Punishing His Accountant 3: Contract Settlements

by Alicia Roberts

  She stepped into the heels and examined the jewelry. It was a pair of silver rings with tassels to fasten around her nipples, connected by a twist of silver chains. Already highly aroused, Ella pulled at her nipples to harden them and fastened on the rings.

  She walked out into the hallway. The silver tassels hanging from her breasts tossed back and forth as she tottered into Josh’s study in the platform heels.

  He was seated behind the desk. “Ah, Ella, you look delicious,” he said, running his eyes down her body from head to toe, pausing to linger on her breasts with the silver jewelry attached.

  “Turn around,” he ordered.

  Ella turned her back to him so he could look at her bare ass in the G-string.

  “For the rest of the evening, your job is to service me according to the terms of the list I showed you earlier,” she heard his deep voice say behind her. “Like a good submissive, you will keep your eyes down and do as you are told. Now follow me.”

  Ella heard the jingle of a set of keys and the sound of a door being unlocked. She followed Josh through it with her eyes cast downward.

  “Have a look around, Ella,” he said. “See what’s in store for your punishment tonight.”

  Ella gasped as she looked around the room. Everything on the checklist was there in front of her.

  Her eyes fell on the first item on the list, a plain wooden spanking bench on a small platform.

  “Step up,” Josh said, nodding to the bench.

  Ella walked over to the bench, balancing unsteadily on the platform shoes. Her bare ass was already tingling with anticipation as she stepped up on the platform.

  “Bend over, Ella,” she heard Josh say behind her.

  She obeyed, bending from her waist across the bench and lowering her head. Her hair fell down over her face.

  “Hands together,” Josh said. He fastened a set of leather handcuffs around her wrists and clipped them to a rope attached to the platform.

  “Lift your head, Ella,” he continued. “I want you to take a good look at this.”

  Josh was wearing a pair of black leather gloves. In his hands he held a wide black leather belt with heavy silver buckle and a pair of ovals scooped out of one edge.

  “I’m going to wrap this around the bench and fasten it around your hips to lift your nice round ass and make it stick out so I can discipline it thoroughly,” Josh said.

  Ella heard the clanking of the buckle as Josh fastened the leather strap under her ass cheeks and buckled it tightly to the bench. She stood on the platform in her high heels with her arms and head hanging down, completely immobilized, waiting for her punishment.

  She felt Josh’s gloved hand stroking the cheeks of her ass in a circular motion. The soft leather of the gloves made her burn with desire.

  Slowly at first, then faster and faster, Josh began to swat her lightly, alternating between her left and right ass cheek. Ella’s ass grew warm as his hand smacked it. The leather glove made a loud slapping sound with each smack. He finished each swat with a slight squeeze, just enough to make the flesh of her butt jiggle and bounce back down on the leather strap. He took his time, and Ella knew he was enjoying the sight of her bare ass quivering with each blow and flushing bright red.

  Ella was so turned on that she thought she would lose her mind. She wanted to gyrate her hips with pleasure, but she couldn’t move. The feeling was like nothing she had ever experienced before. It made all of the pleasure build up internally, deep in her belly.

  “All right, Ella, your warm-up is over,” she heard Josh say. “Now you’re going to get ten hard swats with this.”

  He stepped in front of her and showed her a leather paddle with a pearl handle, then stood behind her and gave her the first swat.

  She screamed as loud as she could scream. Another swat landed and she screamed again.

  “You won’t be able to sit down tomorrow when I finish with you,” Josh said, and gave her a third swat. “In fact,” he said, giving her a fourth one, “I can guarantee that after this, embezzling funds will never cross your mind again.” He smacked her ass with the paddle again.

  Ella’s ass burned with pain, but she wanted more, and Josh gave it to her. After the tenth swat, he lightly caressed her bottom with the leather glove to rub away the sting.

  “Had enough?” he asked.

  “Yes.” Her hair hung down around her face. She felt completely punished and humiliated.

