Cassandra's Adventures Pt. 03

Cass was pressing backwards as Neil pressed forward, circling and lapping his tongue deep in her ass, and soon Cass was cumming wildly. As another trick up his sleeve, Neil quickly shoved his middle finger up her pussy and frantically fingered her as he ate her ass. It was more than enough to send her through another pulsing orgasm. It was unbelievable how easily Neil made her feel so good. But believe it she would.

"Alright, enough of this shit," Neil said, and got up. Cass reluctantly followed. She could go for more, but alas.

In the elevator, a sort of awkward silence fell on them as they traveled up. Awkward, yet somewhat eerie. Usually, they were at an urgent pace almost, but this time around they had all the time they needed. It was starting to dawn on Cass. She would likely be at Neil's mercy for hours, even if I was close by.

Cass glanced over at Neil standing beside her. He glanced at her. A smirk crept up both faces, thinking of what was waiting. Sure, they could easily start right now, but waiting, letting the tension build, would make the release so much better. Both of them knew that. Having hooked up with each other a few times now, they'd learn a thing or two about one another.

Luckily it was only two floors up.

"Here we are," Cass said shyly. "Ough!"

Neil had slapped her hard on the ass, for her to walk first.

"Ladies first," Neil chuckled.

As she was about to walk though, Neil grabbed Cass around the waist and pulled her back into him. He spun her around and pulled her into a deep kiss that quickly turned into a steamy hot make-out session. Cass moaned in his mouth as Neil shoved his tongue into her mouth, utterly dominating her.

Neil took Cass' hand and guided it to his crotch. Cass rubbed her hand up and down his length.

"He's back already?" Cass moaned excitedly, referring to Neil's expanding dick.

"Someones surprised by a speedy recovery? Not getting it right at home?" Neil teased. "That why you're so thirsty for my dick?"

"Get me into my husband's office now, I'm so wet. I need your tongue pronto," Cass said, practically squirming with her back against the wall. She even stole a glance out into the open area, wondering who might be out there and if that person was liking what he saw.

"Oh I got something big planned for you," Neil said.

They exchanged a few extra deep kisses where they stood.

"What is that plan then?" Cass moaned in between kisses.

"You'll know when we get there," Neil rumbled, shoving his tongue into her sweet mouth again.

He couldn't get enough of this young woman. This young woman who was getting married soon, who was busy studying for her masters, who was a former athlete. He felt her firm cheeks in his hands as they were getting more and more frisky. He was dying to slide his face in there and eat her out again. And he knew Cass was dying for him to give it to her.

Neil started leading the way down the empty corridor, coming around the corner from the elevators and towards another small corridor where the offices and cubicles were.

It was weird for Cass to gaze over the dark cubicles. First off, in one of those boxes, Isaac was sitting. Secondly, besides him being there, the office was so dark and empty. They were essentially alone, so secluded. It was such a difference from daytime, when all kinds of people were working, clicking away, carrying stacks of papers. Newcomers, veterans. Jen the secretary at the front, near Isaac's office.

Down a small corridor between Jen's desk and the cubicles, around the corner, was the bathroom where Cass had sucked off Neil during lunch. It was so naughty. In the middle of the day, ditching her boyfriend. Just too hook up, to please the aforementioned boyfriend's fantasy. Now it was different. While they had always shared the fantasy, and Cass often took the initiative, it was still a big change for them to meet up like this, after hours, with one purpose in mind.

"Here it is... I can't believe we're doing this," Cass said, gesturing towards where my office was.

"Yeah, yeah, I know the way. Get over here again," Neil moaned.

Cass gasped as she was pressed up against the wall next to my office, Neil shoving his mouth onto hers again. Being free out in the open like this seemed to have awoken Neil further. If it was due to the lack of constraints, the empty office, or that he was just generally getting more and more comfortable with what he could get away with. It didn't matter but for the fact that he was in fact getting more acquainted with having his way with Cass' body.

Cass moved one hand to his thick neck, and her other down his sweatpants and into his boxers where his growing cock was. She gasped feeling how hard he was, already. How big. She couldn't help but be pleased by his reactions to her, and for the prospect that she might slide this big thing down her throat soon. They stood making out and rubbing on each other for minutes on end until Neil pulled away.

"My my, someone's eager," Neil said. A sharp sting shot through Cass, as Neil slapped her ass hard.

