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Is This For Real?

Author: bestie
last update Last Updated: 2025-07-30 02:11:44

12.41 Neil replied: "Damn...I need my huge dick sucked."

12.42 Cass: "I dont do that"

12.44 Neil: "Hah I feel the walls breaking."

12.45 Neil: "You dont have to do anything, I'll just borrow that sexy mouth of yours"

12.45 Neil: "I can't wait"

And so the conversation ended. Cass never replied to any of that.

"That's when I... that's when I came," Cass explained, blushing.

"Came? Did you... ugh... did you masturbate?" I groaned through her jerking my dick vigorously. Cass rarely masturbated, and to think she did it while chatting with the janitor at my work, the disgusting man that was Neil.

I was so turned on it was hard to comprehend. I was barely able to think straight. My whole body was trembling from the buildup during Cass' texting with Neil.

"Yeah. I got so turned on doing something taboo. I don't know what came over me! I was contemplating sending him that picture for so long. In the end, I figured you'd love being denied the conversation and then see how naughty I'd been. Fuck, he's so crass! He more or less told me he wanted to fuck my face, right to me!"

Cass increased the speed significantly as she talked, twisting her hands slightly as she worked my dick. She even slid a hand down into her pants, starting the rub off herself. Cass was now masturbating both me and her at the same time, to the thought of this mutual, vile fantasy that we now both shared.

"Lean back," I urged, desperate to fuck her.

"Can't. We're out of condoms," Cass said, looking at me with an evil grin, essentially denying me sex. "This'll have to do!"

"What if you go down on me?" I tried. I desperately needed to get off.

"But Isaac, you know I don't really like that! I think I'll just jerk you off instead, what do you say? Maybe I'll save my lips for some other cock. I mean, some other time," Cass teased, slowing her jerking waaay down.

It was too much.

"Do it," I moaned on an impulsive whim, barely thinking it through. I was barely able to keep my voice steady even. I regretted it almost as soon as I said it. But grunted hard also from pushing the fantasy even further.

"Yeah? You want me to suck his huge dick? That disgusting, smelly, filthy dude? For real?" Cass asked in disbelief. But I also could see a small fire in her eyes, a part of her that wanted me to push her.

"Yes!" I wasn't able to say anything more, I was bucking so wildly to Cass' edging strokes.

"You sure you want this?" Cass said, once again biting her lip, studying my face.

I could barely nod.

"You have to answer. And before you do, know that there is no way back once you say yes," Cass said as sternly as my thrusts let her.

I couldn't think straight. I knew it was wrong, and it was something we barely had explored ourselves. It was something that never should be discussed, barely fantasized about, especially not with the one you are about to marry. It was so wrong. But that was exactly why there was a part of both of us that wanted it.

"Yes, Cass. Please!"

That seemed to send her over the edge, me following right behind her. Cass jerked me off until I came all over her hand, coating her hand in my sperm.

*

The next day at work was brutal. The day before the weekend. I was tired as shit, and with recent events, I was even more eager to get back home to my lovely Cassandra. Her dirty talk last night was so hot, I just couldn't get enough of it. But alas, I had to endure. She even sent me more photos. She was now pretty comfortable with pictures of herself so all of them were unreasonably hot. Unreasonable because I was in no position to do anything about it.

"How you doing?" Cass asked wickedly as she joined me for lunch. "Like the pictures?"

"Hell yeah."

"So... Is Neil at work today?" Cass said. I almost spit out the water I just drank.

"Y-yes... you going to... you know?" I asked. Cass just smiled at me. "I thought it was just talk?"

"I said there was no way back, didn't I?" Cass said, teasing me further.

"But—"

"Listen. It was all talk. If you want it to be. But I have a feeling you'd prefer if it weren't. Just give the word. Last chance. Next time you see me, it might be too late."

I gulped. Just in time to hear that all too familiar roar interrupting us. I couldn't help but notice the small smirk on Neil's face as he moved around. Cass even did a rerun of Wednesday by picking the bin up for him. She even touched his shoulder as she handed it to Neil, smiling warmly at him.

Neil grinned widely, roaming her body with his eyes. Not really trying to be discrete even. My cock was rock hard by that moment. Fortunately, I had this huge desk in front of me. Neil stuck around excessively dusting and vacuuming my office more thoroughly than he'd ever done before. He was probably trying to soak in the view of my lovely fiancée's hot body.

By the time lunch was over, Cass smiled at me with a naughty smile.

"Picking up you later, 'kay?" she said with a smirk.

