Disclaimer: I do not own anything even remotely related to Alvin and the Chipmunks. This is a fictional story involving the characters from the movie 'Alvin and the Chipmunks: Chipwrecked'. This story is not suggesting anything about the characters or the creators. It is meant for entertainment purposes only.
This story involves chipmunks (obviously) and intimate encounters between two brothers. If that offends you, buzz off.
Previously, on "Alvin and Simon"...
Simon could tell that Alvin was getting close to finishing. His breathing started to get heavier and he started to give small thrusts into Simon's mouth. Simon stopped moving his head and let Alvin thrust in and out of his mouth. Alvin put his hands on the back of Simon's head, pulling Simon down each time, almost gagging him. Simon managed to keep up without needing to stop and Alvin started to moan a little louder. "Simon... Simon..." Alvin said over and over again. Simon felt Alvin start to swell in his mouth as he let out a boyish moan. Simon felt Alvin explode in his mouth a few times, filling his mouth as he tried his best to swallow. After about three full pumps, Alvin stopped thrusting and pulled out of Simon's mouth, letting some dribble down Simon's chin. Alvin smiled embarrassedly. "Sorry about the mess..." he said. Simon just smiled and wiped off his chin. He licked it up and swallowed the rest. "Not bad at all." Simon said, causing Alvin to laugh.
Alvin pulled Simon in for a kiss and they passionately rolled around under the sheets, holding each other close and loving the feel of their bodies touching. Alvin leaned away to look into Simon's eyes. "I love you, Simon." he said softly. Simon felt like he was floating. "I love you too, Alvin." he replied, kissing Alvin's nose. Alvin scrunched up his nose a little and snuggled up close to Simon.
Simon felt Alvin's hand work it's way down to his still hard member. Alvin smiled over at him. "Your turn." he said smiling. Simon laughed and leaned back, waiting for Alvin to trail kisses down his body. But Alvin just smiled and shook his head. "I have a better idea... Let's try something else." he said, his mischievous grin reappearing. Simon gulped. "Uh oh..." he thought.
Alvin was still grinning like a maniac. Simon was a little concerned that this 'something else' Alvin thought up might be a little too adventurous. For the most part, Simon felt like he was keeping up pretty well. In fact, Simon felt like he was doing more than just keeping up, considering he had just sucked on Alvin's... well, you know. But he was also very, VERY new to all of this, and he wasn't exactly the 'living on the edge' kind of chipmunk. Simon waited nervously as Alvin thought of a good way to explain his new idea. He could tell that Alvin was a little nervous too. Whether he was nervous from the idea he had, or how to convince Simon to do it was the real question here. Alvin took a deep breath and started out slowly.
"Ok, so when I was hanging out with that group of guys at school, I would hear a lot of things. Like things about, uh, sex." Alvin blushed a little, which Simon thought was cute. "Well, more than once, the guys would call each other gay or whatever, and they would talk about their, um, their butts." Alvin said. Simon wasn't completely sure where Alvin was going with this. "Ok, so what did they say?" Simon asked, hoping Alvin would just spit it out. Alvin gave a distressed look, like he had hoped Simon would've gotten it by now. "Ok, well you know how guys have... do it with girls?" Alvin asked. "Yeah, kinda." Simon said, shrugging a little. "Well, the guys said that boys can do that with other boys, too..." Alvin said slowly, waiting for Simon to catch on. Simon was still confused, so Alvin clarified. "They put their, uh, dicks inside the other person's... well, their butt, I guess." Alvin said, blushing for the hundredth time. Simon's eyes went wide as he thought about what Alvin was implying. Alvin laid there nervously, waiting to see what Simon's reaction would be.
Simon was a little shocked, and didn't know what to say. It's not that he didn't like the idea, he was just unable to think about it. It's as if his brain turned off, and he was just staring dumbly at his unbelievably cute brother. Alvin knew that Simon was frozen in thought, so he just sat quietly, waiting for the implications to sink in so Simon could actually react. After about a minute, Simon started to recover. "So... you're saying that boys can have, uh, can have, uh..." Simon wasn't able to finish the sentence. "Sex." Alvin said, fighting back a smile. "Yeah that, and you're saying that you want to, uh, do that?" Simon asked. Alvin nodded slowly. "So you want to put your peni, uh, your cock in my..." Simon was trying to work this all out as he spoke, but Alvin interrupted him. "Well, actually, I thought that maybe we could try it the other way first, since you gave me a blow job." he said quickly. Simon didn't know that what he had done had a name, but he didn't let Alvin know that this was the first time he had heard that word... All of a sudden, he realized what Alvin had just said. "Wait, so you want me to, uh, put it in you?" Simon asked. Alvin nodded, looking nervous, but still smiling a little.
