This is an alternative ending to my one shot [An Eventful Night]. If you're interested in the Heffley brother getting closer and Rodrick thinking about Greg and his own relationship with the rest of their family, it's pretty much that.
Rodrick would need to admit, even though he hadn't been sure about coming to this party, he was still happy he came. had he not decided to come after his long day at work, he wouldn't have seen his brother enjoying his first real party. Plus, like this Greg wouldn't need to ask someone for a lift back home, Rodrick could take him back with him.
After catching up with some old classmates he had just sat down in a corner and watched Greg dance with his friend while thinking back to how much their relationship had grown over the past years. He had never believed they'd be able to really be close to one another again, but here they were. Greg could count on him and trusted him.
Yet he felt like something had… shifted, somewhere along the way.
A little more than two years ago he had decided to try and mend his relationship with Greg, especially seeing how he was distancing himself from everyone else in their family. He didn't want that, he wanted to be there for him.
Yet, over the past months, he felt like something had changed a little bit between them. They would sometimes be up in his room, all up in each other's space to watch a movie on his laptop. Other times they would be laying in Greg's bed, forced to be close to one another since it wasn't meant for two people, talking quietly about their day, the moment feeling quite intimate.
He wasn't sure when the relationship had shifted from two brothers finally getting along to… whatever this was. Greg is more touchy than he ever was before or with anyone else, which led to Rodrick feeling more comfortable casually grabbing onto his waist and shoulder. The way some of their jokings were sometimes turning more on the flirty side of things. The way Greg seemed to love having all of Rodrick's attention on him and being complimented by him. how "being into each other's space" had turned into Greg just straight up sitting in his laps sometimes and being held close to Rodrick in bed.
Rodrick wasn't sure what to do about how his mind would sometimes wander into dangerous territory about Greg. He shouldn't think of his own younger brother in any other way than a familial one. Yet he couldn't help thinking the nearly 17 year old teenager was growing to be cuter and more attractive than before.
The first time he had a sexy dream about Greg he woke up with an erection and he couldn't get the image of his brother out of his mind when trying to take care of it. He had felt ashamed and guilty for jerking off to his brother like this. He had worked hard on mending their relationship, he didn't want this new sick attraction to ruin it.
Yet, he felt like somehow Greg knew about it and knew of his own growing charms.
He was even more handsy and touchy than before, always staying close to him when no one else was around. When he'd call for Rodrick's help for an outfit because he was going out, he'd find Greg in only his tight underwear. He'd make some flirtatious and suggestive jokes that something didn't quite feel like jokes. And he wasn't sure if it was just his mind thinking too much into it, but he was pretty sure he had caught Greg checking him out more than once when he was changing or getting out of the shower.
Rodrick would sometimes play into Greg's little games, but would always keep himself from crossing the line. He had no way to tell if it was just his own desire messing up his perception of Greg or not.
Rodrick was taken out of his thoughts when he caught Greg's eyes, now dancing all by himself, smirking at him. He wasn't sure when Holly had gone somewhere else, but Greg seemed happy to keep dancing by himself, seemingly trying to invite him to join.
The older Heffley would have rejected the quiet invitation, when he noticed another guy was clearly checking out his brother, looking ready to go for him. This made Rodrick feel the now somewhat familiar feeling of possessiveness he had grown towards Greg and anyone who looked interested in him. Not to help, something about this guy made him even less interested in letting him join Greg.
So he quickly finished his beer, making his way to the dancing floor, soon by his brother's side and glaring at the guy who was a couple of meters away. The young man glared back, only to seemingly scoff when Greg threw his arms around Rodrick's neck, keeping him close.
Admittedly, Rodrick was really taken aback by how bold his brother was acting. His hands went to his hip, moving to the slow rhythm of the music with Greg. "For a moment I thought you would leave me alone all by myself" his brother laugh close to him, making Rodrick laugh a little. "I guess I can dance with you for a moment even if I'm tired" he replied.
For a moment turned longer than he thought it would. Once the slow music was over everyone was back to dancing with more energy, Greg sticking close to him. Too close even. At some point he was even somewhat grinding on him, Rodrick starting to feel more and more like it was on purpose.
He was tentatively getting more handsy too, trying to see how Greg would react. He started being a bit more confident about it when he seemed more than happy to have Rodrick all over him, making him even more teasing. The more they danced like this, the more Rodrick could feel his resolve to never cross the line shatter.
