πŸ“š punishment-fits-the-crime Part 3 of 3
punishment-fits-the-crime-pt-03
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Punishment Fits The Crime Pt 03

Punishment Fits The Crime Pt 03

by secretagentfun
15 min read
4.62 (8800 views)
adultfiction

The next week for Jake was like a waking nightmare, a repeating loop of him coming in to work, putting his clothes in the small desk that was now his in the corner of his boss' office, then cuffing his own hands behind his back before kneeling naked under the boss' desk, ready to give his first blowjob of the day.

Invariably, either Tasha or Trisha would come in and check to make sure he was properly situated and waiting to serve. Tasha had started asking him if he was "ready for his breakfast", which somehow made the whole thing even more humiliating. When Mr. Howard arrived, he would sit in his chair and wait while one of the girls unzipped his fly and fished out his already lengthening cock. He then slid his chair into position and sighed with satisfaction as Jake's lips slid over the head, tongue sliding over the dribble of precum that was already leaking from the tip. At a minimum, the "breakfast" blowjob took a half hour each morning. The longest had been almost an hour.

It was amazing to Jake that a week was all it took for a hellish experience to become his new normal. Every day, he regretted the night he foolishly followed his girlfriend Stacy's commands in what they thought was just risky play to make their sex life more exciting. Play that culminated in him walking the halls of the office, jerking off until he finally spewed a huge load of cum onto his boss' desk and then obediently licked it up.

Little did he know that his risquΓ© escapade was caught on camera, creating video that his boss, Mr. Howard, then used to blackmail Jake into becoming his blowjob bitch. And demoting him to personal assistant, which was another issue for Jake as it reduced his pay by half. So, not only did he kneel in shame twice a day to suck his boss off, he did so while worrying about how he would cover rent on his apartment. His landlord was an asshole who Jake was sure would give him no relief on the deadline that was looming in a week.

Between blowjob duties, Jake would be uncuffed and allowed to go back to his desk and work on menial admin until it was time to service his boss again. The entire week was like this. He was allowed short bathroom breaks, but never took a lunch and was too afraid to ask, so the only thing in his stomach every day was Mr. Howard's semen until he got home for dinner. Finally, on Friday, Tasha waltzed in around noon and told him she and Trisha realized that he had not been given a meal break all week. She held a tumbler in her right hand and a small plastic container in her left.

"Here you go, bitch. We don't think you have time to take a real break, but we don't want to see you go home hungry, so we brought you a protein shake." She set the tumbler down on his desk and Jake could see it was about half full with some sort of white smoothie. Then, Tasha removed the lid from the plastic container and held it over the tumbler. He immediately recognized the familiar smell of semen, and looked up at her, his eyes pleading. "Oh, you didn't think we would be so mean as to only give you half a glass of protein, did you slut? It took all week to gather this many donations."

As she spoke, Tasha slowly moved the plastic container so Jake could watch the slimy contents swirl around. The tub was nearly full of cum. He stared, transfixed, as she slowly poured the slime into his smoothie. Then she produced a thick plastic straw and inserted it to stir the mixture. Finally, she used one finger to scrape the last of the sperm from the tub. Holding her slime covered digit to his lips, she didn't need to speak as he obediently opened his mouth and sucked it clean. "Good boy. Now, suck down your lunch before your boss needs his afternoon service."

Jake bent his head and stared at the thick mixture as his mouth found the straw. He hesitated, mind racing. Where could the girls possibly have gotten this many loads of cum? Was every load from a different guy? His stomach churned at the thought of swallowing the cum of possibly dozens of guys. But he knew he had no choice, and his lips closed around the hard plastic tube as he began slurping the first mouthful of filth. His tormentors had found a way to successfully ratchet up the humiliation, and he felt his cheeks burn with shame as he swallowed. Looking up, he saw Tasha smiling. She turned and walked out, leaving him to choke down his meal in solitude.

The rest of Friday played out as normal, once Jake had swallowed the contents of "lunch". About 3pm, Mr. Howard gestured for him and he dutifully stripped, cuffed his wrists behind him and then crawled on his knees to squeeze under his boss' desk. The next half hour was filled with the sounds of Jake slurping, licking and sucking Mr. Howard's huge black cock until finally being forced to deepthroat it while those heavy balls pumped multiple spurts of semen into his stomach. Jake dutifully licked the shaft clean, thanked his boss for the cum, and then crawled back to his desk. Thankfully, this meant he was now free for the weekend.