  “Yes what, Ella?”

  “Yes, Sir, I’ve had enough swats,” she pleaded. “Please don’t spank me any more.”

  Josh took off his gloves, walked around to the front of the spanking bench, and unclipped Ella’s cuffs from the platform. He helped her straighten up and unfastened the leather strap from around her ass after taking a moment to look at his work.

  “Fellatio is next,” he said, undoing the leather cuffs from around her wrists and leading her to the bed.

  “Get up on the bed and kneel down on all fours,” he ordered.

  Ella did as she was told.

  Josh stood before her. Ella could see the bulge of his cock through his pants.

  “You know what fellatio means, right, Ella?” he said.

  “Yes, Sir.”

  “What does it mean?”

  “It means you’re going to make me suck your cock.”

  “Excellent,” Josh said, unzipping his pants. “Reach into my trousers and take it out,” he ordered. “Play with my cock.”

  Eagerly, Ella slipped her hand into the fly of Josh’s pants and closed her hands around the big, meaty shaft. She loved Josh’s cock, especially when it was half-hard like this. She took it out and slid her hand up and down the length of it, feeling the smooth skin in her hand.

  “Close your eyes,” Josh said. Ella did as he told her.

  “Lick it and kiss it.”

  Ella planted kisses on the smooth head as his shaft grew harder in her hand. Extending her tongue, she licked the length of his cock like an ice cream cone.

  “Now take it in your mouth. Take your time, but you are not under any circumstances to make me come.”

  She opened her mouth wide and sucked him, slowly and thoroughly. After a few minutes, she began to zero in with her tongue on the special spot on the underside that she knew would drive him crazy. Josh groaned as she worked her magic on his cock.

  “No you don’t, Ella,” he finally said, backing away. “You were trying to make me come, weren’t you?”

  Ella lowered her eyes and nodded her head.

  “Disobedient again,” Josh sighed, zipping his cock back into his trousers. “I don’t know what to do with you. You’re a tough case.” He motioned to her. “Lie down on your back.”

  When Ella was lying on her back, Josh took four leather cuffs fastened with ropes at the four corners of the bed and buckled them around her wrists and ankles, leaving her spread-eagled and helpless on the mattress.

  “I’ve already spanked you, and yet you still want to be naughty,” he said. “Let’s see how much pleasure you can handle.”

  He unclipped the silver nipple jewelry she was wearing and deposited it on the nightstand, then took out a large, fluffy feather. “We’ll start with your breasts,” he said.

  Ella moaned with pleasure as he whisked the feather back and forth across her nipples, teasing them to erectness. After several minutes of stimulation with the feather, Josh knelt above her and sucked her left nipple while he teased and caressed the right one with his fingers. Eventually he switched sides, kissing and sucking her right nipple while he played with her left.

  Straightening up, he unfastened the cuffs that secured her ankles, but he left her arms tied up. Ella remained the obedient sub, and kept her legs spread wide apart for him.

  Josh picked up the feather again and brushed it up and down her clitoris. Ella whimpered with pleasure and frustration.

  “You think you’re frustrated, Ella,” Josh said as he continued to tease her with the feather. “Think of how it is fo
r me when you just won’t do as you’re told.”

  Josh’s teasing of her clit continued for what seemed to Ella like an eternity. At last he set the feather aside and knelt above her on the bed.

  “I know what you want,” he said. “But you’re going to have to ask me for it.”

  Ella knew exactly what she wanted. “I want your tongue,” she said.

  “Where do you want it, Ella? Tell me exactly where you want my tongue.”

  Ella writhed on the bed with desire and frustration. “Please lick my pussy,” she said.

  “Gladly,” Josh said, and lowered his head between her thighs.

  It was the first time Josh had given her oral sex, and Ella knew right away that his technique was something special. He caressed her entire pussy with his tongue and rubbed the stubble of his beard all around her sex, just hard enough to burn a little. She humped her hips up at him, feeling the hot ache in her ass where he had spanked her earlier.

