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English
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Published:
2022-08-24
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1/1
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sometimes acting on your feelings is frowned upon

Summary:

Craig had a crush on his babysitter for a while. Now he's getting more than he bargained for.

Notes:

(See the end of the work for notes.)

Work Text:

"Craig… " Tweek said softly, and brought a hand up to brush his cheek, "You're getting older now, aren't you? Do you think that means we should be doing some more… Adult things? "

 

He knew it as soon as the words left his mouth. This was wrong. All of this was wrong, and Tweek was taking it too far. He knew that. One more step forward, and he'd never be able to go back. 

 

But as Craig gave him a firm nod, with such a serious expression on his face, Tweek knew he was done for. Craig was just too cute for him to ignore. 

 

Tweek smiled, and kept his hand on Craig cheek for a moment, not missing the way the boy slightly leaned into his touch. A million thoughts were racing through his mind, but the one that stood out the most was how he should start with him. 

 

While Craig watched him expectantly, Tweek felt his heartbeat start to quicken. He wanted to kiss him. He's wanted to for a long time, honestly, but he always ignored that wish for obvious reasons. But his moral code was crumbling, and it was all thanks to Craig. A small part of him wanted to punish Craig for doing this to him. 

 

Tweek leaned in slowly, and Craig didn't move as the blonde gently pressed his lips against his. The boy was stiff out of nervousness, but Tweek felt him kiss back, and slowly start to melt against Tweek's touch. 

 

He only pulled away because he expected that Craig needed a moment to breathe, but it was a short break. As soon as he got a couple of puffs in, Tweek was back on his lips again, and this time encouraged Craig to open his mouth up just a little, so that he could slip his tongue in. 

 

He heard a soft mewl come from the boy as he moved his tongue around, but he didn't stop. It was a gross, sloppy kiss this time, but Tweek didn't mind. He was glad to finally have the chance to taste Craig, and the fact that he was so small compared to him was exciting. 

 

The longer he kissed Craig, the more he realized he was in deep shit. He could feel his boner against his jeans, and it was both the best and worst feeling he'd ever felt. He loved that Craig was making him feel so hot and bothered like this, just from making out with him, but he hated the fact that all of his morality was telling him to keep it in his pants instead of fucking the boy silly. 

 

He pulled his head away again, hoping that a moment of breathing would clear his head enough for him to stop there, hoping that he would come to his senses and leave and never return. But pulling away only made it worse. 

 

Craig was panting softly, and his mouth was still hanging open with saliva still left on his lips. His face was a deep shade of red, deeper than Tweek had ever seen it, and his eyes were wide with shock. He looked stupid, like a deer caught in headlights, and Tweek wanted to take his face and make him choke on his dick. 

 

Tweek cleared his throat, and took a deep breath. There was no going back. He couldn't stop, "Craig, did you… Like that? "

 

He didn't think the noirette could blush any harder, but it looked like he did. He glanced away, and shifted his legs a little from his place on the couch, before he nodded shyly. 

 

Tweek smiled again, and felt something twist in his stomach. Craig's parents wouldn't be home until the next day, which meant the blonde had hours to spend with him. 

 

"Do you wanna do some more adult stuff with me? " Tweek whispered, like it was a secret that Craig was supposed to keep. It was a secret, and he hoped Craig would never tell, but he was only telling it like it was a secret so that Craig would be inclined to keep going. Not that Tweek was sure he could stop even if Craig didn't want to. 

 

But to his enthusiasm, Craig nodded again, and met Tweek's gaze again bashfully. 

 

Tweek gave him another smile in return, and this time, his hands moved down to undo the belt around his waste. He wanted to take his time with Craig, but he still wanted to ruin him the whole way through. 

 

He moved his pants down just enough so that he could pull his cock out from his boxers, and felt a wave of relief hit him when the cool air hit. He didn't miss the way Craig was watching the whole time with wide eyes, and Tweek chuckled. 

 

"Wanna touch? " he asked gently, and the tips of Craig's ears turned red. But he nodded again, and reached a small hand out to gently brush along Tweek's dick, eliciting a soft moan from the older man. As Craig wrapped his whole hand along his dick, he looked at Tweek again for approval, just to be sure he wasn't doing anything wrong. 

 

He was cute like that. He used to be such a disagreeable pain in the ass with Tweek. He would never listen to him, he would always cause trouble, and would always drive Tweek insane. Now, the fact that he was listening to Tweek was only driving him further up the wall. 

 

"Craig, I want you to use your mouth, " Tweek said firmly, but kept his voice soft. He didn't want to scare Craig away, not when he was being so cooperative. 

