Can’t Take It Anymore! Overstim!Caleb
Synopsis: You try to be mean to Caleb, but you can only hear him whine and cry for so long!
Warning: Overstim, baby trap, crying, crybaby Caleb, mating press.
Caleb is so pathetic. He begged and PLEADED to be let in to your sopping push raw.
But the big strong Colonel is barely two inches in with his girthy cock and he’s sobbing.
The sound catches you off guard at first. He’s holding himself up with shaky arms and his head is tilted down so you can’t see the tears forming in the corners of big purple eyes.
You just giggle at how utterly wrecked he is. You cup his cheek and bring his gaze back up to you. “Tell me how it feels Caleb…”
His cheeks flush darker. His watery eyes meet yours, and the words come out half gasp.
"Shit—god, pipsqueak. You feel...you feel better than I ever imagined."
A ragged breath leaves him as he leans his head against yours, and this time you can hear the plea in his voice.
You hum, pretending to think. You tighten your walls around the tip of his shaft just to be mean to poor Caleb.
The sound that leaves him is downright broken, his entire body jolting forward as if the simple motion is almost too much for him to bear.
"Ngh—! Don't… " he growls, his hands clenching into tight fists. "Don't do that." His breathing is ragged still, his eyes squeezed shut as he presses his face against your throat. His voice is a low snarl when he speaks again, "Please. I'm begging you."
Your eyebrow quirks. Begging hm? You tighten your sopping walls again and he actually sobs, big thick tears spilling out.
Caleb is completely unraveled above you, broken by your words and the feel of you around him, so damn tight and just for him.
He lifts his head to look at you, and the expression on his face is almost desperate, almost like he's pleading for you to take mercy on him.
He looks like he's going to cry when another broken plea leaves him. "Please…you've got to let me move." His voice is wrecked. "Please! Anything. Please—just...just one chance to show you…"
Another thick tear slides along his flushed cheeks. "Just…please. Just let me show you." He's lost all sense of pride now, all of his usual cocky arrogance gone and replaced by a trembling, tearful wreck. It's a side of him you've never seen before, this desperate, needy side that only you get to see. "I…I need-“He chokes, as if the words are being wrenched out of him. "Please. Just…let me show you, pipsqueak. Let me show you how it could be. Please."
You coo up at the over sensitive, pleading mess of a man. “You are such a big baby.”
A small, watery gasp escapes him at your words, his dark eyes fluttering shut as he shakes his head almost frantically. The plea that leaves him seems to tear something loose inside him, some sort of desperate need to prove himself.
"Not-not a baby. Please. I…I can be good. So good. I've just never—I don't want to mess it up. I just… I just want to…." He bites off the whine building in his throat before it can escape.
But then, he can’t hold back. Your knees are pressed into your chest and he’s battering the rest of his raw cock into you.
But he’s sobbing the whole time. Pleading with you to forgive him for how split on his cock you are.
The room is filled with the sound of skin slapping skin, his sobs mixing with your choked whimpers as he buries himself to the hilt inside you—over n’ over—as if he can't stop now that he's finally where he belongs.
His hands grip your hips bruisingly tight, tears dripping off his chin onto your sweat-slicked stomach as his voice cracks between thrusts.
"I'm s-sorry! I—nh!—I couldn’t wait!"
His rhythm is erratic, desperate in a way that betrays how utterly ruined he is by the feeling of you.
Every snap of his hips forces another broken sound from him. Half sob, half groan. As if each drag against those slick walls leaves him more wrecked than before.
You are faring no better. Each harsh thrust is right up against your cervix, making your tummy ache. Your fingers claw uselessly into his forearms. “N-MHNH! C-Caleb! Hurts!”
He doesn’t stop—can’t stop, not when your walls are clenching around him like a vice, dragging him deeper with every desperate snap of his hips.
"I k-know!" he chokes out between sobs, his own tears dripping onto your flushed chest as he leans over you. His voice is a wrecked whisper now. "But I need it—ah!—I need you to take it… p-please!"