I was barely able to concentrate for the rest of the day. I kept wondering what Cass had in mind. What would she do? Was it all talk? I didn't think she would. All up till now had been teasing. A fantasy. Even the picture was an accident. Yet here we were, on the surface it looked like we were going to take that extra step. Though, it was beyond anything we'd ever done before.

As the work day ended, it was pretty dark outside. Even if it was springtime. And as a guy in a management position, the hours often got late, though today it was merely an hour of overtime. So when I walked out there weren't a whole lot of cars around. There was Cass' blue Camry up close. I looked around the car and saw no Cass.

"What the fuck?" I mumbled, scanning the parking lot.

Then, down by the end of the lot, almost in a secluded corner by some bushes, was another car. A sub-urban of some kind. It stood hidden from the lights, with tinted windows making it impossible to make out its interiors from a distance. I inched myself closer, anticipation wrecking my insides. I could hear my own heartbeat straight into my ears. I could barely breathe. I was scared of what I might find.

 

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  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep16

    It was unbelievable.However, all good things have to come to an end."Get down!" Neil yelled, sliding himself out of Cass's sopping wet pussy.Cass did as she was told. Neil yanked the condom off and immediately shot waves of cum across her face, neck, and cleavage. Even if it was his third round, fourth if you count the first blow job, he was still cumming a whole lot. Though this time not for as long as the last time. Cass' head jolted back from the sudden impact and got her whole face covered regardless."Fffuuuuuck," Neil gasped with jagged breath, barely able to get a single intelligible sound out.He stood shaking over her for minutes after, feeling the bliss of having ravaged this hot cute girl three times in one afternoon. How lucky wasn't Neil, eh? He glanced down at her, seeing his cum spread across her cute face."Those black cheeks and cute brown lips look so hot covered in my cum, I almost wanna go again," Neil said."Heh, I think you've had enough, mister!" Cass laughed

  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep15

    He was frenching her lips as soon as he connected. He just couldn't get enough of her hot sex, her cute disposition, and her overall body. Neil roughly shoved her pants down over her ankles, never letting up licking her sweet pussy. Soon he had Cass clutching the car seat around her, panting wildly and bucking herself into his mouth as she came all over his face."Well, you certainly put on a great argument," Cass said, still slightly out of breath from cumming so fast."Gimme that phone of yours, I'll prop it on the dash," Neil said.Fuck it, it had already happened, so why not again? Cass reached for her purse, fished out her phone, and gave it to Neil.While he was propping the phone, Cass dove back to Neil's pant pockets and fished out another condom, rolled it on Neil, and jerked him while he was getting situated. When the phone was all good to go, he grabbed his cock and put it at her opening, but as he was about to push, Cass spoke up."No, fuck me from behind instead," Cass pl

  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep14

    My poor office chair was squeaking as Cass rode Neil with vigor, not holding back. Her athletic background made her pretty agile, so she had no trouble holding her balance, even if it felt like the chair would keel over at any moment. That didn't deter Cass, who frantically slammed her big juicy ass on Neil's dick. She was pretty strong too, so each time Neil's cock ripped into her like a punch. A wonderful, forceful punch.Neil let her do the work, enjoying the feeling of her tight pussy rolling over his cock over and over again. In the meantime, he slid his hands back to her ass again, mauling those glorious cheeks. They felt so soft, yet firm in his hands. Like the muscles were solid, but her skin was like silk. Neil couldn't get enough of her ass, and they both knew it. Even while fucking her, he wanted to shove his tongue up her ass.Instead, he pressed at her cheeks, clutching her tightly against him. She had to shift her feet so that she instead sat on her knees. This shift in

  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep13

    "Whose pussy is this now?" Neil shoved through his gritted teeth."Wh- shut up... just give it to me! Fuck! Shit!" Cass pressed out through a guttural jagged groan, not really paying attention to all that crap. She was way too busy getting fucked."Who owns this pussy, heh?!" Neil demanded, slowing his thrusts."Fuck, who do you think?!" Cass replied, annoyed by the interruption, trying to press back against Neil."Say it, bitch!" Neil said, pressing hard up against her cervix, tickling her inner portions. She was not yet accustomed getting hit this deep, and certainly not while getting stretched so much."YOURS!" Cass shouted. "It's your pussy!"She silently thanked God that the vacuum was roaring now. Cass was bound to submit to Neil, but she had no idea how such dirty talk would affect her dear Isaac. Fuck, Neil was fucking her so good she had all but forgotten about him up till now.But with the disguise of an empty office, and with the roaring vacuum, Neil could fuck Cass as hard

  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep12

    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 sensat

  • The Secret Pleasures Of Cassandra   I Need That Big Dick In My Life:>Ep11

    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-

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