After two weeks of business dealings, Michael had successfully purchased a large hotel and casino in Las Vegas. He flew back the very next day and immediately noticed something off about the way everyone was acting at home.

Michael watched in curiosity as he walked through the halls of his house. Many of the employees were sending each other smiles or whispering and laughing as they did their chores. Almost everyone he saw had some kind of communication with another.

Michael finally walked up to one of his maids. "Joanna. I'm seeing a lot of chatter going on."

"I'm sorry, sir." Jo said.

"No. No need to apologize. As long as your job is getting done, feel free to converse." Michael nodded.

"Oh. Is there something you wanted?" She asked.

"Did something happen when I was gone?" Michael answered.

"No. Not really." Jo lied.

Michael nodded, obviously not believing her. "Thank you."

"No problem, sir." Jo replied.

Michael walked off promptly to another room. He saw Ruby vacuuming the floors. Ruby was very close with Lucifer and took her job seriously. She'd tell him the truth.

"Ruby." Michael called.

Ruby shut off the vacuum and turned around. "Yes, Michael?"

"What happened while I was gone? I just want to know the details." Michael asked.

"Oh. It was nothing big. We watched a couple movies and had a few snacks. Nothing big, really." She answered. "It was just nice because he invited all the employees to take the night off and join them."

"He?"

"Oh. Gabriel." Ruby stammered, hoping Michael wouldn't see through her lie.

"Gabriel..." Michael mused. "Figures."

Michael knew she was lying. What he couldn't figure out was who she was protecting. Castiel would certainly tell him. Castiel was all about education and could care less about parties.

Michael knocked on Cas's door. "Castiel. It's me."

Cas yawned as he opened his door. "Good morning, Michael."

"Someone threw a party while I was gone. Ruby says it's Gabriel. She's lying. Who actually threw it?" Michael stated.

Cas's face paled. "Um. It wasn't really a party. It was just a night off with friends."

"I don't care what it was. I just want to know who organized it." Michael replied.

"It was more of a group consensus, really. Gabriel was the one who came up with it though. Ruby's telling the truth." Cas shrugged.

"Gabriel didn't host it. Who did, Castiel? Don't lie to me." Michael glared at him.

"It was Gabriel. I swear it was." Cas answered. "I wouldn't lie to you. Especially about a social event. You know I don't care about those."

Michael sighed and left Cas's room. They were all protecting someone and Michael was determined to find out who.


It was Saturday again and Dean was sitting in a large tree. The things knowing Cas had done to him. He checked his watch. The time was 1:57 and Dean could see a truck coming down the road. Dean watched the security cameras and when the time was right, he jumped onto the bed of the truck. As soon as it was through the gate, Dean jumped off it and ran as fast as he could to Cas's window.

"Of course he just has to have the room on the 6th floor." Dean scowled as he quickly started climbing up the tree. He grabbed onto the vine and swung onto Cas's balcony. He tried the door handle but found it was locked. He knocked quietly on the glass of the door. He didn't see any movement or hear anything so it must've been empty.

"I knew this mother would come in handy." Dean smirked as he lifted up the back of his shirt and pulled a slim jim from the waistband of his jeans. Dean put the thin metal strip into the doors and began weaving it around until he heard something click. He smiled as he slowly opened the doors and walked in. He turned around quietly shut the doors behind him. He turned to look around the room, but fell to the ground.

Dean groaned as he opened his eyes. He saw Cas sitting on top of him, dabbing his head with a white washrag.

"Dude. What happened?" Dean asked.

"Apparently nothing screams 'I'm a romantic' like breaking into my house." Cas replied, not bothering to look at Dean.

"Aren't you that kid that I had a one night stand with last night?" Dean asked.

"Dean, that was five weeks ago. And I have a name you know." Cas sighed.

"Where am I anyways? How'd I get here?" Dean mused. "Did you give me roofies or something?"

"You're in my bedroom, Dean..." Cas said confused.

"I'm in your bedroom and you're sitting on me. Tell me again how this isn't roofies?" Dean scoffed.

"Dean, I don't even know what roofies are." Cas retorted.

"Date rape drug. And quit calling me 'Dean'. You keep saying that like you know me." Dean ordered.

"I do know you. Sort of. I mean, we don't talk that much and all. Not nearly as much as you'd like us to, I know that much. We don't really see each other that much, but not all of it's our fault. I mean, Michael won't let me see you and to be honest, that really bothers me because I kind of do like seeing you, even though you kind of annoy the hell out of me sometimes." Cas babbled.

"This tells me nothing, dude." Dean muttered. "I wake up in some random dudes bed. I don't know your name. You say we know each other, but our friendship is forbidden by some Michael dude. I'm confused."

"We're not friends!" Cas protested.

"So are you my stalker or have a secret major crush on me or something that I should know about?" Dean asked.

