Dean didn't know what he was thinking when he told his friend Charlie he was crushing on the A student, Castiel. Dean was nothing like Castiel Novak, he was a loner, a loser, a fuck-up as his father often called him. He failed classes, he was in detention more than he was in school most times. Suspension and principal meetings, nearly every semester. He didn't belong there, he didn't belong anywhere, especially not with the Novak boy. Castiel was just far too good for him, but that didn't stop a part of him from wishing he had a chance, that he too could be happy.

Castiel was smart, loved, innocent. He aced all his classes, and participated in after school activities. He was honor roll and one of the most popular kids in Lawrence High School. He was even, Dean thought venomously, friends with his little brother Sam. Regardless of Dean and Cas both being Seniors, Castiel still chose to hang out with a freshman. Sam and Castiel had a lot in common; perfect child, smart, cute, listened, picked his fights. Unlike Dean who threw punches at anyone that just so happened to look at him in the wrong way. Dean had always been jealous of his little brother, but he'd never admit it aloud. He loved Sammy more than life itself.

"What makes you think you've got what it takes to be with Novak?" Charlie asked. Dean knew she wasn't meaning it in a rude way, but it still cut him pretty deep. He thought pretty lowly of himself, it came with the territory known as his life.

"Because, look at him. He needs a little fun in his life," Dean said grinning ear to ear as he formulated a plan in his head.

Jo burst out laughing, cutting his thought process in two. "I think you mean dick," she said laughing until Dean's glare shut her up. They'd been best friends their whole life. Their parents were friends, so they grew up together. Wherever Dean went Jo went as well. The beautiful blonde had a crush on the ashen blonde teenager, but she knew she didn't have a chance, so she never brought it up. Bi or not, she knew the older Winchester boy seen her more as a sister than anything she'd ever hoped for.

Charlie took over laughing when Jo stopped. "Man, what's your plan to get into the angels panties?" The redhead had no shame in speaking her thoughts. It surprisingly hadn't gotten her into trouble. She grinned when she saw Dean's mouth open and close a few times, his face getting redder with every passing second.

"Charlie Bradbury, you dirty mouthed little lesbian you!" Ash chimed in as he joined the table. Charlie grinned in his direction. He had no clue what they were talking about, but knowing their group, they would fill him in very soon.

"At least I get more action than you honey," she snickered taking a bite of her nearly inedible school lunch.

All but Ash started laughing at her vulgar comment. Dean had a moment to think as he sat there staring at the man on the other side of the cafeteria, reading the latest series Hunters. Something Dean would never touch with a ten foot pole. It reminded him to much of his mom, he didn't like dwelling on that.

"Dammit Winchester, if you don't go talk to him, I'm gonna tell him everything." Jo sighed in slight annoyance. Dean knew better than to doubt her since she had done that before. She had noticed Dean eyeballing a girl when they were in kindergarten and happily went up to her and told her how Dean had a huge crush on her and how she should give him a chance. The girl ended up decking Dean in the nose, after that he refused to give Charlie any leeway when it came to his crushes. Besides, she knew too much to risk it. "Right now, go." she said shooing him off. He was dreading whatever he was about to get himself into.

Before he knew it, he arrived at Cas's side, he cleared his throat to get the man's attention. Castiel had beautiful blue eyes. Dean noticed it before, but he'd never been close enough to know how beautifully blue Castiel's eyes were. He could easily get lost is the warm blue orbs, and in fact he did. Green staring into blue, and blue staring into green.

"Dean!" Sam yelled from across the table, it was obvious to Dean that it wasn't the first time he'd been called. When he looked up at Sam he could see the irritation in his brother's face. "You were staring at Cas, what do you want?" If Dean didn't know any better, he would have thought his brother was a prick.

"I wanted to talk to Cas," Dean mumbled as he shifted his weight from foot to foot, a slight flush danced across his face. He looked downward to avoid eye contact with anyone at the table. He watched as Cas looked up at him curiously until Dean snapped his neck to the side signaling he wanted to talk alone. Castiel quickly got up from the table, following Dean out of the cafeteria, wondering quietly to himself if everything was okay with the ashen haired teenager.

When they reached the empty hallway, Dean turned to Cas and smiled shyly. "Er, Castiel-"

"Cas is fine, Dean," The beautiful man interrupted. Can knew it might have sounded rude, especially since he interrupted, but he didn't care for his full name much, in fact, he hated it. Cas was his name, not Castiel.

"Okay, handsome, Cas it is." Cas turned bright red at the word handsome but he stayed quiet, waiting for Dean to finish. "I wanted to know if you were busy after school." He thought about elaborating more on the subject, but since everyone knew Dean Winchester was bisexual, it would have been a useless battle. Everyone except his dad and brother of course. They didn't need to know unless he ended up with another man, besides, if his household knew he was bi, it would start far more trouble than it being worth.

Cas looked around as if searching for an answer that might be written on the walls. He looked so shy. "As in a date?" Cas asked as his eyes passed over Dean, causing the green eyed man to shiver. With every second that passed, Dean got more nervous, he shifted and fidgeted, wishing the floor would open up and swallow him whole. Castiel Novak had never had a girlfriend, or boyfriend, since he'd been in Lawrence, Kansas. Which had been about 7 years. Each year, Dean got a little more curious.

"Well I-I guess, but if it makes you -unco-uncomfortable then it doesn't have to be," Dean said stumbling over his words a couple times.

"Uh, sure." Cas mumbled unsure of himself. As if going out with Dean might ruin his reputation, or get him hurt.

"Cool I'll pick you up around 7," Dean said smiling. He'd dropped Sam off at the Novak house enough times to know where the boy lived. Dean watched excited;y as Cas retreated into the cafeteria, fist bumping the air before following him back inside. When he reached his table his peers were bombarding him with question after question.

"Why was his face so red? It could have matched my hair," Charlie said inspecting her ruby locks closely.

"Because, Bradbury," Dean mocked, "I have a date at 7 tonight." he grinned ear to ear, sending a wink her way causing her to roll her eyes.

"I didn't say you had to ask him out!" Jo nearly yelled, shocked by her best friends random bout of courage

"But I did! And I scored!" Dean replied matter of factly.

He gloated to his friends while Cas made up a dumb excuse to his friends as to why the trouble maker, Dean Winchester, had wanted to speak to him. He wasn't ashamed to be seen with Dean, but he didn't want to tell him friends anything just yet being as he himself didn't know what it ment. Castiel looked across the cafeteria, in search of the blonde boy, quickly finding the group he hung around with they were all glancing in his direction at random laughing and giggling. It made the darker haired boy nervous, he didn't want to be made a fool of. Of course, only time would tell.