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Let's Enjoy It Now

Author: bestie
last update Last Updated: 2025-07-30 02:43:00

Cassandra turned beet red now, and not from the slow grinding motions she did on top of me, teasing my aching cock with deliberate thrusts as she went through her story.

"I had one."

I grunted, almost cumming from her words. She brought the condom. Cass had gone out and bought a condom for Neil to fuck her mouth with! We were out last night, so Cass had actually gone out to get a condom for Neil!

"You knew... arh shit, you knew you would suck his dick when you came today?" I groaned.

"You guys are funny. He said the exact same thing. He took the condom, shoved it onto his cock, and then shoved my face down again, this time even less gentle than before. Fuck, Isaac. He was so rough with your girl. I tried to use technique, but I don't think he noticed. Perhaps the condom made it difficult to tell. Or perhaps he didn't care. He just moved my head and mouth up and down his thick shaft. My jaw is still aching, Isaac. Neil is just that big."

We both were breathing pretty heavily at this point, barely hanging on. But I wanted to hear more. I had to!

"Please, Cass. Fuck. Continue, argh," I said through gritted teeth, trying not to cum just yet.

"He pressed his cock against my mouth. I hesitated a bit and then let him shove his meaty dick into my mouth, rocking me up and down for a while. I swirled my tongue around trying to get him off. I don't know if it helped. It was a weird feeling, though, the contours of his cock underneath the rubber, I have to say."

"Then he told me how good my mouth felt and came in the rubber. It seemed a lot because it lasted a while. There really isn't much detail. Neil fucked your girl's mouth. Or jerked off with your girl's mouth. However you want it," Cass said so fucking bluntly that I couldn't hold back anymore.

With a series of jagged thrusts, I came in the condom, shivering on top of her. Cassandra moaning and clamping down on me, cumming as well.

"Well that was fucking hot," I said. Cassandra laughed.

"Yeah, no shit. Just wait until you see the video!"

*

A sort of calm feeling had set itself over our small suburban house the next morning as we ate our breakfast. Cass and I exchanged glances and shared laughs, eating our oats. Thinking back. We didn't say much at first. We just sat in an almost newlywed kind of state, as we had just walked through the door of a new chapter of our lives. It was such an unusual series of events that had led us to that very new chapter.

It was Saturday, and we had nowhere in particular to be. The hotel only demanded Cass' efforts a few times a month, and the pantry was a few times a week. But not today. Just as well, we certainly needed that extra day to come to grips with the recent discoveries we'd made about each other.

"We should talk," Cass said. I looked abruptly up at her. Those words were death.

"Sorry, I didn't mean it like that," Cass said, chuckling.

"Right," I answered, my heart rate somewhat starting to calm again. For now.

"Just... I wanna understand how you're okay with this?"

I sat thinking for a bit, trying to find a good way to answer. Not only to answer in such a way to let her know I was perfectly fine but also to have her understand what the fuck my brain was all about. It was weird after all, so to make sense of such a kink demanded some thought.

"It's like I said. The act of doing something taboo. We're playing with fire, but with unwavering love and trust with each other. So it's a fire that we contain. And it's something we're doing together, which is important. As long as we're both involved it's perfectly fine to explore a little. And I can tell you find it pretty fun too. Or exciting perhaps."

"I guess it has rubbed off on me. Or maybe we simply share the same fantasy and found out together. But I don't understand... How are you involved? I sucked Neil's cock without you anywhere. And the whole denial thing? You're not involved in that, that's the whole point, no?"

"That's the thing though, I am there. Maybe not in person, but I'm still there. You're telling me about the... event. About the things you deny me. Even filming it. Keeping me in the loop of things."

"I guess. Did you watch the video then?" Cass asked, turning on her sensual voice. I slapped my forehead. After we made love last night or fucked like wild animals more like, I had passed out.

Cass of course saw my reaction.

"Ah. Well well then, Isaac. I guess I'll hold on to it then. Keep it for a rainy day," Cass teased, seeing how I would react to further denial and teasing, even after all that had happened. "How about I'll give it to you tomorrow so you can enjoy it when I'm working at the pantry? They needed some extra folks for some deliveries."

"Fuuuck, why can't I watch it now?" I almost pouted.

"Nah, I'm good. Let's go for a run instead!"

Though I was dying for that video, I let it rest. For Cass' sake. The rest of the Saturday in general was spent relaxing. Cass didn't do any photos, and I didn't nag about it either. If she needed a break, I was sure to give her one. Instead, we cozied up on the couch and watched some sitcoms, detoxing the stress of the past week.

Come Sunday, I woke up with the hardest morning wood, excited to finally get around to watching the video of Cass literally getting used like a fleshlight by Neil. I wondered how I'd react seeing it. I had heard and been close by when it happened, and even seen a picture of that vile thing across her face. But seeing it made it more real. That being said, I was truly more excited than anxious.

Cassandra just emerged from the bathroom after doing her morning routine, seeing me laying in bed with an obvious tent from my cock.

"Someone woke up in a good mood?" Cass said, smiling devilishly at me. "Why, is it because of a certain video?"

"Yes. Give!" I said eagerly.

"What tape was that again?"

"Cass..."

"What if I deleted it?" Cass said, looking me straight in the eyes.

My heart skipped a beat. Would she really take the denial that far? I sure as fuck hoped not, I was dying to see what happened in that car. Cass laughed seeing the pain across my face.

"I'm teasing. Though, I am truly confused by which video you're so excited for. Care to remind me?" Cass asked, feigning confusion.

"Wha- The video where you..." I started, trailing off.

"Say it, I need you to say it."

"The video... where you suck Neil's dick!" I exclaimed, having to shove the words out of my mouth.

"Huge dick, but I'll let it slide," Cass corrected and picked up her phone. "Check your G****e Drive."

I picked up my phone, slightly confused. My G****e Drive? I searched around and found a newly shared folder. "Cass' Adventures." Inside the folder were all her pictures, with captions and all. All the video files too. Including the newest one. Here goes nothing.

As I clicked the video, Cass climbed into bed and snuggled up to me, wanting to watch it with me seemingly. Maybe she hadn't seen it herself and wondered how it had turned out.

The loading screen circled itself a few times then the video started.

"Here," I heard Cass' voice.

 

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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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