 

The order made him before though, cause Craig's eyes widened again, and he straightened his posture a bit, "Like… Put it in my mouth? "

 

"Yeah, " Tweek breathed out reassuringly, "Sort of like a popsicle, Craig. I think you'll like it. "

 

"It's too big, " Craig whispered softly, and shook his head. 

 

"No, no, it's okay, " Tweek brought a hand around Craig's head, into his hair, so that he'd be able to get a grip on it later, "You're a big boy, Craig. You can do adult things like this, now. "

 

Craig still looked a little dubious as he looked at Tweek's dick again, but he didn't argue any further. He trusted Tweek, much more than he should have, so he started to lean down, and he parted his lips so he could wrap them around the tip of his cock. 

 

Tweek inhaled sharply, and it made Craig want to pull away instinctively, but Tweek's hand held firm against Craig's head, keeping him in place. When he realized that Tweek's uneven breathing was a good thing, Craig started to lean down even further, so he could take more of Tweek's cock in his mouth. 

 

"Oh, fuck, " Tweek mumbled as he gently guided Craig's head up and down on his cock, "You're perfect, Craig. You're so… Fuck…. "

 

Craig moaned softly against his dick, as Tweek's hand pulled him up, and then down again, a little further than he'd gone last time. In fact, everytime that Tweek brought him up, he'd push him back down even further. 

 

Craig's little mouth could only comfortably take in half of Tweek's cock, and Tweek could tell. The boy didn't have much of a gag reflex, but he could feel the change when Craig was close to his limit. It felt heavenly. 

 

And Tweek was always there to push Craig out of his comfort zone. 

 

When he pushed Craig down again, he pushed him far enough to evoke a gurgling sound from his throat, and Craig used his hands to gently press up against Tweek's stomach, trying to signal him to stop. But Tweek wanted him to take it all . He wanted Craig to fit his entire cock down his throat, and Tweek was going to make sure he did. 

 

He pulled Craig back up again, to give him a moments rest, but almost immediately again, he pressed his hand against the back of Craig's head again, forcing the boy to go down, down, and down, until his lips reached the base of his cock. 

 

Craig let out a strangled, but muffled cry against Tweek's cock, and the blonde groaned as he did, forcing Craig's head to stay down for a few more seconds, even as his tiny fists gently pounded on Tweek as a plea to let him up. He could see the tears form and fall from Craig's eyes. 

 

He was choking on it. Tweek could feel it, he could feel the way his dick reached the back of Craig's throat so that he couldn't breathe anymore, and Tweek wished he could cum down his throat and make him swallow it all. He wanted to fuck his tiny mouth all night. 

 

But he had more to do, tonight. So he relented, and forced Craig's head back up again, until the boy was able to gasp for air with urgency. Tweek let out a shaky breath, and Craig used his hands to wipe away his tears almost immediately. 

 

"That wasn't cool! " Craig sniffled as he rubbed his palm over his cheek until the tears were gone, "I couldn't breathe! I told you I couldn't do it! "

 

"But you did do it, Craig, " Tweek cooed, and leaned back towards Craig so he could press a kiss against his cheek, "You were so good, Craig. You did so well, you were perfect. I'm so proud. "

 

Craig sniffled again, and looked at him with doubt, "You… You think so? "

 

"Yes, " Tweek nodded, and he started to bring his hands down along Craig's waist, "And I think we should do one last adult thing together, okay? "

 

Craig swallowed nervously, but as his breathing started to slow down, his confidence started to return, with the assistance of Tweek's appraisal, ".... Okay. I'm ready. "

 

"Good, " Tweek murmured, and he moved his hands underneath Craig's jacket to feel along the skin of his torso, before eventually pulling one hand out so he could bring down the zipper, and move the jacket out of the way so that Tweek had a clear view of him. Craig didn't wear a shirt underneath his jacket today, Tweek noted. 

 

Craig didn't resist, but he anxiously brought his legs close together when Tweek started to pull at the waistline of his pants. It meant nothing to the older man, though, because he moved them apart with ease when he dragged down his pants, until he pulled them off of Craig's legs completely. 

 

"Mom… Mom said I shouldn't get naked in front of strangers, " Craig said hesitantly, and he shut his legs again. His face was still bright red, and out of natural shame, he tried to use his hands to block his lower region. 

 

"Well… Am I a stranger to you? " Tweek asked as he gently used his hand to push Craig so that he was laying down on the couch. 

