From Boss to Boyfriend, Chapter Two

For our second date, Mike was a gentleman. He picked the restaurant—Italian, classic and upscale. He met me in my lobby with a warm smile and a genial hug. He held the door for me and lowered his voice to a whisper, “Ladies first.” He called the Uber, a black car I was sure he didn’t normally splurge on. He ordered our drinks, our appetizers, our meals, and grabbed the check before I could even say a word. 

He walked me to my door, his heavy jacket draped over my shoulders in the cold wind racing down the city streets. And he kissed me goodnight. A long, overwhelming collision between our lips that left me panting when he squeezed my shoulder, grinned, and headed back down the elevator. It was a surreal evening that left me aching desirously as I stepped inside my palatial apartment.

But at the office, he was unchanged.

“You got that, Avery?” Mike barked, waking me from a daydream in the middle of our team meeting in a bright and airy glass conference room at the center of our bustling office. 

I chirped, “Yes, sir, I’ll get right on it.” The guys all chuckled at my obvious inattention, but the icy gaze Mike fixed on me quickly quieted them. It was difficult even to imagine the warm smile from the night before on his stern face.

“Pay fucking attention,” he spoke in a low, even voice that was all the more gripping. “Your daddy’s money might have gotten you in the door, but I’ll kick your ass right out if you don’t make yourself useful.”

Mike went back to the meeting, smiling and bright, as if that little diversion had never happened, but my heart raced with terror as I sat there wishing I could disappear. The rest of the team pretended not to notice, but I could feel their glances at every opportunity.

As he dismissed us, Mike growled, “Stay back a minute, Avery.” My cheeks must have looked like ripe red tomatoes as the rest of the guys passed me with pitying looks on their way out.

Mike stared at me, his face inscrutable, for a long moment before he said, “I don’t want to be an asshole, but I know you can do better.”

“Sorry,” I said with an awkward smile, “I was just thinking about last night.”

“Hah,” Mike snorted. “I hoped you’d spend all night thinking about me after that kiss. I had to hold my coat in front of me so your doorman wouldn’t see how hard I was on my way out.”

I chewed my lip and grinned at him as I asked, “Did you… take care of it when you got home?”

Mike answered so readily it felt like a trap had been sprung. “In fact, I didn’t. And I’ve been half-hard in all my meetings this morning.” After glancing about to make sure nobody was watching, he pushed his chair back a few inches so I could see the enormous tent in his suit pants. “I booked the room for another half hour since I need to make a few calls. Care to make yourself useful, Avery?”

“In here?” I gulped nervously.

“Don’t be coy,” he chided. “I can see your mouth watering from here. You’re going to get under the table and spend the next half hour seeing how many loads you can suck out of me. Got it?”

I let out a sharp exhale and nodded, whispering, “Got it, sir.” Despite the openness of the room, the underside of the long conference table was like a tunnel between us, its legs just solid slabs of wood on either side. I waited for a moment when no one was walking by and slipped under as Mike grunted in delight and picked up his phone. 

He spread his thighs wide as I shuffled along the floor until I was kneeling between his feet, hidden from the rest of the world. As I fiddled with his zipper, he suddenly spoke into his phone, “Hey, Rob. I just wanted to catch up on our progress with the Cynesis merger. You have a few minutes?”

As Mike paused, his cock plunged out his open fly and filled my nostrils with the masculine scent of his boxers. “Great,” he chirped. “Just get right to it then.” He reached a hand under the table and wagged his fat cock down at me, splattering my nose with precum when his tip touched to it. I gasped with excitement and pushed forward to wrap my lips around him. 

He let out a little groan, struggling to suppress it, and grunted in response to the other line’s concern, “Sorry, no, go on.” I eagerly pushed my lips down the length of his shaft, engulfing him in the warmth of my mouth as it burned for him. Buckets of precum gushed out his mushroom head onto my tongue and down my throat like an endless river. “That’s great,” Mike said, his voice even again, “and do you expect those conditions to change significantly once Q1 reporting is in?”

I ran my tongue all along the underbelly of his fat manhood, sending spasms of pleasure through his body. He stifled the sounds of his ecstasy, but it just felt like a challenge. I wanted to drive him mad, so mad the man on the other line couldn’t mistake the groans for anything but the signs of a man being pleasured the way he deserved. I wanted to make Mike an object of envy, a man so powerful and well-served that others would wish to be like him. And my mouth pursued that goal with an endless ferocity.

“Fantastic,” Mike said, voice strained as took him deep into my throat, “I think this is going to be a big win. Do you need anything from my team to move forward?”

I fucked myself on his cock beneath the table, head bumping up against it with rhythmic thumps, and he held the receiver aside as he gasped and tensed in his chair. “Sure thing. I have just the guy to help you out. Real eager. He’ll swallow anything you throw at him.”

With an instinctive thrust of his hips, he offered me the chance to prove it. Mike’s cock swelled and shot out thick jets of cum straight down my throat until I pulled back a little and he spurted all over my tongue. Above me, Mike let out a telltale groan and chuckled at something said on the other line.

“Oh yeah,” Mike said apologetically, “I guess HR would frown on that kinda figure of speech these days, huh?” He pushed me back down his cock once I’d gulped down mouthfuls of his seed, lodging himself in my throat. “Right? A man can hardly be a man anymore with all this sensitivity. We should grab drinks next time you’re in New York. I could show you a great time.”

“Great,” he said after a pause, his member pulsing inside me, “well thanks again for the update. I’ll have Avery get in touch as soon as he’s finished with a load of work I just dropped on him.” With a beep, he hung up and let out a relieved exhale. “Fuck, boy, that was pretty damn hot, huh?” His heavy hand on the back of my head kept me from pulling back to reply. He just went on, “Three more calls to go, so I hope you’re not tired. Just think how good it’ll feel when I get this big dick inside you after our next date. But until then, you can be my little conference call cocksucker.”

My jaw ached by the time the last call was finished, but I’d managed to coax out three sizable loads. It turned out to be enough that I just skipped lunch and caught up on some work. Mike expected me to be better, and I would be.