Mommy Issues Pt. 02

The next few days all happened in a blur. The first thing I did was avoid my stepmom all of Friday. Yeah, she probably didn't know what I'd seen, but still. Partly it felt awkward hugging her knowing two strangers had been reaming her raw just a day earlier. The idea of her kissing me on the cheek, knowing that those same lips had wrapped themselves round a random cock, slid up a random ass, was more than uncomfortable. But I played the part of the good stepson until I could figure out more. I'd had the surprise of my life, and now I felt an urge to delve deeper into it, drawn like a moth to flame. I was overcome with morbid curiosity, and as the days passed I found it harder and harder to tear my mind away from what I'd seen on that disc.

Part of me thought I should tell dad. I mean, obviously it was fucked. But somewhere, deep down, I couldn't help but escape the feeling that he deserved this. It was his punishment for being unable to satisfy my stepmom properly. If he were better. If he could satisfy her properly, then she wouldn't have stepped out on him. She wouldn't cheat on him. She wouldn't be filming tapes of herself doing the most disgusting, degrading things with other, random people. And not just with one person. Two. Maybe more. Maybe an endless number of men, all lining up to fuck her. I was too conflicted by it all. Did I feel sorry for Dad? Did I think he deserved any of this? Did I feel nothing but disgust or contempt for him, for being unable to satisfy her? I couldn't face her knowing all of this. Having all these thoughts in my head. All of them conflicting. What should I say? What could I even do? Was it my business? Did dad know? Why was she doing all this?

Then again, after a lot of reflection, I had to admit one thing: I was lying to myself. The real reason I avoided my stepmom was because I didn't want her to make me rock hard again. For all the disgust, all the confusion, all the hatred, there was only one real reason I couldn't stand to look her in the eye. And that was because I'd enjoyed it. I'd enjoyed watching her get fucked like a whore. I'd enjoyed watching her tongue someone's else's filthy asshole and fingerfuck it. I'd enjoyed watching two men penetrate her roughly and use her like a worthless set of holes. No. Not even. I hadn't enjoyed watching her do it with other people. I hadn't enjoyed watching her tame and dominate them.I'd enjoyed the idea of it. The idea that she could do these things. That she could do these things with me. And, worst of all, though I tried to bury it, though I tried to hide it, one thing kept rattling through my mind: All bets were off. She was mine for the taking. All I had to do know was make a game plan. She wasn't confined to Dad. No. Perhaps she'd never been. She seemed like a pro, judging on how expertly she'd handled those two guys. This was second nature to her. No, she was a complete whore. She was a sexual demon. I doubt anything Dad could do would have made her stay faithful to him. It wasn't about Dad. It was about her seizing control. It was about her being utterly depraved and being unable to contain her depravity.

God help me, it was turning me on.

For the first few days, then, I tried to forget it. Put it behind me in the way I knew best: sex. And there were lots of options. Between the parties and the booty calls, getting a girl my age to fuck was easy. The hard part would be going through with the deed however.

I'd picked the first girl I saw quite frankly: Maisie, from the cheerleading team. I already knew her, obviously, and I'd even fucked her once or twice. Now I needed her as a distraction.

"FUCK!" she screamed out as I slid inside her, the condom wrapped over my dick.

I pushed my full length into her, till my balls smacked against her asshole. I grunted. For however good it felt, for however tight it was, I was distracted.

My stepmom was letting them fuck her raw.

I began to pump in and out, trying to mask the fact that I wasn't enjoying it.

Maisie turned onto her belly, thrusting her ass into my face, letting me see her tight asshole, and all I could think about was that my stepmom was letting them fuck her asshole.

When Maisie began to moan and twist, all I could think was that my stepmom had screamed and nearly brought the roof down with her cries.

"Fuck." I muttered to myself.

As hard as I was trying, I could feel myself growing soft. No use. I pulled out and peeled off the condom.

"What's wrong?" Maisie asked, looking up from beneath me, her arms outstretched over her head, revealing her bare, perky breasts.

I shook my head in shame as I sat back on the bed, still trying to grapple with my realisation of what had happened.

"Sorry. Just not in the mood."