At some point he had to grab onto Greg's hips to stop him from moving for a moment, feeling himself getting harder every time he'd grind on him. His brother only threw his arms around his neck, pulling him a bit closer with a grin on his face and a mischievous glint in his eyes.
"What is it Rodrick, am I too much for you?" Greg asked innocently, trying to grind on him again. Rodrick's sanity nearly snapped when he realised that Greg was as worked up as he was, feeling something hard against his thighs. This made him chuckle, face still close to Greg, "As if you could be too much for me, Greggy" he replied.
Greg bit his lower lips, still looking really pleased with himself, before his hand travelled down to his wrist, pulling him. Rodrick was a bit amused by this, following along as he realised Greg was looking for somewhere they could be alone. They found an empty bathroom, Rodrick locking the door behind him before he was quickly pulled into a heated kiss by Greg.
His hand went back to where they were before, pulling him close to him again as Greg grabbed onto his shirt. He couldn't help smiling into the kiss when Greg moan as he rolled his hips back against his.
Soon Greg found himself leaning against the counter, Rodrick's hands grabbing onto it as he was leaning over him to keep the kiss going. He couldn't help his own moan and groan from how they kept grinding against each other, not too worried about people outside because of the music. Right now he only wanted to focus on Greg.
"Wait" he whispered when he felt a clumsy hand attack his belt, chuckling a little when Greg whined as he stopped his hand from doing anything else. Rodrick leaned back a little, looking at how flustered Greg was, his lips kiss swollen and asking for more. It was really a sight that made him want to devour his brother.
"I just… I want to make sure you're really okay with this" he said while leaning his forehead against Greg's. They had already crossed the line, but going any farther than this would have no going back. Rodrick could blame the making out on the alcohol and maybe teenage hormones. But any further felt like there was no real excuse for it.
Greg pouted at his words, leaning up quickly only to bite his lips a little bit harshly, making him curse under his breath. "I know I want this" he replied, "I…I know we shouldn't" he commented, "But I want this" he added firmly. "I've been trying to get a reaction out of you for weeks now and you never gave me anything" Greg pouted again, "So now that I have you like this I'm not stopping".
Rodrick was a bit stunned by how honest Greg was about it. He had somewhat expected that it was all on purpose but having it confirmed like this was something else. A smirk drew itself on his lips, leaning down to kiss him again, saying close to his lips "Then I guess I can only give my cute brother what he wants".
he released his brother's hand after that, letting him finish undoing his belt. Meanwhile, he decided to slide one of his hands under Greg's shirt, going for one of his nipples, teasing it and watching for his reaction. He was pretty happy with how Greg moaned, arching his back a bit to have more contact.
"Look at how sensitive you are" Rodrick teased while working on taking off the shirt Greg had stolen from his room, "Do you usually play with them?". This made Greg blush more than he already was, biting at his lips and not answering as he took hold of his dick instead, making Rodrick groan.
"I asked you a question, be a good boy and answer me," he said right next to Greg's ear, biting at it a little before going down to kiss his neck. He felt him shiver at the name, moaning as he kept playing with both his nipples now. "I-I sometime play with them" Greg finally admitted.
Rodrick hummed at this, happy to have received an answer. "It does explain why you like me playing with them so much then" he commented.
He then leaned back again, taking off his flannel shirt and t-shirt, starting to feel a bit too hot. He smirked when he felt Greg's other hand immediately on him, touching him some more. "Do you like what you see?" he asked, "I know you kept checking me out when I got out of the shower with nothing but a towel" he teased.
He went back to kissing Greg before he could even try to deny it, invading his mouth as one of his hands kept teasing the hardened nipple, the other working on Greg's tight jeans. Once he freed the younger man's erection he started kissing down his neck to his chest, starting to suckle and nibble at his cute nipples, enjoying the way Greg tried to stay quiet.
"Don't be shy, let me hear your sexy voice, no one will hear you~" He asked as he kissed down his stomach, now kneeling at his brother's feet. One of his hands was lazily stroking Greg as the other pulled down his jeans a little, kissing and nibbling at his hip bone.
