Inappropriate – Part 3: The Agreement with the Boss

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I tried really hard to keep my cool and remain focused that morning. But it was difficult. I was still trying to process what had happened in Victor’s office. He had kissed me and basically implied he wanted me all to himself. And he had also, in a way, implied that if I didn’t go along with it, I no longer had a job at TannerCorp.

But I wanted to go along with it. I was, frankly, upset to be interrupted. I hadn’t been intimate with anyone than my own hand in over a year, and I quite liked the feeling of Victor’s hand in my underwear.

For probably tenth time that day, I got hard in my pants. The inside of my underwear was splattered with precum, and it almost felt cold. I eyed the clock, and it was finally time for my lunch.

“I’ll be back in 30,” I told Paulette, nervously standing up. I pretended to walk toward the elevator, and then I went around a corner of cubicles and circled back to Victor’s office.

He opened the door after the first knock, and I slipped inside.

“Hello, there,” he said, his voice deeper and lower than normal.

“Hi, Mr. Tan—“ but he cut me off with a kiss, sliding a hand around to cup my ass.

“Please. You can call me Victor when we’re alone. Maybe some day I’ll let you call me Vic.” He smirked at me and squeezed my ass.

“What if someone walks in?” I asked as he slid my jacket off. He then began to unbutton my shirt.

“They know better. Everyone knows better,” he whispered, his fingers now at the bottom set of buttons. I let go a little bit, and he gently pushed me up against a bookshelf.

I reached down and started undoing his pants, and he mirrored me. Soon, my pants were around my ankles, and his hands were sliding under my white t-shirt and up my body as his lips found mine. My breathing was getting frantic, and I tried to focus on him, blindly unbuttoning his shirt.

We each took a step back and stepped out of our pants, removing our shirts. Now the two of us stood, clad only in underwear, in this swanky high-rise office. The green eyes before me looked hungry, and he took a step closer, grabbing my hips with both his hands.

I stepped into him, and we were joined at the groin. His girth was pressed against mine as we continued kissing. He was more aggressive than the morning, like he was making up for lost time. And we only had a half hour. It might be suspicious to be in the boss’s office for any length of time, but the longer I was in there, the more damning it would be.

But in the moment, I knew giving in would help us both finish faster. So I let go and gave in. I reached behind and slid my hand around Victor’s ass. It felt hairless—almost intentionally so. He groaned into my mouth, and so I gave it a squeeze.

He was pushing his hips into me with force, our cotton-covered cocks fighting back and forth, and it felt delicious. Where I had leaked a bit of precum before, my underwear were soaked now. And so I hooked my thumbs into his waistband and slid his briefs down below his knees and let gravity take over.

I got a good view of his cock finally. It had a slight upward curve and got thicker just beneath the head. It looked delectable, and I instinctually dropped to my knees and grabbed it by the base. His eyes got wide as he looked down at me.

“You don’t have to—“ But this time, I cut him off, taking his cock into my mouth.

I considered myself a deepthroating master, so I was eager to show off my skills, taking every single inch down my throat.

“Whoa…” I heard him huff. Then I started bobbing my head back and forth ever so slightly, so that the head of his cock was getting a throat massage. He placed one hand down on my shoulder, and the other one cradled my face.

I came up for air, licking and slurping his balls.

“Quiet,” he said with a grin. His eyes fluttered as I took the head of his cock back in, twirling my tongue around it. Then he asked me something unexpected. “Can you, please, take your hair down?”

I hadn’t shown Victor the length of my hair yet. So I reached up and pulled out my hair tie, shaking my hair down.

“Mmm, you’re very handsome, Garrett,” he said. And then he slid his fingers through my hair, which sent shivers across every nerve ending in my body. So I got back to work on his cock.

But apparently seeing me with my hair down was enough, because before long, he whispered, “get ready.”

