"We're all partners. And I know that there's one thing that almost always makes me feel better when I'm down. Something tells me you two will like it~" Alvin spread apart his legs, both of his paws going down and grabbing his crotch, one pumping up and down his sheath while the other fondled at his balls.
Theodore stayed quiet, but Simon groaned and rolled his eyes. "Alvin, really, if you're that needy couldn't you just…" He shook his head slowly, starting to sit up.
"Hey! We said we're in this together!" Alvin stated firmly. "I love you two as well. And if my little brother is feeling bad, you know I'm gonna do my best to fix it. I don't know about you guys, but I know for a fact that I've thought of doing stuff with you as well." As his cock was rising from the fuzzy sheath, Alvin looked to Theodore. "Do you wanna feel good together, Theo?" He asked simply.
With wide eyes, Theodore looked around for a moment. "W-Well… we are all m-mates, but I dunno how to do it with a boy." He squeaked, scooting closer to Alvin.
"We've had years of the girls going in and out of heat, Theodore. Haven't you ever done anything yourself?" Alvin asked as he turned around so he'd be facing his pudgy brother. "Here, lemme help ya get out."
Simon interrupted, though, sitting down in his spot. "Hold it, Alvin. Don't you dare do anything to him that he wouldn't like or-"
"Here, Si, I'll do it for you too so you don't worry." Alvin then laid out on his belly, settling down so he could face both of their crotches. Without hesitation, Alvin started to massage Theodore's sheath while he leaned closer to Simon, giving a few steady licks at his tip.
Theodore moaned, and Simon nearly leapt off of the bench. He glared at Alvin, but the gentle pleasure that came with his tongue calmed him.
"Hrr… Alvin, the least you could have done is asked…" Simon mumbled. Alvin had no response, outside of swirling his tongue around the top of Simon's furry sheath, making sure to leave plenty of his drool behind.
"Aaahh, oh wow, I didn't think you'd have soft paws, Alvin…" Theodore moaned out. He had started humping forward already, and his tail was wagging away. "C-Can you squeeze it close to the bottom?" He asked softly.
Alvin obliged, humming softly as he moved his paw down, just above Theodore's balls. He didn't mind the work, nor the fact that they were his brothers. If anything, knowing that made it better. He couldn't help but wiggle a bit, watching as their cocks rose. "Heh… hey Si, this should give you our exact lengths next time you wanna make condoms~" Alvin teased, giving Simon's tip a firm kiss, relishing in his little brother's yelp of a moan.
"Ha ha, very funny, Alvin. I had to approximate it from looks." Simon said with a sigh. Alvin had swapped over to Theodore. "Still…" Simon started panting lowly. It'd been a while since his last fling with either of the girls. All the attention Alvin was giving was sending shivers along his spine. "I suppose it'd be a g-good investment… to have more certainty next time."
Theodore, with a trembling paw, grabbed hold of Alvin's head, humping into his mouth and standing on his tiptoes. "Ooohh man…" he reached with his other paw, grabbing Simon's and giving it a good squeeze as he closed his eyes. "It's so good Si… I can't take it…" he whimpered.
Simon let out a huff, nearly jerking his paw free. "That's good, Theodore… you can let go." He muttered, a blush starting to develop beneath his cheeks. The sounds coming from the two of them were beyond lewd, and Simon felt his shaft twitching harder just from listening in. He couldn't deny how much happier Theo looked now… and his own cock had started oozing with pre. "Alvin… what was one of those fantasies of yours, again?"
"Mmm?" Alvin raised his head, spitting out Theodore's shaft. "Oh, uh… well, the one I'm thinking of might not be a good idea…" he said, idly stroking Theodore off again. "I'm pretty sure neither of you have done any butt stuff anyway."
"I-I almost did." Theodore squeaked out. When Alvin looked up at him, he just smiled sheepishly. "When I was with Brittany, she was really close to it… and she kept hitting me there. But that was it."
"Oh is that so?" Alvin sat up, looking over at Simon. "Whatcha think? Sounds like Theo might be willing."
Simon crossed his arms, but when he saw Theodore nodding he just shrugged. "You know what? Sure. Let's see how this goes."
"Awesome~! Okay, Theodore, here's what you're gonna do. You get on all fours, and me and Simon are gonna loosen you up!" Alvin instructed, his tail wagging as he walked behind Theodore, taking hold of his tail and hiking it up.
Theo let out a loud squeak, biting down on his lip as he was put on display to his brothers. His butt, his sheath, his balls, everything was in their view. "Oh g-gosh, guys… I know I shake it when I dance, but…" Theodore flicked his tail a few times, looking back at Alvin, then Simon. "How does it look?"
