Sleepy Nights, Gray Mornings

Story by Madarao12 on SoFurry

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The room was still mostly dark, only the faintest gray of the morning filtered in through the blinds in Ven's room. The memories of the previous night flooded back to Artie as he watched Ven stride over, claw lazily stroking his erect cock.

"J-Jeez dude, already? What if we wake your mom up? She'll be waking up for work soon won't she? Dude if she catches-" Artie's scrambled protests were silenced as Ven pushed the head of his cock against his lips. He looked up, staring the length down as it throbbed against his lips, warmth seeping into them as its owner grinned down at him.

"Reeelaaax. It's like, four in the morning, she won't be up for at least another couple hours. Now... well, you know what to do." Ven said, giving another nudge up against Artie's lips.

His reluctance to risk being caught battled with the quickly growing flames of his arousal, but his body knew what he wanted even if he kept overthinking things. He wrapped his fingers around the girth of his friend's shaft again, the throb he got in response making him squirm as his briefs threatened to rip from the tent straining the fabric. His lips parted, and before long, he was steadily taking the inches of his friend's shaft into his mouth again.

More awake and less nervous this time, he found himself focusing on things besides trying not to scrape him with his teeth, or trying to make sure he was doing a good job of using his tongue. He noticed the ragged panting from his friend, how his claws were bunching and tensing each time his hot, dribbling head pressed against the back of his throat. He swathed over the length with his tongue each time he drew his head back, the throbbing and the warmth that filled his muzzle kept him almost glued to his friend's crotch, reluctant to free more than a few inches of his shaft once he'd worked his way down. He cupped his friend's balls with his claws, gently squeezing and groping, seeing how hard he liked it. A firm grope caused Ven's legs to buckle, choking Artie briefly before he suddenly pulled himself out, leaving the chubby charmeleon in a coughing fit.

"Fuck! Dude, you okay? I didn't mean to do that, you just.. caught me by surprise. " Ven whispered in a harsh, worried tone.

After a few more coughs, Artie just gave a few quick nods, a nervous claw reaching down towards his briefs. Ven watched with a growing smile as Artie tugged his briefs down, finally allowing himself some freedom from the briefs that felt so constraining. Artie wasn't as big as Ven, but what he lacked in length he made up for in thickness. He'd never felt so exposed as his friend eyed up his cock, but he couldn't have kept his underwear on for another minute without going mad.

"Y-You're making this weird.." Artie whined, his cheeks bright red as his shaft bobbed with each hard throb that pulsed through his shaft.

"You're the one who thinks it's weird. Damn you're thick." Ven reached a claw out towards his desk as he talked, retrieving the bottle of lube from the previous night.

Artie looked at him curiously as he spread a generous amount over his already slick shaft until it shimmered in the low light of the early morning. His intentions became a lot more clear when he shoved Artie onto his back and grabbed each of his legs, spreading them apart.

"I-I.. You... Are you sure this is gonna be okay? You're huge.." Artie felt his heart pounding in his chest as he barely managed to get the words out.

Looking up at his friend, his eyes were met with a familiar gaze, except where he once saw chaste, platonic friendliness, he saw a feral desire that excited him as much as it terrified him. Ven's slick cock hovered inches from his now exposed hole, his own shaft rested against his belly, throbbing, obviously on board, but he couldn't push down the rising anticipation in his chest.

"I'll go slow at first, okay? If it hurts, just tell me and I'll stop. If you really think you can't handle it, I'll pull out and you can finish me another way. But... if we can, I really wanna see how you take me." His voice was hushed, a deep, husky growl rumbling beneath them.

Artie just nodded, his head and body too overwhelmed to try and stammer out a response for a few minutes. He felt pressure against his hole, the cool lube clashing distinctly against the burning hot flesh of his friend's arousal. He kept his eyes closed, his claws bunched the sheets, and suddenly, burning hot pain blossomed within him. He tried to stifle the pained gasp as best he could, but the clenching and his writhing body tipped Ven off to his discomfort.

"Guh, Artie, you okay??" Ven asked, his claws came up to gently rub into Artie's chubby stomach.

