AN: Along with this being my first fanfiction in over a year that I'm excited about (my first on here), this is my first time writing a Wee!Chester, along with this being my first Supernatural story. I hope you enjoy it!

Disclaimer: I do not own Supernatural. That belongs to Erik Kripke and all the lovely people at CW, and all that.

Chapter 1: Brotherly Love

John would have rather left his boys with Bobby Singer or Pastor Jim Murphy or one of his other buddies that he trusted, but he didn't exactly have a lot of choices to choose from at that very instant, other than leaving his almost-four-year-old son in the care of his barely eight-year-old, just for a night or two. He didn't like it much, but knew his oldest son would be able to take care of the three-year-old until he got back from the hunt.

Besides, he would call someone when he got where he was going. He could have them check in on the boys and make sure everyone and everything was still good. That would make John feel slightly better about leaving his young boys alone.

Dean knew that it took a lot for their Dad to leave him and his baby brother without any adults; he felt pride at knowing his Dad trusted him enough at such a young age. Besides, Dean had been practically taking care of Sammy since their mother had died, so it was practically nothing that they would be alone.

John said 'goodbye' to the boys, giving Sammy a hug, explaining to him that Dean would be in charge and he had to listen to everything that his big brother said, gave Dean a few rules about what could and couldn't happen while he was gone, and then left, leaving the boys to finish their breakfast before heading off to school. Well, Dean had to head off to school; Sammy was too young, still, for school, so had to be dropped off at a daycare near the school.

"C'mon, Sammy. We're going to miss the bus if we don't leave now," Dean urged, putting their cereal bowls in the sink. Sammy emerged from the bedroom, tears making his eyes sparkle. "What's wrong?" Dean asked, worried that something had already happened to his little brother on his watch and it had only been ten minutes since their Dad had left.

"My sock! I can' get it on!" Sammy cried, the tears spilling.

Sighing, Dean crossed the room, taking his little brother's hand, bringing him to a chair, and sitting him down. Leave it to Sammy to start crying over the little things! He thought as he fixed the small child's sock. "There you are. Now, where are your shoes? I'll help you get them on if you want."

Beaming, Sammy jumped off the chair and toddled over to where his shoes were stashed near the front door. Dean quickly followed after the little guy, looking out the window in the process.

"You're going to need your boots, Sam," Dean explained just as Sammy reached them.

"Why?" Sammy asked, picking one of his tiny yellow rain boots anyways.

"Because it's raining out." He pulled the yellow raincoat from the closet as he answered.

"Why?" Dean held his hand as he stepped into the boot.

"Because that's what happens in April." He helped his little brother in the other boot.

"Why?" Dean helped him put on his raincoat, zipping it up.

"So flowers can grow in May." Dean slipped into his own jacket, knowing that it wouldn't be a good idea to get sick now with Dad gone and all.

"Why?" Dean helped Sammy into his backpack.

"I don't know, Sammy." He pulled his own back onto his shoulders, and then pulled the hood of Sam's jacket up, covering the little boy's hair and eyes with it. He did the same with his own hood before taking Sammy's hand and leading him out the door, making sure he had the key and that it was locked before they headed out.

"Why?"

"Because, believe it or not, I don't know everything."

"Oh. Okay. Can I jump in the puddles?" Sammy asked, looking up at his big brother.

"Only that one." He pointed to a smaller puddle that was only a few feet away from where they standing, knowing that the closer Sammy was, the closer an eye he could keep on the boy. "And don't get too wet; you know how annoying it is to be wet all day." Dean let his brother's had go as Sammy ran over to the closest puddle.

Sammy jumped through the puddle a few times, the smile on his face growing with each jump he took.

"Sammy!" Dean called to his little brother as the bus rounded the corner. Sammy looked over to his big brother, excitement all over his face, gleaming in his eyes. "Come here!"

Sammy ran to Dean's side, almost falling when he arrived. Dean caught him, though, putting his little brother back on his feet and taking his small hand in his own. "Careful there, Sammy," Dean cautioned once he knew Sammy was safe.

"Dean?" Sammy asked a moment later, looking up at his brother.

"Yeah, Sammy?" Dean asked, looking into Sammy's puppy dog eyes. He knew Sam could get away with murder just by shining those eyes, but he knew the little guy, when he was much older than just three, would never need to use them to get away with murder; Sammy was much too caring to ever murder someone. Something, on the other hand, Dean though.

"Will Daddy be home in time for my birfday? I'm gon' be four, y'know!" A huge grin broke across his small face.

The smile on Sam's face made a smile appear on Dean's. "What do you think?" he asked as he pulled Sam's fallen hood back up over his now-wet hair. "Do you really think he'd miss your birthday?"

"No?" Sammy asked, curiosity all over his face.

"No, Short Stuff, he wouldn't. Now, can you get onto the bus without my help?" The bus had pulled up while they were talking and the kids in front of them had all climbed aboard.

Sammy looked to the steps in front of them and then up at Dean. "I…I don' think so," his three-year-old voice said, sounding sad.

