The Yuppie and the Goth Girl

Story by TulipSquirrel on SoFurry

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In order to prove himself to his father, Heinrich Martins Jr. moves across country to Document City in order to help cinch a business deal. However, paying for his living expenses will come out of his wallet! Fortunately, he finds a roommate by the name of Sherry Toole. Unfortunately, Sherry Toole is far from his ideal living partner. Is it possible for this yuppie and goth get along? Maybe... maybe not!

Hello everyone, and welcome to another story by me, TulipSquirrel.

Yes, it is that time again where I impart upon you all a story. And this story is yet another commission from the gracious Ranger61! Ah, I'm so thankful! They wanted a badgirl this time, and I hope I delivered. The female lead of this story - Sherry - was inspired by the character Shermie from the game series King of Fighters. AT least, to a certain aspect; their personalities couldn't be any different from one another!

Something else about this story, the characters of Bailey and Tanner from 'Do your Best, Bailey' show up in this story. They don't do much, but I thought it would be fun to throw them in here. Since a lot of my stories take place in the fictional Document City, maybe I should have others pop up more often from time to time.

Maybe.

Anyway, that's all out of me. I hope you all enjoy this story. And this goes doubly for you, Ranger61! With this, I will all say farewell until my next story.

See ya later!

Ko-Fi if you want a commission.

https://ko-fi.com/tulipsquirrel

Patreon if you want to support.

https://www.patreon.com/MaverickKayPrime


The Yuppie and the Goth Girl

They make it seem like being the son of a rich and powerful CEO is easy. That you're some spoiled rich brat who shouldn't complain about anything, because everything they could want in life is given to them on a silver platter. Life's easy for them, isn't it? Everything was set for them before they were even born, so what's their issue? It's not like he's ever had to suffer before.

And really? You'd be right. He kinda lacked a bit of... spacial awareness. It's difficult to gaze through the eyes of another person. For him, it was downright impossible.

Heinrich Martins Jr. As you can tell, he was the son of Heinrich Martins Sr., the owner of Martins Foundation. As history goes, the Martins Foundation has been a great boon to small businesses throughout the centuries. Acting like some sort of banker, it loans out money to business attempting to get off their feet, where they take ten percent of the overall revenue. For many a small business ventures, their aid is indispensable. In the past, it was difficult to find a storefront that didn't get aid from the business conglomerate. And now in the modern age, it's even harder to find a store that they don't have their claws in, as their reach has extended towards the entire world.

Theirs was a storied history of many businessmen making deals with others, all to further along their coin purses and bank accounts. Hell, you could argue that the current CEO doesn't even need to work, and could easily retire at the age of forty, and he'd still have enough money to keep him and his family living in luxury for several generations! But even with that in mind, Heinrich Jr. – or just Heine as he's called by his friends – still had dreams of his own. He didn't just want to sit around in luxury, enjoying the finer things in life. He wanted to be so much more than just another Martins businessman. There were dozens of them going back generations! He wanted to be more unique than that.

Someday... someday... but that day wasn't today. Today? Today...

“You heard me. I need you to stay in Document City for a while.”

“Document City...? But that's on the other side of the country!”

Heinrich Sr. was stern. Strict and stout, he had short black hair that was graying at the bottom, and this powerful glare in his eyes. Despite the fact that he was pushing towards his early fifties, he still had this powerful body and build to him, one that was only amplified by how serious he looked at almost every moment. There's a reason why he's the man in charge of the Martins Foundation, and he had been in charge since he was in his mid twenties.

Heinrich Jr. was more or less his spitting image, just younger by twenty or so years. He too was strong and tall thanks to spending many hours with their family's personal trainer in his youth. Hey, a future CEO has to look like one, do they not? He also had his father's brown eyes. Though whereas Heinrich Sr. seemed to always be in a state of focus and professionalism, his son had yet to gain that. He still had that youthful look in his eyes and face, and he lacked his father's booming stature. He also lacked his father's brown hair, instead having his mother's black hair.

But, hey, they did share each other's sense of style. And that is perhaps most important.

“What do you mean? Why me?” asked Heine as he faced his father, who cocked his head at him.

“What do you mean by 'Why me?' Is this not what you wanted?” his father replied whilst pulling up his cup of coffee, “For months now you've been complaining to your friends and colleagues about how you're never tested, about how you want to prove yourself. Well, here is your chance. I need someone to oversee our business in Document City, and I want that person to be you. You'll be staying at our penthouse there.”

“F-for how long?”

“For as long as it takes,” his father replied with a shrug of his shoulders, “It could be anywhere from a few weeks, to a few months. Heh... you know how these things go...” he took a sip of his coffee, “I've already arranged everything. You'll be taking a flight by the end of the week.”

“B-but does it have to be Document City?” asked Heine, “Couldn't it be somewhere else? Like... Bellcrest? Or Concave City? I'd even take Willington! Anywhere but Document City!”

“There's no point complaining now,” his father snapped back, silencing his son, “Again, this is what you've been begging for. A chance to prove yourself, prove that you have what it takes to be a Martins CEO. And sometimes, you have to pay personal visits to places you don't want to go. Business meetings and the like. So...” he shook his hand through the air, “Go on. Get everything ready. I recommend you dress for cold weather. Its snowing over there in Document City, from what I've heard.”

“Ah... but, father...”

“No more of this,” he said, “I have important meetings of my own to get to.”

“Aaaah...!”

“Oh, but Junior, before you leave,” his father gave him a wry smirk, “You see, paying for the penthouse is a bit difficult. If you're going to be staying there during this business trip, I expect you to pay for it out of your pocket. You understand that, right?”

“W... wait...? Me!?” he snapped, “Wh-why me!? Can't you... can't you pay it!?”

“No, no, no... business expenses and what not,” said his father with another wave of his hand, “I don't want the IRS getting on my ass for something that could be misconstrued as a family vacation or the like when I do my taxes. So... heh heh... I'm sure you can use all that money you were going to spend on golfing trips, on paying for the penthouse instead. Of course, if that's too much, you can always stay somewhere else. It is your wallet, after all.”

A part of Heine rose up, wanting to continue on this argument just a little bit longer. But he knew this was pointless; trying to argue against his father would only end in failure. So, he slumped forward, his arms falling as he shook his head. Turning, he exited from his father's office, entering into the bustling hall outside.

Document City. Of all the exotic places in the world he could be going to, he just had to be saddled up with Document City. Such a boring, drab, soulless place. And, no, the occasional terrorist attack that occurs there or near there are not enough to make it more glamorous. Quite the opposite, really; just how dangerous was that city!?

Still, he was being sent there to live at the family's penthouse. It was a place that very rarely played host to the Martins, mostly because they rarely did business in Document City at all. At the very least, he wouldn't be forced to stay in one of its many hotels... though that was of little comfort to the fact that he has to stay in the city at all!

His father was ruthlessly stringent as well. Already he had booked a flight on their private jet over to Document City. A 5 hour flight from Oceanside to Document City. Tch... it was going to feel like five days when he got on the plane.

But even with all of that in mind, there was another slight issue. He was expected to pay for the penthouse, right? Well, that couldn't be too bad. Bringing up his smartphone, he checked how much the penthouse costs to rent out on the regular and...

Oh... oh no... oh no no no no no no no no. Ooooooh... his father was a cruel, cruel man!

So, shit, if he was gonna have to live in Document City all by himself, and pay for the penthouse out of his pocket, he could at least get some help. Maybe he should put up an advertisement for a roommate?

Guh... just thinking that sent shivers down his spine. A roommate? He's never had a roommate. The closest would be his dorm mates back in his academy and college days, but that would be a bit of a leap. He wasn't going to sit around with someone like Mia Crowley, or bump shoulders with Allister Strauss. He was going to be spending time with... Gasp...

Commoners!

He palmed his face, annoyed that he'd have to share space with someone he didn't know. While the idea of calling some of his old friends up did come to mind, he knew none of them would take it. They had their own businesses to attend to, after all. So that just left him with no choice.

A roommate it is. He could only hope they weren't unsightly... but knowing his luck...

“What the shit is this?”

Wanted: Single human male, looking for a roommate. Location: the Penthouse Suite of the Grand Morris Hotel in Document City's Silver District? She was reading this, right?

VRRRRRRRMMMMM!!!

Just overhead, the deafening howl of a train echoed out. It drove on an overpass, howling against the night sky, while the force of its rumbles caused trash to roll and tumble. Beneath it, sitting on some rusted car with a concrete wall behind her, was a wolfess. She stood tall as befitting her species, with a looming height that allowed her tower slightly over others. Not made any better by the knee-high leather boots she wore, which upped her height by a few inches.

On her hips she wore a black leather skirt, one which hung and clung to her hips, while coming down just a little bit to cover her thighs... but not by a lot. Stylish and cool, it was reflective of the slight lights that gleamed from a nearby lamppost.

Hanging on her shoulders was an open vest, one that was a vibrant red color, with unknown markings on the back. Was it gang affiliated, just a sports team, or just some stylish insignia? It was hard to tell, but no less striking. Beneath the vest laid a crop-top which showed off her narrow stomach, while just barely coming down to cover her perky chest.

Her stylish yet lax way of dressing helped to flaunt her body, specifically her pelt. It mixed in shades of gray, being darker at the back, and whiter at the front. Her hair matched as it too was black... oh... but with these violet stripes here and there, adding a touch of color to her somewhat dour color scheme. Uniquely about her hair, it hung over her eyes, blocking them from view. It wasn't shaggy or messy, no, but more like a sharply-cut curtain.

“Hmm...” muttered the wolfess as she cocked her head at her phone, “This... totally has to be a fucking trap, right?”

“I dunno,” said a voice that rang from her phone, one belonging to a girl who – from the sounds of it – was of similar age to the wolf herself, “I don't think so. I had my brother look into it, and he says it's on the up and up. Apparently, some guy named... uh... Heinrich Martins put out the ad.”

“Heinrich Martins...?” repeated the wolfess in an incredulous manner, “Tch... let me guess; he's some old fuck. Probably some perverted sugar-daddy looking for a girl to fuck and give money too?”

“Oh, no no no! Not him,” replied that voice, “This is Heinrich Martins Jr. He's the son of some CEO, meaning he's rich... which is why he's staying at the penthouse.”

“If he's so fucking rich, then why is he putting an ad out for a roommate? Couldn't he just afford it on his own?”

“Beats me. Maybe dear old daddy cut him out of a trust-fund or something. Maybe he accidentally put up the ad, or whatever. But, hey, you are looking for a place to stay, aren't you? The least you could do is check it out. Answer the ad, and if you don't get a response, then no sweat off your brow. It's the least you could do.”

“Tch... haah... fine,” muttered the wolfess as she tapped on the advertisement, “But if shit goes downhill fast, it's your ass I'm coming after.”

“Heh heh heh...! Okay, Sherry. Okay.”

Their phone call cut short, the wolfess checked out the advertisement once more. This penthouse up in Document City's more lavish borough; what business would a girl like her ever have for going to a place like that? Not only was she far from rich, but the idea of bumping shoulders with a bunch of rich ass-hats was uninteresting at best, and downright infuriating at worse!

