Alvin and The Chipmunks: The Squealogy - Truth or Dare

Story by Ace Wolf on SoFurry

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Alvin and The Chipsluts

By: Ace Wolf

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Just to get a few things straight, I do not hold ownership over any character in this story. If you are not 18 years of age please leave; I am not responsible for any punishment you may receive if caught. One last thing: we all like the cute little furry creatures we see in the Alvin and The Chipmunk movies, but let's get real, this story wouldn't be interesting if I the characters had mm sized cocks, right? :p Anyway, I enhanced their height like in the old cartoons. Ok, that's all I have to say! Enjoy the story! Rate and comment!

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"Are you serious Dave!" Alvin cried! "Do I really have to watch Simon and Theodor tonight, I had other plans." The 4 foot 2 inch chipmunk folded his arms in a pouty fashion.

Tonight Dave had a date; he was taking a nice young lady he met in the super market a few weeks back to a movie. Dave expected Alvin to watch his younger siblings (bad idea, huh?). Dave knew Alvin was not responsible enough to look after anyone, not even his brothers, but Dave really needed this date, him being single for so long.

"We are NOT discussing this, Alvin," Dave said as he put on a coat, then scarf.

Simon and Theodor was in the living room watching cartoons and paying attention to their brother fight with Dave.

"BAAAAHHT DAVE! I wanted to see that movie to tonight! Me and Brittany were suppose to go on a date..."

Dave finished reading himself and began walking to the door.

"Invite her over?" Dave suggested.

Alvin's ears perked up; this was a pretty good idea to him, having his girlfriend over for a couple hours. A mischievous grin spread across his face as he thought of what could and might happen. Alvin has been trying to invite Brittany over for a while now, but no success. Tonight would be perfect for a little alone time with her.

"REALLY, REALLY, REALYYYY, DAVE?" Alvin said in his squeaky little voice. Simon and Theodor both rolled their eyes, the two completely aware of their brother's plan.

The door opened and Dave was half-way out.

"Sure, just her though. I don't want my house filled with r...kids."

"Sweeeeeeeeet!" Alvin glided to the phone, dialed the number, and let it ring a few times. Dave hurried out while Alvin was distracted. It rung four times before someone answered.

"Hello?" Someone said on the other end.

"Brittany, change of plans," Alvin said rapidly and excitedly. "I'm stuck at home tonight...bleh, have to watch my little brothers while Daaaavvvvveee go see the move we wanted to see." Alvin explained.

"It's ok, Alvin." Brittany said.

"Good, good, but since we can't go out, do you wanna come here?" Alvin asked.

There was a brief pause on the other end, then she spoke.

"Sure thing, Alvie. I'll be there in an half hour, k?"

"Ok, B, see you then."

They both said their goodbyes and hung up. Alvin rushed to the bathroom and started a shower! He really wanted to look top-notch for Brittany.

Back in the living room...

Simon and Theodor daydreamed, wondering if Alvin was really about to do what they believed. Would he actually do it at home with his two brothers there? Simon gathered himself and spoke.

"Now Theodor, what Alvin is planning to do is very, very bad."

"Sex is bad?" Theodor said in his usual confused and scratchy voice.

Simon looked at his smaller, much chubbier brother in shock. He knew an explanation was required.

"Se....."

"I know what sex is!" Simon stopped mid-word. His brother had shocked him yet again. Theodor was not dumb, he is a growing boy (well, chipmunk), and all boys find out about sex early, Theodor was not an exception. Yes, Theodor seemed like the innocent type, but when alone, he did what most boys his age, surf the internet, the gateway to porn.

All Simon could do was look at his little brother, totally lost of words. He plopped back down on the sofa and sighed.

"Let us see what's on tonight, shall we?"

Theodor nodded.

Alvin, in the shower, finished up. The entire time he pondered on what to do and how his evening will play out. His mind often left him, thinking of making out with Brittany; cuddling with Brittany; the fantasy which occurred the most, yiffing Brittany. He often fantasized about this, laying Brittany on her back and having a long, sexful night, but that was only when he pawed.

