The blaring alarm woke Alex, a young squirrel boy. His mind foggy and his hair and fur all messed up from the sleep he just had. Groggily, he placed a hand down and hit the alarm, shutting it off for the time being. He scooted off of his bed and started to get ready for school. The young boy liked grade school, but he felt it as more of an annoyance than a necessity, in which his attitude showed. But, he went and tried his hardest when he could.


This Friday was a special day, and not just because there was no school during the weekend. It was that his parents were going on a date night, and that meant he got to hang out with his favorite babysitter, Neil!


Neil was an older kid, nearing the end of his high school years. The horse was a basketball player on the varsity team and one of Alex’s favorite people to hang out with, for many reasons.


Sadly, he couldn’t keep daydreaming about the night to come, and to finish his daily routine. 


School was normal for the boy, 10 periods of the same schedule every day, lunch halfway through, and more mind-numbingness then he could take. He was on an accelerated track for math, which meant he had classes with students that were older, sometimes much older than he was. Still, they were too easy for the smart squirrel and he had to fight the urge to fall asleep.


As the period was nearing its end and Alex was drifting off into sleep, Roy, a raccoon boy who was a few grades above, nudged him awake and placed an envelope on his desk. “Hope you can come” was all he said before the bell rang and the class was dismissed.


Being the last class of the day, Alex quickly put the envelope in his backpack and forgot about it, running out of the school and back to his house. The squirrel saw that the driveway was clear and when he went to the front door there was a note taped to it reading, 


Alex, as you already know, Dad and I are going out tonight, and will be back after your bedtime. Neil will be coming over during dinnertime to make sure that you are working hard and that you’re safe.


Love you always,
Mom


The squirrel smiled reading the loving letter from his mom, and took the paper off the door and with him into his room. He put his backpack on his desk and started to get his homework out, along with the letter he has given earlier that day by his raccoon friend. Inside was an invitation to a pool party, something that interested the young squirrel. He saw that the invitation was for tomorrow and stuck the letter on his desk so he would remember later.


He decided to start on his homework, get the hard part out of the way before the fun could begin. Time flew by quickly as each paper got done and thrown back into the backpack, so quickly that he didn’t realize that it was time for Neil to arrive. The doorbell rang, making the young boy jump in his chair. He raced down the stairs and opened the door, hugging the muscular leg of his babysitter. “Hi Neil!” He said, looking up his athletic figure and smiling. “I finished all my homework so we can start right away!”


The horse smiled and patted the kid’s head, “Hold on bud.” he said as he walked towards the kitchen, putting a bag down. “You gotta eat dinner first right?”


Begrudgingly, Alex looked down at the floor and let out a defeated “I guess…”


“Good! Let’s get started.” he said as he grabbed pot and started to fill it with water. “How about doing something simple today, you like pasta right?”


Alex nodded and the water was put on the oven, waiting to be boiled. The squirrel went up to his room to prepare while the horse cooked dinner. Alex himself was bored to death, waiting in his room for so long he decided to walk back down and see if Neil needed any help. To his surprise, Neil was just putting the plates on the table, and just about to call for Alex to come down to eat.


The dinner was mostly silent, both of them eating quickly so they could get the boring stuff done and move on to what they really wanted. Plates were cleared and cleaned in record time, the growing bulge on the horse’s pants becoming ever present as they were getting closer and closer to being ready.


Just as the last dish was placed in the dishwasher, Alex placed one paw on Neil’s shorts and tugged at the horse’s waistband, not able to wait any longer. “Woah, you really want it don’t you?” Neil teased, only getting a sly nod from the squirrel. He moved over and locked the back door and shut the blinds, making sure no one could look in the house, even if they wanted to.  


Alex grabbed the front of the horse’s shorts, now beautifully outlined with a large bulge going almost all the down to the exposed part of his leg. The squirrel unbuttoned the top and slowly pulled the zipper down, revealing the tight pair of underwear Neil had on. Alex pulled the shorts down, letting them say in a pile on the floor. Soon, the elastic waistband was stretched and pulled down, having the underwear drop down and his throbbing member stick right up. The squirrel couldn’t resist it, he placed his mouth right on top of the unflared head and started to move down it, like he had done many times before.


