Sordid Tales of Karen & Connie Ch. 01

All characters and situations are fictional.

All characters are above the age of consent.

Any similarities with people or places are simply coincidental.

When Karen Santiago was born, 24-years ago in Bogota, Columbia, her parents had no idea that they were being prophetic in naming her, but their attractive daughter has grown up to become a stereotypical "Karen". She is a very pretty woman, with long, dark brown hair, naturally tanned skin, big, alluring brown eyes, and seductive lips. She has sexy legs and a very nice butt, although she is a petite girl, standing 5'4", with a slender body and A-cup breasts. Fully dressed she is lucky to weigh 100 pounds. But this tiny girl comes with a big attitude.

Karen worked for her mother during high school and community college. Even now, after finding a full-time job as an IT contractor, she still works for her mother's cleaning company part-time in order to make ends meet. She hated the cleaning job, but loves her contracting job, although the people she works with don't find her enjoyable to work with.

Karen knows her stuff, but is quite bossy. And she will turn on anyone who disagrees with her. She recently caused one of her fellow contractors, Kevin Johnson, to get fired, and promptly assumed his role as team lead. This, of course, did not help her already strained work relationship, especially with those who had liked Kevin, or at the very least, relied on the 30-year-old to serve as a buffer between them and Karen. Now they had to deal with her demanding and sometimes grating personality themselves.

Consuela Santiago, better known to everyone as Connie, is Karen's 42-year-old mother. Unlike Karen, Connie is taller with a more voluptuous body. She looks like a poor man's Sofia Vergara from Modern Family, standing just an inch taller than the actress at 5'8", but with very similar measurements at 38-DDD, 28, 40. While not as attractive, she still turns heads wherever she goes. Especially with her huge breasts.

If Karen had a 'Karen' personality, it was a product of her upbringing and had been demonstrated to her by Connie for years.

Connie gave birth to Karen when she was still 18. She married Karen's father shortly afterwards. They moved to the United States five years later, and Connie began working for a cleaning service. With her husband's help, and after securing a small business loan, Connie was able to start Connie's Cleaning Crew ten years ago, providing cleaning services for homes and offices. They converted the walk out basement of their house into the office for the company, and the business has done pretty well.

For the most part, Connie's Cleaning did everything by the book. However, with her husband's contact's, Connie would supplement her legal working staff with a few undocumented workers who she paid under the table, and for lesser pay, obviously not paying taxes on them as well. She kept these ladies transactions in a separate book, and did her best to keep them away from her regular staff in order to keep from being caught.

Connie's husband, Carlos, divorced her five years ago, running away with a younger woman. His final decision to leave his wife came after Connie had discovered that he had regularly slept with several of the women --both legal and illegals--who worked for her. After that revelation, Connie began treating some of the employees even more harshly. Which was unfortunate for them, as the women he slept with had mostly quit by the time of the divorce.

In addition to Carlos fucking the staff, Connie learned that, from time to time, some of the ladies that worked for Connie were fucking customers for extra cash. This led Connie to extend her business to finding a few women who were willing to prostitute themselves to customers for extra money. She would regularly find a few, and while some were openly willing, a few had to be coerced to do so. But either way, Connie was able to provide between two to four women a year to have sex with specific customers.

She didn't see it as trafficking since most of the women were willing, but even the few she pressured into it found that the extra cash, and Connie's help in getting their green cards, was almost worth it. The only drawback was that they had no control over who they had to have sex with, since Connie managed that on her own.

Karen worked mostly on weekends for her mother, with a few scattered weeknights when necessary.

One thing that Karen recently learned was that Carolina, a pretty 28-year-old who had worked off the books for her mom for at least six years, had been one of the women that her dad had fucked previous to their divorce. Karen learned this from another employee, who said that Carolina had shared that with her recently.

Carolina was a pretty Hispanic girl with long, dark brown hair, a captivating smile and decent body, and C-cup breasts that she always showed off in tight t-shirts.

Karen was always jealous of women with large boobs, especially since she was practically flat chested, having never inherited any of her mother's ample bosom.

She didn't like Carolina in the first place, but knowing that she had helped contribute to her dad's affairs by fucking him really pissed her off.