As he dreamed out his fantasy, he became stiff; not his entire body, but a certain limb of his body, something very precious to every male, his cock. It awakened him from his daze, jumping to life at full length, 7.5 inches. Alvin was pretty satisfied with his size, being such a small rodent he had a very decent piece of meat. He placed his paws over his groin area and began to grope himself: one paw rubbing over his pink cock, the other squeezing his orbs. He bit down on his bottom lip as he moaned softly and whispering Brittany name constantly. His paw slid up and down his pink shaft, squeezing the tip. The touch of a chipmunks soft paws usually drove him insane; he couldn't resist his own paw. The smooth, soft, warm paw could make anyone come within minutes.

-Knock Knock-

A knock on the door startled Alvin; he jumped, letting go of his pink member as he moved back, knocking toothpaste and soap from the surface of the bathroom sink. He quickly gathered all of the objects he knocked over and threw them back.

"Ummmmm....one secoooooond..." Alvin grabbed a nearby towel and wrapped it around his waist, then opened the door. Theodor stood before him.

"Hey, Alvin, are you finished? I have to pee realllllly bad." Theodor held the end of his shirt, bouncing up and down.

Alvin stepped aside to let his brother enter.

"Go ahead, I was finish anyway." His little brother dashed toward his destination; Alvin just shut the door and drifted away to get ready.

It didn't take Alvin long to dress himself; the normal was worn: his long shirt occupied by a pair of sneakers. He sprayed an entire can of AXE around himself then made his way to the leaving room to check on his little brothers. As he walked toward Simon and Theodor, they began coughing and holding their tiny nose.

"WHAT is that horrible stench?" Simon waved his paw in the air.

Alvin did a few posses.

"It's Dave's AXE. You like?"

"You smell like a rich poodle!" Theodor said jokingly; Simon chuckled.

Alvin arms fold. He glared at his two brothers. "You two are just hating because 'I' have a date toni...?

-DING DONG-

Door bell rang. Alvin ran to the door with a bounce in his step.

"Oh, BOY! She's HERE!" Alvin stopped right before answering the door, sliding a paw through his head fur and sniffing himself before giving himself an approving nod. The door opened to reveal a female chipmunk around Alvin's height and size. She had long yellow hair with red eyes. In Alvin's eyes she was simply beautiful.

Brittany stepped in and gave Alvin a big hug followed by a pec on the lips.

Theodor and Simon both rolled their eyes and scoffed.

Alvin kicked the door shut behind him and walked over to the couch were Theodor and Simon sat. Alvin sat down first then Brittany jumped in his lap; he hugged her tight, nuzzling her neck, earning a few giggles from her. She snuggled against him and looked at his brothers.

"So, guys, what will we be doing tonight?" She asked, staring at Theodor and Simon. "Movie? Video games? Scary stories?"

"Cuddling?" Alvin chuckled, nuzzling Brittany more; she giggled from his warmth.

Simon cleared his throat, attempting to gain some attention. He succeeded, everyone looked his way.

"Well," Simon started. "We really didn't plan on your appearance, but since you are here and you are our guest, we will let you decide." As he spoke, his glasses inched down his face; he pushed them back up with one finger.

Brittany thought. She went through every possible thing she could do with a group of boys that would interest her. It couldn't be anything girly, or the guys wouldn't enjoy it, but it couldn't be too boyish either. Her mind wondered until one particular idea popped up in her head! Her head popped from under Alvin's chin.

"How about Spin The Bottle?" She suggested, voice full of glee.

Theodor was the first to say anything.

"Yeah, yeah, yeah! Let's play that!"

Simon shrugged and Alvin just murred in agreement; Alvin would do anything Brittany wanted. Brittany knew this and planned to test how far would he really go to impress her. Theodor jumped off the couch, ran to the kitchen, and grabbed an empty Root Beer bottle he disposed of earlier. He quickly ran back to his brothers and Brittany. Everyone gathered in a circle on the floor: Alvin next to Brittany and Theodor; Theodor next to Simon; Simon next to Brittany. Theodor placed the empty bottle in the center.

