Cassandra's Adventures Pt. 02

Author's note:

I recategorized this story as I realized there was a voyeur category which I guess is more suitable for a cuckold story like this. I wrote this just to dip my toe in this category, to challenge myself. If you don't like this type of story, please don't read any further. I have plenty of other stuff both published and coming along, and this is likely a rare occasion where I write within this particular fetish.

Also, huge thanks to Grandeman and Violett for all the help provided. Both gave tremendous feedback and held my hand through it all.

*

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 Google Drive."

I picked up my phone, slightly confused. My Google 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.

The camera showed the grotesque face of Neil as Cass handed him her phone. Neil turned the camera down towards his even more grotesque, monstrous cock. Veins were bulging hard through the condom as it was sloppily laid out from his jumpsuit, which he had slipped down to his ankles. Neil was throbbing in anticipation of what came next.

Next Cass's face came into view as Neil reached over to grab the back of her head and shove her hard down into his lap. At this angle, the camera could only capture the top of her head when she disappeared down towards his cock. The mop of black curls seemed to stop for a small moment, only to finally descend, emanating a loud groan from Neil.

Neil's hand then slowly started to force the mop of hair further down, forcing out some gagging sounds.

"Can't get that far down, can you? Is my big white cock too much for ya? You truly don't do this often, huh?" Neil crassly said, criticizing her. Fuck, this dude was lucky enough to get Cass' into his car and to blow him, and here he sat and degraded her dick-sucking skills?

I looked over at the present Cass. She was biting her lip, absentmindedly grinding her hand at herself, masturbating to the video of her getting used. I realized at that moment she found it hot how ruthless Neil was with her. Forcing his cock into her mouth and then talking like that to her. More or less humiliating her. It certainly was nothing I'd ever do. Perhaps that's why it turned me on? And her?

In the end, Neil was satisfied that this was as far as she got. Not that I got to see it, all I saw was Neil's hand in my fiancée's hair, jerking her up and down in hard, shallow thrusts. Soon slurping and gagging noises started to fill the car, along with Neil's groaning.

"Fuck your mouth is warm. Those brown lips feel so good wrapped around my big cock. I wish I had this fucking rubber off. I'd brick in your mouth already," Neil groaned behind the camera, as he once again tried to press Cass' head down to take more of him.

Not getting very much further, Neil instead found a good rhythm and started to meet her mouth with small thrusts. Never letting go of her head. Always shoving cock into her mouth. Over and over. Cass was gagging profusely at this moment, no doubt sending saliva down Neil's hot dick.

"Fuck, that was so hot," the present Cass groaned, grabbing my cock, and started stroking it as she was vigorously masturbating herself. "He just pushed me around..."

"So you like that, huh?" I asked. Cass nodded.

"You're a nasty little girl, aren't you? Wanting to be filmed while I use your black lips to jerk my cock with? You fucking slut!" Neil said, bringing us back to the screen.

Neil was now alternating the way he bobbed Cass on his cock, feeling the different ways he could use her mouth for pleasure. For his pleasure. Short thrusts, long thrusts. He kept her around his cockhead for a while when...

We no longer saw Cass. Or anything for that matter. A loud bang and everything went dark. We could still hear the wet noises of Cass getting pumped up and down on Neil's raging cock, but we didn't see any of it. Neil had thrown the phone away!

"What the hell?" Cass said, gasping in shock. She sat up, visibly distraught. "I didn't know!"

I could tell she was legitimately upset. We did have an adamant discussion about how I would be a part of this, and now it was stolen from us. I could see how this looked for her. I had to salvage this.

"We can still hear! That's almost better! It's like the denial is unreal. Such a tease. Only hearing those noises... From you on Neil's cock... Fuck it's so erotic... so wrong," I said. Cass looked at me a bit unsure still.

"Trust me, it's not on you! And listen to this, this is so naughty hot to listen to! Especially knowing it is you" I said. "Listen to that, it's hard to think it's you! The love of my life getting used by this bastard!"

Cass slowly got back into my arms, and snaked her hand down my stomach again, seeming to accept that it was indeed hot. Just this alone made me realize how compatible we were, even in this dirty fantasy. Which was, in fact, no longer a fantasy.

"You better believe it's me. Getting used like that, for Neil's pleasure only."