But her friend was right; she had been looking for a place to stay now that her old apartment was... well... let's just say living there was no longer possible, nor advised. At worse, this Heinrich dick could just send her away. AT best, well, it would be nice to live in a penthouse, even if it's for a little while. So, she clicked on the ad's link, and composed an email. What happens next...?

Well...

Two days! He has been staying in Document City for a grand total of two days! And already he hated it!

Now, to be fair, his first day was miserable. Heine always hated flying, and the jet lag he suffered really did not make him feel any better. He was sluggish for hours after, and no amount of food made him feel better. If anything, it made him feel worse!

But, fine, whatever; that was mostly jet lag, and not the problem of the city itself. So, since his planned meeting with his father's business partners was scheduled for a few weeks now, he decided to spend his free time familiarizing himself with the city. He drove around, and actually kinda liked it for a moment.

Then he realized he never left Document City's Silver District, which was recognized as its high-class and luxurious region. Not too problematic, right? Oceanside – which is where he lived – was a rich and high-class city, with Station Heights being its more affordable little sibling. Leaving Silver District and entering into the rest of Document City wouldn't be too big a change then, right?

Wrong. Oh, so wrong!

Station Heights has class. Yes, it is a city filled with hard-working men and women, but these men and women have class to them. Document City on the other hand, has no class. It was a burly and rugged place, filled with so many annoying people, ones who were so rude as well! They hurl insults, they spare no times for others, and they all looked at him like he was the one who did something wrong!

And the smell – the smell! That smell was so strong! The smell of construction zones and concrete! It permeates the air! Making matters worse, the smell mixes with the sounds! And Document City's sounds are just as relentless! The sound of construction equipment, the sound of blaring horns, the sounds of thousands of conversations going on and on and on; this city just didn't stop!

It was too much for his poor heart...

But, hey, at least the penthouse was amazing. A safety net, a comfort from the deranged hellscape outside of its opulent walls. And opulent certainly was the name for it. White floors, brown furnishings, a glass window that led out to the open deck, and said open deck has a pool? Oh, yes, opulent indeed. Its couch alone was worth the price of entry, and he currently laid on it as a pleasant smile spread out on his lips.

It was little over twelve in the afternoon as Heine rested on the couch. After yesterday's little 'adventure', he figured it would be best to spend the entirety of today inside. Maybe he'd head down to Principal Park, maybe he'd even attempt to mingle with the commoners again... but for now, he just wanted to do a whole lot of nothing.

Unfortunately for him, he made a meeting, one he forgot amid yesterday's craziness...

Bing! Bing! Bing! Bing! Bing!

“Huh?”

Getting up from the couch, he stared over towards the penthouse's calling system. It was a small machine resting on the bar-side counter, one that beeped as it beamed with information. He was getting a message from the hotel itself, and as he walked over towards the messaging machine, he saw that it was coming from the lobby specifically.

“Hello? This is Heinrich Martins,” he said, answering the call as he pressed the machine's button.

“Good afternoon, Mr. Martins,” said the receptionist on the other end, “There is a young woman in our lobby, her name is Sherry Toole. She said she's come here to speak to you specifically?”

“Sherry... Toole...?” he repeated, before his eyes grew wide, “Oh! Right! Y-yes! Sherry Toole... Sherry Toole! Send her up right now.”

“Right away, Mr. Martins.”

Click!

Pulling back, Heine palmed his head and groaned, feeling embarrassed and stupid that he forgot about this important meeting. He was about to meet his would-be future roommate! And the only person who responded to his advertisement! Okay, that's not completely true; he did get other emails from hopeful roomies... but almost all of them were lacking in one way or another. This woman – this Sherry Toole – was the only person who answered his ad that: A, was looking to move quickly, B, had a good job, and C, was actually one person.

You have no idea how many emails he got hoping to help someone take care of their entire family... or their pets.

So... many... pets!

But enough of that. Sherry was coming up to see him, so he needed to look his best! Even though he was the one who made the ad, that did not mean he could laze about and show his worse side! When those elevator doors opened, he wanted his would-be roommate to actually like him. So, he puffed up his chest, put on his best smile, and once those doors opened with a--

Ding!

He said...

“Good afternoon...?”

And then he pulled back.

Sherry Toole. According to her email, she was a wolfess in her mid-twenties, one who worked in marketing for a software firm known as Gold Star Inc. Heine knew of this business, as it provided software for a wide variety of machines and computers throughout the world, so working in marketing for them is a very important task. And for someone so young to be a member must mean they really knew what they were doing!

Now, call Heine a profiler or whatever, but he was expecting someone to with her credentials to look more... respectful. Perhaps business formal, maybe a sundress. Certainly not these leather shorts and boots, and a shirt that barely came down to cover her chest! This wild, almost unruly gray fur, and that hair with those purple highlights in them! What was going on at Gold Star!? Were they allowing all of their workers to look so... informal?

“Hey,” she said, her cool voice causing him to jolt as she pointed her finger at him, “Are you Heinrich Martins?”

For a moment, his mind struggled to come up with an answer. At the same time, he looked up at her eyes... or, well, tried to look at her eyes. Her hair was in the way, making it downright impossible to see her eyes. What color were they? What expression did she have? All he got from her was... indifference.

And then he realized she spoke to him.

“Oh! Right! Heh heh... right... um...” he extended his hand and offered her a smile, “I am Heinrich Martins! It's nice to meet you, Miss Toole.”

She cocked her had at him, looked down at his hand... and then walked past him, leaving him hanging. Heine's mouth gaped in shock as the wolfess entered into the main living room of the penthouse, her head turning as she got a good look at her surroundings.

This was real. This wasn't some joke, and Heine wasn't some creepy old pervert. She was still thinking this was some elaborate joke, even when she entered into the lobby of the hotel itself. But now that she stood here, reality settled in.

But of course, on the outside, she looked cool and indifferent. The only hint to her inner feelings was when she tugged on her purse.

“So, this is real, huh?” she said as she looked at him, an eyebrow raised.

“Uh... y-yes?” replied Heine, “Why wouldn't it be real?”

“Hm... I just thought it was a stupid prank,” she answered whilst walking up to him, “I have a lot of stupid friends who have a lot of time on their hands. Ah... doesn't matter...” she smirked at him, flashing her fangs his way, “I'm Sherry. So, drop that 'Miss Toole' shit. I only get called that at my job, and it gives me a fucking headache.”

Her crass way of speaking caused Heine to tremble. Again, this was the woman who answered his ad? He just couldn't believe it! She was far from the person he imagined her to be! So brutish! So coarse! She exemplified all the problems he was having with Document City so far! How did she have a good job in anything!?

But, that's the point, right? She had a good job. A very good job, one that would make paying for this penthouse far easier. With her aid, he may even be able to get enough money to visit the golf course in Document City! And that? That sounds really nice.

Still, he was hesitant to accept Sherry just yet. Despite only spending a few moments with her, the wolf's personality was already getting under his skin! Did she have to be so harsh, so abrasive? Forget silver; her tongue was like sandpaper, and her tone was like ice! If she was going to be his roommate, he needed to make sure of a few things.

“So... you read my email, right?” he said as he approached her, “You're aware of how much the penthouse costs, right?”

“Your email said the rent for this place is $10,319, yeah? And that we'd split the rent 60/40? Doing that math, that would be... $4,127... oh yeah, and 60 cents.”

“Did... did you do that all off the top of your head?”

“I know numbers,” she replied, “Did you ever experience having your father yell at you at the dinner table while trying to figure out what six times seven is?” she pointed at herself with her thumb, “I did. After a while, all those numbers really stick in your brain.”

“I... mm...”

Heine cocked his head at Sherry, incredulous that she could do the math in her head that quickly. She must have just used a calculator earlier, and memorized the number. He did give her the information via email, after all. Still, if she did remember the number, then she clearly knew her stuff. But he'd grill her just a little bit more.

“Okay. So... you work for Gold Star Inc, right? For marketing, right?”

“Mm-hm,” she answered whilst crossing her arms, “Gold Star Inc's offices are downtown, though I mostly work from home. I work in graphic art, designing things like advertisements for their software, among other things. It usually doesn't require me to leave home often, since all my work is digital.”

Oh... that was actually a good thing. If she was home most of the time, she could look after the place and make sure everything was clean. In a way, she'd be like a housemaid! Maybe he could even rely on her to buy things like groceries!

“Okay... huh... marketing? Heh heh! I'm not too good at marketing!” Heine said in some poor attempt at lightening the situation, “I've spent several semesters in marketing classes, and only made Bs in all of them!”

Sherry cocked her head at him. Was this his attempt at small talk? Because it was terribly cringe. He sounded like an alien trying to emulate small talk! Was he really that out of touch with people who didn't have millions of dollars in their bank accounts?

Yes, yes he was. It was almost laughable. Sherry found it to be somewhat annoying.

“So... uh... one more question, I guess... how soon can you move in?” asked Heine, “I knew you said you were quick but... how quick?”

“You seem like you're in a rush to move me in, so... I could move in by the end of the week,” she answered, “Is that cool for you?”

“It's more than cool! It's perfect!”

He laughed at his statement, again trying to come off as friendly, and again making Sherry's nose curl. She came really close to just saying 'fuck it' to living in here, and that's due to his personality alone! Seriously, how was someone her age this out of touch with reality? It was painful!

But...

She really needed a place to stay, and this penthouse was great. She could at least stay here until she found a new place of residence to stay at, a hopefully permanent one.

Heine's feelings on the matter was different, yet still similar. While he wasn't super excited to be sharing a place with someone like Sherry, he was hopeful for what she could bring to the table. Not just the rent, but the idea that she could keep the penthouse cleaned, and pay for groceries, makes things easier! He won't have to waste money on room service!

“Well, we can work out other details later when you move in,” said Heine as he put on a smile, “Things like schedules, and chores, and whatever else you hav--”

“That bar,” said Sherry, cutting him off as she pointed at it, “Does it come stocked with beer?”

“Um... uh... y-yes...?” he said, still recoiling from her interruption.

A grin spread out on her lips.

“Fucking great.”

Living with a roommate is hard. When two people who don't know each other are forced to share the same living space, things can get pretty difficult. Some make it happy with ease, as their personalities match, and they work together to accomplish various goals. But sometimes, things are not this fortunate. Sometimes, the roommates who share a space, find their personalities and ideals too different and too difficult to work together.

For Heine, this was never an issue. Again, he's never had a roommate before, and he doubts his family members count. Perhaps he could say that his various maids and butlers have been like roommates, but that's really stretching the definition! And again, he doesn't think his dorm mates from his school days really count.

Putting it lightly, this was his first time living with someone else in such a capacity. And he hated it!

“What the...? Did she leave this beer out again?”

It had been six days since Sherry moved in, and already she was putting strain on their business relationship. The wolfess had a 'funny' habit of leaving her clothes and other such items strewn all over the place. At first, it wasn't too much of an issue. He'd raise a complaint, she'd scoff at him, and then she'd remove whatever was giving him issue. But as the days went on, her actions grew more brazen. And now? Well, it was uncommon for him to come by the bar of the penthouse, and not see a couple of empty bottles resting on it.