"I'll go first!" Theodor volunteered. He spun the bottle and it landed on Alvin. "Truth or dare?"

"Dare!" Alvin answered trying to act macho for Brittany.

Theodor smiled.

"I dare you to keep your paws off Brittany for the reeesssttt of the night!" Alvin blushed a crimson red and inched away from Brittany. Now it was Alvin's turn; he gave it a spin...landed on Brittany. He leaned back, his body supported by his paw planted firmly on the floor behind him.

"Truth or dare, baby."

The female chipmunk leaned toward her boyfriend.

"Dare..."

Alvin grinned and leaned her way.

"Dare you to kiss meh." Brittany chuckled and pressed forward, mashing their lips together.

Simon and Theodor cleared their throat this time. Alvin and Brittany separated, both their cheeks burning red.

They played more and more into the game. As usual, more truths were requested than dares: that only made the game more fun. It gave the game more humph! Theodor and Simon always asked embarrassing things when it came to Alvin, they tried their hardest to embarrass him, but Brittany knew basically everything about Alvin, even the embarrassing things. The game picked up on one of Brittany's turns. It landed on Alvin.

"Truth or dare?" She asked, battering her eyes.

Alvin being the love-sick guy that he is picked dare, hoping this time would be another kiss. Little did he know he was correct, but not entirely.

"Dare, babe."

Brittany sat up straight, grinning from ear to ear. Her paws clapped together.

I dare you..." Short pause. "to kiss..." Another pause. "Simon."

Alvin, Simon, and Theodor, all three gasped. The room feel into silence. They looked at Brittany.

"Nooooooo way!" Alvin said finally.

"I agree with Alvin!" Simon followed.

"Awwh, but it's a dare and you have to do it! It'll really get my panties in a knot..." Brittany begged.

Alvin ears picked up. He glanced over to Simon. Thoughts raced. All he had to do was kiss Simon and maybe he would get laid tonight.

Simon noticed Alvin looking at him and immediately knew what his brother was thinking.

"Oh no, I will not participate in this just to impress YOUR girlfriend."

Alvin jumped up; Simon did so as well.

"It's just one kiss." Alvin proclaimed. "It won't last for more than two seconds," He leaned toward Simon and added in a whisper, "I know you wanna see Brittany's furry ass. Just do this, on my next turn I'll make sure to get her pants off."

Simon thought it over. It would be nice to examine the female's body up close, plus he'll get to probably touch, feel, grab...

"Ok, I'll do it, but it can't last for more than five seconds."

Brittany was not satisfied with those conditions. What she want is to see the boys do more than just kiss, maybe experiment some, and with Alvin there her plan might just work, seeing that Alvin would do whatever she wished.

"Fine! Five seconds AND you two have to grope each other." Alvin and Simon's jaw dropped from hearing her request. They looked at one another. Both thought this would be a little too extreme.

Alvin spoke first, "Simon is already pushing it by ki..."

"I'll do it." Simon said, cutting his brother off.

This shocked Alvin; he turned to look at his brother in awe. Little did he know, Simon had always wanted to do this actually, grope his brother, that is. He always wondered how long Alvin was compared to himself. He faced his brother.

"I'm fine, Alvin. Let's just get this over with." Brittany clapped her hand in the girly fashion, pleased to see that her plan had worked.

Alvin looked his brother straight in the eyes and nodded. He would definitely have to repay his brother...somehow....

"Ok...let's get this over with..." The distance closed between the two chipmunks; Alvin leaned forward and Simon did the same. Their lips met halfway.

Being that Alvin knew how to kiss and had A LOT of experience, he pulled his brother in more, wrapped his arms around Simon's waist, and deepened the kiss, letting his pink muscle push through Simon's teeth.

Though he had no experience, what so ever, Simon did pretty good. He slipped his paws down his brother's chest, abs, then waistline; he lift Alvin's red shirt and slipped his paw through Alvin's underwear elastic and started to fondle with Alvin's sheath: massaging, and closing his paw around it tight.