His rhythm stutters when you whine again, but instead of slowing down? He just shifts, tilting your hips up to sink even deeper with each thrust until the stretch borders on unbearable for both of you.
One particularly sharp snap of his hips punches a broken cry from your lips and Caleb whimpers, forehead dropping against the crook of your neck as if he's the one overwhelmed by how much it hurts.
You cry and hiccup with each thrust. Your cunt is stretched to take him while even when he’s acting like nothing but a filthy mutt. His feet are planted in the bed now and he’s using his Evol to drill into you harder, faster.
He’s drooling now, saliva dripping onto your cheeks. His powerful legs and hips give you no reprieve. You try to push away but he hunches over you and just thrust faster. Like a dirty dog caught humping a pillow but they can’t stop. “Can’t Caleb! Haaaa i-it burns!”
Caleb whimpers at the sound of your pain, but it doesn’t stop him.
Nothing could stop him now, not when he’s this far gone, not when every desperate thrust punches another broken cry from your throat.
His movements are frantic, hips pistoning with no rhythm or control. Just pure need.
He slobbers kisses across your tear-stained cheeks between ragged breaths, his voice barely coherent as he mumbles against your skin.
"S-sorry… sorry…!" His cock twitches inside you as if to punctuate his apology. "Pipsqueak feels t-too good… C-can’t hold back anymore!"
His hands scrabble at the sheets beside your head, knuckles white with the effort of restraining himself from pinning you down completely, but even then, his hips don't stop their brutal pace for a single second.
He's lost in it now. In the wet heat of you, in how perfectly you take him despite how much it hurts, in the way your cunt flutters around him like it was made just for him.
And through it all? He sobs. Like some lovesick mutt who can't help but ruin what he loves most.
His balls are throbbing and you start to feel the stutter in his thrust. “N-no Caleb! Outside! N-not inside!”
His entire body lurches, his hips stuttering against yours in a desperate, uneven rhythm as he tries to obey through the sheer overwhelming need to bust in your guts.
"I—f-fuckkkk—I can't!" he sobs, his voice breaking around the words as if it physically hurts him to deny you this one thing.
His fingers tighten in your hair almost reflexively, pulling just enough to make you whimper as his cock twitches violently inside you.
"F-fuck… pipsqueak… I'm sorry! I'm so sorry!" His breath comes out in ragged pants, tears dripping down onto your chest as he finally loses control entirely.
And then with one last broken cry of your name, he buries himself balls-deep, spilling into you with a shuddering groan that sounds like agony.
You sob at the feeling of thick cum filling up every crevice of your pussy. You cry pitifully, hands curled into fist as they beat weakly on his chest. His hips are still stuttering. Trying to pump every spurt inside.
Caleb whimpers at your sobs, his own tears mixing with yours as his body refuses to stop milking himself inside you. His hands tremble where they brace against the mattress, his entire frame shaking with the force of his release as he helplessly grinds deeper, chasing every last drop of pleasure at your expense.
"I—fuck!—I didn't mean to," he gasps between shuddering aftershocks, voice wrecked beyond recognition. His hips twitch weakly once more before he finally collapses over you, pressing feverish kisses along your tear-streaked cheeks in a messy attempt at comfort.
But when you shift beneath him? A thick drip of cum escapes your swollen entrance and Caleb groans, half-guilty and half-aroused all over again.
"S-sorry…" He mumbles against your skin like a broken record, "...so fucking sorry..."
But he’s moving in a blur again despite his half-assed apologies. “C-Calebbbb! M’ gonna-gonna get pregnant!”
"I—I could take care of you. I could take care of you both." He whispers against your skin, so soft it's almost like he's comforting himself. Like he's trying to picture it, trying to convince himself it would work.
His hands, those big, strong hands you've always known so well, are trembling as they cradle your stomach, almost like he's trying to already picture what you'd look like with his child growing in your womb.
"You'd be s’pretty…" He whispers, "My pretty little pipsqueak all fat and full!”
God, he wanted a little girl.