A timed blowjob exercise

With his wicked scheme in tow, Jared made his way over to Rebecca's desk. She froze as he made his approach, but for some reason didn't seem concerned. In fact, she almost appeared as if she was preparing to say something.

"Rebecca, go ahead and get your things packed up. Before you leave, however, I want you to wait for me in the conference room," Jared directed.

"O-okay but, uhm," she began, stammering, "you see my mom drove me to the office today since my car is in the shop. She'll be waiting in her office for me and is probably wondering where I am right now!"

Rebecca smiled widely, as if she had already won.

Jared smiled as well, "oh don't worry about that, I'll message Aileen. I'm sure she'll understand once I explain the demerit system to her."

He watched with delight as her expression bore the signs of defeat, not victory. With that, he walked back to his desk to compose the message and wrap up any remaining tasks. Rebecca began packing her things for the day, slowly and as if she had been apart of a losing sports team.

He then watched as she walked slowly over to the conference room, leaving her belongings at the table. The view of her walking away was a million times better given what he had in store for her. It made it difficult to think, let alone review the message he just finished composing for his boss. In it he had explained the demerit system as well as how Rebecca earned herself 8 demerits already. Within less than a minute of sending it off did he receive a response. It simply contained a wink emoji and a thumbs-up emoji.

Good enough for me, he thought out loud.

Having rushed through his remaining work, Jared took a massive deep breath in preparation for what was about to be the best release he'd had in weeks (maybe months?). A jolt of excitement coursed through his body as he realized how many more releases awaited him in the days to come, even the possibility of fooling around with Aileen!

Jared shut down his computer and got up from his desk. The office was relatively dark now, save for some security lights that never turned off and of course the conference room in which Rebecca awaited her fate.

As he approached the room he made a quick glance at the closest area to his department and saw that it was empty. It wasn't as if anyone was going to hear what was going on in the soundproof room, but he was slightly worried about someone being curious of the conference room light being on. With the coast clear, he took another deep breath, and turned the handle on the door.

Rebecca was sitting at the spot she had originally placed herself in the morning. She watched as Jared entered the room, but quickly returned her glance to the table top as he walked toward the whiteboard wall. He stood there in the open as he looked at Rebecca expectantly.

"Come here, Rebecca," he commanded.

Her shoulders sank in dread as she furrowed her brow. The way she pouted made Jared weak in the knees. Her eyes remained downcast as she began making her way to Jared's end of the conference room However, she froze when he pulled the chair out from the table and placed it to the side.

"Now, Rebecca," directed Jared. The chair was off to his left side and had no apparent purpose, or at least none that was related to what had happened that morning. He faced the seat toward them, which was even more puzzling as Rebecca struggled to figure out what was going to happen to her.

She quickly closed the gap as to not invoke any further wrath from her perverted boss. But when she got close, she wasn't sure where to stand.

Jared reached out with both arms, causing her to flinch. He grabbed her shoulders and re-positioned her to be directly in front of him. His hands then dropped back to his pockets as he took in Rebecca's beauty. She looked up at him with her pouty eyes and frowning lips, begging for mercy. She would not get it.

"Okay, so here's what we are going to do," he began, bringing his watch up to his face. He began messing with it as he continued, "I'm going to set my watch for 2 minutes. That is how long you have to make me cum in your mouth."

Rebecca's jaw dropped as her expression turned from sad little girl into horrified teen. Her eyes were angry, but she made no sound.

Jared figured it best to continue with his explanation, "if you cannot make me cum within 2 minutes, you will receive a spanking similar to what you were given this morning."

"What!? No!" she protested as she backed away a little.

"That little outburst just gave you another demerit. That puts you at 9, Rebecca. If you don't like this punishment, you definitely won't like what comes at 10," Jared explained.

She wanted to protest further, but was horrified at the possibility of a worse punishment than this.

"Are you ready to listen now?" Jared asked.

Rebecca looked down in defeat, sealing her fate with a nod.

"Good," he continued, "if you cannot make me cum within 2 minutes, you will receive a spanking. That spanking will last for 2 minutes. After the time is up, you will then have 3 minutes to make me cum in your mouth. If you fail again, than you will receive another spanking, this time lasting for 3 minutes. This pattern will continue until you have swallowed every drop of my cum. Do you understand, Rebecca?"

Jared's cock was about ready to burst out of his pants. Rebecca's face contorted this way and that, trying to comprehend this wicked game being thrust upon her. He was worried that he may not even last these first 2 minutes, in which case he may lose all authority in the relationship.

I gotta stand strong, he thought, prepping himself for battle.

Jared brought himself back to the present and found Rebecca staring through his crotch.

"Are you ready to begin, Rebecca?" he asked.

"Uhm, so if I can make you cum quickly, I won't be spanked, right?" she asked.

"Correct, but it has to be within the time allotted," Jared clarified, now worried that she planned to break out some awesome blowjob skills that would drain him of all control.

Rebecca appeared to have a bit of resolve as she nodded in response to Jared's previous question.

"Then I will start the timer now. Oh, and you'll have to unfasten my belt and pants. You may begin," Jared smirked, as he pressed a button on his watch.

She was visibly frustrated with the rigged mechanics of the game, but Jared was surprised at how quickly she fell to her knees and undid his belt.