That was Maisie. The same thing happened with Keeley. Agatha. All of the cheerleading squad. Where before I'd eagerly and energetically fucked them till their brains broke, and blown my load all over their faces, this week they seemed... basic to me. Of course, I still made them cum, hell, them just being naked with me made them cum, but it wasn't the same. I didn't enjoy their girlish, hesitant moans. Their tits were too small. Their asses just couldn't compare. Their enthusiasm. They were still innocent. Sex to them was a few moans, a condom, and a promise to text soon. They didn't have what I craved. That video I'd seen of my stepmom was filthy. It was degrading. But most of all it was passionate. It was like she was putting her soul into it. She was doing all of these...these filthy, degrading things, and she was doing them like she loved them. An athlete lived and breathed training. In that video my stepmom had seemed to live and breathe pleasure. Fucked up, perverted, and downright degrading pleasure.

I shivered. My favourite kind.

It took me a while to make peace with my realisation. After all, though I'd always known how beautiful she was, I'd still mostly thought of my stepmom as, well, my stepmom. But that video had changed everything, and by the Sunday evening, I'd made a decision: I was going to fuck her. I was going to fuck her and I was going to conquer her. To hell with Dad. Now I knew that she was on the menu, I intended to eat.

The first thing to do, in that case, was to see more of her and her exploits. I couldn't resist it. Seeing that video of her had gotten me hard like nothing else. It was something else.

That night, I crept back down to the living room, searching for the discs, opening up the folders, my curiosity and arousal overpowering me.

The first one I found said 10/07. I couldn't help it. The ideas, the hopes, the endless possibilities. Without hesitation I fed the disc in, feeling my cock swell as the video began to play.

This time again it was her and two guys, two completely different people from the other video who I'd never seen before. One of them was taller and trimmed, the other short and hairy, both with thick cocks. They were back to back, about a foot in between each other. And my stepmom was in the middle, on her knees, her face level with their asses. She was going from asshole to asshole, sliding her tongue up their asses and licking their bottoms furiously.

The men were moaning as they stroked themselves, their asses wet with spit from my mum's tongue. I watched as mom leaned away from their asses, sticking her two middle fingers into her mouth. When she pulled them out, they were covered in spot. Realising what was about to happen, I pulled down my trousers and began to furiously pump my dick.

I watched her position her hands by their asses, gently stroking them, her spit rolling down their thighs.

"AGH!" the men moaned simultaneously as my stepmom's fingers went up their assholes with a wet squish.

I saw her fingers disappear as she went deeper, her forearms tending as she pressed down on theirs prostates, eliciting a shudder from each man, their legs buckling. Mom pulled her fingers free like a sword from a scabbard, without hesitation or slowing down. It was crude and rough, and it made each man's legs tremble even more. Observing her middle fingers, my stepmom stuck them in her mouth again, lubing them up with her spit, before proceeding to push them into the two assholes on either side of her once more. She began to slider her fingers up and down slowly, meeting resistant from their tight assholes. She was firm, and with every stroke she began to accelerate, until she was thoroughly finger-banging them with a squelch.

In and out she went, her fingers going up and down again and again just as I stroked my dick furiously at the sight of it all. She kept going, in and out, in and out, relentlessly, completely violating them, making sure they were completely under her control.

With one final thrust, in which she pushed her fingers as deep as possible, my stepmom withdrew them viciously, laughing as the men nearly collapsed from the sensations. But this was no mine to rest.

"Both of you," she ordered, "in my ass. Now."

The two men stepped toward, positioning their dicks by the entrance of her pink hole. I watched as they pushed against the tight knot, and against each other's cocks, as if vying for entrance first. In the end, it was my stepmom's asshole that gave way first, the pink ring yielding with a pop as their cocks began to push deep into her shitter, till their balls were nearly smacking against her skin.

"YES!" Mom moaned, finally seeming to take enjoyment in this sexual madness.

I watched her slide down their shafts, impaled on their two cocks, a gleeful, maniacal expression on her face as they began to thrust their dicks in her ass, wincing with each thrust. But it wasn't enough. Even this wasn't enough. Within a minute the lust and drunken pleasure on her face had faded away, replaced by a blank expression. She seemed almost... bored. No. That was exactly what it was. She was bored. She had two dicks in her ass pounding away, and instead of feeling pleasure or pain or anything at all, she was bored.

"Stop it." she said, and they obeyed immediately, pausing, both their dicks half the length up her ass, her hole wrapped tight around their cocks.

My stepmom put a hand on each man's chest and pushed herself off, standing up in front of them as they watched her, dumbfounded.

"Bend over." she ordered, calmly but firmly, and once again they obeyed with hesitation.

There was silence as they grasped their asscheeks, pulling them apart and exposing their wet assholes to the camera. Mom stepped out of frame, appearing momentarily with two small vibrators, one in each hand. Switching them on, she pushed them into each man's asshole, laughing at the discomfort of the two guys as they moaned and whined at the sensation.