As soon as he got home to his apartment, Jake called his girlfriend again. This was the third time this week he had reached out to her, but each time he was greeted by her voicemail. He left a message to say he really needed to see her, then flopped onto his bed to relax. But after two weeks with no relief, he was so horny he couldn't think straight. So, he stripped and lay on the bed slowly stroking his cock as he thought about his girl. His thoughts strayed to Tasha and Trisha, at first imagining himself standing over them both as they knelt and slobbered over his dick. Soon, his stroking got faster and his breathing became heavier even as his brain betrayed him with images of Mr. Howards meaty cock as it slid into Jake's mouth. He tried unsuccessfully to switch fantasies but try as he might, his mind kept coming back to him on his knees sucking dick. His orgasm rushed out of him, jets of sperm flying into the air and coating his chest. Several globs of semen landed on his face, glazing his lips and chin as his breathing steadied. Just then, a furious knocking at the door of his apartment startled him out of his reverie. He heard his landlord yelling loudly for him as the pounding continued. Jumping to his feet, Jake grabbed his t-shirt and wiped the puddle of cum from his chest, then pulled up his pants and zipped them as he hurried to the door.

His landlord, Todd, had clearly been drinking as Jake opened the door. The man towered over him and always made Jake uncomfortable. With a thick beard and a pronounced beer belly, he was the epitome of redneck. Now, he stood at Jake's door in a Superman tee shirt and basketball shorts, arms folded and a stern look on his face.

"Hey Todd, what's up?" Jake asked

"What's up is the rent, boy." Todd stared quizzically at his tenant and Jake got even more uncomfortable than usual. "Been having a little solo fun, or do you got a boyfriend in there with you?"

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Jake started to ask what the hell Todd was talking about and then realized in horror that he had wiped his chest clean but in his dazed rush to the door, he had completely missed the globs of cum that landed on his lips and chin. He instinctively raised his hand and wiped his mouth, but that just smeared the semen all over. Excusing himself, he ran to the bathroom to clean up with a towel. When he returned, Todd was sitting on his bed.

"Todd, my rent isn't due till next week" Jake's voice shook as he spoke. He had been trying not to think about the fact that he would be short on the payment, but now the reality came rushing in. Todd would kick him out, for sure! And somehow it got worse when his landlord spoke.

"Yeah, I know, but rents in this neighborhood are going up fast. So, I came by to tell you that your new rent will be an extra $300 per month, effective immediately." Jake almost cried. This couldn't be happening!

"Todd, man, you can't just raise the rent without giving me notice...please. Things at work haven't been great, and...and, well, I might be short this month."

His landlord just laughed at the idea that he couldn't raise the rent when he wanted. Jake didn't have an actual contract, he had gotten this place on a referral from a friend, and Todd could kick him out anytime he wanted. "Son, I don't give a fuck about your job. Rent is due when it's due, and if I say it goes up then it goes up. In fact, it just went up another $200."

This time Jake did cry. He fell to his knees and tears streamed down his cheeks as he begged "Please Todd, please don't do this. I just need a little time to work things out. I can do work for you, whatever you need. Please..." his voice trailed off and he looked up as he heard a deep chuckle.

"Well, gotta admit, when I thought you had a boyfriend in here like a little faggot, I figured I should have put you to work sooner." Jake realized that Todd's shorts had tented up, nearly touching his beer belly as he spoke "If you want to get over here and beg real nice, we'll see what that buys you."

The weekend safety that Jake had thought was his fell apart as he realized yet another man was about to force him into servitude. Knowing he had no choice, he began crawling to Todd until he was between the bigger man's legs. Jake wordlessly pulled the elastic of the shorts until Todd's hard cock sprung free. It was about seven inches and had a large mushroom head that was already slick with precum. His balls swung pendulous below the shaft, and Jake knew they must be full as he couldn't imagine Todd having a girlfriend.

Lowering his head obediently, Jake opened his lips to slip over the head and began using the skills he had learned from the daily blowjobs he gave his boss. His new abuser clearly enjoyed the attention, and was gasping in raggedy breaths within just a couple of minutes. Suddenly, he grasped Jake's head with both hands and held him steady as an ungodly load of thick, warm semen was pumped from his balls into the boy's waiting mouth. Jake swallowed over and over, but even then some leaked out between his lips and ran down his chin to mix with the tears he had shed. Todd held him there, letting his dick continue to throb on his young tenant's tongue until it slowly began to soften and slipped out.