One secret that Karen had was that she often fantasized about women with big tits being raped and humiliated. She had become a fan of watching this genre of porn on line, and particularly enjoyed watching them getting fucked in the ass.

Karen had never tried anal. She had no desire to do so. But she loved the idea of women she disliked being made to do it. With that fetish in mind, Karen began thinking of a way to pay Carolina back for sleeping with her father.

She knew that Carolina was still undocumented, so there was little to no chance that she would report anything to the authorities. She also knew that the woman had never participated in her mother's small time prostitution ventures, so forcing her to have sex would be more humiliating as well. All Karen needed was to find someone who would be willing to help.

Karen immediately knew who to call. Greg Benson was the perfect choice for this. He had worked with Karen until recently, having left following an altercation with a female contractor that he briefly dated, after it became obvious that they couldn't work together any longer.

Karen knew that Greg had been rumored to be quite forceful with a couple girls in his past, and they found rape porn on his laptop after he quit. But something else Karen had learned about the rough, 30-year-old, was that he was well endowed. The rumor was that he had a 9+ inch dick. Karen just couldn't resist the thought of seeing him shove that up Carolina's ass.

She reached out to Greg and got him to meet with her, where she shared her idea. The man was immediately interested, especially since Karen assured him that the woman would never dare to report it. And when he learned that Karen was going to participate, he was fully onboard.

Karen knew that she had to pretend to be one of his victims to make this work, so she agreed to let Greg 'force' her to suck his cock, but he had to fake his orgasm before moving on to their plans for Carolina.

She got her mother to schedule her to work with Carolina at a small office that Saturday, knowing that it would be empty.

They met at her mother's house and picked up the equipment they would need before driving to the customer location. They cleaned the office, with Karen making small talk occasionally, all while hoping that Greg didn't chicken out.

Outside, Greg sat in his car a short distance from the office as Karen had directed him to.

The 6'2" redneck looking man was wearing a pair of jeans and a solid black tee-shirt. His short brown hair was disheveled today and he had not shaved. He had been watching since Karen and Carolina arrived. Greg had been pleased to see that Carolina was indeed attractive, just as Karen had promised. He half expected the woman to be dumpy and plain looking. He rubbed his crotch in anticipation of what was about to happen.

Greg repeatedly checked his phone, waiting for Karen's text to prompt him to come to the door.

He went over the details of Karen's plan, laughing to himself as he thought of the slight modifications he planned to make that would be a surprise to his former co-worker.

He continually scanned the area, satisfied that no one was around in this small office park today.

When he received the text, he grabbed the duffle bag out of the passenger seat and rushed to the door, pulling a ski mask over his face at the last minute.

Karen opened the door, holding a large bag of trash, that had been her excuse to go outside. Seeing Greg, she looked behind to confirm that Carolina was still in a back office cleaning, then let Greg inside and began undressing as planned.

Greg removed some rope from the duffle bag and quickly tied the skinny, naked girl's hands behind her back before helping her to sit against a table, where he secured her in place.

Karen felt completely vulnerable as Greg stood there looking down at her naked body. She didn't like exposing herself to him like this, but knew that she had to make some sacrifices to make this believable.

Greg's cock was rock hard as he stared at Karen's thin, but firm and fit, body. She had tiny tits, but he marveled at her huge nipples, which were fully erect as she sat there in the chilled room.

He grabbed some long zip ties and hurried to the doorway leading into the back, waiting for Carolina to enter. Before getting into position he placed a small camera on the bookcase against the wall to record what was about to transpire. Karen had requested this so she could watch Carolina's demise again.

The pretty brunette walked into the room, dragging the vacuum cleaner behind her. She stopped in her tracks at the sight of Karen, naked and bound against the table.

"Watch out!" Karen yelled, just as Greg grabbed the woman and wrestled her to the floor.

Carolina tried to resist, but Greg had her pinned and was pulling her hands behind her back, where he secured them in place with a couple zip ties, before rolling her over and unfastening her jeans. Carolina cried out and tried to roll free, but was unable to stop the masked man from removing her shoes, pants, and panties. Greg looked at her crotch. Unlike Karen, who was clean shaved, Carolina had a thick patch of dark pubic hair.

