AN: I originally planned on posting this if I have actually finished at least four chapters. Since I don't get motivated, maybe posting this now and making myself feel the pressure of having the need to continue would lead to me getting ideas and be motivated. So, yeah. Also, Sam is the older brother here so that the story would go according to plan. He's six years older than Dean here.

Anyways, this is my second story that isn't a one shot. Please review guys. :) It means a lot to me to read them. :)

ENJOY! :D

A Messed Up Life

The Winchesters...

"Caaaasssss..." Dean hissed against Castiel's ear. Castiel groaned and rolled on to his stomach, covering his head with his pillow. "Cas... Wake up..." he hissed once again, trying to sound a little spooky. When he couldn't get a reaction, he quickly pulled him off the bed with ease, dropping the sleeping boy with a loud thud.

"Ugh! Dean!" he grunted as he sat up. He glared at the figure that disturbed him from his peaceful slumber. Dean simply stuck out his tongue with a smirk.

"Mom told me to wake you up, bitch."

"Shut up jerk! Why couldn't you just wake me up the normal way?"

"Because it ain't fun." He snorted. "Hurry up and get up, squirt."

"Ugh! I told you to stop calling me that! You're only two years older than me and may I remind you that I just turned seventeen, jerk!"

Dean snorted again at his little brother's retort. "Puh-lease! You're still a little squirt to me. You're still smaller and I—Woah!" he said and was cut off by his younger brother who tackled him, pinning him on the floor. He sat on his older brother's abdomen, locking his wrists firmly on the floor. He was smiling smugly at his older brother that did his best get up.

"Ugh! Let me go squirt!" Dean struggled some more but failed. Despite Castiel's body being smaller than his, the boy had more upper body strength than he thought. The boy is very athletic anyway—basketball team captain since his sophomore year and one of the star players of soccer ought to mean something about Castiel's strength.

Castiel continued to smile smugly at his brother and slowly leaned down, eyes shining dubiously. Dean blinked and swallowed thickly—fear and something else he can't point out crept up on him. "Don't you dare call me squirt ever again." He whispered to Dean's ear.

"Or what?" Dean asked breathlessly. Damn! His brother can be scary if he wants to.

Castiel simply smirked at the reaction he got from his brother, knowing very well that Dean lost his cool and control at the same time. Slowly, he leaned back up and carefully got off of his brother who was still stiff on the ground. He smiled down at Dean before he strode to the door and out of his room. After Castiel got out, Dean blinked a few times and realized what just happened.

"Castiel!" he shouted as he got up with the realization of how humiliating it was that his younger brother manipulated him that way. "You are dead once I get my hands on you!" he said, running down the stairs.

Castiel ran as well, preventing his older brother from catching him. They ran around the living room for a while—Castiel enjoying that he and his brother were running around the living room and are goofing off like they were still four and six. Dean on the other hand was simply pissed that the younger man defeated him at his own game.

A few laps later around the room, Dean was able to pin Castiel to the ground for a few seconds until the younger man flipped them around which ended up with Castiel straddling Dean underneath—AGAIN.

"Ugh! Let go squirt." Dean demanded as he squirmed underneath.

"Just accept the fact that I am not a 'squirt' anymore, that I'm turning into a man and soon will be off to college."

Dean weakened at his brother's retort. This is Castiel's last year at home. After graduation, he'll be just like Sam—their older brother—going out of the state to either enter Harvard, Stanford or Yale. A lot of prestigious schools all over the country wanted Castiel. He won't (shouldn't) stay to study in the State University at home. There's just so much the world could offer him.

Castiel slowly loosen his grip from his brother's wrist. He tilted his head on one side as his brows furrowed; wondering what brought the sudden change to his brother. "Dean?" he asked softly.

Dean absentmindedly reached for Castiel, pulling him down to hug him. He rested his chin on the crook of the younger man's neck, doing his best to memorize his scent. One of his hands trailed up to his brother's unruly dark hair and played with it, programming into his head how it felt on his hand. Finally, he held his brother closer, keeping in mind that no matter how much they fight, no matter how much they would grow someday, he'd still want his little brother to fit perfectly in his arms.

