You punish him for his misdeeds, anally

James is on all fours on the bed in front of you, naked and trembling, his handsome face flushed scarlet as he stares over his shoulder at you. His eyes are dull with a mixture of lust and disbelief. You wonder if that's because he's so shocked at what you're about to do to him, or if he's still confused why he's just allowing it all to happen without a peep of protest. He hasn't fought you once since you finished **** his throat. Not even when you stripped him or cleaned out his butt in your bathroom. Any time he showed a hint of tension or resistance in his body, you just had to smack him hard enough on that tightly muscled butt or growl about how you're punishing him for his despicable behavior and he'd melt in your arms. The realization that the arrogant little shit who tried to **** you is actually a pathetic, masochistic slut underneath is a very satisfying one. You just can't wait to spend the rest of the night exploring all your worst urges on his body. Cosmic justice at work, right?

Now you're kneeling behind him and slathering your aching cock in lube, your searing gaze drifting over his body. You very much like what you see. His legs and thighs are sleek and toned, his bare butt firm and round, the pale skin marked by a few delicious red marks from your earlier swats. You can't wait to squeeze your dick between those muscled cheeks and find out just how tight he is.

Just like you guessed earlier, his dick has been hard the entire time, even when he was whimpering, sweaty and blushing from the enema you gave him. It's quite a cute one, thin and pink, a respectable enough size for a boy, but still utterly dwarfed by your own throbbing erection. The way his anxious gaze keeps flickering down to your swollen shaft might have something to do with that, or maybe he's just worried how you're even going to fit inside him. He shouldn't be. Boys never know it, but in your experience, their tight little butts adapt rather well to getting fucked, even by a monster like yours.

"I'm going to fuck you now." You growl, holding your glistening cock by the base. He twitches, his jaw clenching and for a moment you see a shadow of his former sneer return. His eyes narrow, his mouth dropping open as he starts to say something. "Shut the fuck up." You snarl, each word accompanied by a vicious smack across his butt with your other hand. He moans under the hail of blows, his back arching as your palm cracks across his tender skin. Between his trembling legs, his dick twitches and throbs. You wonder if you could make this masochistic slut cum just from a spanking. It'd be fun to test, but that can wait for another time. "You're utterly pathetic." You continue coldly, digging your nails into the reddened skin of his butt and pulling that muscled cheek to one side. "Look at you, moaning like a bitch in heat when I hurt you. What kind of worthless little slut actually likes being hurt? Disgusting." You spit across his tightly clenched hole, letting the drool dribble down his crack. Guiding your cock forward, you slide your swollen head between his cheeks, aiming right at that little ring of muscle. Fuck, this is going to be tight, but that's what makes it so much fun.

"Oh fuck..." He whimpers hoarsely as he feels your massive head press against his twitching little hole. "Wait...please." He's shivering like a leaf again, his toned muscles tensing helplessly.

"I said shut the fuck up!" You smack his butt again, the hardest swat yet. The delicious crack of palm on flesh fills your room, followed moments later by a hungry squeal from the slut. "Don't you understand yet?" You snarl. "The only reason I haven't shoved you naked out the door is because I couldn't be bothered to jerk off tonight. You're just a pair of holes to warm my cock with, and holes don't talk! They get fucked instead, like this!" With that last word, you shove your hips forward. With all that lube, it takes only moments for his asshole to give way and your aching head to pop inside, stretching him open.

The hoarse, moaning squeal that emerges from the shivering boy as your cock slides into his clenching guts sends a pulse of liquid pleasure through your body, as does the delicious warmth of his tightly-clenched butt. It feels like he's strangling the head of your cock with that tender hole, his guts rippling and milking the small part that's made it inside so far. Since he's such a pathetic pain-loving slut, you know you don't even have to take this slow. Instead, you mean to test just how quickly you can end up balls-deep in this boy. Luckily you put on all that lube, because nothing's stopping you now

Not even giving the groaning boy time to get used to the cock stretching him open, you start to grind and thrust your hips, pulling out until just the tip is inside, then punching forward, driving a little deeper each time. His tight insides give way to your thrusting cock, his needy, wriggling body telling you that this is how it's meant to be fucked, hard and deep. James is moaning and squealing like a pig as you **** your way into his clenching butt, inches of aching shaft driving inside him.

With all your strength behind your cock, it takes only about a minute or so before you manage to shove your entire massive length into his body, record timing. Your new fucktoy has just collapsed onto the bed like a doll, drooling from limp, trembling lips onto the sheets. Only your hands hold his butt up in the air where you can fuck it, digging into the skin of his thighs. You groan hoarsely in white-hot pleasure as you feel the soft, velvet tunnel of his guts greedily clenching every inch of your aching shaft, muscles milking your length. It feels like even as the boy lies there barely conscious, his body is still desperately working to earn another load of cum from your boiling balls. Well, you're happy to oblige him and stuff him full until he's swollen up.

Now you start to really fuck him hard, drawing all the way back and slamming forward with your hips. Over and over, you skewer him on your cock. His eyes bulge, a high-pitched squealing noise emerging from his lips as you pound him into the bed. You hold him up with one hand, while the other smacks him between thrusts, each vicious swat harder than the last, until his butt is glowing scarlet and hot against your hips when you're hilted. When you spank him hard enough to bruise, you feel his hole tighten almost painfully around your throbbing shaft. His legs shake in your grip and his twitching cock squirts a pathetic load onto your sheets, dribbling even more out as your head slams past his sensitive little prostate. Pain and degradation are his secret loves it seems, but you mean to break him with them.

After enough savage, skewering thrusts, you feel your balls draw tight, that hot, painful heaviness easing at last as they squeeze cum up into your aching shaft. You slam forward, your hips smacking against his bruised butt hard enough to make him squeal. Hilted in his clenching guts, you start to cum, biting your lip hard at the searing waves of electricity crackling across your skin. The first jet of boiling cum sprays deep into his guts, drawing another squeak of shock from your new fucktoy as finally you release months of sexual frustration into his trembling body.

The sheer pleasure of it sends you reeling, and you collapse over him, both of you landing on the bed as your cock keeps squirting into his clenching, wriggling guts. You feel him cum again as you stuff him full, his butt clenching tight and milking out the last of your load. Then, at last, you're done, the aching, swollen feeling in your balls ebbing away. You're breathing hard, pressing your new fucktoy down into the bed under your weight. He's moaning softly, limp and twitching. There's a slack look of dull pleasure on his handsome face that makes you smirk.

You wonder briefly if he's ever going to be satisfied with tricking women into his bed again or will this one night have him spending the rest of his life looking for a hung New Female to teach him what his body's really for? The answer's obvious, especially since you're nowhere near done with him yet. Inside his sticky, seeded guts, your cock is still as hard as ever, throbbing painfully against his clenched insides. You've fucked him once, sure, and it was the best lay you've ever had, but why stop here? He's going to let you do whatever you want with him, so long as it's painful and degrading enough. All those naughty things you've dreamed of doing to a cute boy, things you were sure you'd never actually get to do. You lean over him and bite into his shoulder, drawing another hoarse groan from the twitching boy. Now it's time for you to get really mean.