Kerrie Gets Blackmailed By An Angry Co-Worker Part 2 { Blackmail | Reluctant | Anal | Public | Humiliation}

Part 1 [Here](https://www.reddit.com/r/eroticliterature/comments/nbhr3s/kerrie_gets_blackmailed_by_an_angry_coworker/)

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**Chapter 2**

Kerrie returned to work the next morning to find another gift in her desk drawer. This time it was a sexy pair of white lace lingerie in her size. The blonde woman angrily tossed it back into the drawer before slamming it shut. Then she went to read his daily morning message to see what he had planned with the outfit.

In her inbox was a message reading, “I am sure you found the sexy outfit I left for you in your desk. You will be needing that later. For now, I have another task for you. I thought of it when I saw you leaving your house in your white blouse. Spill some water on your shirt and walk to the restroom for paper towels. Be sure to give the office a nice little show.”

The young blonde knew exactly what the blackmailer wanted from her. She reluctantly poured half a bottle of water on her chest. It was cold and the white shirt became transparent. Luckily the bra underneath was a dark purple so it kept her boobs covered. Her face was turning red as the cold water made her nipples stiffen up.

Kerrie took a deep breath to prepare for the humiliation as she walked to the restroom for paper towels. At first, it seemed like no one was noticing but just before making it to the lady’s room, a meeting let out in conference room B. About eight of her coworkers exited just in time to see Kerrie’s perky boobs in her bra.

“Spilled some water in my office,” the blonde girl said with a bright red face. Then she turned to make her way into the restroom.

Her heart was pounding as she took the shirt off. She was in just her bra while using the hand dryer on her blouse. Kerrie was starting to hate the tasks that Master was sending to her. It was starting to make people talk about her around the office.

Once the shirt was dry she returned to her office to start working. A few minutes later there was a new email sent to her computer. It was her blackmailer saying, “The mail boy named Tommy will be up in about an hour with your packages. When he gets there you should be in that lingerie that I left for you this morning. Think of this task as more of a challenge. You must seduce Tommy and suck his dick in your office. If you fail then I will have to release the files. Ohh and before I forget, be sure to get a good angle on the webcam so I can watch.”

Kerrie looked down at the lingerie with her jaw hung low in shock. This was way further than anything else that Master had demanded in the past. She was unsure of her ability to complete the challenge given to her. It had been years since she gave a blowjob and even longer since she had to seduce a man.

The blonde locked her office door before putting on the lingerie. It made her look angelic. Kerrie’s perky young breasts were supported nicely by the sheer lace bralette on her chest. Her hips had a matching pair of lace panties that barely hid her shave pussy. From each side were garter straps to support the white stockings that went high on her thighs. Kerrie’s perfect body looked amazing in the sexy white lingerie. The best part was her firm ass being accented by the outfit.

About 20 minutes before she was expecting Tommy the mail boy, there was another email from the blackmailer. It allowed her to take a day off of her tasks, “Since you are in a challenge, I figured we would give you something to incentivize you a little bit. So the blowjob is mandatory as you know but if you can get the mail boy to return the oral favor then you get one day off from my emails. You may miss me but it is only one day. What the hell, I am in a fun mood. If you can get him to eat your ass then I will give you the rest of the week off.”

She stared at her computer screen for a few minutes as she thought about the position her life was currently in. This was her option for not being humiliated at work. Kerrie had already mentally prepared herself for seducing the horny young man but to let him lick her was another story. The blonde liked the idea of having a few normal workdays. She did not like the idea of letting a stranger lick her pussy and ass though.

Finally, she looked at the time in the corner of her screen before going to wait by the door. Kerrie was not sure how far she would take it. A few minutes later the mail boy knocked on her door. She slowly opened the door to make sure it was Tommy before telling him to come inside. He grabbed her packages and walked through the door.

When the 18-year-old boy saw Kerrie was wearing nothing but lingerie, he dropped all the packages on the floor. “I-I-I’m so s-sorry,” the man stuttered while staring at her body. He did not take his eyes off while bending over to pick up the packages.

“You can leave them there Tommy,” she said in a sexy voice. The blonde let down her hair from the uptight ponytail. She shook her golden blonde hair while looking at him with her big blue eyes.

The young man looked like he was ready to bust in his slacks as he stood frozen in the middle of her office. She could not believe that her body caused him to act that way. It was the first time that she felt that sexy in her life. Kerrie snapped in his face to get him to break out of his trance. Tommy stopped staring at her breasts and looked into her eyes for a moment.