"Let's head inside," Cass gasped. She was so turned on, she couldn't wait any longer. She had to have Neil give her orgasms after orgasms. Hopefully for a gooood long while.

"Beg," Neil commanded. "I want to hear how much you want it."

This drove Cass even more on edge. She was so wet for him, she'd do him right here right now. Him commanding her to beg like that? Fuck, she couldn't wait to submit to him properly.

"Please... please open the door... "

Neil kicked open the door and pushed Cass in, as they were continuously making out.

There they were. In my office. Window overlooking the parking lot. The two-seater sofa that was never used by anyone. The big desk with a few monitors. Neil aimed Cass straight at the desk and shoved her over the table, bending her over. Without waiting any longer, Neil ripped down her tight jeans and revealed that beautiful, toned black ass of hers. And no thong. Had he really missed that detail earlier?

"Easy access," Neil muttered. Cass gave a small giggle. That was her intention, after all.

Neil drew in her scent as he shoved his face into her cheeks, immediately finding the now familiar folds of her pussy with his tongue. He was quite accustomed to her by now, but it was always a new delight to explore every inch of her again and again.

And boy did she react to his efforts. She was already oh so wet against his tongue. Neil would have her gushing in no time at all. He tasted her fluids, gasping in the bliss of having such a hot woman wet for him.

Cass felt his tongue slide slowly into her folds and after a couple of minutes of tender soft licking, Neil picked up the pace. Really digging into her with everything he got. The office was soon filled with the sounds of Neil lapping away at her pussy. The desk was even creaking with each lap he gave her.

Cass couldn't help but clutch the desk. It was pure ecstasy getting her pussy licked while bent over her own husband's desk, in his own office. While he was sitting just down the hall in a cubicle. Or perhaps he had moved closer.

All thoughts of her fiancé quickly disappeared as something that had been building for a while was now ripping through her with full force. Her second orgasm of the night, the first in the office. The anticipation and the delightful pleasure Neil gave her made her squeal out. Cass tried to shut it, but the release of the pent-up tension was too much for her.

Finally a proper orgasm.

Not an embellished one.

Not one ruined by a condom.

A true, wrecking orga-

Neil suddenly stopped his licking. Cass turned her head in frustration and saw Neil stumble towards the door, not even buckling his belt. He was stumbling out with his pants around his knees, barely hanging on to them with his hand.

"What's going on?" Cass asked.

"Two seconds, stay there," Neil commanded.

Why did it have to end so suddenly? And in the middle of cumming? Cass wondered if this was what it was like having blueballs.

Soon enough, however, Neil was back. He was dragging behind him that awful vacuuming cleaner. He quickly stood it by the door and turned it on. He was drowning out the noise of them! Maybe he was a bit spooked by her sudden outburst.

Neil hurried over to her again, quickly getting to his knees and pushing his face into her again. It was weird to see him move fast at any capacity, but Cass guessed it spoke to how horned up he was as well.

This time around, Neil didn't play around with her pussy. Instead, he shoved his tongue right up her ass, pressing his tongue as firmly as he could. Cass squealed out. She had initially not been a huge fan of any assplay, but Neil's demanding efforts had brought her over. Now she couldn't get enough. Now getting her ass eaten was one of the easiest ways for her to get off.

And now was no different. In quick succession, Cass came twice more. It became easier with each orgasm. On the second one, Neil played with her clit even, extending the pleasure further.

After violently cumming over and over on Neil's face, Cass was horny, to say the least. She was more than ready to reward Neil by sucking off that delicious cock of his, to make him feel as good as her. Cass wondered if she could make Neil cum as many times as he made her cum. It would only be right, after all.

Neil seemed to have the same idea, as he stood up behind her. Cass got ready to get off the table, but Neil held her by each side of her hips, preventing her.

"Stay. I'm not done," Neil said over the vacuum roar.

Cass did so, leaning her face back down against the table, wondering what was next. Then she felt something rub up and down her ass cheeks. Once twice, and on the third she felt it pause at her asshole and press slightly.

Cass quickly turned and saw that Neil had his upturned hand nudged in between her cheeks. Phew. For a second she was worried he was trying to take her anal virginity. With that huge cock? No way, it would hurt too much.