"Did anyone ever give you a blowjob?" he asked, looking at Greg, enjoying the sight of him flustered and out of breath, only shaking his head as a reply. He figured so, he would have been surprised if Greg had really any sexual experience. "Then I guess I'll be the first one to show you how it feels" he smiled.
With that, he didn't really give any more warning before taking Greg into his mouth. He would have taken his whole length in if he could, but Rodrick was, admittedly, not often the one giving out blowjob. Still, he made his way to it, sucking and licking Greg's cock, slowly getting it deeper and deeper into his mouth. Thankfully Greg wasn't too big, but it was still some work to do.
He couldn't help looking up at Greg, the way he seemed overwhelmed by just this. Then he took him all in, nose buried in his pubes, constricting his throat around him. He hummed when he felt hands grabbing his hair, weakly keeping him there as Greg ground his hips against him. He followed the rhythm his brother was trying to have, sucking and bobbing his head on his dick.
At some point the fingers pulled at his hair a bit tighter, Greg trying to call out to him. Yet Rodrick wouldn't budge, instead grabbing at his brother's hips, keeping him in place and he came into his mouth, swallowing it all. It admittedly didn't taste good, but he didn't care, it was worth for the look Greg gave him.
He got up again, helping Greg stay upright on his wobbly legs by pinning him against the counter. He immediately kissed him once he was up again, pulling him close. Greg was even more out of breath when he finally let go, Rodrick licked his lips as he watched just how debauched Greg looked, even more with how many kisses marks he had left on him.
"How was it for the first time?" he asked, thumbs rubbing soothing circles on his hips and he held him. "It was so fucking good" Greg replied while blushing, before looking down between them.
Rodrick felt a hand wrapped around his dick, giving him a couple of strokes. "But what about you?" Greg asked him, slowly jerking him off. Rodrick bit his lips, looking at how he was slowly jerking him off, noting that Greg's hands were smaller than his. "Well," he said, hand moving behind Greg and pulling him away from the counter a little bit, "I'd love to have a piece of this actually" he then finished with a hand sneaking into his jeans, squeezing his ass.
This made Greg gasp a little bit, getting even redder than before. He seemed to hesitate for a moment and Rodrick was ready to settle for a handjob when he saw him nod. This surprised him a little before he started grinning. "I can't understand you if you don't tell me" he whispered against his ear again, using both his hand to squeeze his ass again, one even going lower to tease his rim.
"I want you to fuck me" Greg finally admitted, pushing closer into his hands. Rodrick teased him some more through the fabric of his underwear, kissing under his ear. "Good boy" he purred, enjoying the shiver and whine it got from his brother, "Take off your jeans for me then," he asked.
Greg quickly scrambled to take off his skinny jeans, Rodrick trying to find something he could use as lube, but really there wasn't much in this bathroom. He'd just have to be more careful then.
"Turn around for me and lean against the counter" he then asked his brother when he looked back at him, quickly following his instruction. He noticed how Greg was looking at him through the mirror as he sucked onto his own fingers, making a little show for him, enjoying how it made him blush. Once he felt like his finger would be slick enough he went and first only teased his rim, before careful pushing one finger in.
He stayed close behind Greg, one of his hands teasing his nipple to distract him from the discomfort, kissing his neck. "Tell me if it hurt, okay" he simply whispered, which earned him a nod.
He spent a while just fingering his brother, enjoying how he slowly started rocking his hips back into his hand. This made him smirk against his neck, biting down a little bit as he added another finger. "You seem to enjoy it a lot, do you finger yourself?" he asked, earning an answer by his sudden heavy blush.
But Greg only whined, pushing against him, to which Rodrick shook his head. "This isn't an answer, good boy use their words, and you want to be a good boy right?" he asked. He was starting to catch onto how much Greg liked to be called that, enjoying the way he was clearly fighting against embarrassment to reply and be called that again.
"Yes I do" he finally replied, moaning when Rodrick brushed the bundle of nerves that sent a spark through him. Rodrick hummed at his answer, adding another finger, whispering "good boy" directly into his ear.
He went on until Greg seemed prepared enough to take him without it hurting too much. He took out his fingers, chuckling when he heard Greg whine in protest, trying to grab his hand so he would continue. "Don't worry Greggy, I'll give you even better," he said against his ear. He fished out his wallet, knowing he'd have a condom in there, it was even the kind that was already lubricated, so this should help.