The gentle contact on his sensitive belly did calm his nerves, and as the pain ebbed away, he gave his friend another nod, only to feel himself tensing up and clenching hard again once another few inches were in. It went on like this for what seemed like forever. Pain clashed with pleasure, his body constantly torn between wanting him out and wanting to accept every inch he had. Once Artie felt Ven's crotch bump up against his rear, he felt so full it was almost uncomfortable. Almost. By now he was finally able to relax, and savor that hard, burning heat within him. It felt so much thicker than it looked, felt so much hotter deep inside his rear than it did in his claw, and every time Ven shifted his weight, his shaft rubbed sweet spots he'd never known. Artie's belly was sticky with pre, his cock dribbled all over himself, it felt like another brush of his claw would send him off.

"Alright.. It feels like you finally calmed down. You holding up okay?" Ven said, staying still until he got the go ahead from Artie.

"M-Mmhmm... I th.. think you can move now.." Artie said between heavy, labored pants.

Ven pulled his hips back in a slow, fluid motion. Artie gasped and groaned as he felt the thick inches leave him, leaving him feeling empty and craving more. He got his wish in the next second as Ven slowly sunk back in to the hilt, rubbing all those wonderful spots inside Artie and making him squirm against the bed. The feeling of being filled over and over again was foreign and still a bit painful, especially with how big Ven was, but Artie was lost in it. The pain was so overridden by the pleasure that he barely noticed that Ven had started to pick up the pace until a particularly powerful thrust rocked him out of his stupor. Ven's thrusts rocked his body and filled the room with loud, wet slaps as he hilted himself inside the chubby Charmeleon again and again. Artie's cock bounced against his belly as he felt the thick inches of his friend's cock spread him over and over, each thrust pushing him further against the bed as Ven began to climb over him. His wings were outstretched, curled around Artie possessively. It blocked out everything until all he could focus on was him.

He let his eyes fall closed again, listening to the gasping, panting breaths of his friend above him that mixed with his own groans and sharp gasps of delight as his friend pounded him into the mattress. He suddenly felt pleasure explode within him, from the top of his head to the tips of his toes. He had to press his claw over his mouth to muffle himself, crying out into his claw as his shaft jumped and pulsed, thick ropes of his seed shot out across his belly, up to his chest, all the way up to his neck. He could feel each shot making his walls tighten around Ven, and wasn't surprised to find him slumped over his body, groaning and hissing into his ear as sticky warmth began to flood his insides. He could feel every throb, each one adding to the load and the euphoric sensation of his friend unloading into him. Throb after throb, shot after shot filled him, making him shudder and gasp for what seemed like two straight minutes until he felt Ven slump against him. He lay beside him, heaving his breaths, panting just as hard as Artie was.

Artie didn't make any attempts to move at first, his legs like jelly, his body basking in the peaceful afterglow of the most intense orgasm he'd ever had. If it wasn't for the cleaning up they had to do yet, he would've just fallen asleep nestled against Ven like he had the previous night. They laid there, panting, trying to catch their breath as the sunlight grew more intense. Silence stretched on for a few minutes, neither of them quite ready to talk yet until Ven broke the silence.

"So... you okay? I didn't like, hurt you did I?" Ven whispered.

It took Artie a few moments to formulate a response. "No... I mean, it was my first time, so it hurts a bit but... I mean, it felt amazing.. You came even more than you did last night." Artie added the last part of his reply with a smirk, this time, Ven was the one to blush.

"Pffft. Well, you just felt that good I guess." Ven sighed, finally pushing himself up off the bed.

Artie watched him as he looked around for a towel, and still didn't move after he handed him the now slightly sticky towel after Ven had used it. Artie just grinned at him until Ven finally sighed and cleaned him off, stuffing the towel into a corner of his room until he'd be able to clean it without his mom knowing. By the time they heard Ven's mother start her shower, they were already back in their briefs, lounging together on the bed while a youtube video played. Artie was struggling to keep his eyes open, and thought briefly about if Ven's mother would say anything if he fell asleep on his shoulder. His tired mind barely thought once about it before he was already leaning into the larger pokemon, and smiled tiredly at him when he felt an arm wrap around his shoulders, keeping him gently supported against his side. Artie fell back asleep soon after, wearing a satisfied smile despite the dull, aching pain in his rear. With summer on the horizon, they'd have a lot more time together. He thought about what they could do as he drifted off and felt his stomach warm with excitement at the thoughts of all the different ways he could please his friend throughout the course of the impending summer.