Just hearing those noises, knowing it was Cass' sweet mouth wrapped around such a nasty man's big vile cock left so much more to the imagination. And the groans from them both? Neil and Cass both groaned in tact with continuous wet sounds.

"I guess you're right... but next time I'll have him record properly. I want it done right," Cass said firmly.

"Next time?" I groaned. But like in real life, I was interrupted by Neil, even if it was a recording.

"What would your little white boyfriend say if he knew his precious little black girlfriend was getting this dick up her sweet mouth, eh?" Neil said loudly. This was probably what I had heard muffled outside.

"Guess you can't answer while I'm- Oh shit! FUCK. Here it cums, little girl, here it fucking cums!"

Neil was shouting his groans as he violently pressed Cass' head down hard on his cock, emanating groans and gags from Cass as well. Violent wet sounds spilled out as Neil came buckets into the rubber.

"It was so warm," Cass moaned while furiously stroking me.

"Shit! Fuck! Fuck shit fuck!" Neil chanted from the phone.

"So warm... I could feel it through the rubber," Cass said and now it was my time to chant and curse as I erupted all over her hand, spasming all through it. Cass never stopped jerking me, even when I was all spent. She just kept going.

"And so much of it. I could tell even through the rubber. Imagine if I didn't have that giant rubber... then all that sperm would've gone in my sweet little mouth," Cass moaned, her words and actions getting me hard again and was soon coaxing me for a second orgasm.

"Do you want it to happen again?" Cass asked, a bit more serious now.

"Yes."

"I can tell," Cassandra muttered, stroking me hard and fast now.

I gulped, feeling my cock twitch in her grasp.

"Yes... Just the thought of that monster getting near you..."

"Near me? Neil has been inside me... Even if it was my mouth, Neil knows what it's like being very near me."

I couldn't do anything but groan in response, trembling all over. My cock was so sensitive, but she never let up.

"You sure? Might wanna call it quits before I have too much fun, no?" Cass suggested, smiling wickedly at me, giving me hard and fast strokes.

"Yeah... I mean... yes..."

"Kinda hard closing that door when it's open, huh? I'll make you a deal. Next time I do it will be a surprise. Would you like that? Sometime in the next few days, I'm gonna go over to Neil and suck his huge dick again. One of these days you'll check your phone and see that I've already sucked his dick again- oh shit-" Cass said.

I came in her hand again. And once again she had given me the option of pulling out of the fantasy if I wanted to. But some part of me wanted to see where this road led.

*

Monday I got the message from the upstairs suits that a huge contract was coming down, and all the books had to be on fleek. My moment to shine, they told me. A shoulder shrug, in my opinion. But I would of course remain diligent.

The evenings were at least getting lighter, as spring was truly arriving. Next week would be May even. Cass and I took the change in atmosphere as an opportunity to go for a long bike ride. I normally took the rear, as any man would. Getting the view of Cass' muscled toned ass in spandex while biking was something not to be missed.

And besides, she was way more athletic than me. Not that I'm a wimp or anything, just Cass is a former athlete at an olympic level.

Tuesday was no different. Though we were both too sore to go on another bike ride. Instead, we spent the day on the couch, massaging each other's feet and back. Gently, but to effectively address said soreness.

"How is the college going? You cooking meth yet?" I asked.

"Yeah, 97% clarity. Nah, I could bore you with the details, but I'll show you mercy. As long as you don't tell me about the books and numbers you keep."

"Fair enough," I laughed.

"Though... I have been kinda hesitating to ask you this..."

"What's up?" I asked.

"There might be a Ph.D. in the picture. And I might want to go for it. But I know you've been the sole provider so far."

"Fuck yeah! Go for it, darlin'! Congratulations. Though I don't wanna sell the hide just yet, but that sounds really promising."

Cass smiled so fucking cutely at my excitement. She kissed me on my cheek, my skin burning where she had touched.

"But then I have to know what you're writing about. When people ask I can't say I don't know if it's a damn Ph.D.!"

Cass smiled.

"One day at a time, big boy."

*

The next day we apparently were back in the grove of pictures again. When I arrived at work, Cass had already sent me several shots of her in a thong with various levels of naughty captions. For lunch, I received a selfie of her with a wide open mouth and what looked like cum all across her face and tongue. I knew it was soap, but recent events made it such a debauched picture.