He put it on quickly, also wanting to finally get to it. He grabbed onto his brother's waist, keeping him in place as he started entering him, slowly sliding into Greg. He only stopped once he was fully inside, leaning against Greg's back as he wrapped an arm around him to keep him close.
Looking into the large mirror he could clearly see Greg's expression, all flustered, gasping a little and a small frown on his face as he slowly adjusted to him. Rodrick's other hand slid up his chest, going to gently grabbing his chin, making his brother look up into the mirror.
"Look at you" he cooed near his ear, "Looking so pretty while taking my cock all the way inside" he grinned. He could feel Greg try grabbing onto him, trying to move his hips even though the best he could do was grind against him since he was trapped between Rodrick and the counter. "Should I give you more?" he asked.
"I've been a good boy," Greg said, clearly getting desperate for more.
"You're right, you've been a good boy for me, I should give you more," he said.
He didn't wait for much more before starting to thrust into him, at first a bit more slowly to make sure he'd be alright. But from the look of it, Greg was more than ready to take more, so he started getting quicker and a bit rougher.
Rodrick quickly realised Greg was one vocal fella and even though the music was loud, they'd be found out if he kept moaning this loudly. He may enjoy it a lot, but being found out like this was no good, especially for him. So he grabbed onto Greg's chin again, turning him more towards him to kiss his brother, quieting him down like this.
He had never expected that it would feel this good finally getting to fuck his brother. He felt like he should probably have made his first time better than in the bathroom at a party, but so far Greg seemed to be enjoying himself. 'I can make it up to him another time' he thought to himself, even though he wasn't sure if there would be a second time.
He could feel his orgasm building up, one of his free hands snaking around his brother to start jerking him off at the same time, the other teasing his nipple again. It didn't take too much for Greg to finally release, clenching around him through his orgasm, making him come too.
He slammed one last time deep into him as he came, the hand on his chest pulling Greg close to him while the other keep milking him. He only stopped once his brother stopped coming, hugging him close to his chest as Greg leaned onto him. Rodrick was panting quietly as he kissed his brother's neck, slowly coming down from the high of his orgasm.
Only once it felt like Greg wouldn't collapse on the ground did he let go and pulled out, quickly discarding the used condom into the trash can. He turned back to Greg who was leaning against the counted again, this time facing him with a pleased and drowsy smile. He pulled Rodrick back to him, kissing him gently this time as he kept his arm around his neck, Rodrick hugging his waist.
"Are you happy now?" Rodrick asked, to which Greg happily nodded. "Look at you, all sleepy now" he laughed, kissing his brother's temple, "Let's go home, how about that?" he suggested. "Yeah" Greg whispered back.
He helped Greg dress back up, letting him steal his flannel as he looked adorable in the oversize shirt. as they made their way around the house he kept an arm around Greg's waist, guiding him. They cross paths with the guy who had clearly wanted to approach his brother earlier, Rodrick sending him a smirk as he pulled Greg even closer to him.
Once at his van he risked one kiss before letting go of Greg so he could get into the van too, putting on some music at a quieter volume. "By the way, how did you like your first real party?" Rodrick asked after a while of driving, "Before the best part of the night obviously" he then grinned a little, enjoying the sound of Greg giggling at his word.
The way home was filled with a drowsy Greg retelling him how the night had been before he joined him, having clearly enjoyed himself a lot. It was a good thing that the first time his brother decided to sneak out he had some fun.
Once they got home he made them sneak back inside by the back door, getting in first to make sure they wouldn't be caught, especially Greg. Since the path seemed clear he pulled Greg inside, both quietly making their way upstairs.
He was ready to tell his brother to have a good night when Greg hugged him again looking up at him with a soft smile. "Can I sleep in your room tonight?" he whispered, looking unsure that his request would be accepted.
Rodrick smiled at this, giving him a quick kiss "Of course" he whispered back, already dragging Greg with him to his room. how could he refuse his cute brother something like this? he'd be happy the wake up to Greg laying next to him after the night they had.
Fun Fact: Heffleycest is what made me want to reread diary of a wimpy kid and write fanfic about it. [An Eventful Night] was actually supposed to be a pwp, but I ended up turning it into my "Heffley brothers getting along" AU. Hopefully, Rodrick fucking Greg in the bathroom of some random college kid house was good too.