"Give him hell, Cas." Dean smiled and smacked Cas's ass.

"You know I will. I'm a little hell raiser, aren't I?" Cas smirked.

"Damn straight." Dean smiled, leaning in and giving Cas a quick kiss.

"You do realize that if you were anyone else, I would beat you to death, right? I am about to get in so much trouble." Cas laughed.

"I'm pretty special then?" Dean asked.

"No. You're just not worth my time." Cas replied.

Dean pouted playfully, then smiled. "Go get yelled at."

"Go fuck yourself." Cas retorted.

"When you're through, you know where I'll be." Dean smiled.

"Hiding in my closet." Cas sighed.

"Yep." Dean nodded.

"Nothing new there." Cas muttered, unlocking the gate.

"Shut up." Dean chuckled as he turned to run towards Cas's room.

Cas sighed as he walked into the house and saw Michael waiting angrily for him.

"Yeah, yeah." Cas rolled his eyes. "I know what you're going to say, Michael. Dean's a bad influence on me. I'm not to see him anymore. You're going to cut off my allowance. I'm being irresponsible. You can't believe I'd be so disobedient and disrespectful to everyone in my family. How dare I miss school. Dean is ruining my life. Did I sum it up for you? Can I go now?"

Michael stared daggers into Cas. "Castiel, do not talk to me like that. And although, you did 'sum up' most of what I was going to say to you, I have one more thing to say about this Dean Winchester kid."

Cas's sly expression instantly fell from his face. If Michael knew Dean's real last name, then Michael knew everything about Dean. He knew his family, where he lived, that he's actually not a millionaire, everything.

"That's right, Castiel. I know all about Dean. I know all about his life. I've seen his grades, his medical records, his attendance records, his employment records. Oh, and I've seen his school files and read up on every single detention, suspension, and expulsion he's expereinced. And let me tell you, Castiel, Dean has a lot of skeletons in his closet. Next time you see him, ask him about Lisa Braeden or Cassie Robbinson. There's some things he's not telling you." Michael said. "If I ever hear a word about you being around Dean again, there will be consequences – and not just for you."

Cas scowled at him as he turned and went up the stairs.

"You'd tell me anything, right Dean?" Cas asked.

"I couldn't tell you the quadratic formula if my life depended on it." Dean laughed.

Cas smiled, but quickly turned stoic again. "I'm serious. You wouldn't keep any secrets from me, right?"

"No. Ask away." Dean smirked, sitting cross legged on the bed.

"Who's Lisa and Cassie?" Cas got right to the point.

Dean's chipper disposition fell as soon as Cas said the names. "Mistakes."

"Do you not want to talk about it?" Cas's expression softened as he walked over to Dean and sat on the bed.

"You asked. No secrets here." Dean replied with a smile. "They were seniors when I was a sophomore. They attended a more expensive school on the other side of town. They're ex-girlfriends of mine. I was young, naïve, and foolish-"

"Dean. That was literally last year." Cas stated.

Dean chuckled. "Shut up, you. I'm talking."

"Carry on." Cas mused.

Dean nodded. "In short, I'm the father of two kids."

Cas gagged. "You what?"

"They got pregnant." Dean mumbled.

"Dean..." Cas breathed sympathetically.

"I feel like shit about it. I really do." Dean continued. "Now they're single mothers probably living off their parents money and struggling for a job."

Cas placed his hand on Dean's thigh.

"The worst part is that we were never serious together. It was just your usual flirty relationship with lots of sex." Dean chuckled bittersweetly. "Never felt for them the way I feel for you. I mean, if you got pregnant, I'd stay with you no question."

"I do not plan on getting pregnant any time soon, Dean." Cas replied.

"Smart ass." Dean laughed. "I love you."

"I love you too, Dean." Cas said softly, leaning in and kissing him.

Michael barged into Cas's room in time to see Dean lying down, pulling Cas on top of him by his tie.

"Castiel!" Michael yelled.

"Fuck." Dean mumbled as he and Cas sat up.

