Just as she was approaching a huge climax, he stopped and stood up in front of her. "So, you want to cum already, you little slut, do you?" "Yes, yes, please...!"
"You haven't even been begun to be punished, but you think you deserve a reward? I don't think so." And he slapped her across the face. "On your knees sweetheart." She knelt again and took his engorged penis into her mouth and eagerly stroked him and she moved her mouth up and down his shaft. Smiling is satisfaction, Nick unbuttoned his shirt halfway and then pulled both his shirt and undershirt off over his head in one quick gesture.
Now naked with his cock in her mouth, Nick pulled her head onto his cock again and again savoring the delicious feeling of growing harder and harder. When he felt the first stirrings of cum in his balls, he pushed her head away. "Crawl over to the ottoman, slut," he ordered. Cassidy did as she was told and draped her naked body over the black leather ottoman with her knees and elbows on the floor on either side. "No," Nick said, "I want your ass right in the middle." Cassidy squiggled up until her ass was in the middle - a more uncomfortable position with her knees off the ground and her head hanging on the floor.
SMACK! The first blow of his hand came as a complete surprise catching her off guard and causing her body to jump. The second came harder on the other side of her ass and then more continued in quick succession alternating on each cheek with an occasional blow to the upper thighs for good measure. Cassidy's body was twitching with each spank and her cries were getting more and more desperate. "Be quiet slut," Nick ordered and Cassidy tried to stifle her cries as he kept up his brutal spanking.
Finally, the blows stopped raining down and Cassidy tried to catch her breath and stop the tears from steaming down her face to the floor. "Good girl," Nick purred as he began gently caressing her now bright pink ass. He stood up and opened a desk drawer and took out a black leather riding crop. He trailed the leather end over her ass and she squirmed. "Know what this is baby?"
"No sir." Nick flicked it a few times on her butt and thighs and then slapped her upside down face with it, pausing to run it across her lips. "Please no, Mr. Anthony, that will mark me," she pleaded. TWACK, TWACK, TWACK - it came down on her ass three times and then stopped. "Ok Cassidy, I won't mark you after all, but from now on, you're going to be my little fucktoy, aren't you sweetheart?"
"Yes, yes, please, anything, anything you want at all, just don't mark me."
Nick put the crop down and slowly straddled the ottoman and her lovely naked body. He pushed her ass further towards her head so her pussy was facing straight up. He gave his cock a few quick strokes to harden it up and slapped her ass with it. He then slapped it against her soaking pussy lips and wiped it up and down her pussy lips. When Cassidy moaned, he thrust it all the way inside her with no warning or further preparation and ground it back and forth. Cassidy let out a loud whimper and he began fucking her in earnest hard and fast.
Throughout high school, college and her young adult life, Cassidy had plenty of boyfriends, lovers, random hookups as well as an occasional female playmate. But she had never been fucked like this. The position was uncomfortable but thrilling in its novelty at the same time. Even time Nick's cock slammed into her, it pushed her head into the floor. She had to push up by her elbows to avoid being pushed off the ottoman and all the way to the carpeted floor. Nick now pulled out his cock, turned around and grabbed her ankles and thrust his cock back in fucking her upside-down and backwards.
After several minutes of fucking her, Nick uncunted and walked around to her feet, reached up and pulled her by the hips back fully on to the ottoman. He flipped her over so her head was hanging down face up and her legs spread across the ottoman pussy up. He now knelt on either side of her hips, penetrated her again and fucked her hard as she kept her feet up in the air. As he fucked, he pulled a foot over and alternatively sucked and lightly bit her toes. "Oh fuck," Cassidy thought, "I've never been fucked and used so thoroughly, I will be this man's fucktoy forever."
Continuing to fuck her, Nick reached down and started massaging her clit with his thumb making her whimper and moan. Suddenly she felt something different and slightly knobby replace his thumb. A thrill coursed through her clit and her entire body as the pulsing vibrations of a thumb sized vibrator shook her body and he fucked her in rhythm with the pulses. She came again and again screaming as the sensations of his cock sliding in and out of her and the vibrator on her pussy became the only things in her universe.
Pulling his cock out, Nick walked around to her head, knelt, inserted his wet cock in her upside down mouth, put the vibrator back on her clit and pumped his cock several times before he let out a roar and shot waves of his cum into her mouth and over her pretty face. He let her lick and gently suck his cum covered cock until he was finally limp.
He paused and gazed at her pretty little body and her cum covered face and then slowly stood, gathered up her scattered clothes and walked to his office door with Cassidy watching him still on the floor. He opened the door and threw her clothes and shoes out into the hall and said, "Get out slut."
Stunned, Cassidy stood up and ran to Nick and threw her arms around his neck trying to kiss him. But he just untangled her arms and pushed her naked out into the hall and locked the door.
Sobbing, Cassidy picked up her clothes and ran down the deserted hall to the ladies room feeling all the way like the complete and total slut she was. She composed herself, washed her face and rubbed several wet paper towels between her legs praying no one would come in the bathroom. She turned around and looked in the mirror relieved to see her ass was pink but not bruised. She slowly got dressed still trembling with shame but also with sexual satisfaction and wondered how on earth the same thing had happened to her twice in the past two weeks at the same law firm. Now fully composed, she exited the bathroom and held her blouse together with one hand and walked down the hall to the elevators. On her way, she looked into a familiar looking office and saw the firm's senior partner Travis Harmon at his desk. He looked up as she passed and smiled.
Nick smiled and laughed a bit as his office door slammed shut. He slowly got dressed and texted Bethany that he'd be over soon. And then he pulled the 12 completed Board books Ms. Rogers had prepared for him last week from his bookcase and laid them out on his desk for the meeting on Monday.
Before leaving his office he looked out his window and saw a disheveled Cassidy clutching her torn blue top and climbing into a cab. Laughing again, he reminded himself to thank Travis for the referral.