Pegging The New Hire

“I’m not paying you to file papers and make copies. Find someone to work under you,” her boss said. And for the first time in a long time, he spoke what sounded like music to her ears.

Indeed, Mrs. Draynes searched high and low for a suitable employee. One of her requirements was work experience, even though this is a simple entry-level job with no real opportunity to go anywhere else within the company. Despite Mrs. D being a very conservative employee, she was starting to realize that the corporate world rewards those who put their emotions aside to get the job done. So she did it at that and put her emotions aside; she did not care if her new underling would be pigeon holed into a dead end job or not. She just needed someone to do the easy work.

A couple hours after she posted the job online, she got an application from a young man named Alex. 22 years old, just graduated college, had an internship as an accountant for a big 4 firm.

“Interesting..”, Mrs. D decadeht. Why would he be applying to a data entry job? She knew the company was very profitable and well known, but wondered why Alex had not stayed in accounting. Was he sick of the line of work? Or possibly just applied to every job he saw in desperation. He graduated school about 4 months ago so if he didn’t intentionally take a break, all signs were pointing towards desperation. While Mrs. Draynes initially felt that this would be a bad idea, she started to realize that maybe this would be a nice fit.

Putting her feelings aside, she realized that a young, desperate, hard working man is exactly what she wanted. She started to wonder if Alex was the type of guy who’d start smoking to please her, hyperventilate under pressure, and bending over backwards at all costs. The ask of the job was simple, but for some reason her mind started to think of all the ways she could make it more difficult. After all, she is finally the one with the power. She is the one who has the discretion to choose who is a “good fit”. And she is the one with a new, ever-so-slowly developing urge, coming from a place so deep within her subconscious that she wasn’t aware of exactly where it came from: the urge to hire a helpless man to coerce until he literally Begs her to fuck him in the ass.

During the interview, and Mrs. Draynes vets out the applicants with due diligence, or so she tells her boss. Ultimately she does pick Alex, because she knows he is both over qualified and desperate. All she did was a phone interview.

Fast forward to his first day, and this is how the initial face-to-face conversation goes:

“Hello?” Alex gingerly asks as he knocks on Mrs. Draynes’ door.

“Hello, Mrs. D? Mrs. Da are you in?” Alex asks, clearly getting more nervous. About thirty seconds go by before he hears footballs coming towards the door. They are strong and steady. Alex develops a slight lump in his throat. The door all of a sudden swings open, and he is greeted by a tall blonde woman. Probably in her late 30s.

She is wearing tight black dress pants with a white satin top. He couldn’t help noticing the strain marks stretching on her blouse; despite her being conservatively dressed, Alex knew with certainty that under that tight blouse Mrs. Drayne was hiding an absolutely Massive rack. Alex was so amazing by her beauty that he didn’t notice the miniscule amount of cum that just dripped out of his swollen, twitching cock. As Mrs. D could tell Alex appreciated her looks, they both thought, at the same time, “this is going to be interesting”…..

The sexual tension was there from the very first day, and continued long into Alex’s career. Day in and day out, the two could feel the power discrepancy. From the gingerly way Alex would walk to Mrs. D’s office, to the confident strutt of Mrs. D. Alex was becoming weaker and weaker under the charm of Mrs. D and her enormous bouncing breasts.

Eventually, Mrs. D set Alex up for failure. She gave him an assignment with a deadline in one hour, and gave him information that did not add up. Alex would either miss the deadline, or provide inaccurate numbers, she thought.

Ultimately Alex gave bad work. He made the deadline out of fear, but the numbers were incorrect. So Mrs. D, with a powerful voice, exclaimed, “Alex! Get your ass over here!”

Alex almost tripped a couple of times on his way. Everyone could hear his feet drag on the floor. Some even claim that he was whimpering, on the verge of crying.

He walked in her office, and was told to shut the door.

“Do you know why you’re here?” she asked.

“I made the deadline. I thought..” he began until he was cut off by Mrs. D.

“Yes but your work is garbage. You are not doing well here. Not doing well at all. In fact, the word around the office, and the word i agree with, is that you are the office Loser. Do you know what happens to the office loser, Alex?”

Not knowing what to do or say, Alex was frozen in shock. Mrs. D continued:

“Office loses get their asses fucked. Get over here. Drop your pants. Turn around. Put your hands on my desk. Now, Alex, beg me to fuck your ass”, she insisted.

“..what? Um, okay? Can you at least shut the door..” asked Alex.

Mrs. D didn’t even answer him. She quickly lubed up her strapon, put her phone on video mode and attached it to a handheld extension device, and capture every thrust of her huge, black, rubber cock. To her surprise, Alex stated begging for more..

At this point, employees were coming over to watch the show. And what a show it was.

This pounding of Alex’s ass became a daily occurrence. Mrs. D also incentivised her employees by letting them fuck his ass too, whenever they made their quota for the month.

Everyone wins in this situation.

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