"I was too hot, so I needed to be hosed down," the caption read. I couldn't help but laugh at her humor.

I even responded with a selfie of mine, just me laughing my ass off. Cass smiled with a colon P emoji.

Thursday was always the busiest day. It was at the blink of an eye that lunch finally arrived. I closed all the windows I had open on my work computer, leaned back, and waited for Cass to arrive with our food. I hoped she brought some of the pasta from last night. She made a mean chicken casserole that I couldn't get enough of.

So I sat waiting.

And I waited.

I checked my watch. Five minutes into the lunch break and no Cass to be seen. I checked my phone. Had I mixed up the days? Had she said something about being busy for lunch today? I scanned my brain.

I wonder if I had to order something. Soon Neil would show up too, making all kinds of noise. The best part of the lunch break would soon be over. I got out of my chair and headed to the door.

"Hey, Jen. You seen Cass?" I asked my secretary sitting just outside my door.

"Not yet. Do you want me to call her, sir?" Jen asked.

"Nah. Don't worry about it."

I headed back to my desk. It had now been almost ten minutes. I surely had been mistaken. Cass probably had some other things scheduled. When the clock hit 11.45 I whipped out my phone, deciding to order something. Burrito or whatever.

While waiting for my order, I decided to hit the bathroom. There was a bathroom just around the corner, it was somewhat secluded as this part of the floor was not that populated. Still, one of the three stalls was occupied, and judging by the heavy breathing and wet sounds, it was heavy business. I decided to take the furthest stall away, not wanting to sit close to the orchestra. Whoever was in there let out a huge satisfied groan as the wet sounds started to come rapidly. What the hell was going on over there?

I finished my business and hurried back to my office. Still no one there.

That's when I noticed the silence. Usually, by now the room would be filled with the roaring vacuum cleaner. But just now, without that roar, I noticed that not only was Cass absent, but Neil too.

Fuck.

I sat looking at the door, staring at it, feeling time slowly pass by.

I half expected the door to creak open at any moment now. But it never did.

Was Neil ditching cleaning my office to instead get sucked off by my fiancée? Was Cass ditching our lunch together to suck off Neil? I couldn't decide which was worse. I don't know if that was the case. Even if the absence of both of them was a coincidence or if it had anything to do with our newly discovered kinks, I couldn't help but think... What if?

My heart started racing.

My mind started to go places.

My thoughts started getting dangerous.

What if they were hooking up just as I sat here alone, more or less waiting on them? I knew Cass was smart, so it would be a clever ploy to set it up while in a period I would be aware of her whereabouts. I was on the verge of yanking my phone out of my pocket and texting Cass and checking on her. But as I picked up my phone, I hadn't even fully gotten it out of my pocket, I received a message.

It was an image. And a text just after.

"Sorry I missed lunch, I'll make it up to you. See you later, alligator." was the text. I nervously clicked the image.

The first thing I saw was the caption in big letters. "I hope my boyfriend doesnt find out"

Fuck. I moved my focus and saw the image beneath the caption. It shocked me, even if I had seen it before. It still wrecked me with jealousy, even if I had seen it before.

Once again I was treated to a monstrous image. It was Cassandra's pretty face, the love of my life, underneath a raging, broad condom-clad violett cock, with an almost angry purple look to it. Her cute face created a large contrast by how mean the huge piece of cock that rested all across her face was.

Even as jealousy coursed through me, I couldn't help but get turned on. The more I looked, the harder I got. It had happened before, but now it had happened totally without me knowing. Cass was right. The naughtiness was almost too much. Cass truly knew how to push the envelope.

Then I started to take in the surroundings of the picture. While the picture was up close, I could clearly make out the background. The tiles and the wall behind her clearly showed that it was in a bathroom of sorts. Looking closer, it certainly looked like a bathroom stall! Had Cass sucked Neil off in a public restroom? Those walls... had the same tired green tint as the bathroom just around the corner from my office!

Where I had just been.

I immediately bolted out the door and almost hurried down to the bathroom. I had just been here a mere ten minutes ago. I got some side eyes, but no one dared speak up as I barged around the corner and into the bathroom. There it was. All three stalls. This time the first one was not occupied. I opened the door.