Seriously, Sherry may have a drinking problem...

“Sherry!” shouted Heine as he facing in the direction of her doorway, “What the hell! Again with this beer!? I don't mind you day drinking but... come on! At least throw your beer bottles away when you're done! God!” he turned around, facing the bar counter again, “There's like... three bottles here!”

Eeeaaarrrk!

“That's cuz it's from last night,” her voice came ringing from the hallway, “I don't day drink. C'mon, I'm not some 40-year-old man going through a midlife crisis.”

Heine groaned at her snarky response, then turned to face her... where his eyes grew wide.

Another thing he had to learn about living with Sherry? Her lax nature. Sherry was a wolfess who had no qualms showing her body to anyone and everyone around. That typically took the form of clothes which he considered sexy and scandalous, what with her shorts and miniskirts, and her seemingly endless amounts of tight tops. But, hey, that's still clothes, no matter how lewd they may be!

At home however, things were different. She almost always – always – wore tank tops and panties... and absolutely nothing else. And it's not like her tank tops covered much; they were always tight and loose! And her panties? Yeah, always skimpy! If she wanted to dress like that in her own room, then fine! But why'd she have to seemingly display it to him!

But all of that paled in comparison to now. Why? Because this time, she wasn't wearing any clothes! Her body was completely naked, her fur and hair wet from her recent shower. The only thing she had on was a towel which she used to cover her chest and pelvis... and that's it.

Oh yeah, and her hair? Even when wet following her shower, it still covered her eyes. How did she see through that? Not that Heine could really focus with her everything being displayed before him!

His eyes widened and his mouth hung a bit as the drenched wolfess walked towards him. He was shocked, but she was still as indifferent as ever as she sauntered up towards him... then walked away towards the bar counter.

“By the by, I know you're rich, but these rich beers kinda suck ass,” she muttered as she began grabbing her trash, “Buy some fucking Cold Creek when you're out next time. Hell, I'll take Honey Bourbon over that rich, French shit you got in there...”

Usually, her scathing words felt like knives to his mind. But whatever retort Heine had, was silenced by the mere sight of her body. The towel she wore was so flattering to her body, clinging to her like some small dress. He stood there, watching as she casually tossed her trash into a nearby waste bin. And Heine continued to stand there watching as she returned to the hall she came from, and eventually vanished from sight.

Quite frankly, Sherry had a bitchy attitude. It was snarky, rude and abrasive, lacking any sense of class or respect for anyone. Hell, he wouldn't be surprised if she lacked respect for herself, considering how laxly she dressed! But for as frustrating as her personality can be, her body was a different story. The curves, the physique, the perkiness of her chest; it was all so amazing. On more than one occasion, Heine had felt his eyes wonder as he looked at her for a moment too long.

But this moment was different. Never once had she been so exposed before. And that image of her nearly-nude body would not leave his mind.

Heine was planning on investigating Document City's golf course, perhaps even join its club if they were accepting entrants. But right now, he could think of none of that. Right now, he walked over towards the couch in the living room... and sat there. He didn't say a word, didn't do anything; he just sat there.

And he sat there.

And he sat there.

For a few hours that felt like a few minutes, Heine sat on the couch, not budging an inch. His mind was rushing with thoughts of Sherry, and her seminude body. If so much as a gust of wind blew along her body, she'd easily be disrobed! What did she look like beneath those clothes? What was her nude body really like? Considering her height and abrasive attitude, he figured it would be something strong. Not too burly, but far from dainty and feminine. He'd imagine her body would be like a tennis player's body; athletic, strong... erotic and sensual...

“Hmmm...”

“What the fuck...? Are you just sitting there...?”

“Glk!? I...?”

Heine turned slowly. Standing behind him with her purse slung on her shoulder, and her head turned up, was Sherry. Her shower finished, the wolfess had dressed up in more appropriate attire. And, well, appropriate by her standards. She wore a checker patterned skirt, one that had two shades of black... and a darker black. It came down to her knees, while her legs were covered in fishnet stockings that extended down to her boots. Up above, she was wearing another one of her midriff baring tops, one that was black with a purple skull on its surface. And on her shoulders was that red vest he always saw her wearing.

But even with her fully dressed and fully cleaned, and even with her head turned up at him, he could not see her eyes.

This was not typical attire for Sherry. As stated before, she usually lazed around the penthouse, and rarely dressed herself fully. On more than one occasion, she casually exited their home to pick up food she ordered in nothing but her sweat shirt and panties. So to see her fully dressed told Heine one thing...

“You're... going somewhere...?” he asked, making her cock her head.

“What are you? My dad?” she replied with that morose tone of hers, “Yeah, I'm heading out. I'm gonna go chill with my friends. They've been dying to know what it's like living in a penthouse.”

“Oh... huh... I see...” said Heine as he nodded, before a smirk spread out on his lips, “So I guess even someone like you can have friends.”

His remark was supposed to be scathing; a light little jab at his roommate who had no qualms taking jabs at him. But Sherry didn't respond with ire or anger. She again just cocked her head at him, as if scanning his words. It left Heine feeling a bit tense as he wondered what was going on in her head. But before he could ask, she said,

“Do you want to come?

Her question jolted Heine, who pulled back and looked up at her. He blatantly wore this expression of shock, not even trying to hide his confusion in the least bit. All the while, Sherry remained indifferent and coy, as if they were talking about the time of day or what weather was outside. Again, it was so shocking that Heine needed to mentally reboot himself before saying back,

“Wh... are you asking me if I want to come with you?”

“Yeah... that's what I fucking said,” she replied whilst crossing her arms, “Ya'know, you've just been sitting in here all day long. I know I don't look like I care, and really, I don't care all that much, but I do notice things about you. You're so fucking wired, 24/7, worried that something's gonna go wrong. You have, like, a hundred phone calls all day, and I see you fret over if you're gonna ruin your father's business. Spoiler alert! You're not. You and your family are like... multi-billionaires. You screwing up some potential business isn't going to put you in the poor house.”

“I... wait...” he leered at her, “Y-you listen to me when I'm on the phone...?”

“It's not like you're particularly quiet,” she replied, “So, look, why don't you come along and hang out? Just chill for an evening as oppose to... whatever the fuck you do on a daily basis.”

“I... I...” he looked away, appearing like an indignant child, “I will not. I've already had quite a negative experience with Document City since moving here, and I highly doubt that spending time with you and your friends will make me feel any better. So go on, shoo... I'm sure you'll have a lot more fun without me.”

“Yeah, I'm sure I will,” she replied in a snarky manner, “But unfortunately, I'm afraid my karma balance is all fucked up. So, to hopefully not get hit by a car or some other stupid shit, I'm asking if you want to come along with. Or... well... not asking I guess, but demanding.”

“D-demanding?” he repeated as he faced her, “Where do you get off making demands of me?”

“Yeah, I guess you're right,” she replied, this cocky grin spreading on her lips, “I can't make demands of you... but your Dad totally can.”

“M-my dad...?”

Heine looked up Sherry, confusion wrought on his face, while she reached into her purse. Pulling out her phone, the wolfess casually tapped away at her screen, before turning it to face him. Spread upon its surface were a series of numbers. It was a phone number... a very familiar phone number. It was the numbers to his father's personal phone.

“What the...?” he whispered, before straightening up, “H-how did you get that--”

“You're not super good at keeping secrets...”

“I...! I...!”

Heine looked down at the ground, bewildered and even terrified by Sherry. What else had he said that could have incriminated himself or his family's business? And... did he really talk to himself so much to the point that the wolfess got his father's phone number? And if she got that, then what else did she know? What else did he say!?

In a surprising show of force that shocked Heine himself, he launched up at Sherry, attempting to snatch her phone out of her hands. But for as athletic as he was, she was faster, and easily juked out of the way, causing him to land face-first on the floor.

“Gah!?”

“Hah hah ha! I wasn't expecting that,” said Sherry as he pulled his face from the ground, looking up at her in an annoyed manner, “You got some big balls on you to try and tackle a wolf. You do know these fangs aren't for show, right?”

“Gaaah... j-just please... delete my father's number!” he said as he palmed his head.

“Tell ya what...” she replied as she crouched down beside him, “I'll delete your old man's phone number, but only if you come hang out with my friends and I. You really need to decompress. So... ya'know... tell 'em a story, and prove how much of a stupid yuppie you are.”

“I... grrhhhgghg...”

Head curling down, Heine buried his face into the soft rug of the floor, while his mind struggled to accept what was going on. The last thing he wanted to do was have Sherry call his father, and tell him... well... anything. This was his mission, his chance to prove himself to not only Heinrich Sr., but to the rest of the board of their business that he could be a competent CEO! But if the wolfess told his father that he'd been accidentally leaking secrets, then that would only prove his incompetence! And if that happened, he'd never get a chance like this again!

Putting it lightly, he was trapped, and there was only one way forward.

“Haaah... fine...”

“What was that?” Sherry replied with a grin.

“I said 'fine'!” he snapped whilst getting up to his feet, “I'll come with you...”

“Heh heh heh! Good...” she gestured with her head towards the door, “You're already fully dressed, so let's get on with it. And since you like driving around in that gaudy car of yours, you'll be taking us where we need to go.”

“G... gaudy...?” he repeated, his voice trembling with genuine pain, “You think my car is gaudy?”

Document City was a big place. A big place Heine didn't want to explore after his poor first impressions. He'd stick to Silver District, thank you very much! But now in his (supposedly gaudy) car, he drove through the city streets, with this abrasive, goth wolfess at his side. He had to ask himself...

How did it come to this?

He was still embarrassed and fuming following what happened earlier, but the same could not be said for Sherry. The wolfess was casually tapping away at her phone, not even bothering to say a word to Heine outside of giving him an occasional order. 'Turn left here' or 'turn right here'; something along those lines. He obeyed, though he was mostly focused on learning the lay of the land. Principal Park was nearby, while they were heading towards the corner of Bruce Street and Willis Road. And what store sat at this corner? Why, a bar.

Jurgen's was its name! A popular pub, it had two completely different reputations depending on who you ask! On one end, it was a surly place, a bar meant only for big and strong men, with big and strong bikes! On the other end... it was a popular spot to sing at on karaoke night... even if everyone is usually too drunk to sing on karaoke night!

And this just so happened to be their destination!

“C'mon, c'mon,” said Sherry as she pulled away from her phone, “Park right here. I can see my friends.”

“Ghnn...”

Heine had no response other than to obey, driving up to the parking lot outside of the bar. Bringing his car to a halt, he looked over at Sherry, who stared back at him behind her hair. She was casual; he was anything but! Just what kind of unsightly friends would someone like her have? Other goths? Maybe even worse? She is a rather abrasive wolf; who's to say she doesn't have friends who may or may not be deplorable? He could only hope.

Then Sherry opened up the door and exited the car. And after a couple moments where he steeled his resolve, Heine too exited.

“Hey! Sherry!” called a voice from the side.

Heine pulled his gaze up. The call came from a feline. Tall in height, and athletic in stature, she had white fur and short black hair in a pixie cut, and wore clothing not too dissimilar to Sherry's. Blue jeans, white t-shirt, leather jacket on her shoulder; she exuded the cool aura of a bad girl. Not exactly a goth though. No, if Sherry was a goth, then this girl was a tomboy.

