and I realized it was to keep from coming. Wells was loving this shit.
I pulled back and thrust in again. And again. Wells' throat was snug and wet and alive. I don't know why we hadn't done this before, but we were doing it now.
I heard his soft grunts and felt his excitement as I steadily fucked his throat. Taking my hands off his shoulder, I leaned forward. That meant I couldn't watch his face and throat as easily, but the better thrusting angle made it worth while.
I just went for it. Not super rough, but steady firm thrusts deep into Carson's gullet in rapid succession. Figured I could stir the pot and see if I could get some nice slime.
It took a half minute, a half minute of watching Carson's dick jerk in excitement before I heard and felt it.
I stopped and withdrew. To give Wells a break and check in on him, but also to see that trophy. That milky mucus was thick around my bone but I didn't realize just how much there was until I pulled out completely and watched thick river of slime run down his handsome face.
"Fuck!" he gasped, chest rising and falling as he caught his breath.
"You OK, Wells?" I asked.
He was beet red and not opening his eyes but he grunted a yes. "Go for it, Boss."
I got back in place. Entry was easier this time. And as I fucked his face I heard the sloppy wet sloshing.
"Gonna cum..." I said.
That was the cue. He grabbed his own dick and jerked in rapid strokes.
We came together. My dick pumping its morning load straight into his guts as his own fired out. Like I say, Carson's a gusher, and I enjoyed watching several streaks of thick cum land on his muscular body.
I knew I had to give him a break now, and fast. I wasn't rough, but quickly I pulled out.
He sucked in some air while I went to get a washcloth for him. He seemed grateful for it and as he sat up he wiped his face down.
"Damn, Boss, you're hardcore."
I nodded. "I got news for you Wells, you're pretty hardcore yourself."
He finished wiping off and I took the cloth from him. It was only then that we felt self conscious being fully naked with one another.
Carson looked at the clock. "Well, I'm not getting my morning workout in, I guess," he said, acknowledging the time. We had about a half hour before we had to leave to the airport. "But fuck I was horny."
I gave a nod and watched Carson find his clothes.
"You're getting really good at this, Carson," I said. Not just complimenting him, but acknowledging that he was taking the throat abuse like a pro.
He pulled on his T shirt and flashed a grin. "I am, aren't I?"
"You doing anyone else?" I asked. I don't know why I did, but curiosity got the best of me.
He seemed offended though. "Would it bother you if I did?" he asked.
I shook my head and gave the best contrite expression I could. "Not at all. You're your own man, Wells. Just curious was all."
That seemed to put him at ease, but his voice was still quiet. "You're the only dude I suck, Boss."
"Cool," I said. I gave a pause. "I know this arrangement is weird as fuck, Wells. But anytime you offer head, I'm not gonna turn you down."
He liked that. "You'll find a boyfriend to focus on, Boss," he said. He'd bene thinking about that. "In the meantime, let's just have fun, OK?"
Dude actually fist bumped me on the way out of my hotel room.
***
Carson upgraded on the flight back, while I stayed in coach. I was glad not to have to make small talk. Still, I felt a strange elation when I got the news on my work phone as we landed. The decision was fast. We'd won the prospect as a client.
Carson was waiting for me at the gate in the terminal. "The Dream Team did it!" he growled, pulling me into a bear hug.
I hugged him back. "You're buying me drinks with that commission money, Wells."
