The Submissive CEO

The smile was frozen on Emily’s face as she kept her focus on her computer screen and, once she was sure she had left the online meeting, the smile broke and immediately left her face. She heaved a sigh, her breasts pushing out against her tight button up business shirt as she did so. She heard the message alert on her phone, glanced down at her phone and her lips curled up in a small smile when she saw the name. She had recently started seeing Todd, who she met on a dating app. She was only hoping to release some pent up sexual frustration and she enjoyed spending time with Todd, but, things had been very vanilla. Todd had indicated at the last date that he believed Emily needed to be dominated after a long day of making tough decisions but she had heard this from previous lovers and hadn’t yet found one who had strong enough traits to dominate her “take charge" personality. Todd seemed eager to please her and was soft spoken. Emily doubted Todd could dominate her the way she had hoped. Her former lovers had disappointed her in the art of dominance. Her desk phone rang and Emily picked up the handset to hear her receptionist’s voice on the phone. “I have Todd on the phone for you, Emily. Would you like to take this call?” Emily opened her mouth to tell her receptionist to let him know she was in a meeting but stopped. She was a little annoyed as she had told him never to call her at work but she was interested to know what was so important that he would cross this boundary and, instead, accepted the call.

“Did you read my text?” Todd asked her.

“I’m at work. I’ve had a long busy day and I’m busy.”

Todd didn’t back down. “It’s a text. It takes a second to open it and it’s just two words. Open it.” Todd’s voice had a firm tone to it.

Emily opened the text. “High heels”. “Look, Todd, I don’t have time for games right now. We’ll talk about this later.”

Todd still refused to back down on this. “Emily,” he firmly said “when I text you these two words, you turn up at my apartment at 7 pm, wearing high heeled shoes, stockings and suspenders. I’ll have everything else you need here. See you at 7 tonight.” Without waiting for a response or saying goodbye, he hung up.

It was 6:50 pm when Emily knocked on Todd’s door. Todd opened the door and took in the sight of Emily. He was wearing black pants, a business jacket, a white business shirt and a blue tie. His gaze brushed over her tight black dress, the stockings and the plain but classic black high heel shoes. He stepped aside to let her in and, once she had stepped inside, locked the door behind him. “Follow me.” Todd made his way down the long hallway. Emily followed Todd to the door at the end of the hallway, through the doorway and down a winding staircase. The room was dimly lit and appeared to be a bedroom with another door. Maybe an ensuite? Todd turned to face Emily. “On my high heel command, you will turn up wearing something classy, but sexy. Something that shows off your figure. You’ll wear sheer black stockings, not pantyhose, and you’ll wear suspenders. When you arrive, the shoes, stockings and suspenders will be the only things you’ll keep on as I’ll have an outfit of my choice out for you to change into when you arrive. You’ll immediately change, and sit on the bench in front of the bed, on your knees, with your back to the bed. You’ll say nothing and wait for my commands. If you don’t obey me or please me, you will be punished.”

Emily looked at Todd in disbelief of this unexpected dominance. “What if I don’t like what we’re doing?”

Todd turned to leave the room and as he was leaving, stated “I know you well enough to read you to know when you’re not enjoying it. In this room, you’ll address me as sir. Your outfit is laid on the bed. Be ready for me in 10 minutes.” He closed the door behind him.

Emily could feel a stir of arousal. This was different and exciting.

Emily inspected the outfit Todd had laid out for her to change into. A black satin under bust corset, matching crotchless panties with an opening front to back and a collar. Emily changed into the outfit, folding her clothes and placing them neatly on the chest of drawers in the room. She then got into the position Todd had informed she was required to take and waited, looking straight ahead and fixating her gaze on the door in front of her. Waiting for Todd to return. Emily waited for what seemed to be a long time and she began to wonder if he was coming back when Todd entered the room. Still wearing the same clothes he had on when she had arrived at his apartment.