In that moment, I realized that swallowing was my only option. He didn’t ask what I wanted at all, but I didn’t mind. I preferred to swallow anyway, and when his hot flood of nut sprayed in my mouth, I swallowed it all down happily.

I stood up and wiped my mouth on the back of my hand.

“Here,” he said, and he pulled me by the dick to his desk, where he sat me, bare-assed. “We have to make this quick.”

He looked right in my eyes and started jerking my cock. I leaned back on my hands, enjoying his strokes. I had enough precum to make his hand glide nicely over my cockhead, and I had to work hard to keep from moaning.

He even reached to pinch and twist one of my nipples, and I was quickly at the edge.

“I’m close,” I said.

And then, Victor let go.

“You take care of that,” he said, almost dismissively. “Aim for the flowers in the windowsill.”

He started getting dressed, and so I walked over to the flowerpot, feeling degraded, and started stroking. Once he was dressed, he sat down in his chair and turned to watch me. But I was so horny that the degradation was almost turning me on, and before long, my cum was fertilizer.

I threw my clothes back on, put my hair up, and checked the time. It had been about 15 minutes.

“Sit down,” he said, and so I sat in front of his desk as he walked toward the door. “We’re finishing up a quick meeting that you asked for, if anyone asks. I’m opening the door. You sit there for another minute and converse with me, and then you leave. Understood?”

“Yes, sir.”

And, so, Victor opened the door to his office.

“And don’t forget to tell Professor Rosen I said hello, alright?” He immediately came up with something for me to roll with, and fortunately for him, I joined an improv troupe in college.

“Oh, I absolutely will. He was so thrilled to hear I found a job with TannerCorp. Said he and your father go way back.” I stood up, smiling.

He seemed like a player, but I was good at more than just puzzles. And I wasn’t willing to forget that he all but forced me to nut into a pot of flowers. I wondered if it was a cum aversion or a power thing.

I walked out the door, saying, “I appreciate it, Mr. Tanner!”

He nodded, and then he retreated into his office and closed the door. I stopped by the bathroom to make sure my tie and hair looked okay, and I headed back to my desk. Paulette seemed none the wiser, and I finished out my work day.

As I was about to head home, Victor called out from the office l, “Mr. Middleditch!”

So, like a lost puppy, I quickly walked to his office. He handed me a sealed envelope.

“What’s this?”

“Some more paperwork. Please fill it out and return it tomorrow to me directly.”

I nodded and left for home, and I immediately put the kettle on. I skipped my puzzle, and my book, and I decided to just stare at the wall instead. This was a very confusing conundrum to be in. And I hadn’t even opened the envelope yet.

So I did. I quickly realized it was, after all that, an NDA. But as I read, it seemed to be more of a rule book for a potential relationship with Victor. It stipulated that I was not to tell anyone, at all, about any contact with Victor that I had outside of work duties. That was repeated in different words throughout, and if I signed it and broke it, I’d owe TannerCorp, and Victor specifically, a very substantial amount of money.

My heart was pounding. It was either that, or it was unemployment. And one got me money, and occasional gifts, and potentially sex. I wasn’t sure if it would get to that, or if I was just reliable head. But I liked sucking dick, so I had no qualms.

I got out of bed and walked to my table to sign it. But first, I texted Victor.

Could we please discuss this document in person? I plan on signing it but I have questions.

He replied soon after, I’ll see you at 9:30. —V2

So I put myself to bed with an anxious stomach and racing heart. I tossed and turned all night.

Am I signing my life away? I stared at the dark ceiling, worrying and wondering. I wasn’t typically one to make a sudden and rash decision like this, but there was a voice inside my head telling me to just do it.

I also debated whether this was some strange form of prostitution. It probably, at the very least, fell under quid pro quo, if I was going to be expected to provide sexual favors for job security and perks. But he seemed like he wanted me. And I wanted to feel wanted.

———

When I arrived the next morning at 9:30 on the dot, I headed straight for Victor’s office. The door was ajar, so I confidently pushed it in.

