Pleasuring the Boss

The wrestling match began.

We shed our clothes and tossed them into a corner. Then we lunged at each other. I pushed him by the shoulders, but his hands snaked lower.

So I kneed him in the groin and he yowled. I grinned in triumph, and I pinned him down.

He was getting crushed, yet somehow, he managed to stick a finger into my butt. And my, what a fat finger. I couldn't help but gasp, and I was embarrassed by my body's response.

The man snickered and tried to reach for my dick next. But I batted his hand away. "Don't be such a greedy guts."

Victor leered up at me. "With such a pretty boy with me, how could I not get a bit handsy, hmm?"

I wanted to punch the jerkass in the face, but we promised not to punch in our wrestling match. We had promised not to kick, either, but he deserved that blow seeing how quick he was to "dive for my goods."

For all my brave talk, however, his thick finger was still in my ass. He started pumping it in and out. I winced, but instead of shoving him off, my butt clenched, and damn, his finger was sparking my pleasure spots already. Soon, I heard a pop, and a glob of cold jelly slipped into my butt hole.

"I can't believe you're lubing me up," I said, my breathing a little laboured.

The shameless man laughed. "You're already on top of me, perfectly positioned to ride my cock." His voice dropped to a whisper. "Admit that you want it."

Gosh, that fat finger was driving me wild. No longer did I want to crush this man in wrestling. I wanted him to keep massaging the inside of me.

My breathing grew audibly labored, and the man under me began rubbing his cock with fervour. Even in the dim lighting, I could see his dick grow strong and hard.

My excitement mounted, and just when I thought he was going to stick it in me, the door banged open and a man yelled, "Stop."

It was Liam Finch, and he looked surprisingly displeased. But not with me.

He growled, "Victor, you've gone too far. Get off of him."

Victor, who was so arrogant a second ago, now only squeaked, "But Tristan is on top of me."

"You know what I meant," Liam countered.

Victor looked sexually frustrated, but he would have to jerk off by himself.

In fact, he was about to leave the room in defeat when his boss ordered, "No. Stay and watch. I want you to see what you can't get. And no touching yourself until I say so."

Victor moaned but he shut up when the boss sent him a warning glance.

Maybe I should be afraid, but I was only curious and exhilarated.

"Lie down on the ground," Liam ordered in a deceptively soft voice.

So I did so, my back against the cold, hard floor. Liam disrobed as well and leaned over me. Then he kissed my mouth.

Startled, I tried to embrace him to deepen the kiss, but Liam pushed my hands away and dragged my arms over my head. Fine. I could enjoy it this way, too.

At some point, Liam flipped me over onto my belly. He poked a finger into my butthole. His finger was more slender than Victor's, but he moved it in a way that gave me such delicious sensations. Reflexively, I squeezed down on his finger, begging for more.

But of course, Liam had to be a tease. He inserted a second finger, and persisted in playing with and stretching my hole. I grumbled and my legs shook. At length, he fit in more fingers, until I was sure that he got all five fingers in. I protested because I was surely more than loose enough.

The next thing I knew, something much bigger replaced his fingers. I winced at the intrusion, but he was surprisingly gentle. Soon, he was inside me completely and I felt a sense of contentment.

My peace only lasted a second. Liam grabbed my sides and started pistoning into me. I moaned with pleasure, surrendering myself fully to this man. It thrilled me to have such deep intimacy with the boss. I knew it was just sex, but...

On and on he fucked, and the wet slapping sounds turned me on as well. I reached down to stroke myself, but the boss pushed my hand away and started stroking me instead.

Oh my gosh. Normally, I didn't feel comfortable having anyone touch my dick, but this was something else. I loved being completely in this man's control. He owned my ass, my cock, my whole body.

Soon enough, I couldn't resist anymore. A tension built up, until my orgasm took over my senses. As I basked in the afterglow, Liam Finch continued to pump my ass, until he came with a groan. He deposited hot seed in me, and that's when I learned true satisfaction.

But then the moment was over. Liam Finch fetched up all his clothes. He muttered to Victor, "You may now come." And he walked out the door without another word.

