Author's Note: Forgot to add this and just added it to the chapter. But- after this chapter we'll see more Dean and Cas interaction. It's a bit of a slow burn and possibly a little angsty later on, but I'd like for you guys to stay with me! (: I think you'll really enjoy this! Read on people! Thanks for your reviews! They mean a lot to me! 3-27-2018

2:02AM

Castiel lifted a hand to run through his perfectly groomed hair before Luc's hand shot up and clutched his wrist to stop him. He blinked. "Don't mess up your hair, Cassie." He said through gritted teeth. "Uncle Zach, will kill you…" He muttered.

It was Sunday afternoon and the Novak brothers were sitting in a conference room at their Uncle Zachariah's agency. "Alright boys, let's get right down to business." Castiel's phone vibrated and he went to reach for it. "Castiel." He froze, his phone held loosely in his right hand. "Please save those silly little fan questions for after our meeting."

He slowly eased his phone into his lap. "Yes, sir."

It vibrated again, and he looked straight ahead showing his full attention to his uncle. "Now," He clasped his hands together firmly and looked around at the brothers. "Let's go over your itinerary for your final tour." He turned his back to the boys and clicked the mouse in his hand to move onto the first slide containing the dates and cities for each Archangels Con. Castiel bit back a groan. There were at least 16 cities. He ran a hand over his face tiredly. That meant at least 16 weeks. His phone vibrated again, and he squeezed it tightly to muffle the noise. "We're gonna start far on the east coast in New York first-," He started to tune out his uncle as he listed off flights, hotel rooms, venues and cities. He pulled his hand away from his phone and unlocked it thumbing through some messages until he came across one from his mystery texter.

You ever notice when you say forward or backwards – your lips move in those directions?

The corners of Castiel's lips quirked up slightly and he forced back his smile glancing up at his uncle. He mouthed the words a few times, eyes widening in sudden realization. He bent down to reply when his uncle's voice broke him away from his train of thought. "I will not have a repeat of what happened in Tampa two years ago, Gabriel." The brothers all shifted. "The money and credibility that you cost us after that debacle was insurmountable."

Gabe scoffed. "Please. Uncle Zach, it was a dare. The fans loved it."

Zachariah took two quick strides to the conference table, shadowing over the projector and slammed his hands on either side. "Your 'dare' created a stir of rumors that you were a homosexual, Gabriel." His voice was low and threatening.

The Novak rolled his eyes. "Come on!" He protested. "People spread rumors about everything we do. There's constant rumors flying around about Lilith and Luc." He sat back in his chair and crossed his arms angrily. "All I did was parade around in underwear and let the fans take pictures." The rest of the Novaks tried to stifle their laughter at the memory. "It's not like I did it on stage either! It was in the privacy of my own room." He rubbed his lips together to hide his smile. "At the post-con party, I had in my room." He added as an afterthought.

Zachariah narrowed his eyes. "You wore women's underwear." The levy broke, and the brothers burst into a fit of laughter. "I don't find it funny." He spat. "He looked like a-like a queer!" He stammered furiously. "People thought he liked men-,"

Gabriel threw his hands up in the air. "I do like men. Just as much as I like women uncle Zach. I don't get why you can't-,"

"Because you play an angel on TV. You can't like men." He spat disgustedly. "Keep your nasty habits to yourself. I will not have you sully the Novak name." He stood up and straightened up his tie pridefully. "You were born into a family of actors, and brilliant ones I might add." The brothers glared at Castiel and he shot them a knowing exasperated look. They'd had this argument before. Their Uncle Zach, known for his role in a movie about ghosts, was perfect for the role of one of heaven's bigger assholes. "Now, if we could go back to the itinerary…" He drawled on and Castiel pulled his phone away from his lap to reread his mystery texter's message.

How much alcohol have you had today? He glanced at the time on his phone. It was only 4PM here, he wondered what time it was for Mystery Texter. His facts of his unknown texting friend were limited and a mild part of him was concerned about the sort of person he was communicating with. In the lulls between their conversation he found himself fantasizing about the person behind the phone. It was almost certainly a man. Texting cues, slang and general conversation topics seemed male in nature – of course with Castiel's limited amount of normal social interaction he could be entirely wrong. And although the person on the other end seemed older, Castiel didn't want to land himself in some sort of accidental underage scandal. So this? This seemed like a perfect Segway into at least figuring out some sort of age. His phone vibrated breaking him out of his thoughts.