“You have been staring at me every day since you started delivering my mail,” Kerrie teased as she grabbed onto his tie. The woman pulled him over to her desk and pushed him down in the leather office chair. It was right in front of the webcam for Master.

“Sorry, I didn’t,” Tommy started to explain before he was hushed by her finger across his lips. She did not want him speaking anymore.

“It is okay Tommy. Today I am going to suck your dick so you can get it out of your system,” Kerrie felt that she was outsmarting him by blaming her sluttiness on his perviness. It seemed like a victimless lie.

He could not speak as she started unbuckling his belt. Once his pants were open, his young dick was waiting at attention. It stood straight up for Kerrie. She grabbed onto the base while looking up at the young man. The woman could not help but think to herself that he was at least a good-looking guy.

Neither of them spoke before she took him into her mouth. She was not trying to be extra sexy anymore, it was already seduced. Now her only goal was to make him cum. Her warm mouth swallowed up his average-sized dick. As she was blowing him on her knees, Kerrie started to wonder if he was the blackmailer. It seemed like a possible suspect besides how terrified he looked to be used by a woman that way.

Tommy was enjoying her wet mouth but he was nervous and inexperienced. He was not able to last long before his hips were thrusting from the chair towards her face. Kerrie did not want to worry about cleaning cum out of her carpet so she took the warm load in her mouth. The blonde swallowed it before he could even relax his ass in the leather seat.

As Tommy was putting away his dick, Kerrie thought more about having a few days off from this torment. She had already made him cum early so she figured letting him practice oral sex on her would not be too bad. The girl figured he was going to be bad at using his mouth since he was so nervous to hook up.

“Do you want to help me out now?” Kerrie said while standing up in front of him. Her fingers traced the outline of her pussy lips in the lace lingerie.

“How can I help?” The young man said with a big gulp. He was so nervous but too horny to walk away.

“Stand up and I will show you,” she said in a slutty tone. Her breasts were pushed together as she helped him out of the chair.

Once she sat down, she pulled down the white panties before putting her legs over the arms of the chair. Her fingers started rubbing her moist mound as the nervous man watched from a few feet away. Kerrie could already see his cock getting hard in his pants again. She decided she better make it fast.

She looked straight into his eyes as she told him, “I want you to get down there and lick it.” The man stood still for a moment as if he was trying to decide if she was serious or not. When she continued staring at him, it gave him the idea that she was indeed wanting him to lick her pussy in the office.

Tommy slowly moved down to his knees before putting his head between her legs. He started licking up and down her lips as she realized he really was that inexperienced. She tried to help guide him towards the clit. Once he started teasing it, Kerrie moaned to show him that it was the right area. He was not good but she did not want to hurt his feelings. She let him do it for a few minutes until she felt it would be enough for Master.

Then she finally told him, “You should lick the other hole too.” Tommy was shocked to hear she wanted his tongue in her ass. The young man was not sure if he was even willing to attempt it. He felt himself getting nervous again.

Before he could object, Kerrie was moving his head down a little further south. She could sense his hesitation but wanted to take the last two days of the workweek off from the torment of her blackmailer.

His tongue teased at the outside of her hole. He poked in the center a few times but was too afraid to give her more than a light rimjob. It made her feel weird to be making him reluctantly eat her ass. Kerrie knew he was only doing it because a hot older lady was asking him to do it. She left him down there just long enough to capture some of it on video before telling him that was enough.

“Can I get your number?” Tommy asked as she was trying to get him to leave her office. He was feeling that young love that all men get when they have good sex. Her mouth was enough to make him fall for her but she wanted none of it.

After Tommy was out of her office, Kerrie went back to her computer to tell the blackmailer that she earned her days off. When she unlocked the computer, there was already a message waiting for her. It was a short message reading, “Enjoy your two days off. I will send you more information on Friday at noon.”

Kerrie felt relieved to know that she had about 48 hours without waiting for an email to be humiliated. She quickly put her work clothes back on over the lingerie before leaving the office early that afternoon. The next two days the blonde called into work just to get a moment to fully relax. It was only a short break but it was needed before having to go back to work on Monday to do it all again.

Her days off seemed to go by too fast as she stayed home relaxing alone. For a little while, she forgot that there was someone out there blackmailing her. Kerrie enjoyed every minute of the little vacation. That was until she had to wait by the computer on Friday afternoon. She was waiting for Master to send her another email.

Right at 12 o’clock, her computer dinged to alert her of a new email. She clicked on it before reading what they had to say. “We have had our fun, now it is time for us to meet face to face. Saturday morning I want you to meet me in conference room C and come alone. There is one last task for you before you earn your freedom. Do not be late. P.S. Wear that sexy lingerie since the mail boy didn’t ruin it.”