A tomboy with sharp teeth and yellow eyes... yellow eyes that were looking up at Heine.

“So... this the guy?” she asked, to which Sherry nodded.

“Yup, this is that yuppie I've been telling you all about. The one I'm staying with,” replied the wolfess as she pushed him forward, “Hey, say hello to my friend.”

“Glk... um...! N-nice to meet you...?” said Heine in a stiff manner as he extended his hand, “I'm... Heinrich Martins.”

The feline looked him up and down, as if confused by his extended hand. When she looked over at Sherry, the wolfess chuckled, having already predicted their meeting would start off like this.

“Wow... Sherry was right; you are stiff,” said the feline with a wry grin as she shook Heine's hand, “The name's Tanner. Nice to meet ya!”

“You're... Sherry's friend...?” said Heine, still coming off as stiff and even robotic.

“Tch... is that hard to believe?” replied the feline, before chuckling, “Yeah, I know, she's kind of a bitch, isn't she?”

“I heard that...” snarled the wolfess.

“Uh-huh? And whatcha gonna do 'bout it?” the feline shot back.

Even with her eyes covered by her hair, one could feel Sherry roll her eyes at her friend's snarky jab. For Heine, it felt oddly humanizing. Sherry had either been a thorn in his backside, or stuck in her own world! So to see her have banter with someone she considered her equal, was rather entertaining. But before the wolf and feline could go at it some more, Tanner pointed at the bar.

“Let's get going. It's karaoke night tonight, and I'm gonna get my Bailey up on stage!” she said with this toothy grin on her lips.

“K-karaoke...?” Heine repeated.

Together, both Sherry and Tanner began chuckling at his expense. Some sweat began forming along his brow as he realized this was all a trap. Sherry brought him here specifically with the hopes of having him humiliate himself with a bout of karaoke. 'Chill out' his ass! There's nothing 'chill' about this!

But it was too late! Both Sherry and Tanner grabbed his arms and began tugging him towards the bar. And with the threat of the wolfess calling his father looming over his head, Heine knew there was nothing he could do but accept his fate.

So, he followed along as the wolf and feline both chuckled in his ear, entering into the bar where--

AFTERNOON IN THE HOMEROOM THEY'RE ABOUT TO LET YOU GO!!! AND THE LOCKER SLAM ON THE PLAN YOU HAD TONIGHT!!!

That is not how you sing Hall and Oates.

Karaoke night was always a fun time in Jurgen's. Seeing a bunch of buzzed/drunk people make fools of themselves on stage, was a sight that never got old. Moreover, the pool table which usually dominated the back of the establishment, had been moved aside and replaced with chairs so that everyone could see the 'musical talents' on display!

As the bar was alight with laughing drunkards and patrons, Heine looked around and read his surroundings. Jurgen's had a homely air to it, what with its wooden walls and floors. Notably, the walls were adorned with various sports memorabilia, ranging from things like golf and football... but mostly centered around boxing. It would seem as if Jurgen – that is the man who ran and owned the bar – was a boxer back in his past.

A genuine gasp of awe left Heine's lips as he was brought to a booth in the back, giving them prime view of the stage. While he was still abrasive, he was warming up to the idea of being here. Sure, the bar was filled with big men – beastkin and human alike – who could tear him to pieces with ease, but c'mon! They were enjoying themselves as they drunkenly sang whatever song they pleased! How could he not crack a smile at this?

“Ah! Tanner! Sherry!”

And then he came running up; one of the few people in here who was shorter than Heine. And by 'he', one has to stress that it's difficult to tell due to how androgynous they were! He was a human, one with this cute and sprightly air about him. Clear blue eyes, blond hair that was tied back, no blemishes on his skin, not to mention his somewhat girly physique, it was easy to confuse him for a girl!

He ran up to them wearing a smock, making it clear he worked for this establishment. And when he approached them, Tanner's eyes slid into a more sensual gaze.

“Hey, Bailey,” she said sweetly, making it clear to Heine that they were in a relationship.

“I didn't know you two would be here so soon,” said the blond, before he shifted his gaze towards Heine in the middle, “Waaait... is this the guy?”

“Yup,” said Sherry, her tone this somewhat knowing response, “So we're gonna need some of Jurgen's finest beer. You know the shit I'm talking about!”

“Wh-what? B-beer!?” said Heine before he shook his head, “N-no beer for me! But... I wouldn't mind having some wine if you have any!”

“Tch! Wine?” said Tanner, “Come ooooooon! You probably drink wine and eat cheese like, every day! But you're in Document City now! So...” she jabbed his shoulder, “Live a little! My little Bailey can make you one hell of a cocktail!”

“Ugh... I-I don't know, I--”

“Haaah... we're getting nowhere with this,” scoffed Sherry as she faced the blond before them, “Bailey, can you get this yuppie something that'll make his head spin? Something...” she looked at Heine, “Something... fruity...”

“Something... fruity?” Heine repeated.

“Something fruity it is!” said Bailey, “Alright, I'll be back with your usual drinks in a moment!”

As the blond turned away to fulfill their order, Heine reached out in an attempt to stop him. But before the courage could reach him, the fear of Sherry informing his father again loomed over his head. Not made any better when he looked over at the wolfess, where he saw her grin at him from cheek to cheek.

That was the most he had ever seen her smile, and it told him to simply behave. So he obeyed, and dropped his hand as he sighed in defeat. But even though he was agreeing to her demands, a part of him wondered if that was a bad thing. Even Heine would admit that he had been on edge since moving here. So maybe having a drink or two would help him relax for the night.

At least for tonight... right?

Well...

PRIVATE EYES! THEY'RE WATCHING YOU! THEY SEE YOUR EVERY MOVE!

Okay, scratch what was said before; this is not how you sing Hall and Oates!

As his hands grasped the microphone in his hand, music played in his ears. It lacked the vocals, but that's okay; he'd provide them! And with the screen sitting just a few feet away, of which the lyrics to the song scrolled upon, he'd never forget what he was supposed to say next.

Mostly... ya'know... he was a bit buzzed, gotta say...

Like those buzzed/drunk people before, Heine stood on stage at Jurgen's, singing for a group of cheering onlookers beneath him. He swayed and swaggered left and right, keeping himself going through shear liquid courage alone. His cadence and rhythm were a bit off, but he was doing a hell of a lot better than those who came on stage before!

Though it still wasn't good, mind you.

But, hey, he was having fun! It showed on his face as he smiled and sang, this red blush of slight embarrassment plastered upon his cheeks. And, again, his audience were cheering for him, further spurning him to entertain them as best he could. He'd bemoan his embarrassment tomorrow; tonight, he was a star!

Who'd a thunk he was such a lightweight when it came to alcohol? Not even he knew! Either the wine he typically drunk was weak, or that cocktail Bailey made for him was really strong! Then again, Sherry did say to make him something that'll make his head spin.

Speaking of...

Still sitting at her booth, a smile on her face, was the wolfess in question. Her phone in her hand, she recorded the embarrassing sight of a buzzed Heine, performing terrible renditions of classic songs. What an idiot! Did he not know he was only adding more evidence for which she could use to blackmail him with?

Probably not.

“So... have you two fucked yet?” asked Tanner, causing Sherry to look at her. Even with her hair in the way, one could feel the wolfess raise an eyebrow.

“What? Me and that yuppie? Get fucking real,” she replied, “Why'd you even ask something so dumb?”

“Tch...? Me? Asking something stupid? I think you're the one who needs to get real,” the feline snapped back, “Sherry, you do realize you're a bit loose, right? So don't act like you have morals or whatever,” she pointed at Heine, “I seriously can't remember the last time you brought a guy to hang out with us, so you two have to be fucking already. Let me guess...” she grinned from cheek to cheek, “You spread your legs the moment you saw the penthouse!”

Smack!

“You're such a bitch, Tan,” Sherry growled as she pulled her hand back, though her strike did little to wipe the smile off of Tanner's face, “I'm living with the guy, remember? I don't fuck people I'm staying with!”

“What kinda bullshit rule is that?” asked the feline, “Did you pull that outta your ass? 'I don't fuck people I'm staying with'. Since fucking when? And don't try and lie to me and say you haven't because he's stiff. I've seen you fuck worse guys,” she looked away, “I really wish I didn't see you fuck worse guys, but I have...” then she looked back, “So, what's he like in the bed, huh?”

“What did I tell you? We haven't fucked,” Sherry snapped, “And I'd rather like it if you didn't make me out to be some slut.”

“Why? That might sour the mood between you two?” asked Tanner with a wry grin on her lips, “Look, I ain't asking if you love the guy, but you're always quick to talk shit about someone if their bad in bed. It's, like, the first thing that leaves your mouth 90% of the time!”

“Look, the guy's a yuppie, and a stuck-up one at that,” said the wolfess, “And – making matters worse – I'm staying with him. I'm not about to fuck some by-the-books dickwad like him, and make staying at his place miserable for the both of us if we don't like it!”

“I think the opposite,” Tanner retorted, “If this guy really is a stiff, stuck up, by-the-books yuppie like you said, then he's gonna fucking love what you do to 'em. The only way I see things going downhill is if you ruin it yourself. I know you can be abrasive and shit, but some guy being a dick has never stopped you before. But what do I know...” she took a sip of her drink, “Maybe he really does suck back at the penthouse you two are staying at.”

“Tch... what kinda friend are you? Do you want me to make stupid decisions?”

“'Stupid decisions' have never stopped you before,” replied the feline, “But... then again...” she took another sip of her drink, “I am a little buzzed right now. I think Bailey mixed my drink too good. Heh heh... mmm...” and a smile spread out over her lips, “I'm really gonna rock his world tonight.”

Again, one could feel Sherry raise her eyebrow at her friend's drunken statement. But instead of arguing against her still, the wolfess looked back at Heine on stage. He was still singing, still entertaining the audience he had. Cocking her head at him, she wondered if Tanner was right to a certain degree, if she should at least give him a one-night stand. After all, the feline was right about one thing; Sherry could be loose at times.

Besides, watching him embarrass himself was pretty funny. And it's not like she hadn't notice him blatantly ogle her body since she's moved in. Like, what did he really think he was being sneaky? Especially with today and her in her bath towel? He did such a poor job hiding his feelings; how was ever going to be a CEO in the future?

So it was a win-win, right? If he's a good lay, then awesome. If he's a bad one, she could lord that over his head for her own amusement.

With that in mind, a lurid grin spread out on Sherry's face as she looked up at Heine. He'll be singing a different tune come tonight!

“Mmmfff!”

“Hmmm...!”

This was happening? Yes. Yes this was happening.

Heine wasn't drunk. He knew full well what was happening. He couldn't believe it was happening, but he knew what was happening. Her lips on his lips, her tongue against his tongue, the taste of fruity alcohol mixing with one another as they traded hot breaths... this was so damn intense. He was far from a virgin, but this was far unlike anything he had experienced before.

This wasn't dainty. This was primal. This was incredible.