“Welcome,” he said, standing behind his desk.

“Good morning.” I pulled the contact out and placed it on the desk.

“What questions do you have?” He leaned forward, tapping his fingers on the papers.

“What is this, Victor?”

“It’s a nondisclosure agreement.”

“No,” I said, rolling my eyes. “What is this? What we’re doing.”

“Here’s the thing, Garrett. I’m very attracted to you. But as the CFO and heir to TannerCorp, starting a relationship of any kind with an employee is highly inappropriate, as I’m sure you know.”

I nodded, and he continued.

“So, my own private lawyer and I worked to draft up something to protect us both, should we want to develop this relationship further.”

Did he say ‘very attracted?’ I was trying to focus on the rest of his words, but I kept thinking how he was attracted to me.

“So,” he went on, “this NDA just states that neither of us will be speaking publicly about what we do in private, to anyone beyond legal counsel. That means my own father is not to know.”

“What about, like, Wallace? Or the workers at DeWaan’s? Or your drivers?”

“How do I say this…?” He pondered. “Most of those people aren’t important enough for their discretion, or lack thereof, to matter. And my drivers work for me and me alone.”

That stung a bit, knowing that if I weren’t the object of Victor’s attraction, I may just fall under the category of not ‘important enough.’

“Are you going to make me ejaculate into your flowers every time? Or are you gonna get me off, too? I guess I just need to know what to expect.” I had to be blunt, or else I couldn’t sign it.

He sat down in his chair and stroked his chin.

“Well, to be honest, I like to watch. I like to give pleasure, sure, but I really like to watch a man… finish.” He leaned back in his chair and propped his left ankle up on his right knee. “I apologize for not being more upfront about that. I guarantee there will be times where you don’t have to do that.”

“Huh,” I noted. That was different for me. Very different, actually. But he basically promised he’d get me off sometimes.

“Any other questions, Garrett?” His green eyes were fixed on mine now.

“And if, let’s say, we decide we don’t want to continue this… relationship, of sorts… I’ll be let go?”

“With severance. Four months’. And you’ll sign another NDA that dictates what you can say about your time at TannerCorp. Let’s just say… I don’t handle rejection well. But that’s something to worry about if it comes up. I quite like you around, so I hope it doesn’t come to that.”

Again, he yanked at the fishing line and the hook dug deeper into me. I didn’t want to disappoint or upset him. So I grabbed a pen and signed and initialed the remaining blank spots and passed the paper to Victor. He smiled.

But it wasn’t his typical semi-devious grin. There was a light in his eyes, a way the corners of his mouth were turned up. He seemed very excited. And that made me melt.

“Well, thank you, Mr. Middleditch, for coming in this morning. I’m glad we could clear things up.”

“Yes,” I said. “Me, too.”

I walked toward the door, but as I reached for the knob, Victor grabbed my waist and turned me around. He kissed me, deeply and quickly, and then he pulled away. My face got very hot almost immediately, and. I couldn’t help but grin like a goofball.

“Would you mind doing a coffee run before business hours start?” He asked with a smirk. “Get yourself something, okay?”

——

During my last hour of work, I stopped to use the restroom. And then as I left back to my desk, Victor caught me. He waved me over by the water cooler, so I casually said hello to him.

He leaned in close and whispered, “I’d like to take you to dinner tonight. I’ll send a car to your place around 7:30.”

“I… okay.” I still wasn’t accustomed to this much glamor, this kind of special treatment.

He nodded and walked away, back to his office, or the boardroom, or his father’s office. And I walked back to my desk.

When I got home, I immediately showered, cleaning every nook and cranny, in case anything happened after dinner. I reflected on Victor’s words. He said he liked to watch a man finish. Maybe he was gay like me after all. He claimed find me attractive. And now, here I was, getting ready for dinner with him.