"What did I tell you, Castiel? Get him out of here right this instant!" Michael ordered.

"Cas..." Dean whispered.

Cas placed his hand over Dean's on the bed. "No. I will not."

"That is an order, Castiel." Michael growled. "You will do as you are told."

Dean cleared his throat. "If I may?"

"Dean, you may not." Cas snapped.

"Cas, shut up." Dean laughed, turning to Michael. "You are his older brother, not his drill sergeant. You are supposed to love him and care for him and mentor him. You're not supposed to rule his life and order him around and tell him to do whatever the hell you want him to. I'm an older brother, okay? My brother is the best thing that's every happened to me. He is one of my most treasured relationships. I'd be dead without my brother. And your brother over here of course, but that's beside the point. So how about you stop being a dick if that's possible and take that stick out of your ass and let Cas being a regular kid with a regular life and regular boyfriend?"

Michael tensed up and turned to Cas. "You could have any young man you want, Castiel. Who do you choose? You choose a poor, disrespectful, foul mouthed, rude, smart-aleck, stupid boy."

"Shut up." Cas scowled. "Dean is..." He smiled softly. "The best person anyone will ever meet. I don't care how rich he isn't or how smart he isn't-"

"Hey!" Dean nudged Cas in the shoulder.

"Shut up, Dean." Cas ordered. "Michael, Dean is great, okay? He's nice and funny and loving and sweet and caring and the most family oriented person. But most of all, he's understanding."

"I'm flattered, Cas. I really am." Dean smiled.

"Will you shut up!?" Cas exclaimed.

Dean burst out laughing, but turned back to Michael, waiting for a response.

"Maybe you don't care how rich he is or how smart he is, but I do." Michael replied.

"Since when exactly do I care what you think?" Cas asked.

"Look at you, Cas." Dean smirked.

Cas slapped Dean.

"Ow!" Dean whined.

"I said shut up." Cas stated.

"I still won't. You know that, right?" Dean teased.

"I figured as much." Cas sighed.

"Look at him, Castiel!" Michael growled. "Always flirting and smiling. The Devil seduces!"

"Lucifer doesn't seduce anyone. He has a serious girlfriend and you know it. And if you're implying that Dean is the Devil, then you're much more stupid than he is." Cas said.

"No, Dean is not the Devil, but he is bad and evil." Michael replied.

"Oh damn. You've got me. I'm the big bad wolf." Dean rolled his eyes, receiving an amused glare from Cas.

"Look at what he's done to you!" Michael exclaimed.

"Maybe I like what he's done to me." Cas shrugged.

"You're so sarcastic now!" Michael yelled.

"He's always been a smart ass." Dean retorted.

Michael and Cas disregarded the notion.

"Everything he says is drenched in flirtation, tease, and lust." Michael scowled. "Lust is one of the deadly sins, Castiel!"

"Oh, right! Because you're not gluttonous or prideful or angry!" Cas shouted.

"At least I have my dignity!" Michael grimaced. "You have none as long as you're with...him."

"Michael, I love Dean, okay! I don't care what I look like when I'm with him! Nor do I care if it makes you look bad!" Cas defended.

"Well, tell me Castiel, what makes Dean so special?" Michael demanded.

"He was my first!" Cas answered, the room falling deadly silent immediately.

"What?" Michael and Dean scoffed at the same time.

"W-what happened to April?" Dean stammered.

"Dean, could you excuse us for a moment?" Michael asked.

"How about you excuse yourself? This is no concern of yours, Michael." Cas stated.

"No concern of mine? No concern of mine?!" Michael exclaimed. "You're my brother!"

"And he's my boyfriend. You've never cared about me in my entire life. So get out of my room." Cas scowled.

"We are discussing this later." Michael stated, slamming the door.

"Cas..." Dean sighed, turning to him. "Y-you're not serious?"

"I am." Cas mumbled, looking down at his lap.

"What about April? Didn't you spend the night at her place before she turned you into a Cas kabob?" Dean asked.

"That wasn't a total lie..." Cas muttered. "I did spend the night at her place. Just on the couch."