With lips against lips, Heine and Sherry stumbled into the living room of their penthouse. Hungry moans and lurid groans were traded between the two, with her hands on his face to frame it, and his gripping upon her waist, pulling her near. While their minds throbbed with a slight buzz from the bar, their bodies mingled in this frenetic fire that was only growing hotter and hotter.

With the lights off, their living room was dark, with the only light coming from the rooftop lights which peered through their penthouse windows. But even with this dim atmosphere, the two could see each other whenever they pulled back. Sherry's nose was pressed up against his, and this wide smile was spread on her lips.

But her eyes... he still could not see her eyes. He could feel them... he just couldn't see them.

“Sh-Sherry,” he groaned as they came over to the couch in the living room, “Wh-what's going on?”

“Are you really asking something so stupid?” she asked back with a taunting chuckle, “Just don't worry about it and fucking fuck me. Or else I'm gonna have to stuff that mouth of yours shut with something else...”

“S-s-stuff? Stuff it with--” Grab! “Ah...?”

“Seriously... you really are fucking stupid!”

Her hand on his shoulder, Sherry pushed Heine until he was sitting on the couch. Looking up, he gazed upon her body, even attempted to stare beneath her hair. But, again, he saw no sight of her eyes, instead reading the devilish grin of delight she wore on her face. And that grin was spreading out wider and wider as her hands gripped the hem of her skirt.

“I'm gonna stuff that mouth of yours shut!” she said, making good on her threat, “Now open up, Rich boy!”

“Guuuuhh...?”

Heine's mouth grew wide as he looked down towards Sherry's crotch. The wolfess had no sense of buildup, no slow elevation. No, she did what she wanted to do, whenever she wanted to do it! And right now, she was pulling up her skirt, more and more to reveal...

“Oh my...”

Her crotch. Her fishnet stockings only came up to her thighs, and she didn't wear any shorts beneath her skirt. All Heine saw were her black panties as they covered her crotch... and such a scandalous pair of panties they were. So thin, so erotic. They taunted him with what was just a few centimeters away.

And then Sherry hooked her thumbs beneath her panties. And then Sherry began pulling her panties down.

A gasp left Heine's lips, but before he could see her womanhood, her skirt fell back down, blocking his view of her pelvis. So she could be as blunt as a hammer one moment, and then be teasing the next? Such a sinister bitch she was. Heine even looked up, where his eyes fell upon her grinning teeth.

Sherry pulled her panties down and down, before slipping them right off her feet, where he balled them up and tossed them aside. All that was left blocking her pussy was her skirt, covering her womanhood much like how her hair covers her eyes.

It was at this moment where Heine realized this had to be some sort of dream. An erotic dream, but a dream nonetheless. After all, how could this be real? Quite frankly, Sherry had been nothing but a bitch since moving in! She dressed laxly, her tone was brutish and snarky, and – oh yeah – she blackmailed him into going to a bar with her! How could any of this be real!?

But if this was a dream, if this was just something his drunk mind came up with as he came home... then fuck it! He'd be lying if he said she didn't have an erotic body, so he was going to enjoy this wet dream for all it was worth!

Bringing up his hands, Heine placed them upon Sherry's skirt... and then pulled it up!

“Yeah! Hah hah! Now you're getting into it!”

Right here between her legs, nestled between black and gray fur, was Sherry's beautiful, shapely, pink, pussy. It oozed with her nectar, which traveled down her thigh in clear rivulets. She was aroused, with this heat traveling from her crotch, and this powerful odor following along with it. Heine's eyes grew wide as he looked up at her, again reading that grin on her lips.

He opened his mouth to say a word, but she cut him off as her hand gripped the back of his head. And before he knew it--

“Mmmmph!?”

She was stuffing his mouth full of pussy!

Heine's eyes widened and his body shuddered as the taste of her cunt fell upon his mouth and lips. He was frozen in place, his body like a statue once those shudders left him. His mind was lagging behind thanks to all of that shock, but as the seconds ticked on, he suddenly began to melt against her.

This taste... her taste...

It danced on his tongue; a spicy, sour, delicious flavor. Tingles ruminated down his spine as her body began to overwhelm him. Her taste on his mouth, her smell in his nose, the heat from her body, and her looming power; all of it began to dominate his mind. He desired her more!

“Nmmm... mmmph...! Mmmm!”

And he was going to get that more.

Grabbing Sherry by her hips, Heine held her in place as his tongue began lapping at her cunt. A surprised gasp left her lips, shocked by how hungry he was... and absolutely enjoying it! His tongue slapped and slicked along her folds, curling and pushing in like a writhing snake with a mind all its own. Keeping her grip on his head, the wolfess ground her pussy more against his face and lips, while her tongue began wagging.

“Heh heh! Guess all that talk isn't for show,” Sherry commented, “You really can run that mouth of yours! Hah hah!”

And how! Heine may be a stuck-up yuppie, but when it came to tossing salad, he was surprisingly amazing at it. His tongue slicked and struck at her folds, pressing inside of her, where her cunt clamped down upon him. But again proving his strength, he'd draw his tongue out of her pussy, leaving it quivering as more of her honey oozed from within.

That honey tasted better and hotter the more and more he got! And that better, hotter taste drove him to lick and eat her out more, while his hands began to grope and knead at her butt. Sherry groaned, even wiggled her hips, while squeezed upon her surprisingly soft ass. He thought it would be firmer than this... not that he was complaining.

“Ah... shit... you're really trying to drown down there,” Sherry groaned as her hand reached under her shirt, “Keep eating, yuppie~”

As she gently rocked her hips on his lips, the wolfess began groping at her tit beneath her shirt. In fact... did she even wear a bra today? Did it even matter anymore? Keeping one hand on Heine's head, the wolfess began squeezing her bosom into her hand, groaning as her hard nipple rubbed against her sweaty palm. Around and around she worked her tit over, while her paramour continued eating out her cunt.

This went on for several moments with Heine in his own little world. Her taste was just that good; he didn't need to focus on anything else! But up above, Sherry began removing her jacket, and then her shirt, dropping both to the ground and revealing her perky chest to the penthouse around them. In one hand was her tit, while her other bosom was free. And... oh my...

She had piercings in her nipples!

They weren't anything special, just barbel silver studs. It glimmered in the light of the penthouse, while the wolfess' shirt fell right on Heine's head. That finally garnered a response from him, causing him to pull his lips from her cunt and look up at her body.

Those nipple piercings... he had never seen them on a woman before. Her roguish body was truly unlike anyone he had ever been with before. It enthralled him, attracted him, and he laid there on the couch, his mouth agape in shear awe of her illustrious body.

And Sherry indulged in his gaze! Chuckling down upon him, she basked in the sight of his awe-stricken face, even chuckling... before reaching down to grab his head yet again.

“Now get back in there~!” she ordered.

“Mmmph!?”

Not like she gave him much of a choice!

With a renewed hunger, Heine dined on Sherry's cunt with twice the dedication he had before! The kissing, the licking, the sucking, the nibbling, yes, the nibbling! His teeth even ground softly against her clit, sending jolts throughout her furry form! The wolfess' legs were wobbling, struggling to keep her upright, while her mouth split open to give a howling moan.

“Hooooouuuuuuuu!!!”

And then she fell back.

CLAK!

Collapsing upon the coffee table behind her, Sherry's lips remained in this sordid smile, while her legs were spread for Heine and his hungry mouth. There was a brief pause when she fell, but it didn't take long for him to lap at her pussy once again. Pushing up against her, he rested her legs upon his shoulders, while his hands seized upon her lower body. His fingers specifically curled around her soft butt, giving it a few clinches here and there, before delving in towards her asshole.

“Oh~!?”

What? Was he really doing it? Was he really doing that!? Yes! Yes he was! With a courage that must have been fueled by the alcohol from earlier, Heine began to finger her ass! At first he was tepid, pushing into her in an exploratory manner. But it became clear to him that Sherry's anus was rather limber. This wasn't her first time having someone prod at her backdoor. Upon realizing this, he stopped his oral... and then pushed his finger inside.

“Hnnnghh! Fuck! Aaah~!”

His middle finger slid deep into Sherry's ass, causing her eyes to grow twice as wide... though you still wouldn't be able to see it with her hair in the way! Didn't matter, because her gasping moans and groans made it clear to him what she was feeling! The tension in her ass caused her back to arch up as he began fingering her at a quickened pace.

In and out, in and out, in and out! Such a lewd bitch; her anus gripped and clung to his finger as if refusing to let go! And the more he fingered her, the louder her moans became. And the louder the moans, the wetter her juicy cunt.

Sherry was right; Heine was drowning down there. And as he drowned, he pulled himself back, with her honey oozing sinfully down his lips. Gazing down upon Sherry's body, his eyes fell upon her pussy, which glistened before him. With her taste on his tongue, and her scent in his nose, his desires had finally exploded within him. He couldn't eat anymore; he needed to have her now!

Heine stood up, cutting Sherry's moans short as she looked at him... only to stare down. Between his legs – hidden by his slacks – was his cock. And by 'hidden', they really did so poorly. His burly cock pressed against his slacks like a pillar, desperate to be freed. So desperate in fact, that the usually straight-laced man, instead furiously gripped and tore at his trousers, undoing his belt, unbuttoning his fly, and yanking down his zipper! Then he grabbed his pants by the hem, and--

FWIP!

“Huh? Oh... shit...”

Well, there was one answer Sherry could give Tanner the next time she saw her. Heine was fucking hung! It was long and thick, it throbbed with vitality and pain, and from the tip oozed precum which dribbled upon the floor and table beneath them! And it was coming closer... and closer... and closer!

Biting her bottom lip, Sherry kept her legs spread for Heine as he grabbed her by the waist with one hand, and grabbed his cock by the base with the other. Leaning in forward, he began grinding the head of his cock against her folds, drawing groans of desire from her sultry lips! Once slid, another slid, and another... and then...

THRUST!

“AAH~~!?”

She was so wet and he was so strong, that one solid thrust was all they needed for him to bury his cock as deep into her snatch as it could possibly go.

Sherry's back arched off the table as her cry filled the penthouse, while Heine groaned with a lustful need. For all of her loose mannerisms and skimpy attire, she was so damn tight! Her pussy clinched around his cock, molding itself around him as his length kissed up to her womb. It reached so deep, that without even thinking, Sherry said--

“It's deeper than the fucking Titanic!”

For a moment, Heine tensed up. His mind was racing with thoughts, still struggling to parse together that this was indeed real. Like, this was too crazy to be real, right? But with her holding down on his dick, crying in need for him, he pulled his hips back, drawing his cock along every inch of her folds, right until his dick bottomed out of her pussy... and then he slammed back in!

PAT!

One weighty thrust sent a quake through Sherry's body. The table bounced, her perky tits quaked, and her hair... remained fixed to her face. Seriously, was it like glue? Whatever; it didn't matter!

PAT! PAT! PAT! PAT! PAT! PAT! PAT! PAT!

His hips furiously pounded his cock in and out of her cunt, being so strong that every thrust nearly threatened to send her flying off the table beneath her. Every inch of his burly cock ground against every inch of her folds, poking her, prodding her, pleasuring every one of her buttons deep within her snatch. It had been a while since she last felt a penis as filling as this, one that didn't need to be angled too much to hit her weak spots.