 

As Tweek gently grabbed Craig's wrists so he could pin them above his head, he shook his head slowly. Tweek smiled as he kept Craig's hands pinned with one hand, while the other went down to slide in between the boys legs. 

 

"I'm no stranger, " Tweek murmured, and brought a finger up through his legs. To his delight, he felt something wet , and used his finger to trace the outside of Craig's opening, "I'm your favorite , aren't I? "

 

"... Mhm. " Craig mumbled as Tweek used one of his knees to force his legs open again, and he whimpered when Tweek used two fingers to gently feel the outside of his pussy. It was a foreign feeling, and even Craig hadn't touched himself like this before. 

 

"You're so ready for me, " Tweek thought aloud, and he took his cock in his palm so he could start to line it up with Craig's entrance, "I'm gonna make you feel good, okay? Do you trust me? "

 

Craig didn't want to trust him, at first. He wasn't entirely sure what Tweek was planning on doing with him, and Tweek's cock had been too big for his mouth; he wasnt even sure it would fit inside that small opening down there, if that was what Tweek was trying to do, but he couldn't bring himself to say no. Something was telling him he wanted this, and he wanted this badly , so he nodded again, and for the first time, he opened his legs up even wider for him. 

 

Tweek grinned, and he pressed the tip of his cock against Craig's pussy, brushing it up and down along the lips to catch a bit of the lubricant Craig was giving him, because he knew Craig's body was going to put up a fight. Even the tip was realistically too big for Craig to be taking, especially at this age, but Tweek didn't care. He wanted in, he wanted to fuck him, he wanted to breed him, he wanted to make Craig his, and he didn't want to wait. 

 

So he started to push, and only pushed harder as he started to force his way inside the small opening. 

 

"Wait! " Craig suddenly whined as Tweek started, but his attempts to pull his arms out of Tweek's grip were futile, "It hurts! Tweek, it… It's not gonna fit! "

 

"Shhh, " Tweek ignored his pleas, and continued to push inside. The only reason he was going so slow was because he couldn't go any faster. Craig really was too small, but Tweek didn't really care anymore. He was going to shape Craig into his perfect little cock sleeve, no matter what, "You're doing great, sweetheart. It'll fit. "

 

"No! " Craig protested, and squirmed underneath Tweek, "It's… Please, it hurts! "

 

"It's not gonna hurt for long, baby, " Tweek assured him. He was almost halfway in already, and he wasn't going to give up now. It was getting easier already. 

 

"But- "

 

"Shush, " Tweek interrupted him before he could whine again, and leaned down so he could give Craig another deep and hopefully distracting kiss. Now his cries were muffled, and he'd be lying if he said he didn't love the way Craig sobbed into the kiss. 

 

Tweek was almost caught off guard when the rest of his cock went inside the boy, and he pulled away from Craig's mouth just in time to hear him yelp. Tweek still had a bit of courtesy left in him, and as much as he wanted to just fuck him raw as soon as possible, he stayed still, so that Craig's pussy would readjust around him. 

 

"There you go, " Tweek whispered as his cries became quieter, "See? You just have to get used to it. This is how you become an adult. "

 

Craig swallowed nervously again, but his sobs became shorter, and came less frequently. He looked back up at Tweek with tears in his eyes, and even though he thought he should feel betrayed for how much this hurt , Tweek's smile was already making him forget all about it. The pain was subsiding, too. 

 

"Do you feel better? " Tweek asked gently, "Does it feel good, yet? "

 

Craig gave a half-hearted shrug and a sniffle, "I… I don't know, yet. I guess… It doesn't hurt as much, anymore. "

 

"Perfect, " Tweek chuckled, "Get ready then, sweetheart. I'm gonna move. "

 

"You're gonna- Ah! " Craig cut himself off when Tweek started to pull his cock back out, and he instinctively pushed his hips forward in a feeble attempt to ensure that Tweek's cock would stay inside of him. 

 

But Tweek never pulled all the way out, and instead, he put more force than he did before when he pushed himself all the way back inside, causing Craig to shriek again. Except this time, pain wasn't the only cause of Craig's cries. 

 

Tweek felt his mouth open in amazement as he started to consistently thrust in and out of the boy. His pussy was small, it was tight, it was unlike anything Tweek had ever felt in his life, and it was the closest thing to heaven he'd probably ever feel. 

 

Craig's moans were beautiful . He was still crying, but the sounds he made were already starting to sound more like pleasure than pain. He was getting used to Tweek's cock, and he was starting to like it. 

 

Tweek moaned too, as he took his hand away from Craig's wrists so he could plant both of his firmly on Craig's hips, holding him in place as he forced his cock in and out of Craig's insides. 

