“Easy Ken, not yet, understood?”
I whimpered and nodded.
“This is your hotel, whenever you come to town,” he said, knowing I would be spending a lot of time in Chicago if we won the account.
“When you are in town, you will service my cock and maybe some select friends like a good little cocksucker, Understood?”
“Yes Sir, Calvin,” I said, trying not to come, but I was so close.
His thumb slowly and ruthlessly rubbed my tip.
“Repeat after me, Ken,” he commanded. “‘I love Black cock.'”
“I love Black cock, please!” I jerked forward, on the verge of blowing my load on his hand.
He stopped rubbing but held my cock. It pulsed in his hand, but somehow, I did not blow.
“Wow, that was close Ken. Just so you know, if you come without permission when you are in this hotel, you will be punished. But if you obey, I will reward you.”
Still not rubbing, he continued. “‘When I am in Chicago, I live to serve Black cock.'”
I repeated mindlessly, needing to come.
“‘I will obey you, and anyone you tell me to serve.'”
“Please, don’t…” He began to rub again, and I surrendered instantly. “I will obey you and anyone you tell me to serve.”
“Good boy, Ken. Markus and Malik will be here soon. You will remain naked until they arrive and do as they tell you. Is that understood?”
He began to rub, and I said what he wanted to hear. “Yes Sir, Calvin.”
“Your mouth and your ass belong to me now, and I promised Markus your cherry, understood?”
“Yes, can I please come?” I asked, desperate for relief.
He released my cock.
“I’m proud of you for asking, Ken. You are learning your role as cocksucker very quickly.”
He stepped forward and pressed his stiffening cock against mine and began rubbing us both with his right hand.
“You can come, Ken and whoever comes first, gets to suck their cum off the other’s cock,” he teased, knowing I had no chance.
He was right, the thought of him sucking my cock and the feel of his hot hard-on against mine sent me immediately over the edge.
I jerked forward, nearly head-butting him as my orgasm hit. Being my third of the past couple of hours, it did not rocket out, but pumped out directly onto our cocks as he rubbed us together. The feeling of my cock pressed against his was like nothing I had ever imagined. And our chests bumped as I spasmed and came on his cock.
As it passed, I dropped to my knees, happy to be face to cock with him again. I licked up his length, tasting my own cum and pushed him into my mouth sucking my jizz off of him. He was fully hard again, but to my surprise, he pulled me off.
“Thanks, cocksucker, but I can’t be here when your new friends arrive. I have a reputation to uphold, and I am on duty.”
He picked up his underwear and shuffled into them, so I tried the same, but he stopped me.
“Don’t bother Ken, they want you naked. Go ahead and clean up, though. Nothing happened between me and you. Understood?”
“Yes Sir, Calvin. Understood.” I didn’t see any good coming from them knowing I sucked Calvin’s cock too.
“Good. Anybody finds out about us, so does Lexie,” he said, putting on his pants. “Oh yeah, here you go.”
He tossed me a tube of lube, driving home what I was in store for me.
“I don’t think Markus is gonna slow down and apply that before he, ah…” He stopped, looking for the right words.
Not wanting to hear the words spoken out loud, I cut him off. “Thanks,” I said as the rest of his sentence played in my head: ‘Bends you over and fucks you in the ass!’
I sat down, dumbfounded by the thought and what I might do to get out of the situation I found myself in.
“If it were my first time, I would put some of that on so you’re ready when he gets here, but I would also stretch myself out a bit, it will make it more ‘enjoyable’. I told them you had big meetings tomorrow, so they had to wrap up in an hour and let you rest up for the big day. If all goes well with your meeting, we can celebrate tomorrow night. Thanks again. Damn, they were right. You are an exceptional cocksucker.”
With that, he left the room, leaving me to contemplate what had just happened and what to do about my next visitors.
That is how it all began, and in some ways, it didn’t seem possible that twenty years had passed, but in other ways, it seemed like I had always been here, awaiting instructions on who to serve next and how. There have been so many over the years, and except for my second trip to Chicago, I have always stayed at the same hotel. I learned the hard way the consequences of staying elsewhere. But that’s a story for another day…
To be continued.