And hit her weak spots he did. It was purely by accident, but that didn't make it feel any less good. Heine's bestial thrusting pleased both him and her, driving him to slam into her harder, and harder and harder! Each rumbling quake of their melding bodies, caused his cock to tighten further within her folds, and his balls draw closer up to her body.

His balls... his churning, burning, brimming, balls!

They surged with energy and vitality, threatening to explode right then and there! And for a moment, Heine realized this was probably a really stupid idea. No, not 'probably' it definitely was a really stupid idea! But before he could draw his hips back out of her pussy entirely!

“Gotcha~!”

Sherry's legs wrapped around his hips again, forcing him to stay put! That was all he needed to keep ramming into her cunt harder and harder. After all, the real Sherry wouldn't do something so stupid. The real Sherry wouldn't even be fucking him like they were now! Again, this just had to be a dream. And in a dream, it didn't matter if he fucked her cunt hard until he exploded!

So that's what he did. He fucked her cunt hard until he fucking exploded!

PATPATPATPATPATPATPATPATPATPATPATPATPATPATPATPATPAT!!!

THWAP!

“OH!”

“HOOOUUUU~~~!”

SPURT!

SQURRT!

Never had an orgasm founded so loud before. Heine thought it was just a rumor, a hoax, a tall tale. But... no... it wasn't. As he filled Sherry's cunt with their combined climaxes, they heard every sordid moment of it.

And it was glorious!

A lewd orchestra of powerful orgasms and howling moans filled the air as Heine tanked his seed deep into Sherry's pussy, panting her walls white! Her eyes rolled back and her head did likewise, causing her hair to finally fall back... only for him to miss it. In that moment as their twin orgasms reached their peaks, Heine's body tensed up all at once, and then he fell, collapsing on the ground beneath him as he struggled to catch his breath.

That was draining. Almost too draining. Sex was tiresome yes, but never to this extent! Then again, he never met a woman who pushed him to go on this long, go this hard! Now that the energy had left his body, his mind was allowed to actually think. Where it came to a startling conclusion.

This was all real.

Eyes doubling in size, Heine stared forward to see Sherry's quivering cunt, and his cum oozing out of her. It glistened in the darkness of their penthouse, further beating it into his mind that this was real, he just fucked his roommate, and he tanked all of his cum inside of her! So much cum; not a bit was wasted, save for the bits that came out of her.

“Oh no...! What have I done!?” he shouted as he gripped the sides of his head and launched up from the couch, “Did we really just do that!? Of course we just did that! I...! I! Aaaahhhh! N-n-no! I can't have a kid now! What will the others say!? What will my father say!? Why did I do that!? What is wrong with me!? What is--”

“Fucking... dammit... hggh... you talk too much...” mumbled Sherry as she snapped back up, looking at him from behind her veiled eyes, “Your personality is as likable as sandpaper, but that dick of yours is out of this world. I can't believe you'd be like this, you fucking yuppie.”

“HOW CAN YOU BE SO COY!?” he shouted back, “We just had sex, and--”

“And... what of it?” Sherry cut him off as she stood up.

Mouth closing shut, all Heine could do was look up at the wolfess as she loomed over him, his cum streaming down her thigh, while her fists sat on her hips in a bombastic pose. He wanted to say something, but the words were stymied and cut off. All he could do was wonder how she could play this so nonchalantly. What, did she not care that he came inside of her? What if she got pregnant? What then?

But that's not what was on Sherry's mind. She just shook her head at him, then grinned, and then chuckled.

“That was a pretty good lay,” said the wolfess, “You really have an eye for giving a woman what she wants. I kinda like that. Most of the men I fuck are your typical horny idiots, but you?” she shook her head, “I dunno... you got something... different in you. It felt pretty good...”

“How can...?” muttered Heine before he cut himself off, “You're... looking at me like...?”

Sherry didn't say a word, but she didn't need to. Being more than used to spending time within an office or other, Heine understood facial cues better than anyone else. The looks she gave, though subtle, told him more than words ever possibly could. But he didn't believe it; he couldn't believe it! Not until she finally said,

“Wanna go out?”

It took a few moments for Heine's frazzled mind to catch up with her words. For a moment, he looked at her as if she grew a second head. Then his eyes doubled, no, tripled in size, and his teeth clinched against one another.

“Wh-WHAT!?”

“You heard me,” replied Sherry as she sat down on the table's edge, “Let's go out. Take me out to eat somewhere. A fancy place this time. Heh heh...! I can't believe I'm saying this myself, but this was so much fun, I kinda wanna try it again. Let's see if this was just a lucky accident, or something... more.”

“Something... more...?”

“Yeah! Heh... if your personality continues to be shit, at least we know your dick isn't!”

“Uhhh...”

Sherry was strange. Heine already knew that about her, but this only confirmed his beliefs. What girl lets a man cum inside of her, and then asks him out on a date? Like... he's pretty sure they skipped a few steps here! Hell, his mind was still struggling to catch up with what they just did! And Sherry wanted to go out with him!?

But... hey... what's the worse that can happen? It's not like he could go back in time and stop them from having sex or anything. Sherry wanted to have a date... go out somewhere fancy... see where things can end for the both of them. If it doesn't work out, then it doesn't work out. But if it does work out, then...

Huh...

“W-well...” mumbled Heine as he averted his eyes, “I-I guess we can... go out... g-give it a try...”

“Heh heh ha! Heeeeey! Don't sound so glum!” Sherry said in a teasing manner, “This'll be the highlight of your time here in Document City! You had a good lay, and now you get to take a girl like me out to a nice dinner! It'll be fun!”

“Well... um... uh... i-if you say so...” he replied with a shrug of his shoulders.

“Heh heh heh! I'm gonna go take a shower and go to sleep. Unless... you wanna join me?”

“I uh... I...”

Again, Heine's eyes widened as sweat oozed down his brow. He came thiiiisss close to actually taking her up on the offer... only to decide otherwise. It was best if he sat here and, well, thought about everything that happened.

And everything that was going to happen.

“I think I'll sit here.”

“Heh heh heh... yeah... I figured.”

He still couldn't believe that happened last night. For several hours Heine sat there in the darkness of their penthouse. He heard Sherry take her shower, and eventually go to bed. And yet he still remained up for another hour or so, where he struggled – and failed – to properly parse together what happened.

Eventually he went to bed. Eventually. He took a shower, and then he collapsed into his mattress. Waking up the next morning, he did his best to avoid Sherry until the time of their eventual date. When was that time?

Seven o'clock, according to the text message he randomly got at night. A text message from an unidentified phone, mind you... though he assumed it was Sherry's. How she got his number, he didn't know, and just figured she got it the same way she got his father's number. Though... he really couldn't remember ever saying their numbers out loud, nor could he remember a time where he'd have to. Umm...

Maybe it was better not to think about it. He had a date to get ready for.

And get ready for that date he did. Heine put on his best cologne, put his best gel into his hair, and put on one of his favorite lapel dinner jackets. Hey, he may still be mentally staggered following what they did, but no one said he had to be so in an unfashionable state! He's better than that!

By the time Heine was finished, it was thirty minutes to seven. Sherry had yet to appear, as she hadn't been at the penthouse all day long. That was good. It let him keep his mind straight following the everything that happened before... and everything that was going to happen.

And soon...

“There ya are, yuppie.”

“Glk...!”

That sandpaper-tongue of hers. Hearing it sent rumbles through Heine's body, and made him stand up. When he turned around, his eyes fell on Sherry... a transformed Sherry. Gone was her usual attire of shorts and cropped tops. Replacing them was a sundress. It was black and red sundress as befitting her more morose mannerisms, but that didn't make her look any less vibrant. Her fur too seemed to shimmer with a brighter life to it as well.

Her hair however? Yeah, that remained the same unbreakable curtain it always was.

“Sherry...” said Heine, to which she chuckled.

“Heh heh heh! Pick your jaw up from off the floor,” said the wolfess with a saucy grin on her lips, “We haven't even gotten to the fun part yet!”

“You um... uh...” Heine blushed, a bashful smile adorning his lips, “You look great, Sherry.”

“Heh heh! I know I do!” she replied whilst puffing out her chest, “But you can ogle me all you want later. We have a date to go out on, do we not?”

“Huh? Oh! Right... right! I... I went researching into good, high-class restaurants in Document City. I found one that got rave reviews. It's called Agnea's Bistro... have you ever heard of it?”

“Have I ever heard of it?” she repeated with a grin, “Tan's gone there twice. Once with some dickwad, another time with her boyfriend Bailey. It's a pretty expensive place, and you gotta make a reservation in advance. So... how'd you do it?”

“Well... you'd usually have to make a reservation... unless your family happens to own a quarter of stock in the business,” he smiled, “Heh heh! As we say throughout history, the Martins Foundation has been a great boon to small businesses throughout the centuries. Once I let them know who I was, they opened a spot for me really quickly.”

“Oooooh! Hah hah hah! It sure does pay to be rich, don't it!” Sherry said with a jab to his shoulder, “Alright, yuppie! Let's get going!”

Heine nodded, feeling a spurn of excitement rumble through his body. Together with the wolfess, they exited the penthouse.

Agnea's Bistro. Nowhere in Document City was there a restaurant that held as much prestige and class as Agnea's Bistro. In fact, just going to the eatery was enough to elevate one's status, making them appear larger than life. And when one eats inside, surrounded by the restaurant's opulent and elegant design, they too will feel larger than life!

Entering inside Agnea's Bistro, one would immediately be assaulted by the restaurant's gravitas. The architecture brought to mind Roman emperors and Greek gods, with its marble-looking columns, and soft wood furnishings. The walls even had the images of Greek deities carved into their surfaces, specifically that of Dionysus, the god of wine and pleasure.

When they stepped beneath its threshold, a genuine gasp of awe left Sherry's lips. Tanner had told her about the restaurant before, but she didn't go into much detail. The feline had the tendency to downplay things, so to see it with her own eyes – covered by hair though they were – caused the wolfess to perk up.

Heine didn't notice it however. He was too busy trying to keep himself steady as he led Sherry into the restaurant, her hands gripping upon his arm. Outwardly, he remained calm, and spoke with the restaurant front clerk in order confirm their reservation. It all only took a few moments until they were being led towards the back of the building.

Again, an audible gasp left Sherry as they were seated at a booth overlooking the city outside. Not only did they get into a place like this on such short notice, but they had an expensive seat like this as well? Sure beats the basic booths of the bars she typically visits, wouldn't you agree?

“This feels really nice,” said Sherry as she sat opposite of Heine, “Hm... and look at this menu. All of the food here looks too expensive for me,” she gazed up, “Does this place sell burgers?”

“Burgers? No, I'm afraid not,” said Heine with an affable laugh, “It only sells Italian cuisine. I'm not even sure if it sells pizza. Maybe on the kid's menu.”

“Yup... this place is too expensive for me.”

For a few moments, things got quiet for the two. They ordered their drinks from the waitress returned, and then ordered their meals. But once it came time for them to wait for their dinner, the air grew silent between them. All they heard were the conversations of others going on around them, while they focused on one another. There were questions both had brimming on their lips, but for some reason, they hesitated.