By the time 7:30 rolled around, I was vibrating with anxiety. Ones wearing one of the suits Victor had bought for me, and the Italian leather shoes, and I stood in the doorway of my apartment, peeking out the window until a black vehicle rolled up.

I practically ran to the car, almost too fast for the driver to open my door.

“Good evening, Mr. Middleditch. I’ve been given instructions to ensure your comfort on your ride.” He settled into the driver’s seat, and off we went.

“Where are we going?” There were a few fine dining restaurants throughout Champion, and I had been to none.

“Mr. Tanner has requested that remains a mystery,” replied the driver. I soon learned his name was James. He was the same driver who had taken me to DeWaan’s.

And so we drove. But it was a longer drive than I anticipated. I started to get nervous, so I texted Victor.

Where am I going? James said he’s not allowed to tell me…

I gripped my phone with white knuckles waiting for it to vibrate with a reply. The lights of the city outside were bright in the darkening sky, but we were on the freeway. Finally I felt the buzz, and I immediately looked at the screen.

It’s a surprise. You’ll like it. —V2

But that didn’t ease my nerves. I was in a car at night going somewhere I wasn’t aware of. No one knew where I was going, or why, and thanks to the NDA, I couldn’t tell anyone.

Okay… I’m trusting you. I replied.

That’s very smart Garrett. 🙂

And so I sat back, and the drive turned longer and longer. It was around 8:15 when we finally exited the highway.

“Where are we?” I asked, knowing James probably wouldn’t tell me.

“All I can say is Seattle, sir,” he replied.

My eyes got wide.

Victor is taking me to dinner in Seattle?

And then after a few turns down some streets, we parked, and James got out to open my door. When I stepped outside, bright lights and signs nearly blinded me.

“Welcome, Garrett,” Victor’s voice came from my right. He grabbed my elbow and ushered me toward the closest building. “This is one of my absolute favorite restaurants, Restaurant.

I almost laughed, but I knew he wasn’t joking. But when we walked in, I was floored. The servers were dressed better than I was, and each table had a linen on it. It was quiet, but it was very busy. We were quickly escorted to a private table in a private room, just Victor and me.

“I apologize for a late dinner,” he said as we sat down. Immediately, there was wine at our table by the bottle.

“No, no. I probably would’ve just had something from my freezer,” I admitted. I liked cooking, but I didn’t like the cleanup afterward if I was cooking alone.

So we ended up ordering—Victor got something that sounded French, and despite my international studies degree, I hadn’t heard of it; and I got a pasta dish. I tried to order the cheapest dinner on the menu, but there weren’t any prices. And Victor encouraged me to order, to eat, to enjoy.

By the end of dinner, the two of us had a good buzz going, having finished two bottles of wine together. The conversation was more exciting and engaging than I had expected.

I learned Victor was an only child, his mother having passed away when he was quite young. His father never remarried, despite entertaining a court of women throughout Victor’s childhood, and eventually, Victor was feeling neglected by his father.

“And then my father sent me to some boarding school in Edinburgh, Scotland. At first, I was devastated,” he said, putting his fork down. “But I had a roommate named Ellis VanCleese… Turned out 16 is a great age for two young men to discover they’re both gay.”

I laughed, almost feeling envious.

“When did you tell your family?” I wondered how the Tanner family felt about people like us.

“My first trip back home, really. I figured I was going back to school after a few weeks, so if they didn’t want me anymore, I’d just stay in Scotland. But my family, all of them, were very accepting. Although, now it’s up to my cousin, Christopher, to continue the family bloodline.”

And he graduated from school, and he immediately went to undergrad and got his masters degree from two Ivy Leagues, and only then did his father welcome him back. And as soon as Victor felt settled in Philadelphia, his father and uncle uprooted everything to see locate the business to Washington.

“Naturally, it’s easy to find people who want to be around me,” he explained. It may sound arrogant to an outsider, but I knew what he meant. “But I prefer to surround myself with people of my choice.”

