Undertaking Chapter 2

The drive back to the manor took longer than expected. Traffic was particularly horrendous this evening and my chauffeur was doing his best. What would make it better is if I didn’t have to listen to the concerned man currently speaking through my phone. The conversation had lasted from the moment I entered the limo.

“I just don’t see why this is a problem?” I said looking out the window seeing the familiarity of my spacious neighborhood.

The man’s tone was serious as he reiterated, “Harris Enterprise was robbed of millions of dollars, Mr. Warren. Their loss in revenue means they won’t be able to fund your next rally. They’ve been crippled until their situation has been resolved.”

“Sounds like they have lost their chances at acquiring Prince Consolidated. The others are probably drinking to their misfortune.”

“Well – uh – that may be, sir, but not the point.”

I sighed heavily into the microphone, “Please enlighten me to this point I have yet to see.”

“The point is they were robbed, and this wasn’t a typical robbery. This kind of act has to be coordinated. Their level of security would take a team of professionals to crack.”

“Jameson, take this as a win. If it makes you feel better, you can investigate the Warren Foundation’s securities to ensure whatever happened to Harris Enterprise doesn’t happen to us.”

I caught him sighing on the other end, “I’ve already taken the liberty to sure up any cracks in your foundation.”

“And that is why I you belong to the pay bracket that you are in. Take care, Jameson, and please don’t stress over Mr. Harris’s loss. That bastard is clever enough he could start a new empire on the ashes of the old.”

“Very good, sir. One more thing, the Foundation Board are requesting that you fund your next rally. Since you have yet to host your own, they believe your initiative will -”

“Yes, yes, I’ll pay for it.” I didn’t wait for him to respond and ended the call.

We were coming up to the manor anyway and I liked to leave business at the gate. The car stopped at the front door, and it opened for me. Stepping out I thanked my driver and proceeded up the long steps to the massive front doors. They opened almost by themselves when I approached them.

“Welcome home, Mr. Warren.” My butler greeted me, holding the door.

“Glad to be home, Samuel.” I stepped into the entryway, “I assume my evening’s entertainment is here?”

“Yes, sir. Awaiting your presence as instructed.” Samuel closed the door behind me and took my coat.

“Thank you, Samuel. You know where I’ll be.”

I departed the lower level of the manor and headed straight for the master suite. Stopping at the double doors, I rolled my shoulders back and stepped through them. The lavish room was warmly lit with dim lights and a crackling fireplace. Across the room was an exquisitely carved wooden bedframe covered in expensive linens. The elaborate design of the fabric was uniquely accented by the man comfortably laying on them.

He was on his stomach facing the edge of the bed when I entered. A smirk played across my lips seeing how ready the man was. His smooth fit body told me how he cared about his form. The masculinity emanating from the man was just what I liked. Other men in my position enjoy the smaller more feminine boys, but I like taking advantage of the scruffier type.

I crossed the room with clear intention. As I approached, he shifted himself and slowly waggled feet. Stopping in front of him, he didn’t waste time in waiting for permission as his hands went straight for my belt buckle. While he was undoing my pants, I cupped his chin with one hand tilting his head up.

Our eyes met and I scratched the underside of his chin. He licked his lips before biting his lower. I closed the distance between us. Our lips met and I felt his beard tickle my stubbled chin. Obediently, he allowed me access to his mouth. My tongue dominated his as there was no duel to be had. The reactions he demonstrated clearly showed his experience. It pleased me given how expensive his presence was.

Without looking, he had worked my cock out from under my clothing. He kissed me deeply before retreating from my lips. Diving down, he captured my tip with his mouth. I placed both hands on his head as he worked my cock in and out of his mouth. He gained more ground with each motion.

“Good, boy,” I commented. “But how about this.”

Gripping a portion of his short brown hair, I forced him down while bucking my hips. The gag that came from him made me smile because he didn’t fight me from continuing. I forced him down on my cock making him tilt his head just to compensate for the position. Holding him there for too long of a moment, he started tapping then smacked at my thighs. Reluctantly, I pulled out expecting his slutty persona to break like all the others do.

Taking a gulp of air he breathed, “Agh! Please, sir, do that again!” Flipping onto his back he hung his head off the edge of the bed. His mouth was open and begging me to stick my cock in there.