Surprisingly, it was Heine who spoke first.

“So... you work at Gold Star? Marketing, correct? That's a very renowned corporation. I've worked with them before in the past. How'd you net a job like that?”

“Is that really so hard to believe?” Sherry asked with a wry grin.

“I'm just curious,” he answered, “You don't strike me as the kind of woman who'd work at a place like that.”

“Oh? And what kind of woman do I strike you as?”

“Uh... hm...” he crossed his arms and closed his eyes, “Hmmm... mmm...” and then he nodded as his eyes reopened, “You strike me as a dangerous kind of girl. I admit, Sherry, you aren't the easiest to get along with. You're rude, you're bossy, you keep cutting people off when they talk, not to mention the fact that you dress like a slut, and you're always leaving your beer around. But...”

“But...?”

“I don't know... that's so very... unique. I'm not used to that...” he looked down, “No one I know would ever dress or act like you. Maybe some would come close, but...” he shook his head, “No... they'd only be acting out. But you? You're not acting out, are you? This is just how you are as a person...”

“Aah... I wouldn't say that,” said Sherry in an earnest manner as she leaned over on the table, “I admit, I get it from my father. He's a very abrasive man, and he doesn't hold back his tongue in the least bit. We get in arguments all the time when we're together. I started acting the way I did just to piss him off back in my teenage days. Didn't really matter. I could dress and act like a goody two-shoes, and we'd still get into verbal spats.”

“Is that why you moved in with me? Were you trying to get away from him?” asked Heine, to which Sherry gave him a slight glare.

“No. That's not it at all,” she replied, “I love my father. He raised me by himself since I've been a pup. We get on each other's nerves and all, but that doesn't mean I hate him. I wasn't running away at all.”

“Hm... sorry. I spoke faster than I should have.”

“No... it's alright,” she replied, “I guess I could tell you why I moved in with you. The place I was staying at was a piece of shit. Breaking down at the seams and everything. I moved here to Document City to get a job, so I didn't really have much places to stay. The few friends I have here – like Tanner – helped me get around, and they even hooked me up with my old apartment, but that was always going to be a temporary thing for me. Then you're listing showed up with those crazy stipulations, and, well, I sent you my email, and here we are.”

“Yeah... I suppose I was asking for a lot on my end.”

“Why bother with it anyway?” asked Sherry with her head cocked, “You're rich. Just stay at your penthouse alone. Maybe hire a fucking maid or something.”

“I would have liked to, but...” he smiled in a hapless manner, “My father forced it upon me. You see, I want to be a CEO like him. I want to prove to him that when he retires, the Martins Foundation will be in good hands. He had me sent here to Document City to seal a business deal he has going on. This is my chance to prove to him that I can handle myself when push comes to shove. That includes not having him pay for the penthouse while I stay here. I'm paying for it out of my pocket.”

“Oooooh, I get it. Heh heh heh! And here I was thinking you're a stuck up, spoiled brat. I mean, you still are, but at least you have some goals. You don't just want to have your father pay for everything. Heh... I kinda respect that. Hmm... I guess in a way, we're kinda alike in those regards. We both love of fathers, but disagree with how they run things.”

“Yeah... I suppose...”

This was weird. Never did Heine expect that he and Sherry of all people would share a heart-to-heart like this. Sure, they came from vastly different areas in life, but that didn't stop them from bonding over the things they did share.

When he looked at Sherry, he watched as the wolfess' usually gloomy face, began to brighten up. It was like the rays of sunshine were being reflected off her features, even at this time of night. It brought a smile to his face as well, even made him chuckle as he focused his gazed on...

Her hair.

Sherry's eyes... what did they look like? He pondered this question as he leered at her. He thought about asking her, only to shake his head; was that being too forward? Too sudden? Then he remembered something...

They fucked the previous night! If she could spread her legs for him, then she could spread her hair, right? So he puffed up his chest and said,

“Sherry...”

“Hm?”

“Can I see your eyes?

She cocked her head at him... and then grinned.

“You wanna... see my eyes? Hah hah ha! That's a pretty weird request you got! Buuuuuuut... since you asked so nicely...”

Placing her hand in the center of her head, Sherry began tugging her hair apart... only to stop just before she could reveal her eyes! Heine pulled back while she laughed, causing him to pout in an annoyed manner. But after a few moments, he began laughing too. Was it annoying? Yes. But was it unconditionally Sherry? Yes!

They laughed for several more moments before growing silent. And when they did... a smile spread out along Sherry's lips.

“Do you really want to see my eyes?” she asked.

Heine nodded.

“Of course I do,” he answered.

“Heh... okay then... but you're gonna have to work for it!”

“Mmmm!”

“Nmmm...!”

This was unique. The previous night, Heine was too buzzed to notice these unique touches to Sherry's body. Of particular note, her tongue. Specifically, the piercing she had in said tongue. It was in the middle, a silver stud. And yet feeling it glide against his tongue was so... unique.

Sherry was so unique.

The dinner was great. Immaculate even. But... truth be told... Heine couldn't really focus on it all too well. Once Sherry gave him the ultimatum that she'd show him her eyes if he worked for it, that's all he could think about throughout the day. Such an odd desire to have; to merely see the eyes of one's paramour. But in a way, it added to her allure. Like uncovering a treasure chest; what laid beneath? Gold? Or diamonds?

Well...

Pop!

With their lips parting, Heine looked up to the wolfess who sat on his lap. They were back in their penthouse, staying in his bedroom specifically. Gotta say, even though he hadn't seen her room, he knew his was far from stunning. It was a simple little room, with the only window to his personal tastes, being the golf clubs resting in the corner. He wasn't expecting to stay in Document City for long, so why bother with decorating the place? But now with Sherry here...

Maybe he'd be inclined to stay longer.

Sherry looked down upon him, a grin spreading out over her lips as her hands palmed his chest. His dinner jacket had long since been removed, revealing his pressed, button up shirt beneath. Gently she placed her hand upon him, rubbing his chest, before bringing her fingers over to unbutton his top; one by one.

Guess all that talk of sports wasn't for show; he had a fit and strong body. She didn't get the chance to appreciate it last night with how frenetic they were being, not to mention the slight buzz she herself was nursing. But now that they could take things slow and just... appreciate what the other head.

At the same time, Heine raised his hands and slipped them beneath the straps of Sherry's sundress. Gently pulling them down, he caused the bodice of her gown to drop slightly at the edge of her perky tits. All it took was one last tug, and her bosom was freed to the bedroom around them.

This time, Heine was going to take his time.

A soft gasp leaving his lips, he reached his hands up, trailing them upon her body before placing them on her tits. In both hands he groped her perky bosom, before bringing his fingers down to toy with the piercings she had going through them.

“Did they hurt?” he asked, making her cock her head.

“What the fuck do you think?” she replied.

Yeah, that was a pretty stupid question, wasn't it?

He chuckled before leaning up, where he buried his face between Sherry's perky tits. For a moment he groaned and rubbed against them, before opening his mouth and wrapping his lips around one of her tits. Gently he suckled on her bosom, licking and lapping at the flesh. The feeling of her piercing rubbed back against his tongue, but did little to dissuade him from sucking.

“Aaah... hoooh~”

And with Sherry's moans goading him further, he doubled the strength of his sucking. She even placed her hand on his head and shoulders, further nuzzling him in deeper, while her hips began grinding against his cock.

“Nmmm...! You're really trying to work me over!” said Sherry, “I haven't been with as many guys who are as gentle as you. They're usually fumbling fools. Heh heh...! You really know you're way around a woman's body, rich boy!”

“I've... had practice.”

“What? With hoes and prostitutes?” she asked, to which he shook his head, “Of course not! A good little rich boy like you! You were probably busy fucking your maids and servants!”

“Not that either! I... haah...” he palmed his head, “Look... I know we go together as well as fire and ice, but I do know people. I know them well, I'd say. And... I'd like to know more about you if I could.”

“Heh... heh heh... hah hah hah hah ha! Well... I'm thinking we're gonna learn a lot about each other real soon!”

With her hands on his chest, Sherry pushed Heine over, laying him flat on his mattress. His eyes widened, looking up at her as she grinned back... and then began descending down.

Coming to his crotch, the wolfess quickly undid his buckle and opened up his pants, revealing the lumbering pillar he had stuffed between his legs. A savage, hungry-looking grin appeared on Sherry's lips at the sight of his member, driving her to slide her hand into his pants and fish out his member. It didn't take too long, since his cock seemed desperate to be freed anyway.

“Aahhh...!”

Sherry looked up at Heine's member, a grin spreading out wider on her lips as his penis throbbed against her face. Last night, he dined on her pussy like a drowning man. Now it was her turn to show him why she's a wolf!

Sliiiiiiiiiiick!

“Oh!”

In a purposefully loud and lewd display, Sherry dragged her tongue along his cock in a long lick. Heine felt everything. He felt the wetness of her tongue, the roughness, and of course, he felt the three studs she had pierced into her. And every inch of her tongue stroked upon every inch of his cock, making it throb as gleaming precum began oozing from his tip and down his shaft.

Gripping the hilt of his penis, Sherry kept it upright while her tongue continued to lap and slap at his length. Sweat and precum mixed together upon his dick, making it sticky even as it dragged against her tongue. Mouth agape, Heine could do nothing but grip the blankets beneath him tight, while staring down towards the wolfess' head between his legs.

He watched as her tongue stroked the sides of his cock, teased the glands, then came to the tip to whip it; back and forth, back and forth, back and forth. All the while she smiled and laughed, flaunting her flawless oral skills as she lathered his length in saliva.

And then she stopped, but just so she could bring herself all the way to the tip of his dick. Mouth opening, Sherry breathed hard upon his cock, showering it in her warm breath... until she moved in...

“Nmph~!”

“Oh!”

All around his member, Heine felt the heat and moisture of Sherry's mouth. It captured him, holding him in her immaculate pressure, while her tongue cradled the bottom, and the roof pushed in from the top. Her teeth too dragged against his length, flaunting its sharpness as it plucked at his taut flesh.

Heine's dick throbbed within Sherry's mouth, drawing her to further lick and curl her tongue around him. Deeper... deeper! With her skillful mouth, she coaxed deeper groans of lust from his hungry lips! The wolfess knew what she was doing, having dealt with lovers of all kinds of shapes and sizes. His taste was unique however, and so too his shape; was this just how humans were?

Oh well...

Glk! Glug! Glup! Glp!

As she grew more comfortable with his length, her head began bobbing up and down at a quicker pace than before. Not just her lips and tongue, but her throat too began to wrap around Heine's cock, swallowing him in deeper and making him groan. She was so tight, that he could feel the individual ridges and folds of her throat with her every squeeze! And she did it all without an ounce of issue on her part!

And this tightness, this squeezing, it all made Heine's cock as hard as a diamond while it jumped like a bucking bronco! But before he could unleash the load he was storing deep in his balls, Sherry slowly and lewdly pulled her mouth off of his cock with a loud--

Slrrrrrrrp!” followed by a... “Pop! Hah hah hah!”