"Wow! That was the best blowjob I've had in a while. You are a pretty good cocksucker, faggot." Todd stood and put his dick back in his shorts, leaving Jake kneeling before him with cum hanging in thick strands from his lips. "Now, I'm a man of my word. A blowjob like that is worth something. You just bought yourself a one day extension on your rent being due."

Jake's head snapped up to look pleadingly at the older man as he spoke "P-p-please Todd, one day? That won't be enough time...". Todd was already nodding along.

"I figured that might be the case. You can keep earning one day at a time, but I should warn you the maximum will be 2 weeks. Looks like you will be a busy boy." With that, he turned and walked out of the apartment, leaving Jake on his knees, cum still dripping from his chin to land on his chest.

Stacy turned to Tasha and Trisha, both of whom were still staring at the screen of her monitor with fixed attention, watching Jake on his knees. "Well girls, what do you think? Is little Jake broken now?" She licked her lips with excitement.

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Trisha spoke up first, her voice low and throaty with desire "Oh no, this bitch is just getting started. We can take him further."

Stacy giggled. Trisha had been her best friend since middle school, and when she told Stacy about the fact that a supervisor at her new job was trying to coerce her into sex, the girls immediately began collaborating on a plan to teach Jake a lesson.

Stacy sought out Jake on a dating app and began seducing him, while Trisha brought her friend Tasha in on the plan. The first step was keying in on a weakness, which it turned out was easy since Jake had a fetish for mild humiliation and femdom...both areas that Stacy was happy to use in manipulating him.

Once the girls found out about Mr. Howard having a camera installed in his office, the plan started to take shape. They didn't know what would happen once Jake was caught on video, but they assumed it would be bad for him and teach him a lesson in shame. The fact that their boss turned out to be a sadistic pervert with a penchant for sissies was a huge bonus.

Jake was soon trapped into being a sissy cocksucker for Mr Howard, but none of the girls were satisfied that this was harsh enough punishment for his harassment. So, they began devising other possible humiliations for their new bitch. Tasha, in particular, got horny every time she knew Jake had to swallow more cum. That was probably what made her come up with the idea of collecting sperm to feed Jake as his "lunch".

Of course, even though Tasha came up with it, the other two quickly agreed. And so they spent a week milking their boyfriends and even got a few of their friends to join in by doing the same (without telling them exactly what it was for). At the end of that time, Tasha had a plastic tub filled with about a glass full of slimy cock juice.

While the milking week was happening, Stacy followed up on another idea the girls had. They all knew that Mr Howard had cut Jake's pay in half, and that this would put him in a rough spot that made it impossible to cover rent and bills. Stacy knew where Jake lived and had met his creepy landlord, Todd. He seemed like just the kind of pervert they could use, and so she found time to "accidentally" bump into him while she pretended to swing by and look for Jake (who she knew at that moment was busy slobbering on his boss' dick).

She wore a skirt that barely covered her ass and a blouse with a deep cut in it. Todd was hypnotized as she told him about a way to get free blowjobs. He was in before she even finished talking. Next, she asked him to set up a camera in Jake's apartment. She had already brought the hardware, and within minutes she had access to a real time feed of her sissy's studio on her phone and her computer. Her pussy dripped in anticipation as she drove home.

And that led to the current reality of all three girls sitting in Stacy's apartment, gathered around the monitor after having just watched Jake get his throat raped by his landlord. Stacy loved that Trisha wanted to take this as far as possible. She would hate to be on the receiving end of her friend's anger and vindictiveness, but she enjoyed helping her push their victim further and further into humiliation. What if he ended up liking it and embracing his new life? Stacy hoped not. It was way more exciting to watch him drown in waves of shame and humiliation as they ratcheted the punishment higher.

"Okay" she said "What else should we create for poor little Jake?"

"Well, for starters, he needs to suck a lot more dick!" Tasha's answer was predictable, but a good start. Stacy nodded and smiled "Yes, and since he is about to come up short on rent...". She saw Tasha flush with excitement as the realization dawned on her.

Trisha had a growing grin on her face, with an evil look in her eyes, so Stacy asked "What is in that twisted mind of yours?"

"Oh, just thinking that our bitch has learned to give good head but that ass hasn't been tapped yet" Trisha said with a chuckle. "Wouldn't that be the next step down? Jake getting fucked in the ass while we watch?" She saw that the other two were on board.

"Mmmm" Tasha moaned softly "looks like we have a lot left to do with this sissy."

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