Simon was surprised. In every aspect of Alvin's life, he was on top. He's the best singer, the best dancer, the cutest, the most athletic, etc. He thrived on being the dominant, alpha male. But lately, Simon had seen a different side, a more vulnerable side. And now, Alvin is voluntarily giving up some power and control? Simon studied Alvin's eager face, and immediately got swept up in his deep brown eyes. Simon knew he could never say no to Alvin, no matter what he asked for. But he didn't want to let Alvin know that yet. He still had a few questions.
"So, right now, you want to have, uh, sex?" Simon wanted to clarify one more time. Alvin nodded eagerly. "And you want me, uh, in you?" Simon asked. Alvin nodded again, grinning a little. "Do you want to, uh, do me too?" Simon asked, a little nervously. Alvin started laughing hysterically, burying his head in the pillow. When he stopped, he looked at Simon with a hungry look in his eyes. "Of course I do, but only if you want me too. I just thought that since I've gotten off twice, and you've only gone once, we would start with me so I could return the favor." Alvin said. Simon nodded, and thought of another question. "Does it, uh, hurt?" he asked, feeling anxious. Alvin shrugged. "I don't know, I've never tried it before, obviously. But I heard the guys at school saying something about making sure your dick is lubed up, which means slippery, I guess." Alvin said. Simon looked down at Alvin's sheath. He thought about how big Alvin was in his mouth. Without thinking, Simon reached down and rubbed a finger over his own hole, feeling how tight it was. If Alvin was supposed to fit in there, it would have to be very slippery.
Alvin saw Simon exploring and laughed a little. "I know you're nervous, but if it makes you feel better, I'm nervous too. And I'm going first, so I can tell you how it feels and everything." Alvin said. Simon blushed, embarrassed that he got caught and immediately stopped. Alvin giggled a little more at Simon's embarrassment and leaned in for a kiss. Simon smiled and happily kissed Alvin, which caused some of the nervousness to melt away. "What should we use for, uh, lube." Simon said when he broke away. Alvin jumped up, grinning like a maniac again, thrilled that Simon was fully on board. "I know just the thing!" Alvin said, jumping off the bed and throwing his sweatshirt on. He ran out of the room before Simon could even ask him where he was going or what he was going to get.
After Alvin was gone, Simon suddenly felt cold and alone, and that's when he knew he was in trouble. He didn't plan on advertising to the whole world that he and Alvin were, well, more than just brothers. But how could he keep it a secret if he couldn't function without Alvin for more than twenty seconds. He just shook his head hopelessly and waited for Alvin to come back. Alvin did not disappoint. About thirty seconds later, he came running back in with what appeared to be a travel size bottle of lotion. He threw it up on the bed and then jumped up. He took his sweatshirt off, threw it on the ground, and pounced on Simon. Simon yelped and tried to push him away, but Alvin just wrestled his arms to his side. Simon wasn't exactly against Alvin being on top of him, so he didn't really fight back. Alvin just pressed his body into Simon's and nestled his face into Simon's neck. "Don't think I'm weird, but that minute that it took me to get this lotion was the longest minute of my life." Alvin said, his voice muffled. Simon giggled, causing Alvin to look up with a hurt expression on his face. "I'm not laughing at you, Alvin! I swear! I was just thinking the same thing while you were gone, that's all." Simon said quickly. Alvin smiled and buried his face back into Simon. "How are we going to keep this a secret?" Alvin asked. "I mean, it's going to be hard to not be able to kiss you whenever I want." he continued, his voice still muffled. Simon pulled Alvin's face up and kissed his nose. "You can kiss me whenever you want. I don't care who sees." Simon said. Alvin lifted his eyebrows. "On second thought, maybe we'll just find some empty closets." Simon said, laughing. Alvin laughed too, and rolled off Simon so that they were laying side by side.
"Ok, are you ready?" Alvin asked. Simon rolled over to look at Alvin and nodded, starting to feel nervous again. Alvin sat up and grabbed the lotion, handing it to Simon. "Uh, so what do I do?" Simon asked, wishing he had more experience. "In a minute, you can put some on your cock and I'll rub some in my butt so that it's really slippery." Alvin said, starting to look as nervous as Simon felt. Simon looked down at the lotion. "Hey, by the way, where did you get this?" Simon asked. Alvin looked distracted now. "Uh, from the girls room. Hey what position should we do?" Alvin asked looking at Simon. Simon didn't know what he meant or how to answer, so he just stared back. Alvin realized that Simon didn't understand and smiled in realization. "Sorry." he said. Simon shrugged off his apology and smiled back. "It's ok. Sorry I'm not much help." he replied. Alvin just laughed and looked down at Simon's soft sheath. "Believe me, you'll be plenty of help in a minute." he said, grinning. Simon blushed and smiled.