"Don't go." He whispered softly.

"I have to go to class Dean." Castiel said above a whisper but just as soft.

"That's not what I meant." He whispered back, holding him a little tighter this time.

Castiel sighed and pulled back a little to see his brother's face. Their faces were only a few inches apart, practically breathing each other's air as they searched each other's eyes. "I know." and with that, he slowly got off of his brother and helped him to his feet. They went to the kitchen and were welcomed by John's raised brows as he looked up at the two men who entered.

"What?" Dean asked first.

"Dean, please don't tell me you're molesting your brother again." John said, sounding as if it has been an everyday routine for Dean to tease Castiel during the morning. Castiel chuckled at his side.

"What? He's the one molesting me dad!"

"Right. It was you who seemed to have fallen out of bed with a loud thud in Castiel's room earlier." John retorted with a brow being raised.

"Uh..." was all Dean could mutter.

"It's alright dad, I can always kick his ass." Castiel interjected with a smug tone and smile.

"Watch your words, bitch." Dean said.

"Why don't you watch yours, jerk?" was Castiel's automatic response.

"Boys! Language, please." Mary, their mother, suddenly exclaimed.

"Sorry mom." They muttered in unison, both looking at the floor.

"Wow. I missed seeing the two of you being scolded." A familiar voice said from behind the two boys. They swiftly turned to confirm to whom that voice belonged to. The voice belonged to Sam, their oldest brother.

"Sam!" Castiel exclaimed as he ran to his brother. He literally jumped towards his brother, being caught in mid-air. He kept his legs around his brother's waist while his arms were wrapped around the bigger man's neck. Sam on the other hand supported Castiel's weight by lacing his hands under the younger man.

"Hey sport. Good to see you too. You seemed to have gotten heavier though." He teased, realizing how heavy Castiel has become over the summer break. He seemed to have grown as well and was starting to develop manly muscles. Carrying his baby brother didn't become harder though, it just felt adding weight to his usually light baby brother.

"I don't care. I know you still love me." He replied sweetly, tightening his grip on his brother.

"Of course I do! You're my baby brother!" Sam chuckled while Castiel simply hummed.

"Where's Jess?" he suddenly asked.

"I thought I'm the one you missed?" he teased after he was asked about his girlfriend. He slowly set his brother down but kept his hands on his waist—his brother's hands on his chest.

"Yeah. But I missed Jess too. I miss her fascinating stories, the shine in her eyes when she tells 'em and her enthusiasm that makes her stories alive." He said with a shrug. Someone from behind Sam cleared their throat. Castiel peeked behind Sam, eyes widening and smiling like a five year old. "Jess!"

"Hey Cas!" Jess exclaimed as Castiel let go of Sam, running towards her and caught her by her waist. He lifted her up and twirled around. Jess was giggling as Castiel spun the two of them. When he put her back down on the floor, he hugged her tightly.

"I miss you! I miss you! I miss you! I miss you!" Castiel said and tighten his grip around her. Jess giggled once more and returned the hug.

"I missed you too Cas." She said, ruffling his hair affectionately when he finally thought of letting go.

"Please tell me the two of you will stay here forever." Castiel asked hopefully but teasingly at the same time which made Jess giggle once more, cupping the younger man's cheek and rubbed soothing circles in the process.

"I'd love to but eventually, we'd have to go home. We'll be here for two weeks and we'll spend all of it with you and for you." She said to him lightly as she kissed his cheek. He beamed at the words said by her and hugged her tight once more. He sighed lightly and nuzzled his face against hers.