"Well… your butt still looks fine, Theodore." Simon said, looking at Alvin. "So? You plan on working on him? Because I certainly didn't make any-"
Simon was interrupted as Alvin spat in his hand, working it towards his fingers before pressing them against Theodore's butt, making the chubby munk squeak out of surprise. "We work with what we've got, Si. Unless you wanna go and find some actual lube." He pressed down, tail perking up when his fingers slipped inside of Theodore. "Hehe… well well, maybe we won't need it after all~. Whatcha been up to really, Theo?"
"H-Hah, I… nnngh… maybe I touch myself back there… e-every now and then." Theodore muttered. "Ellie told me it'd feel good!"
Alvin grinned, turning so he could press his sheath up against Theodore's butt, grinding and humping on him as he took hold of his tail. "Well, Theo, you can help us get hard then~. I'll be back here."
"And what about me?" Simon asked. The glance he got from Alvin had the answer. Of course it was. He sighed, but nodded as he moved himself in front of Theodore. "Do what Alvin was doing a few minutes ago… please."
"Oh… okay Simon." Theodore nodded his head, leaning forward to press his nose against Simon's crotch, giving him a few sniffs before opening up his mouth, taking in the head of Simon's length before he started sucking away. He grabbed his brother by the hips, finding himself letting out a soft moan as he tasted his brother. It was a lot more pleasant than he expected. And hearing Simon start to moan made his tail wag. Strange as it was to do, Theodore got himself into a steady rhythm, bobbing his head on Simon's length for a few seconds, then stopping to give the tip some much needed licks. That seemed to do the trick, as Simon was quick to grab him by the ears, tilting his head back as he moaned again.
"Hehehe, look at you, Si~ You're more into it than I expected." Alvin cooed, angling his hips up so his tip was pressed right on Theodore's hole. He didn't wait, immediately ramming himself inside as far as he could go. He got well over halfway before he had to stop, leaning forward over Theodore. "Damn, little bro… Anyone ever tell you your butt's like a marshmallow?" He teased, giving Theodore a little kiss on the cheek as he gave his butt a good, firm squeeze, enjoying the squishy feeling he got. It was sorta like the time he was on top of Eleanor~
Meanwhile, Simon huffed through his mouth, his claws curled to dig into the wood below. "Aaahh… I-I can't help it." he moaned. "It's been a while since I last had anything like this." He turned his gaze down to Theo, sheathing his claws as he began to scratch behind his ears. "You're doing very good, but… nnnh, I'll need something more to finish."
"Relax Simon, that's what I'm working on." Alvin told him with a grin. "Once he's good and ready, both of us are gonna fit back here!" He said, his humps getting rougher as he tried to push past that spot inside of Theodore, his pre dribbling into his inner walls. Steadily, each thrust got him that little bit deeper, and Alvin kept pummeling away. Theo's muffled moans were getting louder, and Alvin reached down with his tail sure enough, he felt Theo's shaft pushing up against his tail. "There we are… Looks like he's just about ready for us, Si."
"I don't know, Alvin… maybe we should just stay like this. At least we know it's working." Simon insisted, glancing down at Theodore again. His time, the pudgy munk looked confused, pulling back enough to release Simon's length. "But… didn't you just say you needed more to feel good?" He asked. Before Simon could protest, Theodore was scooped up in Alvin's arms, being held against his brother while he grabbed his feet.
"You heard him, Si. Follow through with your words." Alvin hummed as he held Theodore a little higher, making sure his hole was on full display. "I'll go in first, you slide in after, and we both get to stuff Theo silly. Simple~"
Simon let out a little huff, but complied. The throbbing in his shaft was starting to ache. He took hold of Theodore's thighs, now looking his little brother in the eyes. Theo flashed him a little smile, only to toss his head back and moan loudly as Alvin thrusted inside of him. The sight made Simon look away for a moment, scooting closer until his tip was by Theo's hole. Sure enough, Alvin's was already there pumping away. "Okay Theo… try to take it." Simon told him, helping raise Theodore a little higher before he gave his own thrust up.
It was tight, no doubt. But feeling not only the tightness, but also having Alvin's cock rubbing against his nonstop had Simon moaning as well, sinking his claws into Theo's thighs a bit. He closed his eyes, resting his head against Theodore's shoulder as he got into his own pace, driving his length further into that welcoming hole. "O-Ohhh… Theodore…"
"Hehe… never thought I'd hear you moaning one of our names, Simon~" Alvin panted, pressing his cheek up against Theodore's. "Guess someone feels a lot better than expected." he praised. Alvin released one of Theo's feet, taking hold of his shaft and stroking away at the tip as fast as he could.