The blonde felt her heart sinking in her chest. She could not believe that she was finally going to find out who was ruining her life. Kerrie mainly wanted to know what she did to deserve it but also to make plotting her revenge easier. Her heart was racing as she started thinking of what she was going to do when she saw them in the morning. All night she tossed and turned until finally falling asleep around 3 am.

By 8 am she was back at the office waiting in the conference room. She was nervous but eager to find out who it was. After an hour or so, she started wondering if the person was going to show. Kerrie knew that she could not leave anyway. The office was different on the weekends. No one was there and it was dead silent.

Then she heard the door open to the conference room. She looked up to see the man that had been blackmailing her. It took her a moment to make out his face before trying to remember where she recognized him from. The young lady could not speak as she failed to remember him at the moment.

“Don’t you remember me?” The man asked as he walked towards her at the conference table. She knew that she met him before but could not remember him to save her life. It was like she had her mind wiped.

“I am sorry but I don’t,” Kerrie said hoping that honesty would be what saved her. She did not want to upset the man.

“Of course you don’t. You probably never knew my name but that did not stop you from getting me fired,” he told her while sitting down on the table in front of her chair. His stare was intense as he looked at the much smaller blonde woman.

“How did I get you fired?” She asked wondering how she could have been the cause without knowing.

“Those blueprints you stole had to be blamed on someone. A foreign country doesn’t just take information and not use it. When the leak was realized, there was an internal investigation. They decided as a group that I was the only one with the access and motive to sell the schematics. I lost my job, my pension, then my family. You ruined my life, Kerrie. I spent years trying to find out who set me up,” the man said as he inched closer to her face with each word. The blonde woman was trying not to shake in her seat.

“I didn’t set you up. I never knew anyone noticed I made a copy,” Kerrie tried to explain that it was a coincidence.

It no longer mattered since his life had been ruined already. The man told her, “If you want me to stop blackmailing you then I only want one more thing. I am going to ruin you the same way you ruined my life. Do what I say in this room and after I leave it, you will never hear or see from me again.”

Kerrie was trembling as she nervously asked, “How do I know I can trust you?” She looked at him with her eyes begging for mercy but the man planned on giving none.

“Well I guess you don’t have any other choice but to trust me,” he explained while pulling her up from the chair. Kerrie was wearing her typical work clothes over lingerie, khakis, and a yellow blouse. His hands started slowly unbuttoning the shirt as he said to her, “Master’s real name is Simon by the way.” Then his lips forced a kiss upon hers.

The blonde wanted the day to be over so she could move on with her life. Kerrie knew that she just had to play along for a little while longer. She allowed herself to kiss him back. Being smart she figured it would be better for her in the end.

They kissed until he got her blouse fully unbuttoned. Then he pulled it from her arms before dropping it to the floor. His hands instantly went for her khaki pants next. He unbuttoned them as he kissed down her neck. Once they dropped to the floor, he grabbed her blonde ponytail with one hand. She was pushed down over the edge of the wooden conference table. The cold wood from the air-conditioned room pressed against her soft skin.

“For two years I thought I was going to kill the person who ruined my life. You were lucky. When I saw how hot you were, I knew there were better options. I could tell that you never had it hard in life so I decided that I would be the one to show you the real world,” Simon explained before slapping her on the ass.

He continued with his monologue, “Watching you hatefully complete my tasks made me feel good about the start of my revenge. It was not enough though. I was waiting for the best time to use your body for myself. It had to be the perfect time and location. So I figured what better time than the weekend at your empty office.” Then another slap was given to her tight white ass. She yelped as this one was harder than the last.

Simon pulled her lace panties down to her ankles before spitting on his cock. He leaned down to her ear as he whispered, “This is what it feels like to have your life ruined.” Then he shoved his cock right into her tight virgin ass.

Kerrie screamed as it forced her butt to open up for his dick. She did not enjoy the quick anal at all. It was nothing like the fun butt plug from before. Simon started working it in and out of her body as she grunted and moaned on the cold table. His hand grabbed her ponytail and yanked her head back towards his chest.

“Getting fuck hurts, doesn’t it?” The man mocked as his dick opened her up from behind. He was not there to make love to the woman. Simon still gave her the choice though, “You can leave if you want but the files will be released.”

“Just get it over with,” Kerrie reluctantly responded while taking in her ass. The pain was starting to subside as the pleasure increased. It was just like the butt plug now but extremes on both ends of the spectrum this time.