"Get up and face each other."

They did exactly as she asked, their stiff dicks less than a foot away, pointed directly at each other, the two of them unable to look each other in the eye, instead staring down at my stepmom, who had slid a hand over each dick, giving them a slight tug. The results didn't take long. I heard her cackle wickedly as she jerked them off as they faced each other, watching her eye glow and her grin spread as their balls began to twist.

"UNGGGGGGHHHHHHH!" they shouted in unison, their cum shooting out onto each other's pelvises as my stepmom smiled wickedly, her stroking not stopping.

She was like a great white shark, and they were her prey. She was in control. I watched as the two men collapsed, exhausted, onto the bed, their legs over each other.

"Weak." I heard her say, her back to the camera, as she climbed onto them, pushing their legs apart, leaving their cocks out in the open. And vulnerable.

I watched in utter shock and arousal, my dick stood stiff to attention, as she grabbed their limp penises and began to stroke furiously. But to no avail. They were utterly spent, just as the two men were lying on the bed nearly passed out.

"Please..." I heard them whimper as she let go of their dicks in disgust.

"Weak. All so WEAK." I saw my stepmom walk over to something off screen, and when she came back she was carrying with her two little metallic objects, one in each hand.

I began to stroke myself a little faster as I realised what she was holding. Setting one of the metallic objects on the bad, my mum grasped the limp dick of the one on the left. Both of them were still lying on the bed, completely destroyed. They couldn't do anything but watch as she locked the chastity cage over the cock of the first man. All he did was whimper pathetically, the sound of a man who'd given up. She'd beaten him, fair and square. He was too physically exhausted to stop her. His pride was gone. She'd consumed him, body and soul. She'd stripped him of his manhood.

And I was stroking faster than ever.

She moved onto the one on the right. He put up a little fight. Not a lot, but he tried at least, having seen what had happened to the other guy. I saw him begin to kick and thrash as she lowered the cage over him. But my stepmom was having none of it. With one hand she reached for his balls, squeezing them slightly, as if to remind him of how vulnerable he was.

The man began to whimper pathetically at that, immediately ceasing his thrashing, doing nothing but trembling as the case clicked shut over his dick. It was done. They'd been conquered. She'd won over them, utterly and completely. They'd been defeated, and, once again, my stepmom was in control. And that was where the tape ended.

There was only one logical thing to do now, I thought as I continued stroking. I needed to see another. Over the course of that week, I proceeded to watch more of the discs. There were so many. God there were so many. How the hell did she keep all of this from Dad? There had to have been dozens, maybe hundreds of them. And all of them with different people. I don't think I saw any two discs with the same group. No, the only constant was my stepmom, and the dirty things she did. She'd fuck them all raw. She'd rim them and suck their toes and let them fuck her up the ass and more. It wasn't so much that she dominated them from the start. No. She overwhelmed them. She overpowered their senses. She kept going till their cocks went limp, till they physically couldn't get hard anymore. And then, in some variable way, she'd show them who was in charge. She'd make them submit to her completely. She'd utterly humiliate them. It didn't matter whether it was one-on-one, two-on-one, three-on-one, or even in some cases four-on-one. It would always end with her triumphant, standing over their exhausted bodies, cum all over her chest, inside her, dribbling from her mouth or on the floor as she looked down on them.

God. How many men had she cheated on dad with? It had to be hundreds. Thousands even? The number was mind-boggling. It was impressive that she hadn't caught some disease. Each disc brought new surprises, new filthy acts, new degrading positions.

But my mind kept thinking back to that very first tape. Something about it stirred me. Something about it felt so much better. So much fresher. I guess it's because it was the original. I just couldn't help myself. One week exactly after I discovered my stepmom's secret, I resolved to watch the tape again. Reaching into the case of discs, I began to flip through the book, searching for the disc titled with the correct date. With each flip, however, my face began to drop lower and lower. Where was it? Had she hidden it? Where had it gone? I began to rummage through the boxes, growing more desperate with each passing moment. That tape. That tape labelled 10/25. It should be there. It should be there. It should be-

"Is this what you're looking for?"

I spun round as I saw my stepmom, fully naked except for a skimpy bikini that barely hid her giant, round tits, her beautiful, bare stomach, the pendulum hips leading down to a perfectly shaved pussy, barely hidden by the translucent lingerie. Her hairless thighs, tanned to perfection, were tight together as she tapped her bare foot on the floor in an inpatient motion.

God she looked hot.

And she was holding the disc in her hand.

Oh no.