Theodore squealed out loud, his toes curling tight as he shook his head. "D-Don't say stuff like that!" he pleaded as his body was bounced and pressed between his brothers. He felt way too warm, way too good, way too tingly. Half the time he couldn't even manage to make any words come out. But when he could, he ended up sounding more squealy than he intended. Alvin's paw was making him leak more and more, the pre running down his cock or being flung onto him or Simon. It was a little embarrassing, but he still felt like he was melting with pleasure.
"Guys, I'm gonna…" Theodore whined, leaning back into Alvin again. "D-Deeper! Please, deeper!"
"If you say so~" Alvin gave Theo's shoulder a little bite, raising him a little higher before bringing him back down, burying the entirety of his cock in that tight hole. "Hnn… burst it all out, Theo… I wanna see that mess~" Alvin encouraged, slowing himself down so he could grind along his walls, both paws now jerking Theodore off. He turned his gaze to Simon, wagging his tail. "How close are you, Si? Looked like Theo was giving some pretty good head earlier~"
"Don't distract me, Alvin." Simon grunted as he slid himself to the base as well, completely burrowed inside of Theodore. He was grinding more on Alvin's cock than Theodore's clenching tunnel, but he didn't care. Working himself into an orgasm was his goal. Though hearing Theodore in euphoria instead of his earlier sadness was good as well.
Alvin just shrugged, tightening his hold on Theodore's shaft. "Well, Si, since Theo's closest, how's about you help him pop too?" He asked with a grin. To his surprise, Simon complied by starting to stroke along Theodore's shaft as well.
"Nnnghh! Oh gosh!" Theodore gasped, almost kicking his foot out as he began unloading, his cum squirting straight up into the air before it splashed down on his belly. He whimpered throughout his whole climax, being milked by both of his brothers. They kept going, even when the spurts stopped and were reduced to meager dribbles of his milky white seed.
Even as Theodore started trembling from head to toe, his brothers didn't hold back. Simon took over fapping him for the most part, and Alvin's humping was getting more desperate. He fell silent, watching Simon pound away at him. "Nnnhn…"
"I'm close too Theodore… Gnh! J-Just take it a little longer!" Simon groaned, moving his paws so he was holding on to Theodore's butt instead. He took a step forward, his tail going stiff for a moment as he picked up his speed.
"J-Jeez, Si, you're ramming into me like crazy!" Alvin huffed. It was one thing when their shafts glided together, but now it was more like getting prodded over and over by Simon's tip. He slowed himself down, letting Simon have his moment while focusing on cradling Theodore. The poor chub could hardly muster a moan. "Feels that good, huh Theo?"
Of course he didn't get an answer.
But, soon enough, Simon rammed himself in until his balls pressed against Theo's butt. He quickly bit into the sleeve of his jacket, muffling what would have been a loud, orgasmic cry as he came. The gushing warmth nearly drove him into his own peak! But, Alvin bit down on his lip in an attempt to distract himself from cumming. It did feel good having someone else's spunk splattered on his dick, though.
As soon as Simon was spent, Alvin took charge, pulling Theodore off of him just to pin his little brother down, going as fast as he could manage. Hearing his shaft squelching about in Simon's load had him blushing heavily under his fur, groaning out loud as he finally hit his own limit. The first several squirts of his cum went right inside and mingled with Simon's, but he soon pulled his dick out, jerking himself off while his load streaked along Theodore's big butt. Alvin sighed, his ears laying flat against his head as the familiar tingles of afterglow finally hit him, slouching now as he started to relax. "Mmmm… that's the stuff…"
Minutes passed in silence, other than the boys catching their breath as they came down from their highs. Theodore was first to say something, rolling over on his back to sit up. "Thanks Alvin… I really do feel better now." He said with a little smile.
"That's why I suggested it, Theo. I'd rather see you with a smile than a frown any day." Alvin said, crouching down so he could pull him closer. He looked over at Simon, beckoning him over as well. Once he had both of his brothers close, Alvin squeezed them both good and tight. "If either of you start feeling bad again, and the girls are busy, well… You know."
"Well Alvin, it'd only be fair that we offer you the same sentiment." Simon spoke, getting a nod from Theodore in approval. "Even if it's strange… we ought to help each other however we can."
The three chipmunks stayed outside that night, keeping each other warm in their shared embrace. Even as they fell asleep, they held each other tight as they slept away the night's events.