Plus, she couldn't do that to me, to let Neil own both her mouth and her ass. Though it hadn't been explicitly said, she had sort of come to the conclusion that her mouth was all Neil's. She made a mental note of telling me that. Oh, that humiliation and denial were something she couldn't miss out on.

But what kind of relief was that, that it was not his huge cock, but his fat fingers instead? Neil clearly had intentions.

"Careful back the-" Cass started, but was interrupted by Neil.

Before Cass could contemplate her reaction, one of Neil's thick fingers pressed into her ass. Cass squealed out again. It was initially painful, but Neil held his finger right there, only the first part of his finger inside her.

Was this his surprise? It was certainly something new.

"Easy," Cass said, stunned. If they were gonna do this, Neil would have to be real careful.

Neil paused for a few moments. Then he slowly pushed a bit further and paused. And dragged out a bit, then in. And out. And in. Within a few strokes, Neil was practically fingering Cass' ass and she was loving it. It was so different, yet it actually felt really good. And Neil was kind enough to only use the first part of his thick finger.

But damn did it start to feel good. Real good, actually! Her ass was rippling from the speed Neil had built. It wasn't deep, but it was at a pretty good pace. Soon Cass was breathing heavily again, finding more and more comfort from being fingered in her ass by Neil.

"Fuuuck yeah," Cass moaned, arching her back up again as her whole body was tensing up.

Her breathing was becoming ever more frantic. Cass was whimpering and clenching her eyes shut, tensed up and trembling as she was cumming hard to the weird sensation of getting fingered in her ass.

"OH SHITTT!" Cass screamed, pressing hard back against Neil's finger. Even pressing more of it inside her as she bucked and trembled all over.

It lasted for forever. Neil eventually pulled his finger out and gave her a light slap. Then she heard his buckle. Perhaps now was the time for a blow job? Cass just needed to catch her breath a few minutes and then she would get on her knees and give that man exactly what he deserved.

She felt another smack on her ass. Though a bit different. Then another. Then something rubbing up against her clit before pressing up against her opening.

Cass thought it would be his finger. A small smile spread across her face, awaiting even more pleasure, now from being fingered in her pussy instead.

Boy was she wrong.

Neil looked down at her muscled ass, aiming his thick cock at her entrance. He had waited so long for this and being this close to conquering Cass sweet pussy was almost enough to make him dizzy where he stood. Neil rested his tip against her opening, letting her feel his thickness. She didn't seem to object this time around as she had before. Perhaps he had finally brought her around.

Finally.

Neil pressed forward.

Cass quickly realized that it was not his finger. Neil was currently entering her with his huge dick, stretching her wider than she had ever felt before. Looking back it was surreal to see that big dick being lodged inside of her own body.

"FUUUCK!!!" Cass gasped out loud. "That is.. FUCKING... God. You're so big!"

Her mind was completely filled with the sensation of finally getting Neil inside her. Both her mind and the shape of her insides felt like they were getting reshaped. It was like her past experiences with sex were getting erased and replaced with this new sensation, as if her mind went blank and slowly filled with each inch Neil pushed into her.

Perhaps it was too much for Neil too, as he held still for a few moments, letting them both adjust. Hell, it was hard work to even work his length inside her. A trickle of sweat was rolling down his temple as he paused his onslaught.

"You're tight as shit," Neil exclaimed, clenching his fists around her waist, sliding more inside of Cass' warm pussy.

"Neil... Slower, please! It's too big!"

"Hah! I'm just getting started! But don't worry, we'll take it slow, we'll get you nice and hooked," Neil groaned with an evil grin.

"I... Fuck, you're ripping me apart! I can't believe how... fucking huge it is, fuck I can't get over it!" Cass moaned, feeling her walls stretched. She was barely able to construct a full sentence. "You have to go slow..."

Neil instead took a firmer hold of her hips and pressed forward even more. He seemed to struggle getting his dick inside her, her being this tight. With some effort, half his cock was soon inside of Cass. With one long stroke, almost dragging the head out of her clinging pussy, Neil finally pressed forward with one final, deep stroke. Letting Cass feel every inch, the whole girth, and how far and hard Neil could get.