"And Meg?" Dean continued.

"I loved her, but I knew that she wasn't 'the one' as many people say. I wanted my first time to be with someone special." Cas said quietly.

"Dammit, Cas." Dean shook his head. "If I knew, I would never have..."

"Well, you didn't know. It was my choice anyways." Cas replied.

"I know, but what if you really never did see me again? What if you had just lost it to a stranger?" Dean asked.

"Well, that means I would've made a bad choice, but I'm positive I made a great choice." Cas answered with a smile.

"That was a dick move, by the way." Dean smirked.

"Literally or figuratively?" Cas smirked.

Dean snorted in laughter and leaned in to kiss Cas.

"I love you, Dean." Cas whispered.

"I know." Dean smiled, going in and kissing Cas again.

"You have one minute left, Castiel. Then, I am making Dean leave." Michael yelled through the door.

"One minute." Dean shrugged. "How to pass the time?"

"I think I have a good idea." Cas looped his arms around Dean's neck and slowly brought their lips together.

"That is a good idea." Dean hummed, anchoring his hands on each side of Cas.

Cas moved his hands up into Dean's hair, running his fingers through the soft strands.

"Cut it out, you two." Michael ordered, walking into the room. "Dean. Leave. And never come back."

"Wow. You're family's so polite. Now I know where you get it from." Dean mused, smiling over at Cas.

Cas flipped him off as he walked out the door.

"Text me later." Dean chimed.

"If I had my phone I would." Cas replied.

"No you wouldn't." Dean shook his head.

"You're right. I wouldn't." Cas agreed.

"Out." Michael scowled.

"I'm going. God..." Dean mumbled as he walked out the door.


"Dean!" Sam exclaimed as his brother waltzed in the door.

"Hey, Sammy." Dean ruffled his hair as they walked up the stairs, side by side.

"You can't just run off like that. You cant just ditch everyone for a week!" Sam protested.

"I didn't just 'ditch everyone'. I just took a vacation for a week." Dean stated.

"I don't care, Dean. Where the hell did you go anyways?" Sam asked.

"Took Cas to Sarasota." Dean answered with a Devil-may-care attitude.

"Oh, that's just great. You have to drag Castiel along with you too, don't you?" Sam rolled his eyes and pulled a bitchface.

"Well what fun would it be if I didn't have my boyfriend to annoy the whole time?" Dean smirked.

Sam sighed in disappointment and annoyance. "You are a piece of work. Castiel is probably in so much trouble now thanks to you."

"You know he tells me?" Dean smiled.

"What's that?" Sam stared at Dean.

"That he'll do it for me time and time again. He says if he were an angel, he'd fall just for me." Dean replied.

"Well, it's nice to see two bleeding hearts skipping school together." Sam retorted.

"Bitch." Dean laughed.

"Jerk." Sam countered.

"Go be normal and leave me alone now." Dean said.

Sam snorted in laughter. "Since when do you think I'm normal?"

"Since never. Point is, go away." Dean chuckled.

"Fuck you, Dean!" Sam threw behind his back jokingly as he walked out of Dean's room.

Dean pulled a small picture frame out of his back pocket. It was bordered with shells encrusted with glitter. He retrieved his wallet from his other pocket and fished through it until he found a slightly wrinkled picture of he and Cas. He had taken Cas by surprise during the shot and kissed the side of his face while Cas displayed a look of annoyance and shock. Dean chuckled silently as he pulled the back from the framed and slipped the photo of he and Cas in there. He positioned the picture by the picture of Sam on his dresser and smiled over at it.


A/N: I know this chapter's kind of short, but I wrote it more as a transitional filler chapter sort of thing. The next few chapters might also be a little shorter than usual, but that just depends on where they decide to go. Also, I have a little less time on my hands to write since I'm sorting through some personal issues at the time. But holy crap, it's already February. Time sure does fly... ;) (I really want to say that to someone sitting next to me on a plane and see if anyone around me screams and grabs a bible and holy water. That is seriously a thing on my bucketlist)