"Oh, that's all right," Dean replied, moving closer to the open door of the bus. "I'll help you, no worries." He lifted his little brother onto the bottom step of the bus and watched as he slowly made his way to the top before climbing up after him. Once he, too, was at the top of the steps, he took Sammy's hand again and they found a seat near the middle of the bus. The rest of the kids climbed aboard before the bus was on its way towards the school.

"Okay, Sammy, do you remember what Dad told you this morning?" Dean asked in a hushed tone so no one could hear them.

He nodded. "Don' tell anyone anything," he whispered.

"Right. So, I'll be back after school to get you, alright? And then we'll head home, okay?" Since they had been in this town, they found it was easier to get to school by taking the bus, as it was still kind of dark out, but after school, it was fine for walking home. Plus, the bus that went by their bus stop didn't take the same route home, so it was actually quite a bit quicker to walk the distance, even with Sammy's short legs.

"Okay!" Sammy smiled at Dean as the bus came to a stop in front of his daycare. Four other preschoolers rode the bus with their older siblings to the daycare, so Sammy wasn't the only one getting off. Sammy gave Dean a hug before he made his way to the front of the bus, where there was someone waiting to help the small children off the bus so they didn't get any more wet than they already were.

Dean settled back into the seat as the bus pulled away from the daycare. He knew it was going to be a bit of a challenge to take care of his little brother, but he also knew it wouldn't be too, too much of a challenge. After all, he loved Sammy, and he knew Sammy loved him back.

The school bell rang at the end of the day and Dean grabbed his jacket and backpack and rushed out of the building, heading for the daycare a couple of blocks away. He was whistling a tune his Dad had taught him when he'd turned eight three months earlier, smiling to himself as he rounded the corner, when he saw his little brother.

Sammy had tears streaming down his face and looked even wetter than just tear-soaked. And since the rain and let up during lunch, Dean knew that his brother wasn't wet because of the rain.

"Hey Sammy, what happened?" Sammy was waiting for him outside with one of the ladies that took care of the preschoolers.

"I—I—I fall'd'd," Sammy cried, the tears coming even more steadily as he told his big brother why he was crying. "Righ' in a puddle."

It was then that Dean noticed that, not only was Sammy wet, but he was also dirty. "Oh, come here, little guy," Dean said, pulling his brother into a hug that Dean only gave him when Sammy was upset.

"It only happened about ten minutes ago," the lady, who was with Sammy when Dean arrived, told Dean. "We cleaned him up as best we could, but he doesn't have a change of clothes like the other children have."

"Oh, well, right," Dean said, not really having an idea as to what could be said on that subject. "I'll let our Dad know. Thanks." Dean released Sammy from the hug and held him away so he could see the small boy's face. "Are you ready to do home?"

"I guess," Sammy shyly said, not meeting Dean's eyes.

Dean took Sam's small, slightly dirty hand in his own and they headed home.

"You're going to need a bath when we get home, you know that, right?"

Sammy nodded sadly.

"Hey, look at me," Dean said, stopping and bending down in front of Sammy. "You know this happens to everyone, right?"

"Naw you and Daddy."

"Especially me and Daddy."

"NO." The shock registered on Sammy's face with the elongated word, and Dean chuckled to himself. "Really?"

Dean stood back up and they started to walk again. "Yeah. When I was four, Dad took me to the park and, about five minutes later, he had to take me home again because you couldn't even see me, I was so covered in mud and dirt."

"Really?"

"Yeah, I slipped and fell, and then kept sliding. And when I stopped and got up, I fell again and my back got covered in more mud. Mom made Dad hose me off in the yard so we wouldn't track it inside the house."

"Really?"

Dean laughed as he nodded. "Yeah, and Dad used to tell me about when he was a marine, during his training."

"Uh-huh?"

"There was this one time when he had to climb this wall, but he lost his grip, and plummeted to the mud below. He said that it was really hot out that day, too, and he had to stay covered in the mud, and that only made the day feel hotter."

"Yeah?"

"Now, aren't you glad you don't have to wear that mud all day? Aren't you glad that we're almost home and you can take a bath? And then you can get into you pyjamas."

"Really? I can put my jammies on when we get home?"

"Who's going to stop you?"

"Da... Oh! Righ'!" A smile bigger than Tokyo, or so Dean guessed, was spread across Sammy little face.

The boys stopped when they reached the door to their motel room. Dean slipped the key into the lock and opened the door.

"Okay, go wait for me in the bathroom and I'll get your bath ready."

Sammy hesitated a moment, looking back at his brother. "Dean?"

"Yeah, Sammy?"

"You're the bestest big brother in the whole wide world!" Sammy replied, the smile growing, if that was even possible, before giving Dean one of the best hugs he'd ever received.

AN: I sure hoped you enjoyed! :3 I'd love to know what you think, and any feedback would be greatly appreciated! Thanks for reading! :D

Just FYI: I'm going to try to update this once a week, depending on how busy I am and how I'm doing with writing it.