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Chapter 144 - Seeking Approval

Corey's grin was sharp and wicked as he finally pulled the giant vibrating monster dildo out of Toby's stretched hole with a long, wet, squelching pop. The toy came free glistening with lube and cum, Toby's soft, curvy ass left gaping wide, the pink rim fluttering and winking obscenely as thick white trails leaked out and ran down his trembling thighs in slow, creamy rivers.

Toby was a complete mess, face flushed deep red, soft belly and plump hips quivering, eyes glassy and unfocused as he panted against the seat, little cocklet still twitching weakly from the endless overstimulation. Corey wiped the toy casually on a discarded shirt and tossed it aside among the empty energy drink cans, then gave Toby's jiggling ass one firm, appreciative smack that made the soft flesh ripple.

"Toby's ass is ready for you now, big guy," Corey purred, voice low and filthy as he looked up at Kota with sparkling eyes. "All loosened up and dripping. Go on. He's been begging for that monster cock the whole time."

Kota didn't need to be told twice. The frustration and the constant, aching fullness in his balls had built back up to an unbearable peak, the new size of his cock throbbing heavily between his legs as he moved forward.

He grabbed Toby's soft hips, flipping the smaller boy onto his back on the middle row seat with surprising ease. Toby's legs fell open automatically, knees bending and spreading wide as he looked up at Kota with wide, needy eyes, his curvy, softer body on full display, the gentle swell of his belly, the plump thighs, the way his ass cheeks spread naturally to reveal the gaping, leaking hole still twitching from the dildo.

Kota lined himself up, the fat, leaking head of his massive cock pressing against the stretched entrance, and pushed in slow but relentless. The stretch was still intense even after all the prep — Toby's walls fluttering and gripping around the thick girth as inch after veiny inch sank deeper, the new size forcing the soft boy open wider than he had ever been. Toby's mouth dropped open in a long, broken moan, his hands flying up to clutch at Kota's shoulders as the cock bottomed out, balls-deep inside him with a wet, heavy slap of skin on skin.

"Mmm—Kota—ahh—is my ass good enough?" Toby gasped immediately, voice high and breathless, eyes locked on Kota's face with desperate, seeking approval. "Do you like it? Is it tight enough for you? Please tell me it feels good—"

Kota started thrusting, deep and steady at first, the missionary position letting him grind right against Toby's prostate with every roll of his hips.

The wet slap of skin on skin filled the van again, Toby's soft, curvy body jiggling beautifully with every impact, his plump ass rippling and his little belly bouncing as Kota fucked him. Toby kept talking, every five seconds or so, the words spilling out between moans like he couldn't stop seeking validation.

"Ahh—fuck—do you like my ass, Kota? Is it soft enough? Am I taking it good? Please—tell me I'm doing good—"

Kota's hands gripped Toby's soft thighs, spreading them wider as he picked up the pace, hips snapping forward harder, the thick shaft dragging along those fluttering walls and bullying the sensitive prostate on every deep thrust. Toby's moans grew louder, more broken, his small cocklet leaking steadily onto his own belly as he arched up into every stroke.

"Is it good? Do you like how it feels inside me? Am I tight enough for your big cock? Please—Kota—I want to be good for you—"

The constant stream of needy questions only fueled Kota more. He fucked harder, the van rocking steadily on its suspension, the wet slap-slap-slap growing faster and filthier as Toby's soft body bounced beneath him. Toby's hands clutched tighter at Kota's shoulders, nails digging in as another orgasm ripped through him untouched, his hole clenching rhythmically around the thrusting cock while he whimpered.

"Am I good enough? Do you like fucking me? Please say you like it—ahh—your cock feels so big inside me—am I taking it well? Tell me I'm a good boy—"

Kota's pace turned punishing, hips blurring as he drove deep and hard, the pleasure building low and heavy in his balls despite how many times he had already cum today. Toby kept seeking approval, voice cracking and desperate, every five seconds another needy question tumbling out between moans.

"Do you like my ass, Kota? Is it soft? Is it tight? Am I making you feel good? Please—tell me I'm good enough—ahh—fuck—harder—am I your good slut?"

The words pushed Kota right over the edge. He buried himself to the hilt with one final, savage thrust, groaning low as he came deep inside Toby's soft, curvy body. Thick, heavy ropes flooded the smaller boy's guts, the volume so ridiculous it overflowed almost immediately, leaking out around the thick base in warm, creamy trails that dripped down Toby's ass and onto the seat below.

Toby's eyes fluttered in pure bliss, a soft, happy moan escaping him as he felt the warm flood inside. "You came inside me… you liked me that much… I'm so happy… I made you cum… I'm a good boy…"

Corey watched the entire thing with hungry, sparkling eyes, his own cocklet hard and leaking as he knelt beside them.

He decided a regular dildo wasn't enough. With a wicked grin he reached into one of the side compartments, rummaging past the empty cans and magazines until he pulled out a giant monster dildo vibrator, easily the size of a forearm, thick, veiny, and black with a flared base and a powerful motor built into the handle. The thing looked obscene, the textured shaft ridged and bulging in all the right places, the head flared wide enough to make even the sluttiest hole gape. Corey slicked it generously with lube, the gel glistening under the dim interior light, then moved behind Toby, who was still on his back, soft curvy body quivering and flushed.

Corey pressed the massive toy against Toby's already-slick, cum-leaking hole and pushed it in hard, the thick head forcing its way inside with a wet, stretching pop that made Toby cry out in a high, overwhelmed moan. Corey didn't ease up. He fucked Toby with it hard, the powerful vibrator buzzing to life on its highest setting as he slammed the monster in and out, the wet, mechanical schlick-schlick-schlick filling the van alongside Toby's broken, desperate screams. Toby's soft ass rippled violently with every brutal thrust, cheeks jiggling and clapping as the giant toy stretched him wider than anything he had taken before, the vibrations making his entire body shake and his tiny cocklet spurt helplessly onto his own belly. Corey kept going, relentless, the toy disappearing deeper with every savage drive, Toby's moans turning into wordless, sobbing pleas as the overstimulation pushed him right to the edge again.

The van rocked harder now, the suspension creaking loudly as the two separate scenes played out in the messy interior, Kota still catching his breath after filling Toby, and Corey pounding the smaller boy senseless with the giant vibrating monster, the air thick with the scent of cum, lube, sweat, and raw, shameless lust. Tommy lay twitching on the seat beside Kota, murmuring soft, satisfied nonsense while Corey grinned wider, eyes locked on the way Toby's hole stretched obscenely around the massive toy, the wet, buzzing sounds growing louder and filthier with every hard thrust. The morning light filtered through the tinted windows in hazy streaks, painting their naked, sweat-slick bodies in soft golden tones as the van continued to rock, the outside world completely forgotten in the steamy, cum-filled chaos inside.

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