Victor mumbled, "If it weren't for our boss, I would be slamming my cock into your sore ass right now."

I flinched at the thought, as my ass really was sore, despite the pleasure that Liam had given me. But mercifully, the guy just rubbed his hard rod, fast, until he groaned and a thick spurt of come erupted from his fountain. I almost regretted not volunteering to suck him off. Besides, the boss was probably watching.

When Victor and I both got dressed and left the black painted room, Liam was back by his desk, looking impeccable even after he stuck his dick in me. He shot me a sly look. "Feeling full of yourself?"

I smiled. "I'm feeling 'full,' all right."

He laughed; it was a delightful sound, and I felt like everything would be okay.

How wrong I was.

***

It was gratifying at first when Liam confirmed, just a few days later, that I was hired. I wondered how many other boys he fucked before deciding on me.

From now on, I had to follow the boss around at all times as his bodyguard. I got to meet the other employees of the company, including Daniel the secretary. They treated me like a kid brother even though I was only a bit younger than them.

Daniel was quick to explain Liam's quirks and preferences to me. He was the secretary, but I was in charge of many other things, as if I were more of a personal assistant than a bodyguard.

It wasn't long before I discovered that Finch Enterprises wasn't a regular big company. I had trouble working out what their business was, as I wasn't allowed to read the documents, and Daniel was always vague when I asked. Liam just told me it was not my responsibility.

But bit by bit, from seeing the shady men enter the building to speak with Liam, I got the sense that we weren't doing legal business. I wasn't one to judge, given my past history as a teenage thief.

I didn't want to get on the wrong side of the law again, yet... I didn't want to be jobless and alone, either. At least here, I earned a comfortable salary, and everybody treated me well, for the most part.

And after that time in the dark room, Liam didn't have sex with me again; which was a shame, but at least I could still see his handsome face.

One day, a woman strolled into the building.

It felt odd since all of the staff and almost all our clients were men. She was a busty brunette with streaks of red in her hair that I assumed were dyed. Her hazel eyes were witchy. If I didn't know that my boss was gay, I would have been jealous.

She met up with Liam Finch in his office, and for once, I was allowed to stay in the room. I had always found it unusual that Liam wanted his bodyguard out of the room when he spoke with clients, since not all clients were friendly. But I guessed he couldn't trust me with confidential information yet, which stung.

In the office, Fay Kowalski twirled her hair around her finger, and she radiated confidence. And who could blame her? She looked like a shampoo model. She moved her body in a way that was clearly calculated to seduce Liam, but sadly he didn't swing that way. He simply gave her his professional smile and listened to her gripe.

She pressed, "Mr Finch, you have got to help me get back at that selfish bitch."

The "selfish bitch" in question was Anna Corbin, her former friend in college. Fay claimed that Anna stole massive amounts of money from her via embezzlement. But to me, it sounded more like she was jealous of Anna's great success as an actress. Fay was an acclaimed fashion designer.

Liam promised her that they would investigate this matter and keep in touch.

Fay looked faintly unsatisfied. She stared at his face and leaned forward a bit. "You don't believe me?"

Liam replied, "It's nothing personal, Ms Kowalski. Our investigative team will work fast, and after confirming your statement, we will bring you justice."

The brunette seemed to relax a little. "My friends say you're a man of your word. Don't disappoint me."

"I won't," Liam said with a cold, final smile. "Tristan, please show Ms Kowalski out."

Fay complained but thankfully followed me out. Daniel had his day off today, so the 17th floor felt oddly empty, even with the guards stationed around the area. Fay flipped her shampoo fresh hair and laid a hand on my arm. "Do you know what you're doing, boy, to be working for a man like Liam Finch?"

I felt offended. "Of course. I'm not stupid."

The woman gave me a sharp smile. "I'm not sure you really see what you've gotten into. We've only just met, but I wish you all the best." She dropped her voice down to a whisper. "Be careful."

With those ominous words, she shot me a last smile and then skipped away from me into the open elevator.