Simon slapped her firm white ass again as she accepted the punishment of sodomy over prison. He pulled his dick out for a moment as he moved down for a taste. First, he licked her sweet pussy just to savor it after months of being celibate to focus on finding her. Then he moved up to her asshole that was bright red from being roughly stretched out. She moaned as his wet tongue teased her burning rim.

He used his hands to spread her cheeks apart before spitting in her hole. Then shoved two fingers inside. Simon curled them against her walls causing her to moan out. It felt much better than his aggressive anal fucking from before. Her ass still was stinging from it though. Just as she was starting to enjoy it, he stood up and shoved his dick back inside.

Kerrie still screamed when it was shoved all the way in but this time it felt a little better. Simon started fucking her as his hand slapped her over and over again on the ass. He must have hit her 10 times before thinking it was red enough to stop. Her cherry red ass cheeks looked amazing in the white stockings.

The man held onto her hips with a tight grip while delivering his cock with a powerful thrust from behind. She had nothing to bite down on or grip to while on the sleek table. Kerrie had to take it as it came.

“Do you like that you little blonde slut?” Simon asked as he noticed that she was not hating it anymore. His hands squeezed her ass before one grabbed her hair when she ignored him. He pulled her back to ask, “Do you like having this cock stuffed in your ass? Are you a little anal whore?” Simon knew she was not from stalking her but liked seeing her feel ashamed and humiliated like he did when losing his job.

His hand released her hair as she laid her cheek back against the wooden table. Then Simon grabbed her by the hips and flipped her over with his dick still inside. Her feet were over his shoulder before he started pumping away inside of her again. Kerrie held onto the edge of the table to keep herself from sliding away from his powerful hips.

“Such a shame I had to do this to such a sexy woman,” Simon teased as his hands teased her nipples over the lace bra. He pinched one while watching her squirm to the pleasurable pain. Then he moved to stiffen up the other.

As Simon fucked her in the ass he got two great views. One view of her face that shamefully enjoying the dick in her ass. And the other of her perky pale tits bouncing on her chest. He held onto her hip with one hand as the other trailed from her tits to her clit. That really got the young blonde moaning as she learned that she enjoyed anal sex.

Her legs started to shake on his chest as he continued shoving his dick into her ass with haste. His fingers teased the sensitive bean as she started to climax. Simon watched her angrily have an orgasm from the man that was blackmailing her for weeks. It turned him on to see her being corrupted into a dirty young woman.

“That’s it. I knew you were a little slut,” Simon teased before slapping her on the ass. He could feel himself getting closer as he started giving her all he had. His hips slammed his dick deep inside with each thrust.

His hands gripped her hips tightly as he felt himself about to unload. Simon grunted with a few pumps before dumping his thick load deep in her ass. The salty cum burned her torn ass but she liked the way it felt inside. Kerrie was still coming down from her orgasm as he slipped his cock out of her gaping ass.

Simon watched his cum start seeping out of her hole as he said, “Stay there I will be right back.” The man left the room after pulling up his pants. Kerrie did not move a muscle as she waited for him to return. Outside of the room, he was checking his watch. It was 5 minutes till noon as he smiled and walked away from the conference room.

Kerrie wondered what he could be doing as time started to pass. About 3 minutes went by before the door to the conference room opened. The blonde lifted her head to see what Simon had returned with. She froze in position with her legs still spread on the table as she saw what was in the doorway. Cum was dripping from her ass to the wooden table as she looked face to face with her boss and the rest of the executive team.

No one in the room spoke as Kerrie attempted to cover herself. There was nothing she could grab before jumping off the table. She left behind a trail of dripping white cum as she picked up her clothes.

Her boss finally got up the nerve to yell, “You were supposed to be here for our meeting after taking two days off unexpectedly and we came in to find you like this?” He honestly did not know what else to say. It was not something they had prepared him for in training.

Kerrie put her shirt and pants on without buttoning one button before making a run for the door. Just as she grabbed the handle her boss told her that she better not think of coming in on Monday. She felt her heart sink as she was told that she was fired. The girl was in tears as she ran out of the office to her car.

Simon was nowhere to be seen after teaching the young blonde a valuable lesson in life. She tried to cheat the system to get rich but it came back to bite her in the ass. Kerrie had lost her dignity and her job but at least she was not in jail. The only good thing to come out of the blackmail besides peace of mind on the incident was learning that she secretly enjoyed anal sex.

Source: reddit.com/r/eroticliterature/comments/nbhs69/kerrie_gets_blackmailed_by_an_angry_coworker_part

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