Heine fell back, eyes wide and mouth agape as he looked down at his dick. It oozed with saliva, glowing in the light of the bedroom around them. On the other end, Sherry looked up at him with a grin on her lips, even chuckling as she pulled him back from the edge. Such erotic torture; she knew what she was doing.

But Heine was too staggered to speak. Like the previous night, it was going to take his mind a few moments to catch up with himself. That's good; it gave Sherry enough time to stand up above him. Reaching to the back of her sundress, she unzipped it, and began to slowly pull it up off of her body.

Sloooooowwwwwwwwwllllyyyyy...

He saw her body naked last night, so... why was this so enthralling? The slow removal of her dainty dress, unveiled her sprightly body beneath. Her perky tits, her narrow waistline, her slender hips and legs; none of it was hidden from Heine's eyes.

And then her sexy, sensual, erotic body, began descending down upon him while her grin remained on her lips. Placing her hand on his chest, Sherry again pinned Heine to the bed beneath them. Her other hand meanwhile dropped down towards his cock, grabbing angling it upwards with her sweltering cunt. The last time he pushed into her. This time...

Thwap!

“Nnghh~~!”

“Haaah!!”

Sherry took control!

With one thrust down, the wolfess pushed his dick deep into her snatch. Again, it surprised her with how long and burly it was, delving deeper into her cunt than she expected. But there was no pain, no aching, just pleasure. It brought a wide smile along her lips as she sat on his cock, connecting her with him.

“Mmmm...! Haaah... you're pretty darn big, ya'know? Heh heh! Is this some rich people thing? I know about women getting bigger breasts, but do rich men get bigger dicks?”

“Wh-what? N-no! Not that I'm aware of...” Heine replied, making her chuckle.

“Yeah... haaah... figures. Alright. Let's get--” Pat! “Aahh~!”

Gripping his shoulders, Sherry began riding Heine at a tepid and reserved pace. Up and down she rode his dick, pounding him into the bed with her athletic body. Grunts and groans left his lips, mixing with her laughing and moans. But as the seconds ticked on, her laughter faded away fully. The two were just moaning passionately for one another, while his hands gripped her hips.

PAT!

“OH~!?”

Letting his primal desires take control, Heine began thrusting upwards into Sherry's pussy with his strong hips and burly cock. Every impact caused her body to bounce and hair to flutter... but just shy of actually revealing her eyes. Such an abrasive bitch; she just wouldn't admit defeat! And now that her tight pussy was clinching around his dick, she was looking to make him submit!

But really, Heine didn't give a damn about any of that. With his hands gripping her waist, he pounded into her pussy with this desperate, desperate need. He couldn't stop, wouldn't stop! His cock was so big and so tight, that he just needed to... to...

“GUH!”

“HAA-AAAH~!?”

He did it once. What's the problem in doing it again?

SPURRRT!!!

Eyes closed and teeth clinched, Heine gripped hard upon Sherry's body as he tanked his seed deep into her cunt. From his balls his rising seed shot with blast after blast, completely coating her vaginal walls with his hot seed. The wolfess gasped from the shear volume of spunk being injected into her pussy, her fur standing on end as her eyes widened.

It was just like last night. So thick. So hot. And there was so damn much. Feeling its heat resonate throughout her body, Sherry gently stroked her fingers along her stomach, before rising up off of Heine's cock with a lewd and loud--

Shlop!

Heine fell back on the bed, breathing heavily to catch his breath. Sherry meanwhile rubbed her cunt as his seed oozed out of her like some sinful river. Such thick white seed.

“Aaah... fuck,” groaned the wolfess, “Either you don't beat your meat often... or you're really trying to knock me up...”

That phrase. It was so simple, and yet when it danced in Heine's ears...

“Glkg!?”

“Hm?”

Looking down, Sherry cocked her head in a confused and curious manner. Between Heine's legs was his cock... and instead of growing flaccid, it was getting harder. That... doesn't make any sense! Why was it getting bigger and thicker!? The opposite should be happening! Even Heine looked confused.

But then a snickering and mischievous grin adorned Sherry's lips. Oh, she knew exactly why he was like this. So she said.

“Hmm... naughty boy you. That's what you want to do, isn't it? You want to knock me up.”

“Grrgh... Sh-Sherry!”

Again his cock throbbed as it got even longer! But it still wasn't at maximum length quite yet. Hmmm... if she stirred the pot more, she might be able to get him bigger than he's ever been before! Just thinking that made her excited!

“Hah hah! You were freaking out last night, but in reality, that's all you want to do!” the wolfess continued, “You want to tank your seed deep in me and breed me like a fucking slut, don't you? Heh... what? Make me your breeding sow? Your baby-making factory?”

“Nnghh...! P-please stop!”

“Rich boy wants to have some bastard children? Really trying to get to that whole 'scandal' part of being a rich dick, huh? Well... I'm here! All ready and willing to get fucked.”

“Sh-Sherrrryyy!”

“Hah hah hah!”

Whump!

“Huh?”

Suddenly, Sherry fell face first into the bed beneath her. Confused, Heine looked over towards the wolfess. She was resting on her arms... and raising up her ass. Left and right her hips swayed, purposefully taunting her paramour. And like a fish drawn to a hook, his eyes were locked squarely on her butt. Cum oozed out of her wet pussy, but that's not what his gaze was focused on. With Sherry's tail raised, her twitching anus was ready and willing for the taking.

So Heine did it. He took it.

Placing both hands on Sherry's hips, Heine held her in place as his hips lean forward. Back and forth his steaming cock slid between her crack, grinding against her, and drawing a grin upon her lips. Even though he didn't tell her where he was about to fuck her, the wolfess already knew what was coming. So she relaxed herself.

Heine gripped his cock, pushed it against her anus... and began to push.

“Hnnnnggghh ~~~! Fuck yeah~~~ ”

And he pushed deeeeeeeep.

Like her pussy before, Heine buried his cock as deep into Sherry's ass as it could possibly go. It clinched around him, drew upon him, and pulled him in deeper in a way unlike her pussy. It was so tight, that the individual ridges and folds pleasured every inch of his cock, milking him off not unlike her pussy.

For a few moments, they sat there, getting used to the feeling of their bodies. Heine's dick in her ass, and her ass wrapped around his dick; yeah, it took a few moments to get used to this feeling. And once they did...

“Move...”

All they felt was ecstasy.

“Mm-hmm!”

Gripping hard on Sherry's sleek hips, Heine began pumping his cock back and forth. With all the drool, cum and pussy juices on his member, it created the perfect lubricant for them, allowing him an easier time pumping into her ass.

Pat! Pat! Pat! Pat! Pat!

“Ooooooh~~~! Fuck...! Haaah~”

His pace was rhythmic and strong. Every impact of his hips sent ripples through Sherry's ass, causing her body to curl. Her once grinning and taunting face had melted into shuddering moans orgasmic pleasure, while her hands gripped and squeezed at the blankets beneath her.

Sherry was not new to anal sex, as Heine was learning. She knew when to squeeze and when to relax, maximizing the pleasure for both of them. And as he got more used to her, he grew faster and stronger, pounding into her ass with so much force that it made her taut butt quake.

“Haaah~! Shit... nhhggh~ My fucking ass!” Sherry groaned as she planted her head into the bed, “Hmmmmm~~~!”

Her ass indeed.

Heine's burly cock was carving it out, molding it into his shape. And with her tight squeezing, she was making it harder and harder for him to pull out. Not that it stopped him. No, it caused him to speed up, thrusting into Sherry's ass with all the strength his body could muster. Her eyes doubled in size when the impacts grew greater, feeling the twitches, the throbbing, the tensing of muscles!

His long, thick, dick! It was seriously pounding at her ass while reaching deeper and deeper with her every thrust! His cock was rumbling and twitching, coming so close to exploding! And he knew Sherry felt likewise! There was just one thing stopping him from finally tanking the entirety of his balls in her ass! Just one... final... push... and...!

“I'M GONNA KNOCK UP YOUR ASS WITH THIS ONE!”

“YES! YES! FUCKING DO IT! FUCKING KNOCK ME UP!”

Oh... did that rev his engines!

PATPATPATPATPATPATPATPATPAT!!!

His body pounded at her ass with the fury and speed of a piston, hammering away at her tight ass with this dominating speed and oppressive power. He wasn't going to stop, nor could he stop! Not until he tanked the entirety of his balls into her ass! And with how potent he proved himself to be, she knew this second load was going to be as voluminous as the first!

More... more... MORE! She needed more! They needed more! And the harder he slammed, the closer they came too--

“Ah~!?”

An explosion.

GLLLRRRK!!! GLLLRRRK!!! GLLLRRRK!!!

Deep in Sherry's ass, Heine tanked what was left of his balls inside of her. And apparently, he had a lot still stored within. Thick, white-hot seed exploded around his cock, escaping the depths of her butt and streaking along his cock. And that feeling of cum flooding inside of her, caused Sherry to shudder from the tops of her ears down to the tips of her toes. Even her tail ruffled. All of this as--

SQURRRRRRTT!!!

Such a loud orgasm. It squirted from her cunt, staining the bed sheets beneath her. And that orgasm drew this sordid smile on her lips as her back arched, her muscles tensed up, and this howling moan left her lips.

“HOOOOOOUUUUUUUUUUUU~~~!”

They were both like statues, completely still and immobile for what seemed like an eternity... and then they fell.

WHUMP!

THUD!

Laying on the bed, Sherry and Heine gasped desperately for breath following their frenetic tryst. His dick slipped out of her ass, leaving it seeped with cum while he rolled on his back. He couldn't believe he'd done something like that... but really, his mind was swimming in a haze of post-coitus bliss. It took a few moments for him to speak, and when he did, all he said was--

“That was amazing...”

“Heh... I'll say...”

Placing her hands on his chest, Sherry pulled herself over, hovering her head right above his face. And even though he couldn't see her eyes, the smile on her lips told him everything. It was shear elation; undoubtedly the brightest smile he had seen her give since meeting her.

“Well... heh... at least I've proven one thing,” said Sherry as her beaming smile shifted into a toothy grin.

“Huh? And what is that 'one thing'?” Heine asked.

“Your personality may still be shit... but I can confirm that your dick is one of a kind!”

He cocked his head at her, causing her to laugh in a loud and boisterous manner. For a moment he felt annoyed by her equating his worth to the size and length of his penis... but then he began smiling... and chuckling... and then laughing as well.

Was Sherry's personality rude and bossy? Yes. Did she keep cutting people off when they talk? Yup. Did she dress like a slut? Of course. And was she always leaving her beer around? Uh-huh.

But did all of that make her unique?

Damn straight.

And he liked that uniqueness about her. However...

“I think... that... I've worked hard. Wouldn't you agree?” said Heine, taking her aback.

“Worked hard? Worked hard for what?” asked Sherry in a genuinely confused manner.

But Heine didn't answer. He smiled instead, further confusing. It took a few moments for the wolfess to realize what he was saying, and it made her chuckle.

“Oh... right... heh heh... I guess you did work hard, didn't you? Hah hah ha! Well... since you've worked so hard...” she placed her hands on her hair, “I'll let you see my eyes.”

Sherry's hair parted.