It was true. Everything she had imagined and more. She had for weeks wondered what it would feel like to finally have him inside her. Suspecting how it would feel. Both Cass and Isaac had teased each other about how good it would feel. The re-shaping she felt within her was like nothing else she'd ever experienced. Cass was eternally grateful for Neil being gentle with her. It was an odd thing, getting ravaged this hard and slow, and feel gratitude. But hell, she was feeling so many things right now, it only made sense. Lust. Fear. And most importantly, release.

Finally was Neil deep inside of Cass.

Neil finally inched his way out before lunging forward again, pressing his cock into her. And again. Within the third stroke, Neil was slowly building up the pace.

"Jesus... Shit... I never knew it could be like this," Cass said through gritted teeth.

It was a painful thing to admit. Isaac stood no fucking chance. Sure, they had great sex when they didn't fuck with a condom. But Neil. Oh, Neil was just something else. Not only was he fucking huge, stretching her oh so good, but he was also incredibly skilled, from head to cock.

It felt like nothing else. She was so full. Nothing had ever made her feel so stuffed. Her walls stretched as much as her mind at this point. Her mind was about to go blank with pleasure. Cass looked over her shoulder and saw that only half of Neil's cock was thrusting slowly back and forth in her, exploring her untouched depths.

Wait a minute?

"Neil! You're not wearing a rubber!" Cass exclaimed.

Neil at least had the decency to look guilty. He quickly pulled out, leaving her feeling empty. Fuck, she desperately wanted him inside her again. It had started working her over before she noticed, who knows what would've happen... the thought fueled her even more...

Has she already grown a desire to have his delicious cock inside her?

Some part within her yearned for him to ignore her outrage, and just ravage her with that big cock of his. The yearning for bare, raw sex was something she'd never expected to miss so much. Especially now that she had had a taste of what it could be, especially with such a specimen. Part of her wanted to say fuck it, and just let it happen.

But Neil was already out of her, and that sorta ended the discussion. Going back on it now would be a way too dangerous mistake.

"Sorry... I thought for the first time... and you didn't say anything," Neil said, designated.

"I thought it was... Nevermind..." Cass said, leaning up into an upright position.

Neil looked at the floor, not saying anything. God damn it. On one hand, she was furious. She had made it clear to him that he had to use a condom. It was too much of a risk. Plus, her own husband wasn't even fucking her bare anymore, so it would be extremely fucked up if Neil would have that privilege, especially with Cass being off the pill.

On the other hand, she was so fucking horny. There was no point in denying it. And now that she had had a taste of what Neil could bring... Not even thrusting with any significance... the thought of Neil fucking her for real sent a shiver through her body. Cass' mind slowly became clouded by thoughts of what-ifs. She knew she had to have some more.

"So... do you have one?" Cass said, looking back and biting her tongue at her own wickedness. Neil looked stunned. Even with the small betrayal from him, he had her horned up enough that she'd still would let him fuck her.

And it was true. She was desperate for getting dicked down good, to put it bluntly. But Cass desperately yearned for that kind of blunt fucking anyway, so why sugarcoat it?

Neil, having planned for this since they texted, immediately produced a condom from his pocket, ripping the plastic open with his teeth.

"You have one and still shove it in bare? You naught- Oh fuuuck! Thaaat's riiight! Get in there!"

Neil had waited no time and shoved himself inside her again, and this time with less caution, to Cass' delight. He pressed into her in one long stroke until he was all the way inside, up against her cervix, emanating a shivering whimper from Cass. He held there for a moment, letting her adjust, then pulled back before shoving himself firmly deep inside her again. Slowly. Then not so slow. And then faster.

"Ye-yeah give it to me, Neil... show me how much you want that pussy," Cass moaned, her mind going blind with amazement as Neil got more frantic from her goading.

Even with a condom, Neil felt like he was opening a whole new world for her, spreading her understanding to new horizons. With a new perspective, one is doomed to change once prejudice, one's perception of something, and Neil's big fucking dick thrusting hard into her very depths moved all her perspectives.

Neil was now fucking Cass for real. Her cheeks rippled with each impact. Being such a huge fan of that juicy booty, Neil kneaded Cass' cheeks firmly, slapping them hard. Almost in celebration. It was pure heaven finally fucking this broad, even if it was with a damn condom. Neil made a mental note that he had to make a plan for how he could get around that. But for now, fuck it. Or rather, fuck Cassandra, Isaac the up-jumped bossman's future wife. Taking what was rightfully his for Neil's own.