“Oh, fuck yeah, boy!” I happily obliged and slide my dick back into his throat, “That’s it. Eat my dick.”

He only had several thrusts to adapt himself before I straddled his face. I felt his nose under my sack as I dug my cock into his throat. Muffled gags filled the room joined by the wet fapping of my nuts hitting his face. His hands went behind my thighs so he could pull me closer. The few inches of my cock that would come out shortened quickly until I buried it.

Holding myself there, I tested his resilience. Seconds passed and he wasn’t fidgeting. I think several minutes passed and he wasn’t writhing. Shifting my hips, I tried to cause a reaction from him, but he held strong. It must have been almost five minutes before I retreated thinking I choked him out.

Once I withdrew my cock from his throat, he gasped loudly. He sounded like he was trying to take all the air from the room into his lungs. Coughing multiple times, he sat up trying to recover.

“God damn, boy. You sure have talent.”

“Thank you – sir,” He was still catching his breath, “Glad I – can impress.”

“Let’s see if that ass of yours is just as talented.” I pointed at him and made a circular motion, “Turn around.”

With a devious smile he turned around and exposed his ass to me. His perfect pink hole winked at me. I didn’t waste any time as I attacked his ass. The man moaned as my tongue traveled in and out of his tight muscle. The sensation I was sending him was making the man quiver enough for him to tighten his muscles. I ran a hand up his back in an effort to calm him down. My move was right as he arched his back with my hand only to relax himself onto the bed. That action had his muscles relaxing for me to really dig into his ass.

I could feel the precum dripping from my dick. It was pulsing so hard it just needed to seat itself inside him. With moderate preparation, I couldn’t hold myself back any longer. Without even telling him what I was about to do, I pressed my cock up to his hole. Breaking past his opening was the easy part. The surprise caught him off guard as his breath hitched and then released an audible groan while I sank deeper into him.

“That’s it, take my dick in your ass.” Running a hand up his back again, I locked it around the back of his neck, “Don’t fight it.” 

“Fuck, sir. Please fuck me,” He whined.

I tightened my grip on his neck, “Oh I’m about to, boy.”

Without warning, I slammed my cock into his ass. He yelped at the sudden action. Instead of running from the force, he backed himself into me. Taking that invitation, I began a rough rhythm. His ass slapped against my crotch making the most exquisite sound. The force of our movements had his hole tightening around my pulsating dick. The feeling was divine.

My cock was having a ball slipping and sliding in his tight ass. I was losing myself in the moment allowing my second head to take over. The veracity of my thrust made me want more. I ended up fucking the both of us up onto the bed. I didn’t pull out once as we shifted across the messed-up fabrics. Now on the middle of the bed, I had him rotate on my dick as I kept my pace to where he was now on his back.

His legs were practically folded behind him giving full access to his abused hole. I was able to sink myself so deep, I was scratching my pubic hair against the crevice of his ass and taint. The scratching was sending tremors through the man as he begged me to fuck him harder. I did as he pleaded only to have him wrap his legs around me and rotate the two of us.

The sudden change had me confused as now I was on my back, and he was riding me like a stallion. His hands were on my chest and his hips bounced on my own. I was taken so far back by the exchange of power play. I fucking loved it!

“Oh, fuck!” I groaned, “I’m gonna cum!”

“Cum in me, sir!” He begged slamming his ass down harder on my dick, “Fill me with your seed.”

A couple more thrusts had that euphoric feeling burst through my body as I shouted, “Ah fuck!”

My cum shot from me and into him. I filled his hole riding out each wave of my climax. When spurts of cum hit me in the chest and neck was when I realized he came too. His ass pressed down on my cock making sure my seed gushed deep inside him. In a matter of moments, he collapsed onto me. He didn’t lie on me long as I pushed him to the side slipping out of him in the process. I got up from the bed and stretched my body from the act we just completed.

“Up for a round two?” The man asked showing his now leaking ass to me.

I chuckled at him, “Sadly no. I’ve got some work to tend to before tomorrow. You’ve been a wonderful distraction.” I walked towards the attached bathroom to clean myself, but said, “See my butler for your payment. Your discretion is appreciated,” before leaving him to collect himself.

There wasn’t a word of defiance as I heard him get off the bed and vacate my room. Looking at myself in the mirror I could only smile at how great I felt.