Greg tugged at her tee shirt until he had it pulled up and over the back of her head. Then he withdrew a knife and cut the white bra from her body. He ogled her c-cup breasts, then began fondling them as Carolina protested in Spanish.

He then dragged her over to another table and sat her against it before tying her in place.

"He was waiting at the door when I was taking the trash out." Karen said, when the woman looked at her. "He had me tied up before I could do anything. I yelled, but you probably couldn't hear me over the vacuum cleaner."

"Quiet." Greg demanded, as he kicked off his shoes and began undoing his jeans. He let them fall to the floor, revealing that he wasn't wearing any underwear.

Both Karen and Carolina stared at his fully erect cock, that was at least nine inches long. Greg was completely shaved as well, giving the illusion that his cock was even larger.

Karen could not believe that this punk ass man that she used to work with was hung like he was. She thought that if he was only a nicer man, then she might have desired to experience his cock. As it was, all she had agreed to do with Greg was to pretend to be forced to give him a blowjob, and have him pretend to cum in her mouth before he moved on to ravaging Carolina.

Greg stroked his cock, looking back and forth at the two women. "Who do I start with?" He asked aloud. Then he stepped over to Karen. "Open your mouth, bitch."

"No." Karen pretended to protest.

Greg pushed his cock into her face. Karen moved her head back and forth, acting like she was trying to escape it, then opened her mouth.

Greg pushed his cock into Karen's mouth. He did not have to pretend to enjoy this. Seeing Karen's pretty face taking his cock was almost as nice as feeling her mouth wrapped around his manhood. He was enjoying the thought that the very mouth that had degraded him at work so often was now pleasuring him.

Karen detested this part of the plan. She knew that, even though Greg was going to pretend to cum, he was still enjoying having her suck his cock. But she thought it was worth it to be able to watch him extract revenge on Carolina for her. And it would convince Carolina that she was just as much of a victim also.

Greg pumped his cock into Karen's mouth, matching the pace at which the young Latina sucked on him. It felt so fucking good in her mouth. He was so turned on that he could feel his orgasm nearing already.

Karen worked his cock with her mouth, growing impatient with this and wanting him to fake his orgasm quickly. Then she heard him softly moaning and thought, "It's about time."

She felt his cock swell even more in her mouth, and his pace quickened. Greg grabbed her head in his hands and she suddenly realized that he was not faking it as planned.

"No!" She tried to object.

Greg moaned again and Karen felt his cum blasting into her mouth. She tried to pull away, but his hands held her in place as he fucked her mouth, shooting his load onto her tongue and into the back of her throat.

Karen hated the taste of semen and almost never allowed someone to cum in her mouth. Now she was being forced to take Greg's full load as he came. She could see Carolina watching as she was forced to gulp down Greg's cum.

"You mother fucker." She whimpered, when Greg pulled out of her mouth.

Greg knelt down and played with both of Karen's giant nipples, whispering, "It felt too good to stop. Besides, it will help me to last longer for the next round."

Greg arose and walked over to Carolina. "Please don't hurt me." She said.

Greg knelt down and began playing with her tits. "Relax, we're just going to have a little fun."

He released her from the table and took her over to sit next to Karen. He stood before her, stroking his cock, which was already hard again, and told her to suck it.

Carolina opened her mouth and began sucking his long rod. Greg enjoyed letting her blow him for a minute or so before kneeling between her legs and spreading them apart.

"No, do not fuck me." She said, seeing him maneuvering his crotch to hers.

Karen looked on with hidden delight as she watched Greg force his cock into the woman who had fucked her father.

Greg began pumping his cock into Carolina's hairy pussy. Then he reached over with his right hand and began caressing Karen's shaved cunt. Karen bucked her hips, not wanting him to touch her.

Carolina lay motionless as Greg fucked her. The size of his dick frightened the woman, as the largest of the four men she had fucked in her life was six inches. She could feel Greg's cock banging against her cervix as he fucked her. Having this done with Karen beside her made it even worse.

She was relieved when the masked man pulled out of her. Karen wondered what he was doing as she watched him back away from Carolina, and then Greg said, "Let's see who is tighter."

