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Category: Writing and Poetry

It’s a Deal?

I took my coffee from the barista and nodded a thank you. He smiled at me and I returned it, tight-lipped. 

 

I stepped out of the shop and instinctively rotated the cup in my hand to examine the coffee-collar. Sure enough, written in a quick scrawl, was a phone number and a name, Josh. 

 

I took a sip and sighed as the cross-light turned and I briskly walked across the street to my red Volvo. I suddenly felt the familiar sensation of being watched. I got into my car and tucked into the heated drivers seat. I glanced at the side mirror and sure enough, noticed a black SUV with tinted windows parked next to the coffee shop I had just left. Pushing it to the back of my mind, I pulled down the sun visor and flipped open the mirror before puckering my lips to apply a matte red lipstick. I grinned, didn't want to keep Mr. Thompson waiting. 

 

I put the car into gear and swiftly moved from the parking spot. After driving a few blocks, I glanced at my rear view mirror and sure enough, the black SUV with tinted windows was following several cars behind me on my left. I chuckled and continued on for another mile before I hit the gas onto the highway. 

 

The SUV was in rapid pursuit as I swerved between trucks and zoomed ahead of cars. I got off on the next exit and took a sharp right onto a clear street. I quickly took another right and disappeared into a private parking garage. I eased into a spot and shut the car off, gathered my purse and phone, I opened the door and headed to the oak wood elevators. I smirked as the doors pinged shut. I was glad for the tailing, Mr. Thompson didn't like tardy women. 

 

————————————————————————

 

"Followed, you say?" Mr. Thompson said huskily as I stroked his shaft gently with my freshly manicured fingers. 

 

"Yes, Sir," I replied with a slight nod of my head. Whenever he goes away on business, he requests for my presence to fulfill his pleasure and allow him to dominate me. His stern demeanor and strict code of conduct had me cursing under my breath as he punished me repeatedly when he was first assigned to me as a client. Now he allows me to boldly fuck him whenever he is erect and waiting. 

 

The discolored indent of his wedding band caused  me to chuckle as I rode him hard. My buttocks bouncing nosily against his lap as his infamous cheating cock penetrated me. I stay silent. I'm paid to fuck cheaters of wives, army wives, casino owners, etc. name a high end couple and I likely fucked both of them in different rooms of the same house simultaneously. 

 

Mr. Thompson quickly pushes me into the covers, restrains my wrists with his hands and enters me. Thrusting deeper. His wife is a bit naïve. Suspects him of having a lose cock, but does nothing and tries to please him when he comes back from working late.

 

Work. I smirk. Yes, he works very hard stuffing his 50 year-old thick cock down my throat, in my ass and finishes inside me. Glad I'm on the pill. 

 

I felt a bit of pity learning of the wife that can't satisfy him. I pondered letting it slip that he requested escort services for every business trip, but as I spread my legs to have my clitoris sucked and my pussy pounded hard, I can't help but feel desired. 

 

"I'll increase my security detail when I request for you," he grunts as he hovers over me. 

 

The faint smell of tobacco smoke and cheap cologne to mask it. If he didn't make several grand an hour I would have been reluctant to feel a fleshy and withering rod in my groin. I would have found his slimy tongue repulsive as it slithered over my pulsing clitoris, or his hard and calloused hands that gripped my body. 

 

It's for the money I repeat in my mind after every grunt. Every thrust. Every time he ejaculates inside me and keeps fucking. It's just a few hours of ravaging my body. Then it'll be over.

 

It's been two hours and he's still thrusting in the same position. Holding my legs in the air. I warned him not to take over the recommend amount of Viagra since he will be hard for hours. I trained myself to stay wet, but his lack of ejaculation concerned me. I wasn't looking forward to a hospital visit and a scandal. 

 

Just then he suddenly pulled out of me and turned me over. Pulling my buttocks toward him, he spread my cheeks and pushed into my anus. My eye twitched as the tightness of my hole was forced to expand. He didn't pause to allow me to adjust, he just continued to thrust deeper until I heard him grunt loudly and slow before pulling out and entering my pussy to release his thick load.

 

I shuddered as he pushed inside slowly, keeping his semen from dripping out. As a woman who takes care of her body well I could proudly say his attempt at impregnating me every appointment never works. He offered to be my sugar daddy, but I respectfully declined, saying I like my job.

 

Today he is trying to convince me of the benefits as he continuously thrusts into me. Higher security, an unlimited allowance, sex whenever he is free, blah, blah, blah. I busied myself with his cock in my mouth to keep from answering. 

 

"I'll even keep those no-name fuckers from following you," he huffed as I sucked him. I froze. 

 

"You know who was following me?"

 

"I had a feeling the bodyguards of that Mr. Kingsley were sent after you to hunt me down," he said breathlessly. 

 

I frowned and gave him a final hard suck before he let out a groan as he climaxed. His dry orgasm was normal now. After five finishes and a bottle Viagra, he was spewing vapors from his cock now. 

 

He slumped onto the bed and sighed heavily. A few minutes passed before he spoke. 

 

"I have a request for you. Complete it well and I'll will reward you handsomely with five times the usual bonus I give you."

 

I looked at his belly as it quickly rose and fell in unison to his breathing. 

 

"Does this request come with a severance package and the original bonus if I fail?"

 

His breathy chuckle filled the room. He sat up on his elbows to look me right in the eyes. 

 

"I doubt you will fail, but yes. Even so, you are used to receiving material gain and status to move up, falling for that manipulative playboy is the last thing on my mind. So... do we have a deal?"

 

I breathed steadily and smiled at him. I nodded with my calves crossed behind me. 

 

"We have a deal."


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