Neil moved his hands down to the back of the kid’s head and started thrusting and pushing the cub’s head in rhythm. Each time getting more and more of his large cock down Alex’s throat. The bulge kept moving down, further than it ever had before, the boy wanted it so badly.


Alex’s own member started to grow from it’s sheath, the pink tip making its way out and press up against his cargo shorts. The boy put his hand up against it and started slowly stroking it each time he felt the horse’s cock go in and out of his tight gullet.  His member grew larger in his shorts, pre leaking from the tip and matting his fur down. His whole purpose however, was to please the horse. He loved pleasuring Neil, giving him as much pleasure as he felt in this situation. He loved the taste of pre touch his tongue and dance around. The feeling of his throat being forced apart from the large member. All of it he wanted to give back.


The boy wrapped his arms around the horse’s rear and started forcing himself deeper and deeper. He felt the large member pulse inside of him, the skin of his throat be pushed out to make room for the intruding rod. The head started to get bigger, flaring up inside of him. Alex knew that Neil was close and he wanted it all.


Except, Neil pushed the kid away, pulling out of his wanting throat. Letting his member hang in the air, twitching right beside Alex, who wanted it so much. Before any complaints could be said though, he grabbed the child by the rear and lifted him onto his shoulder. “Let’s head somewhere a bit more private.” he teased, walking up the stairs and into the squirrel’s room, grabbing his bag and taking it up with him.


He opened the door and saw that the boy’s room wasn’t dirty, but it was far from pristine. “I guess I have to punish you for not having a clean room like I asked Alex.” The horse said, hints of sarcasm in his voice. He moved to the boy’s bed and tossed him down, his back flat on the mattress. “I gotta get these pesky things off.” Neil said, moving in closer and grabbing the boy’s shirt. He easily tossed it off and threw it in a corner, along with other clothes in the room. Quickly, he moved lower, to the boy’s shorts. They were harder to get off, the pressure from the boy’s hard member made the button near-impossible to unbutton, but he slipped them off and threw them aside. 


Alex’s cock pressed up against the underwear, the boxer-briefs barley containing the kid. He took the initiative and started to pull them off right after his babysitter freed his shorts. He raised his legs in the air and leg the pair hang off his right leg.


Neil pulled the squirrel to the edge of the bed and kneeled down, putting his face right next to the boy’s waiting member. He reached his hand out and stuck two fingers near the boy’s face, “Suck them.” he ordered, preparing himself for the rest. When he felt the warmth of the boy’s tongue touch his hand, he started licking the young cock right next to him, taking the smaller cock in his muzzle and feeling it all around.


Alex didn’t get much pleasure from the large fingers in his mouth, but he loved the way Neil played with him, and he could trust him that he knew what he was doing. He felt the horse’s muzzle take his whole cock as well, and the experience was breathtaking. His small body racked with pleasure he never thought possible. The wet, sloppy tongue enveloping his whole shaft was like nothing he had ever felt before. The squirrel did his best, but his body betrayed him, unconsciously thrusting into Neil’s mouth as he moaned out. 


Neil had all of the boy’s privates in his mouth. The wetness and warmth he felt before, he was giving right back. He felt the boy’s body shake every time he ran his tongue up and down the small shaft, having the squirrel’s head touch the back of his throat, it was all pure pleasure for the both of them.


The boy was in bliss, all he could think about was the way his cock felt in the older boy’s mouth. But he felt the horse’s fingers slip from his own and looked up, seeing Neil’s wet fingers get dangerously close to his tailhole. “Wha- what are you doing?” he asked, tilting his head a bit.


“Just watch and enjoy bud.” Neil said, giving the boy a reassuring smile, “You’ll enjoy this, I promise.” Then, he pressed his wet fingers up against the boy’s virgin hole, which clamped against the intrusion. “Alex, just relax buddy.” he said, taking his other hand and rubbing the boy’s belly. Soon, he pushed again, using one finger to get through the hole. Alex groaned, a bit uncomfortably, but stuck with it, relaxing and letting Neil do what he wanted. 


All of this was new for the boy. He only ever took the horse in his mouth, but he knew what Neil was going for, and he didn’t know how it was all going to fit. His uncomfortableness grew every passing moment, Neil stuck his one finger in deeper and deeper, probing and pushing against the boy’s walls. Then, another digit was forced in, and Alex squealed out, his hole painfully making room. He closed his eyes and put a hand over his mouth, wanting to be a good boy for the horse.