Alvin smiled and went back to thinking, apparently about what position to try, whatever that means. "Hey, I'm going to the bathroom, and I'm gonna check on Theodore." Simon told Alvin. Alvin barely nodded and Simon hopped down. He went into the restroom and jumped up on the toilet. He was lost in thought as he relieved himself, thinking about how in about five minutes, he would be having... having sex with the person he loved more than anything in the world. Simon was actually a little afraid that when he left the bathroom, Alvin would be asleep and this will all have been an amazing dream. He finished up and ran out, looking up on the bed. Alvin was still sitting there, muttering to himself, lost in thought. Simon let out a relieved sigh, and quietly ran over to the couch where Theodore was sleeping. He made sure Theodore was tucked in, and then he ran back to the bed, where Alvin was waiting.
Alvin was smiling at him when he jumped back up on the bed. Simon smiled back and ran over to Alvin for a kiss. Alvin rewarded him with a kiss that was just passionate enough to get Simon's juices flowing again. Alvin reached down and felt Simon start to harden as they moaned into each others mouths. Alvin broke the kiss so he could talk to Simon. "I think I want to try it on all fours first." Alvin said, blushing. Simon was confused for a second, and then realized that must be a position. "Ok, sounds good... I guess." Simon said shrugging, still wishing he knew more about this kind of stuff. Alvin noticed his confusion and smiled. "I'll tell you about some other positions later, ok?" he said. Simon smiled back and nodded.
Simon watched as Alvin laid on his stomach and stretched out on the bed. He could tell that Alvin was trying to stretch out his nerves as much as he was just getting into his position. Alvin glanced back at Simon and gave him a look that made Simon's heart speed up. It was a mixture of love and lust, which mirrored Simon's feelings perfectly. Alvin, still watching Simon, stuck his butt in the air, in a way that can only be described as an invitation. Simon's breath got caught in his throat as he stared at Alvin's cute butt, taking in all the details. He was so mesmerized that he forgot to breathe, and had to manually inhale to keep from falling over. Alvin smirked at Simon's reaction. He clearly enjoyed the attention he was getting.
Alvin motioned with his head towards the lotion. Simon shook his head and tried to focus on the task at hand. He got the lotion and opened it, looking over at Alvin, waiting for the 'go ahead'. Alvin nodded and Simon slowly started to squeeze some lotion into his hand. He popped the lid back in when he felt he had enough and tossed to bottle to Alvin. While Alvin started to squeeze some out, Simon began lathering up his hard, pulsating member. Alvin was frozen for a second, staring at Simon's hand as it went up and down and up and down... Simon laughed a little which snapped Alvin out of it, and he began putting some lotion inside his crack right on his hole. He paused for a second, and then barely inserted a finger, sharply inhaling with a somewhat sensual exhale. Simon was getting harder watching Alvin, and that's when Simon's instincts took over.
Simon brushed Alvin's hand away and inserted his own finger. Alvin moaned as he felt the gentle intrusion, and pressed back slightly into Simon's finer. Simon couldn't believe how warm and tight it was. Simon worked it in and out for a minute, listening to Alvin inhale each time he pushed in. Hearing Alvin's rhythmic panting was driving Simon wild, and he decided it was time to get this party started. He gently slid his finger out and leaned in to kiss Alvin's ear. Alvin shuddered and looked back at Simon with hungry eyes. Simon stroked his own hard cock and started to move it towards Alvin's tight hole.
Simon pressed the tip of his fully hard member against Alvin's hole and slowly started to press his body forward. He felt it start to slide in and heard Alvin sharply inhale as he braced himself for this new experience. When Simon got the head in, he had to stop moving for a second. He knew if he didn't take a breather, he'd probably end up shoving the whole thing in, and the last thing he'd ever want to do would be to hurt Alvin. But Alvin seemed less concerned for his own well being and decided to push back, causing Simon to gasp. Never in his life had he felt anything that incredible. Alvin seemed to fit perfectly around him, and it felt so warm and so... right. Alvin was apparently thinking the exact same thing, because he turned his head back and smiled at Simon, as a way to let him know everything was ok. Simon smiled back and then concentrated on the task at hand. He slowly slid out of Alvin, almost all the way, and then pushed it all the way back in, causing Alvin to moan and arch his back. Simon had never been more turned on in his life, and he let that blind passion take over.
He started to move in and out of Alvin, making sure to be gentle at first. Simon was making sure that Alvin was getting used to this new experience. Each time Simon pushed in, Alvin would let out a little "mmmf". After about a minute of slow and steady, Alvin looked back and said the one word Simon had been waiting for: "harder". That was all he needed. Simon grabbed Alvin's hips and began to rhythmically pump his pulsing cock into Alvin's tight hole. Alvin's "mmmf's" turned into boyish squeal's of intense pleasure, and he had to stuff his face into his pillow to mask the intense moans he couldn't hold back. Simon could hear his balls hitting Alvin's, and he could hear each time he pierced Alvin, and these sounds just drove him crazier.