"Oh no, not me. You're not fucking me." Karen protested, as Greg climbed between her legs.

This was not part of the agreement. Karen had offered to suck Greg's cock, and he had already gone farther than that by cumming in her mouth. But she had specifically drawn the line at that. He knew that he could not fuck her. But now she was tied down and unable to stop him as he raised her legs and pushed his giant cock into her hole.

Karen gasped as Greg filled her pussy more than anyone had ever done.

"Oh yes, you are really a tight one." Greg said to her.

Karen was livid as Greg began fucking her. This was not supposed to be happening. "Stop it!" She yelled, almost using his name in the process.

Greg grinned at her as he slammed his cock deep inside of Karen, enjoying the way she winced each time he rammed, balls deep, into her tight cunt. He had wanted to fuck Karen for a long time, so why not take advantage of her plans to do so.

Greg fucked her for a couple more minutes before deciding to return to their original plan. He pulled out of Karen, then grabbed Carolina and forced her into her knees between Karen's legs. He shoved the woman's face into Karen's lap, "Lick her pussy."

Carolina refused.

Greg rubbed his cock between Carolina's butt cheeks. Lick her cunt or I'm shoving this all the way up your asshole."

Carolina was petrified at the thought of this man doing her anally. She had never tried anal sex; never desired it at all. And she did not want to risk having his huge cock ravage her virgin asshole.

Reluctantly, she began licking her bosses' daughter's pussy. At the same time, Greg lowered his cock and pushed it into her pussy, fucking her doggie style as she was forced to eat pussy.

Karen was thrilled. She wasn't a lesbian, but she had watched lesbian porn and found it fascinating. But, as part of her forced sex fetish, she had watched porn of women being forced to do this. So she had wanted to have Carolina forced to go down on her and bring her to orgasm as a great way to humiliate the woman who had fucked her father.

Watching her get fucked by Greg as she was forced to eat pussy just made it better for Karen. And Karen knew that there was still more to come.

Carolina licked Karen's clit, unable to believe that any of this was really happening. Greg's cock was ramming her from behind as she licked pussy for the first time in her life.

Karen was in ecstasy as Carolina brought her closer and closer to climax. She could not wait to cream this woman's face.

Carolina was being driven towards climax as well by the cock that was overwhelming her from behind.

"Oh god, no." Karen said, trying to hide the fact that she was enjoying this, but wanting Carolina to know that she was cumming. She moaned again and began to orgasm as Carolina licked her.

Carolina couldn't believe that she was making another woman climax in this way. Then, she began to orgasm.

As the two woman came, Greg crossed the threshold of his own. "Oh fuck, here goes!"

"No!" Carolina objected, not wanting this stranger to fill her with cum.

Greg blew his wad into the woman, thrusting hard and fast as he came. Carolina continued to cum as the man filled her pussy. She could feel Karen shaking as she continued to climax as well.

"Oh man, that was fun." Greg said, as he pulled out of Carolina's pussy. He came around and helped her up so that the two women were face to face. Then he put his limp cock between their faces and said, "I want both of you to suck my cock and get me hard again."

The two women obediently leaned forward and began licking his cock simultaneously.

Greg enjoyed the sensation of two women servicing his cock at once. This had always been a fantasy for him. It did not take long before he was back to being fully erect.

Greg went around and got behind Carolina again. "Shit, he wants to fuck me again." She thought. Then she felt his dick sliding between her cheeks, moving too close to her anus.

"No, not there. Please not there."

Greg began pushing into her asshole. "Oh no! Dios Mio, no!" She cried out.

Greg pushed, breaking through and slowly sinking his lengthy cock into Carolina's ass.

"Fuck, fuck, fuck, no!" She continued.

Karen was loving every moment of it. The look on Carolina's face and the way she cried out as Greg fucked her ass had Karen's pussy drenched. She knew that she would enjoy watching it happen, but did not realize just how much it would turn her on.

"Lick her pussy," Greg said. "Make her cum again and I'll stop."

Carolina dropped her face into Karen's crotch and eagerly licked her clit, wanting nothing more than to make Karen cum again if it would get this cock out of her ass.