  Josh zeroed in on her clitoris with his tongue. Ella lazily ground her hips back and forth, moaning with pleasure as his tongue flicked at the tiny, sensitive nub of flesh.

  He lifted his head and looked at her spread-eagled on the bed with her arms shackled to the bedposts and her legs apart, her pussy glistening and wet.

  “It’s time for the last item on the list, Ella,” he announced. “Do you remember what it was?”

  “Yes,” Ella said, and waited for his reaction.

  “You’d better be more specific than that,” Josh warned her. “Otherwise I might be tempted to raise your legs up in the air and lay another couple of swats across your butt.”

  Ella wanted him to do just that, but she wanted him inside her even more.

  “Will you fuck me, Sir?” she begged.

  Josh nodded in satisfaction. “Say it again, Ella.”

  “Please fuck me, Sir.”

  He rose from the bed and lowered his trousers to the floor. Tied to the bed, Ella’s body went taut with anticipation as she saw his erect cock and lean, hard body.

  Josh knelt between her legs and rubbed the head of his cock up and down the wet, slippery length of her pussy, then gradually entered her, filling her up with his hard dick.

  Ella rocked her hips up and down in unison with Josh’s expert strokes, answering his every thrust with one of her own.

  “Say it, Ella,” he whispered in her ear.

  “Fuck me, Sir,” she responded. She flung her thighs as far apart as they would go, to let him deeper inside her. His hard, smooth cock filled her up and stretched her out as they moved together in harmony.

  Ella’s breathing turned to ragged gasps as the first spasms of her climax tore through her body. Involuntarily, she pulled against the cuffs that restrained her arms as Josh drove himself deep inside her, wringing every last drop of pleasure out of her and leaving her limp on the bed.

  His orgasm immediately followed hers and a low groan escaped his lips.

  They lay coupled together for a few minutes before Josh arose and deftly unfastened the cuffs from around her wrists. He stripped off her lingerie and stockings, pulled the covers up over their naked bodies, and gathered her into an embrace.

  As Ella drifted off to sleep, the last thing she remembered was the warmth of his chest and his big hand cupping the sore cheeks of her butt.

  ***

  Ella was alone in bed when she woke up the next morning, but she found a note next to a white fleece spa robe on the chair.

  “Breakfast in the dining room at 9,” the note said.

  She had half an hour, so she put the robe on and made her way across the hall to her dressing room. She took a long shower, smiling to herself as she thought of the previous night. The discipline, the bondage, the sex – all of it had been so incredible that she had to make sure she hadn’t dreamed it.

  Ella rubbed her sore ass and smiled.

  Josh had left her an outfit of street clothes in the dressing room: a pair of designer jeans, an emerald green cashmere sweater, and tall leather boots. As she dressed, she remembered his words about their contract the night before and realized with a pang of regret that their agreement was at an end.

  Josh was seated at the dining room table. A large tray was loaded with freshly baked bagels, smoked salmon and fruit. There was a carafe of coffee for Josh and hot water and tea bags for Ella.

  Josh stood up and made her a steaming mug of tea before pouring himself a cup of black coffee, then spread a bagel with cream cheese and salmon, added some fruit, and set it before her.

  After they ate, Josh began their discussion. “Congratulations, Ella. You’ve completed your contract as my personal secretary. I have already direct deposited your balance due of $99,486 in your bank account, along with your bonus of $50,000.”

  “I’d like to add that you have thoroughly earned your bonus,” he said, “and I don’t just mean last night, either. After a few initial mistakes, you were extremely professional and brought power and prestige to my business dealings. I couldn’t have done it without you.”

  “Thank you, Sir,” Ella said.

  Inside she was numb. It’s all over, she thought.

  “As I promised, I’ve already secured you a new job. If you choose, you have a position waiting for you as chief accountant at another company. I’ve passed along your phone number and they will be contacting you.”