 

"Tweek, " Craig whined, and brought his arms up so he could place his hands on Tweek's shoulders, "Tweek I…. I feel so… I feel so good, I…. "

 

A long, drawn out moan comes from Craig's lips, preventing him from finishing his sentence, but Tweek gets the idea, and smiles. 

 

"I know. I told you you'd feel good, didn't I? "

 

Craig made some sort of noise that Tweek assumed was meant to be an agreement, and the boy bit his lip as the blonde continued to pound into him with no consideration for his limitations. 

 

He wants to keep Craig himself. He wants to do this with Craig all day, everyday, he wants to be able to pick Craig up and fuck him whenever he pleases, because he's amazing. The lewd sounds that come from Tweek's cock slamming into his pussy are something he always wants to hear, and more importantly, he wants to hear Craig cry his name like this every day. 

 

"You're so beautiful, Craig, " Tweek can't help but speak his thoughts out loud as he continues to fuck him, and his nails start to dig into the sides of Craig's hips, which is sure to leave plenty of marks when they're done, "You take my cock so well… Like you were always meant to take my cock. Like you were born for my cock. "

 

"Tweek… It's too… " Craig moans in between his words, but he keeps trying, "It's… Aah! It's, it's too much! "

 

"And I'm gonna keep you, okay? " Tweek once again ignored what Craig was saying. His pace was starting to grow sloppy, but he was still using plenty of force and speed behind his thrusts, forcing his cock as far inside Craig as he could everytime, "I'm gonna keep you, and I'm gonna fuck you like this everyday. "

 

Craig was dazed from the feeling, and he whimpered at Tweek's words. He was overwhelmed, and wasn't sure how long he could keep this up. He'd wanted to kiss Tweek for months, now, and Tweek had finally given him a kiss, but now he was in way over his head. Tweek was inside of him, and it hurt, but it also felt amazing . He was being stretched out so badly, and he was sure that he would burst soon, but he loved it. He loved Tweek's cock inside of him, he loved being stretched out because he was so full, and if Tweek was telling the truth about keeping him and doing this to him everyday, Craig wouldn't complain. 

 

Craig felt like he was gonna fall asleep in the middle of it all, he was already so exhausted, but Tweek had told him he was an adult; he was ready for this, and Craig didn't want to let him down. 

 

"Oh, man, you're so fuckin sexy, " Tweek breathed out, and he smirked, "I'm gonna fill you up, okay? I'm gonna fill you up with my cum. "

 

Craig nodded absentmindedly. He didn't even know what that meant, but it had to mean something good . He moaned again, and he swore his eyes were rolling into the back of his head. Too much, too much, too much…. But there wasn't enough. There wasn't enough of Tweek, he needed more, he needed to be filled up even more. 

 

"Fuck, Craig, I- " Tweek hardly had time to give him a property warning, before he felt his seed start to spill out inside of Craig's pussy, and he made sure to keep his cock all the way inside of him so that his cum would fill him to the brim. 

 

"Ah, Tweek! " Craig cried out again, and his eyes snapped wide open when he felt something pouring out inside of him. He squeezed his legs around Tweek's waist, and his mouth hung open in a soundless moan. 

 

"Yeah, baby, " Tweek let his head hang down for a moment as the orgasm started to die down, before taking advantage of Craig's open mouth with another kiss. 

 

He kept him in that kiss for a couple of moments, leaving his cock inside of Craig too just to keep him full. When he looked away, he glanced down, and laughed. 

 

"Aw, look at that, Craig! You can see how full you are~"

 

 Craig made an effort to sit up enough so he could look at what Tweek was talking about, and his eyes widened when he did. There was quite literally, a bulge, down just below his stomach. He was literally going to burst. 

 

"You did so well, sweetheart, " Tweek chuckled at Craig's reaction, and brushed his thumb just over where his womb should be, "I'm gonna fill you like this everyday, okay? "

 

It wasn't bad. Craig didn't mind it, actually, the way the bulge looked. Maybe it was a good sign, that Craig had managed to fit all that stuff inside of him when he was supposed to be too small. Tweek must've been right, then, that Craig was finally old enough to be doing adult things like this. 

 

So he smiled, and nodded a little bit. He wants Tweek to do this to him for the rest of his life. 

Notes:

i wrote this at 4am so that's why there might be mistakes and inconsistencies and pacing issues 👍

if you are also a fan of top tweek/bottom craig why not join the server made just for that 🤔!! ask for a link in the comments and i'll give u an invite!