He pointed to one of the many wardrobes built into the wall and instructed Emily to choose the tool of her punishment in the wardrobe. Emily obediently went to the wardrobe and opened it to find different sizes and types of floggers, whips, cat of nine tails, riding crops, candles and nipple and clit clamps with teeth. There was also a variety of vibrators which puzzled Emily as to why they would be a punishment rather than a reward. She glanced at Todd who had a stern serious expression on his face. “Emily!” He spoke with a sharp tone in his voice. “When I give you a task, you carry out the task without hesitation!” Emily took a vibrator. She was curious and excited to know how this would be used as punishment. Todd motioned for Emily to place the vibrator on the chest of drawers and Emily did so. “Back to your position, Emily.” Emily returned to the position she was it when Todd had entered the room.

Todd stood in front of her, trailing a finger along her exposed breast, taking her nipple between his fingers and squeezing. Emily gasped and Todd tugged at her nipple while squeezing a little harder, causing Emily to moan. “Are you wet, Emily?” The expression on Todd’s face had softened.

“Yes.” Emily replied.

The stern serious look returned to Todd’s face as he sharply replied “Yes, WHAT?”

Emily’s thoughts snapped back to recall previous instructions Todd had given and quickly said “Yes, sir.”

“You only orgasm when I give you permission. If you orgasm without permission you’ll be punished. You once told me your day is full of delegating tasks and making sure they are carried out and completed correctly. In this room, you’ll have the reverse. You’ll be told what to do. You’ll be rewarded for a job well done and punished if you hesitate, don’t do as your told or don’t carry out the task to my satisfaction. Do you understand?”

“Yes, sir.” Emily replied obediently.

“Suck my cock” Todd ordered. Emily unbuckled the belt around Todd’s trousers, undid the button and unzipped his trousers before Todd added to his command “We’ve wasted a lot of time tonight already and I need an early night. Make me cum in three minutes.” Emily paused and looked up at Todd’s face. A three minute blow job? Was this some kind of test? “You’re on the clock and wasting time!” Todd stated. Emily took Todd’s cock out of his boxers. She started to run her tongue up and down the shaft of his cock and took his balls in her hand when Todd then added to his command. “Use only your mouth and tongue.” Emily dropped her hands to her sides as she took his cock in her mouth, sucking the end of his cock while twirling her tongue over the tip. She slid her mouth further down his cock, tightening her lips around his cock as the tip of his cock rubbed against the roof of her mouth. She paused for a moment to move her mouth back up to the top, sucking hard on his cock and stroking up and down the shaft with the tip of her tongue. She quickened her pace in this action, urgently moving her mouth up and down his cock and sucking until he took her head in his hands, pushed his cock balls deep in her mouth and came. Emily swallowed his warm cum as he withdrew his cock from her mouth.

“You took you four and a half minutes.” Todd stated. He turned to the wardrobe which contained the punishment tools. He returned with handcuffs and a riding crop.

Todd took Emily’s right hand and locked a handcuff around her wrist. He instructed her to stand, turn around to face the bed and bend over. Todd fed the free end of the handcuffs behind one of the bars at the foot of the bed and locked her left wrist in the free handcuff. Todd retrieved the vibrator on the chest of drawers, running it up and down between her legs before sliding it in effortlessly. He reached down to flick and squeeze her nipple and Emily moaned softly. “Emily, you are not allowed to orgasm.” Todd instructed.

“Until you say I can orgasm, sir?” Emily asked.

“No,” Todd replied “you will not be allowed to orgasm tonight.”

Todd turned the vibrator on and turned it up a notch. Emily gasped as she felt herself getting closer to losing control. Todd thrust the vibrator inside her hard before taking it out completely and driving it back in. He turned the vibrator up to full speed, fucking her harder and faster and Emily cried out, just as her orgasm hit. She yelped when she felt a sharp pain across her ass, followed immediately with another one and realised Todd had struck her with the riding crop twice and then a third time as she felt the sharp pain across her ass again. She felt a different kind of arousal this time. As Todd continued with the sharp strikes, she felt a sharp pain at the site of the strikes with a tingle rippling through her body, causing a wage of pleasurable arousal. One more strike and she arched her back and yelped again, feeling the heavenly contrast through her body and knowing if she were to tell Todd that it was going too far. If she were to tell him to stop, he’d cease. Todd stopped and uncuffed Emily.

Emily stood up, turned around to face Todd to see the soft expression on his face she had always known until this evening. Todd wrapped his arms around her tight before kissing her lips.

Emily knew she’d be back to experience more of this as she had finally met her match.

If you want to read more, look out for other parts to this story, which are still being created.