Simon leaned forward so that he was practically lying on top of Alvin, and kept pumping his hips, making sure to keep up a steady rhythm. He let his hands wander all over Alvin's body, and eventually made his way down to Alvin's groin. Simon was somewhat surprised to find that Alvin's cock was as hard as his felt, swaying with each thrust Simon provided. Instinctively, he began to pump the tip of Alvin's cock with each thrust, causing Alvin to moan even louder into the pillow.
Simon started to feel a burning sensation, and realized that he was about to get off. He tried to say something to Alvin, but he couldn't form any words, so he just pumped harder and faster. Simon felt the tip of Alvin's cock flare a bit, and felt jets of cum fly out over his hand. As soon as Alvin started to cum, his hole tightened around Simon and Simon let out an intense yelp as he started to cum deep in his brother's ass. He pushed as deep as he could into Alvin, causing Alvin to moan even louder than Simon thought possible, and he could feel Alvin shoot even more cum all over his hand. Simon was leaning on Alvin, quickly thrusting as he pumped load after load into his warm ass.
As quickly as it started, it finished, and Simon and Alvin just laid there, panting like they had run a marathon. Simon felt like he could sty in Alvin forever, but he knew Alvin was probably just as tired as he was, and it would be hard to relax with someone lying on top of you. He slowly slid out of his brother and heard a slight pop when he finally came out. A stream of his cum ran out on the bed. Simon blushed a little and broke the silence. "Uh... Sorry about the, um, I mean sorry that I, uh, in you..." he stammered, hoping Alvin wouldn't be upset. Alvin just giggled and kissed Simon's nose. Simon giggled a bit too, and flopped down beside Alvin, still panting. He was unbelievably exhausted, and wanted nothing more than to cuddle up with Alvin so they could sleep, but he had a couple questions first. He leaned up on his elbow. "So... uh... how was it?" Simon asked, blushing again. Alvin rolled to look at Simon and gave one of the happiest sighs Simon had ever heard. "It was, by far, the best thing ever!" Alvin said excitedly. Simon was a little surprised, and it must've shown. "Seriously, Si, it felt so good! You were so awesome, and you felt so big, and when you pressed in me that last time... I don't know what you did, but it was definitely the best I've ever felt!" Alvin was so excited that his words almost ran together into one long word. Simon started to say something but Alvin went on. "And then when you started to jack me off, I couldn't hold back, and I've never gotten off like that! It was crazy! ... Oh yeah, how was it for you?!" he added, looking genuinely curious. Simon giggled at Alvin's enthusiasm. "Honestly, it was the best I'VE ever felt TOO!" Simon said, catching up with Alvin's excitement. "You felt so good around my pen... uh... cock and when you got off, you like clamped down and it was the best feeling in the world!" Simon gushed. Alvin laughed and leaned in to kiss Simon. Simon happily accepted his eager mouth, and the two spent a minute exploring each other's mouth.
When they broke apart, Alvin cuddled into Simon's chest. "Hey, didn't you want a turn?" Simon asked, watching Alvin's eyes start to droop. "Honestly, Si, I probably couldn't even move right now." Alvin said, trying and failing to keep his eyes open. Simon giggled and rubbed Alvin's back. "To be honest, I probably couldn't either." Simon said. "I was just trying to be polite." he said smiling. Alvin laughed and cuddled in closer to his brother. "Hey, Si?" Alvin said quietly. "Hmm?" Simon said, quickly drifting off. "I love you." Alvin said simply. Simon felt his heart melt. "I love you too, Alvin." Simon said quietly. Simon felt complete at that moment. Perfectly complete. And no one could ever take that away from him.
(The next morning) "Hey, has anyone seen my lotion?" Brittany asked her sisters. "No, sorry." Eleanor said and Jeanette just shook her head. "Ugh, well if Alvin took it and is trying to mess with me, I'm not going to be happy." Brittany said angrily, marching out of her room towards the boy's room...
READ THIS
First of all, thanks for reading! It really means so much to me that so many people have read this series and enjoyed it enough to send me an email. It's been a crazy couple months for me, which is why this is later than I had intended, but I hope it's as good as you all have come to expect.
As you might've noticed, I left the ending open so that I can go back and write some more. I know I said this would be the last one, but I enjoy the characters so much that I don't think I'll ever be able to end it for good. If enough people ask me to continue, I might possibly write it sooner rather than later.
However, I would also like to try something else. This series is the first I've ever written. I guess you could call it my practice series, although this will probably always be my favorite. I am open to suggestions if you have any, and I've already received quite a few.
If you have a story idea, let me know! Or maybe if you'd like to see a story in a certain section within Nifty (adult-youth, incest, encounters, etc.) let me know!
I love to hear from you and I always respond!
Thanks for everything,
Mr. Moose