"Cassie," their dad started which made Cas groan lightly at the nick name, "you're going to be late son." John finished. Castiel knew his dad was teasing him as he reluctantly let Jess go to face his father with a pout, brows furrowed as he widened his blue eyes, doing an even more convincing version of his brother's—Sam's—version of the infamous puppy eyes. Both Mary and John were looking at him fondly. And if they were making any noise or uttering any words at all, it would be an 'ahhhh...' John simply knew how to make their youngest son look that adorable and that was added to Mary's reasons for loving the man. Dean on the other hand simply lifted his eyebrows at the youngest Winchester while Sam seemed to want to laugh or chuckle or do anything that a person does when he finds something amusing. Jess simply smiled, a slight amusement and a hint of barely hidden fondness in her eyes.

"Dad..." Castiel whined, prolonging the word and making his pout grow.

"Yes, yes. I know. You're adorable." John teased once more, making Castiel's pout grow slightly but with a barely hidden smile. "Now, you're going to be late for school if you don't start getting ready." He said, seriously this time.

"Actually, my class starts at twelve since I've been taking advanced lessons since my first year." Castiel replied with a shrug, as if losing half of his subjects for final year was actually nothing. "Bobby said so and gave me a different schedule."

"You're serious?" Dean asked.

"Yeah. Even I can't understand how that happened." He answered his brother who was looking at him incredulously.

"Wow." Dean breathed out. "So that's a total of how many subjects?" he asked.

"Three subjects, four periods. I lost my Chemistry, both my lecture and laboratory, Mathematics and English."

"Wow. And here I thought Sam and I were good for losing two." He said with a slightly annoyed tone.

"I think you just chose the wrong subjects to advance on."

"Wait." Mary finally spoke. "Honey, why didn't you tell me?" she asked, feeling a little guilty for waking his youngest son up.

"I did." Castiel said simply.

"You did?" she asked, truly confused.

"I think it was sometime around last Friday, after we got home from the movies. I said, and I quote, 'Mom, my class starts after lunch break. You don't have to wake me up.'"

Mary was simply confused as she tried to think back to last Friday. She just can't wrap her mind up to the fact that she forgot about that.

"He did mom." Dean finally said.

"Then why didn't you tell me when I asked you to wake him up?" Dean simply shrugged at that.

"I want to see his disturbed face before I go to class myself." he said with a light smirk as he looked back at his younger brother.

"God, Dean, you are such a jerk sometimes." Castiel said incredulously with a roll of his eyes then paused. "No, wait. You're a jerk all the time." He said, looking at his brother who now scowled.

"Shut up." Dean muttered and looked away as he crossed his arms across his chest.

"Boys, come on, breakfast. Stop arguing, the food's getting cold." Mary scolded the two boys. Both Dean and Castiel sat down on their usual seats. "Sammy, Jess, come on, you too." She added as she sat beside her husband.

"Nah, we had breakfast before we got here. We'll just watch some TV." Sam responded as he ushered Jess to the living room and turned on the TV.

After eating breakfast, Dean took a bath while Castiel helped their mother wash the dishes. He did some chores as well before preparing his clothes and the things he needed for school. Dean left at seven to go to school; John followed at eight to get to the shop. When eleven thirty came, Castiel took a bath, ate his lunch and got ready for school, realizing that he'd have to walk to school because Dean has already gone out..

"Mom, I'm leaving." Castiel called out as he looked for his sneakers.

"Okay son, be careful." Was Mary's response as she cleared the table.

"Hey sport, you need a ride?" Sam asked his little brother as the younger man tied his laces.

"Yes, please." Castiel replied with a wide innocent smile.

"Alright." Sam replied. He pat his thighs once and stood up. "I'll just take Cas to school, wanna come with?" He asked Jess when he got up.

"Nah, I'll just help your mom wash the dishes." She responded with a smile as she stood up as well. "Be careful, okay?"

"Okay. Bye." He said and kissed her goodbye. "Mom, I'll take Cas to school." He told their mother as he went to the front door where Castiel was standing.

"Okay, take care of Cassie." Mary called as she and Jess started washing the dishes.

"Sure thing." Sam called back as he took his jacket with him. "Alright sport, let's get you to school." He told his brother affectionately with a smile as he ruffled his thick dark brown hair.