Alvin never experienced a feeling of this sort, the feel of someone else playing with his cock toy. A few moans slipped through. His own paws slid down Simons back and onto his ass, there, where he grabbed a handful of his brothers furry ass.

Brittany sat in her original position, never letting her eyes off the boys for a second. This had flowed well in her favor: the kiss had definitely ran for more than five seconds, and on top of that it looked as if they enjoyed it.

In the far corner, stood Theodor. Alvin and Simon kissing sent him into a total shock, as he watched the iniquity take place. He tried, and tried to flout the scene, but his eyes kept being directed to his brothers. Theodor just couldn't fight the feel of attractiveness; he was actually drawn to image of his brothers making out and groping one another.

Back over to Alvin and Simon. Their tongues joined together by wrapping around each other; Alvin continued to squeeze his brothers ass, which had been tight and firm; Simon now played with Alvin's cock with two paws instead of one, coaxing out his brothers cock until the red member stood strong at full erect.

The kiss last longer than expected; from the expected five seconds was now at a full two minutes. Alvin and Simons legs began to weaken; Simon collapsed, bringing Alvin down on top of him. Kiss remained strong with Alvin hovering above Simon with both paws on either side of him. Simon continued to fool around with Alvin's cock, now pumping at Alvin's shaft with a paw and squeezing the tip with another.

Moans were let out throughout the house. Looking at the boys it seemed as if they enjoyed it: Alvin was lost in the kiss and the handjob he received; Simon had just taking a liking to it, to everything that he was doing, from pawing his brother off, to having Alvin over him, kissing him lustfully.

They broke the kiss to breath properly, both panting.

"Let's," Pants. "Go further..." Alvin whispered, completely lust driven.

Simon stared up at his brother and nodded. Hormones had gotten the best of the both of them.

"Get on your paws and knees for me..." Alvin instructed in a whisper, getting up and removing his shirt, casting it to the side, then underwear.

The sight sent Brittany over-the-top. Her panties weren't in a knot, but they were surely soaked. She was probably more excited than Alvin and Simon themselves.

The lust-driven scene had the same effect on Theodor than on Brittany: his underwear having large stain spots. He felt this and lift the shirt he wore up to see his cock tenting his underwear.

Simon did as he was told after taking his own shirt and underwear off. He positioned himself on his paws and knees, looking back at his brother.

Alvin rubbed over Simon's cute furry butt, caressing it gently before leaning over to kiss it. He pressed his lips to the furry bum placed in front of him. Next thing he did made Simon's entire body clench up. Alvin slid his tongue between Simon's crack, licking over Simon's tail hole.

Simon shuddered; his moans picked up, now much louder than before.

The rim session ended after thirty seconds. Alvin leaned away, a string of saliva connected Alvin's tongue and Simon's tail hole. Alvin licked his lips and broke the chain of saliva. He positioned himself behind Simon by placing a paw on each side of the ass in front of him and inched forward.

"You ok with this, bro?" Alvin asked to make sure.

"Y-yeah..." Simon answered, his voice shaky.

Hearing his brother answer, Alvin pushed forward, his cock sliding into the pink hole his tongue previously penetrated. Using his paws, he traveled more and more into his brother, slowly, making sure not to hurt him. Simon's tail hole clamped tight around Alvin's member once halfway; Alvin tongue now draped out of his mouth.

Still confused, Simon sat motionless, not moving anything but his head as it he looked from his brothers to his cock. He now knew what to do, but didn't think it was right. He pushed his underwear to his ankles, and grabbed his raging hardon. Theodor, being the younger much chubbier brother, was not as big as his brother, Alvin. Theodor's cock stood around 5.5 inches and not much thickness to it. Where he lacked cock size, he made up in ball size. The little chipmunk could cum harder and stronger than both of his brothers combined.

Simon tail hole remained clenched around his brother's cock. At first the pain was unbearable, but once Alvin hit Simon's prostate, a new wave of feeling rushed over him, one that he had never experienced in his life. Finally his cock peaked from his sheath.