He gestured around the table, empty except for me. And he smiled. So I smiled, and I blushed.

“What time is it?” I asked him. I hadn’t looked at my phone once since we sat down.

“Around 10,” Victor replied, casually.

My eyes got wide. It was getting late, and both of us were expected at work in 12 hours. Sure, that was a good amount of time, but that included travel back to Champion, and travel to work.

“Don’t worry. I have a room for us, if you’d like. We can have our cars take us, separately, to work tomorrow.” He wiped the corner of his mouth with a napkin. Everything was so nonchalant, so casual. But these were things I couldn’t dream of doing otherwise.

And what did he mean he had a room for us?

“Uh… okay,” I finally uttered. My plate was just about cleared, and it was soon taken away. We each had another glass of red wine, and then Victor stood up.

“Let’s go. I’ll have the kitchen send us some dessert,” he said. And then, again, he took me by the arm as we left.

A car was waiting for us, and we were shuttled off to a hotel I’d never even heard of. When we walked in, it felt like an extension of the restaurant. It just felt fancy. we approached the front desk, and I gasped in realization.

“I don’t have any clothes!”

Victor just chuckled. “Relax, Garrett. Remember, I take care of my people.”

I didn’t know what that was supposed to mean in this context, but I followed Victor to the elevator, and I watched him scan a card from his wallet, and then the numbers changed from red to blue, and he pressed the number 1.

The elevator climbed, and to my shock, the door opened directly to a room. But ‘room’ didn’t even begin to cover it. This was a suite, a penthouse, practically a neighborhood. There was a large jacuzzi tub in the center of the main room, and there were at least two bedrooms that I could see.

“Oh, my god,” I whispered.

“My father is good friends with Marcello Wint, the owner of this hotel. We have a few rooms reserved for us at all times,” he explained casually. “Come. This way.”

So I followed him to the left-most room. In there was a walk-in closet.

“Pick out an outfit for tomorrow. I’ll have the rest delivered to your apartment.”

“Wh-what?” I asked.

“I got your measurements from DeWaan’s. You barely bought anything there, so I took the liberty to get a few more things.”

My eyes widened as he ushered me into the closet. There were dozens of suits and blazers and ties and shoes.

“Victor, I don’t know what to say.”

“Don’t say anything, Garrett. Just pick out what you’re wearing tomorrow.” And he slowly disrobed, leaving me in the closet to stare at the fancy clothing.

That’s when I heard the water turn on in the big jacuzzi. I quickly grabbed a suit that looked nice, a tie to match, and some shoes, and I grouped them together for easy access.

“What temperature do you prefer your water?” Victor called.

“What?” I poked my head out of the walk-in, and saw Victor standing next to the jacuzzi in only his white briefs. From farther away, I realized just how nice his body was. He was perfectly toned and sculpted, and it was clear he had a personal trainer or two to help him maintain it.

“I prefer 102°. Does that work for you?”

“I have no clue,” I admitted, walking closer to him. “A hot tub is a hot tub to me.”

“102° will be fine, then,” he smiled. And I watched as he poured some bath oils and soaps into the water. He turned off the water and gestured for me to feel.

It was hot, but I figured I could handle it. Then Victor surprised me and slipped his underwear down, revealing his soft cock. It was, indeed, smaller than mine soft. But I knew he was a grower.

He stepped in and sat down, looking in my eyes. I still had all of my clothes on, but I quickly stripped down to my underwear. Then I stood there, almost nervous.

“Will you be joining me?” He asked with an eyebrow raised.

“Yeah, I… I’m just a little nervous,” I confessed.

“No need to be nervous, Garrett. Come. Let the hot water melt your troubles away. I might even rub your shoulders if you ask nicely.” He winked at me, and I got those butterflies again.

So I slipped off my briefs and dipped my toe in the water, and then I stepped down into the jacuzzi with Victor, Tanner, Jr. My boss. My… lover, contractually?



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