He was probed more and more, but every once in a while, the pain stopped and was replaced with momentary pleasure. He couldn’t explain it, and let his hand slip from his mouth right before Neil stood another finger in. 


“aaAHH!” yelled the boy, his whole body trying to reject the stretching. Neil himself felt the squirrel’s tailhole clench and push against his own force. He felt like he did enough to loosen the boy and he was ready for the next step.


“Ok, I’m done with that Alex.” he said, slowly pulling out of the boy.


“Wh-Why did you need to do that Neil?” Alex replied, knowing the answer, but still not knowing how Neil could do it.


The horse stood up and pressed his member against the boy’s entrance, the cock being much bigger than any of his fingers previously. “You’ll see, you’ll really like this Alex.” he said, smirking and grabbed hold of both of the boy’s legs. The semi-loosened hole tried to fight back, but Neil was far too invested to give up now. He felt the tip start to slip in and closed his eyes and gritted his teeth, giving it his full effort in penetrating the kid.


Alex opened his mouth, but nothing came out but a small, exasperated whimper. The feeling of being stretched so fiercely and for his first time being penetrated like this, was too much to handle. His entire body was racked with an intense mixture of pain and pleasure, not knowing if he felt good or bad or both. He saw Neil’s effort, the large, wet horsecock start to get further into him, his insides being pushed to make room.


The horse got an inch in, and then another, and another. He couldn’t stop, the warmth and tightness of this kid was too good to pass up. Deflowering the boy was such a treat, the faces he made as more and more of the huge cock went into him was the cherry on top of all of this.  He couldn’t go easy on him much longer though, Neil wanted to take advantage of the kid, truly make him his. His grip on Alex’s legs grew tighter and he started to pull out ever so slightly.


The squirrel boy felt the horse’s grip increase, but he breathed out when he felt Neil start to move back. Taking advantage of the time, he started to take a deep breath when it was cut short with Neil roughly pushing back in, forcing even more of himself in. Alex didn’t know how to react, his own, small cock throbbed with need and pleasure, loving every moment of what was happening to him. And the pain he was feeling was slowly leaving too. As such, he grabbed onto his own member and started stroking it, his mind fully accepting what was happening to him. Pre spurted from the tip of his small cock and he felt his body start to shake in a different way, he was about to cum.


Neil saw the boy’s eagerness and it only pushed him further. He felt the medial ring on his cock press up against the boy’s hole, but he didn’t give it a second thought, pushing it through and sinking deeper into the boy’s rear. The tightness and warmth of Alex’s behind was almost too much to handle and the sight of his cock bulging out from the base of his belly was sending him over the edge. He couldn’t last much longer at this point.


Harder than anything he ever did before, he pushed inside of the boy, almost getting his entire member inside, pushing inches deeper than he thought possible. Alex arched his back, the stretching making him convulse in pleasure. His small cock erupted, the squirrel’s load shooting in the air and landing on him, the bed, and even Neil. The horse clamped his eyes shut and felt the same process in his body. The head of his cock flaring deep inside the boy’s insides, his heavy, large sack start to work and move.


Alex felt the horse stop, his large member getting warmer and the flare pushing even more against him. The horsecock throbbed in his belly, and soon a warmth erupted from it, washing over his entire body. Shot after shot filling the small boy’s insides and growing the bulge every second. His stomach felt warmer and grew larger as the horse’s cum filled it up.


Neil let out a sigh of relief, relaxing his grip and letting the process play out. He was tired from the effort and he started to fade. Alex was feeling the same way too, the warmth of his body was feeling making him so tired. Neil let his cock unflare and slip out, grabbing a plug from his bag and plugging the squirrel, making sure there wouldn’t be much of a mess. When he was done cleaning up, he curled up right next to the almost-sleeping boy and held him tight, letting the both of them fall asleep together.


The horse awoke with a start, his naked body pressed up against the boy’s. He looked to the window to see the sun in the sky. Oh fuck! he thought, knowing he overslept. His mind raced with excuses until he saw a note on Alex’s dresser, along with a check for the previous night of babysitting. He picked up the note, seeing it was Alex’s dads handwriting, and read it to himself.


Thanks for taking care of Alex,


You both seem to have a lot of fun together, maybe I’ll try your methods one day.