After settling in, Alvin began to deepen the penetration. Before each inch in, he would look at his brother to see if he was ok; everything seemed fine so he entered his full length, then started to pull out before ramming back in. It started with a slow rocking motion, but quickly turned into full thrusts.

The harder thrusts drew out tears from Simon. Pain had once again showed itself, pleasure had as well, so the two cancelled each other out. Simon rocked back into each thrust, letting out more and more moans.

Alvin drove his cock into his brother, no longer virgin, tail hole. Alvin leaned over and pressed his front to Simon's back, mounting him. He grabbed Simon's cock in his paw and started to jerk his brother's semi-hard cock. This caused Simon's length to come out to its' fullest.

Each brother had a gift when it came their groin area: Alvin had a good length, but his width is where he shined; Theodor cock was not the biggest, but his balls had a great size and storage room; Simon had length, but no width. Simon's cock stood 8.5 inches long.

Alvin pumped Simon's long shaft. He was shocked that his brother had such a long member.

Brittany moved from the floor to the couch, with her phone in paw, recording everything to two boys did. She was going to save this for later.

Theodor had been pawing for a while now; his stomach coated with pre and his fur matted down from the spots where pre had landed. He kept at it, biting his bottom lip, his orgasm was close.

Alvin continue to pound his brother ass and paw him off in the process. He could feel his orgasm creeping in the shadows and Simon only edged it on: the tight muscle surrounding Alvin's cock, milking every last drop of pre. On the other paw, Simon couldn't hold him for much longer; his orgasm was at top peak; he was ready to burst. His prostate being massaged and warmed, and being pawed off made it very difficult to keep his orgasm down...

"Oh...Alvin..I'm...I'm..."

Before he could finish, he released his seed onto the earth below him, shooting his load in seven burst across the living room floor. His arms gave out and he slumped over with his ass still raised for Alvin to have his way with.

After Simon finished unloading, Alvin paw returned to gripping Simon's ass. Alvin banged into him harder and faster: Simon didn't care, his tail hole was numb and unaware to any feeling now. Alvin climax wasn't far from Simons. He held Simon's furry ass tight, squeezing, as he rammed the tail hole, biting his lower lip.

"I-i-i-i.....COMMMINNNG!"

Alvin's head shot up, still biting his lips and his pelvic bone tightly force pushed to Simon's ass. He fired off his load deep into Simon in nine burst. He collapsed onto his brother's back; his cock remained in Simon's tail hole. Alvin couldn't believe he just did yiffed his brother, not to mention in front of his brother and girlfriend. What stared of as game of Spin the Bottle, turned into a yiff session with his younger brother. The thought made him shiver.

Seeing his brothers fire off their load, sent the youngest one, Theodor, over the edge. He sat in one spot, pawing and squeezing his cock, anxious to get his orgasm out of the way. It wasn't long before he shot his load, sending thirteen ropes of cum hurling in the air landing on the wall and furniture. Theodor dropped his pulsating cock and laid lazily on the floor.

The whole thing was on tape: Alvin and Simon's yiff session, and Theodor coming everywhere. She stood up grinning. Liquid ran down her legs.

"That was fun, now for me to get home and change my panties. Thanks for the fun night guys!" She walked to the door and opened it. On the other side, Dave stood, just about to open the door for himself.

"Hey, Brittany." He said smiling.

Brittany looked at him in shock. She slid past him and ran.

Dave stood in the door way confused, scratching his head.

"What's with her?" He asked himself, walking in the house.

Noticing the television on, he walked in the living. What he saw shocked him: his mouth hung, eyes widened, nose flared, as he saw the unfortunate scene: Alvin lay lazily on Simon; Simon with a goofy look on his face occupied by his tongue hanging out; Theodor in the far corner covered in white fluids.

"ALLLLLLVVVVVVVIIIIIIIINNNNNNN!"

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Hello everyone! Hope you enjoyed this little story I have written. I know it's short, but that's how I intended on it to be. Again, I do not hold ownership of any character. Please rate and comment, those are very appreciated on these parts.