  “Only one thing remains,” he said, “and that is to release you from our contract.” He took out a manila folder, placed the document in front of Ella, and gave her a pen.

  The release form was a simple one-page affair referencing their original contract, acknowledging payment, and releasing the two of them from all further obligations. Woodenly, Ella picked up the pen and signed and dated it before handing it back to Josh for countersignature.

  As Josh placed his signature below hers, Ella watched him for signs of emotion, but she saw none.

  “I’ll send for the car to take you home,” Josh said, pulling out his cell phone.

  As the car took her back to Hyde Park for the last time, Ella tried to convince herself that she should feel relieved that she was no longer under contract to her former boss. The embezzlement was permanently behind her, she was nearly $250,000 richer, and she had a new job as a chief accountant waiting for her.

  It wasn’t working. She felt like she had just been dumped.

  Chapter 3

  Ella’s new job was with a large publishing company in the northwestern suburbs, not far from where she grew up. It was a long commute from Hyde Park, but the company gave her flex time and even let her work from home two days a week. She had been there a month and had already mastered the job, so her career was stable again.

  After she left Josh’s house the morning she signed the release form, she had resolved not to let the end of their relationship bother her. After all, he had never pretended it was anything other than what he’d presented her with – a business agreement. Ella decided to do the same. It wasn’t her style to play the fool.

  After her experience with Josh, she found herself getting more dates. Maybe she carried herself differently, or maybe she was dressing differently, but the offers were frequent and numerous. Most of the men she went out with were nice and had good jobs. She even slept with a few of them, but only once. That was probably a mistake. They kept calling her and leaving messages, but Ella didn’t return their calls.

  The sex had been average. Before she met Josh, she probably would have been satisfied with it. Now Ella realized how powerfully the role of submissive had become a part of her, and how much she needed a man who was dominant.

  The truth was, Josh had ruined other men for her.

  Ella resolved to cope as best she could. She boxed up all the lingerie he had given her in a storage bin and stashed it in a closet. She kept the three-inch heels for special occasions but stowed the four-inch pumps away with her winter boots. Shoes like that would only look out of place in the life she was living now. She made a resolution not to brea
k any more hearts, so she stopped going home with her dates. She bought a box of fresh batteries for her vibrator.

  ***

  The snow had melted and the city crews were planting flowers in the enormous street planters the day she bumped into Josh.

  She was coming out of the bank through the revolving door as he was going in. The sight of him on the other side of the glass startled her so much that she forgot to exit the revolving door, which continued to spin until she found herself back inside the bank and standing next to him.

  “Well, hello, Ella,” he said warmly. “It’s good to see you.”

  Ella’s heart was pounding so hard that she wasn’t sure she could speak. “Hello Sir,” she said, before she caught herself.

  She had called him Sir in public, by mistake. It doesn’t matter, she thought to herself. Their contract was no longer in effect.

  Josh had noticed her error and looked amused. “How is your new job going?” he asked.

  Ella’s heart rate was slowly returning to normal. “It’s really working out well,” she said. “I appreciate your helping me get it.”

  “My pleasure.”

  Ella took a deep breath. Now that the shock of running into him was wearing off, she found she was happy to see him. “And how is business?”

  “It’s been okay,” Josh said. “Though it was better when you were helping me.”

  He smiled and looked directly at her. His dark eyes burned with the look Ella knew so well from their months spent traveling together.

  “Would you like to have dinner with me this Friday night?” he asked.

  Ella mentally went over her calendar and remembered that one of the salesmen at work had asked her out for drinks that night, but she hadn’t said yes or no.

  “Of course I would,” she told Josh.

  “Great. I’ll pick you up at seven.” He planted a quick kiss on her lips, turned, and got in line at the teller’s window, leaving Ella to find her way out through the revolving door again.

  Instead of sending his driver for their dinner date, Josh picked her up himself in a sassy little BMW two-seater coupe and took her to a small, intimate bistro in the Near North district. The place was lit by flickering candles, and the food was excellent.