You're a sneaky S.O.B. – trying to figure out my age, huh? Castiel felt his neck grow hot and he hoped his brothers hadn't noticed his sudden blush. Another text chimed in.

And no Cas, I'm not drunk on a Sunday. My Pops raised me right – Sundays are for Hangovers not for drinkin'.

He smiled to himself. Luc elbowed him in the ribs and he shoved his phone quickly into his lap and pulled his gaze back to his uncle. "Now it is vital that we discuss the layouts of each Archangels Con." The slide flicked over to a rough schedule of each day. "Every event will start the same. We'll open the doors promptly at 10AM giving fans the opportunity to buy any kind of merchandise and take as many pictures as they'd like. They'll be food vendors all over the buildings in every city, so after lunch at 1PM they will start a Q & A with the team of writers and producers." His eyes fell to the youngest Novak. "So Castiel, you'll need to be there for that." The slide flicked away again. "At 3PM, we will turn the session over to the five of you. 5PM, we'll break for a brief dinner and then at 6PM the five of you will return until 8PM, where Castiel will answer questions about the book series." He clicked the projector off and clasped his hands together. "Now," They felt him tense up. "I don't need to remind you how important it is that we stray away from personal questions." He frowned. "It seems your father has raised you all to be a bit of loose cannons and I encourage you to keep your unnatural urges-," His eyes flicked briefly between Gabriel and Castiel. "-to yourselves." He plastered on a false smile. "You are dismissed."

-[]-

"So… you won't be coming home for spring break?" Dean tried sound as casually as he could, forcing the disappointment out of his voice. He switched his cell phone to his left ear and rolled over on his side, pulling the blankets up to his shoulder.

He heard Sam shuffling on the other side, Dean furrowed his eyebrows. The silence before Sammy answered was a just a moment too long. "Ah no – I'm not gonna make it. I've got midterms and stuff coming up and I just started a new job at a coffee shop…" He cleared his throat. "I just don't think I can ask for the time off."

Dean knew him well enough to know that was a lie. And Dean couldn't blame him. He hated being in this stupid town just as much as Sam hated visiting. The sad knowing looks… He shook his head. "That's alright Sammy, you gotta focus on school." Sammy always came first. He reminded himself. That's why he was working his ass off back in Kansas. Kid was going to Stanford to be a lawyer, and Dean would be damned if anything was gonna take him off track. "I need you to graduate and be a big shot lawyer. I plan on getting in a lot of trouble."

Sam snorted. "Dean…" His tone was teasing and the older Winchester smiled. He gasped. "Shit, isn't it almost like two in the morning there? Dude go to bed! You got work at Bobby's tomorrow!"

Dean laughed. "Alright, alright Nagatha Christy! I got it. I'm going to bed! I'll talk to you soon Sammy."

"Night Dean."

He pulled the phone away from his ear and checked the time. 1:35AM, that meant that in just 25 minutes, Castiel's number would go dead. His stomach dropped at the thought. Once he'd gotten over the initial shock of texting someone famous, he realized that he enjoyed texting Cas. He was just a normal guy and having a normal conversation that didn't end in someone checking in on him, or looking at him with big sad sympathetic eyes… it was just… nice. Cas's text caught him by surprise.

So… Even in the text, Dean could feel the hesitancy. 23 minutes left. Anything you wanna ask me?

Dean's heart pounded in his chest. This was it. He could take a risk. Ask Cas for his real number. But –

He bit his lip. If he was a risk taker he would have up and moved to California with Sammy when he had the chance. He glanced at the clock. 17 minutes left. God, how much time had he wasted staring at his phone? His phone vibrated. Because, I have a question for you.

Dean's body froze. His heart rate steadied and instead he found him body practically vibrating with anticipation. Shoot, Cas.

11 minutes left…

Do we have to stop talking?

He read the message over three times. He thought of saying something clever…something witty… but then – 7 minutes left. Jesus Christ! He just needed to say something.

No. Eloquent. Yeah real nice, Dean.

4 minutes left.

The next text he was sure stopped his heart. There. Across his screen in a blue bubble was Castiel's phone number. He quickly added his number to his phone under Angel and at 2:01AM sent him a simple, Hey Cas.

And was happy when at 2:02AM a, Hello Stranger (: came his way.