"No!" Cas exclaimed. "You're my boyfriend, Dean. You tricked me into being your boyfriend and now that I think about it, maybe I don't mind so much. Hell, maybe I like it. Becuase you know what? I l-"

Dean pulled Cas down, meeting him halfway with a kiss. "I was waiting for you say that. Maybe not something so sappy along with it, but it'll do."

"You bastard." Cas laughed. "I thought you had a concussion!"

"I had you worried, didn't I?" Dean smirked. "You actually sounded worried that I might not remember you. And near the end there, you sounded fucking proud to be my boyfriend."

"Wrong." Cas stated. "I am not proud of being your boyfriend. I was just worried that you'd file rape charges and sue us or something."

"Liar." Dean smiled. "I still can't believe you fell for that. If I didn't know you, I would've like flipped you off me and like beaten your ass to a pulp...or had angry, hot sex again. Or both."

"Why were you breaking into my room?" Cas asked.

"I wasn't breaking in. I was bored and remembered that the delivery truck comes at two." Dean said innocently.

"So you bring a slim jim everywhere?" Cas scoffed.

"I brought it just for this reason." Dean answered. "If you weren't there, I wasn't going to stand on your balcony forever."

"Well I was here. And I thought someone was breaking in. And then you starting prying at the window and I knew someone was. So I stood out of you line of sight behind the door and hit you over the head." Cas explained.

"With what?"

"My AP Chemistry textbook." Cas held up the book, showing Dean the small smudge of blood along the pages. "I'm sure the librarian will be worried when I return this."

Dean started laughing. "My nerdy boyfriend knocked me out with a chemistry textbook. I can die easy now."

"No dying on me. I have no way to explain the dead body under my bed to Michael." Cas ordered.

"I love how you're more worried about Michael and my dead body than my dead body." Dean smiled.

"What can I say? I'm prioritized." Cas smirked, still blotting Dean's head with the washrag. "Don't you find it strangely ironic how when I told you how to sneak in, you told me you could break into my house whenever you wanted and then you do?"

"I was breaking in for a good cause." Dean protested.

"For me entertain you?"

"Like I said. My boredom is a good cause." Dean replied.

"Did you think of how you're going to get out of here?" Cas sighed.

"No. Didn't really care if I did." Dean smiled.

"I had a feeling you'd say something like that." Cas mused.

"I'm hungry." Dean moaned.

"You didn't think to eat before you came here? You should know how hard it is to sneak food with Michael around." Cas scolded him.

"Aren't I worth the trouble?" Dean smirked.

"No." Cas said flatly.

"Is there a 'but' in there somewhere?" Dean asked playfully.

"Maybe." Cas shrugged, grabbing Dean's wrist and leading him to his closet. Cas opened the closet and walked in, Dean following him. Cas went to a section of the closet with suits hung up all the way to the other wall. he pushed a few suits apart until a door was visible. He ducked his head as he opened the door and walked through it, Dean following behind him. Cas pulled a chain and a light flickered on.

"I found this years after a first moved into the room. I wasn't really sure what to do with it until now." Cas explained. "Also, I needed someplace to hide the evidence from the other week. There's beer in the refrigerator and tubs of ice cream and some left over ice cream cake in the freezer. There are chips and other things on that shelf over there. I left the hanger racks in just in case...you know."

"Not sure I do...but the rest is awesome!" Dean exclaimed. "How'd you get the beer?"

Cas pulled out his wallet and handed Dean his ID.

"You must've had to pay a pretty penny to bribe the people at the DMV." Dean laughed.

"Only ten thousand dollars or so." Cas said blatantly.

Dean choked. "You must be shit loads of fun at birthday parties."

"Not really." Cas shrugged.

"If that were true, would I have come over here for entertainment?" Dean smiled.

"Your idea of entertainment and other people's idea of entertainment tends to vary, Dean." Cas replied.

"My idea of entertainment is you now. And porn." Dean smirked. "Same thing, right?"

"Do not objectify me, Dean." Cas glared at him.

"I'm sure you objectify me."

"I do not." Cas defended. "Most of the time."

"So you're telling me that if I crawled under your bed, I wouldn't find a sketchbook full of photos of me naked?" Dean laughed.

"No. Of course not." Cas stated.

"Let's test that theory out then." Dean walked out the door.

"No, Dean! No!" Cas tugged at his shirt. "Don't you dare!"

"So you do have something to hide I see." Dean mused.

"I said I don't have naked drawings of you. I still have things to hide!" Cas replied.

"Way to not make me even more interested." Dean retorted as he crawled on the floor.

"See. Nothing there. No little black book." Cas said.

"I may be failing ever class possible, but don't mistake me for stupid." Dean smiled.

"Because failing every class is helping your case." Cas snorted.

Dean pulled out a small, blue notebook from under the bed. He tore away the duct tape that was holding it there.

"Dean. Don't look at that." Cas ordered.

Dean jumped on Cas's bed and laid across the bed on his back. "Let's see what we have here."

"No!" Cas yelled jumping on top of Dean, grabbing the notepad.

"It's not like you draw anime porn for a living." Dean snorted. "What could be so bad?"

Cas didn't answer him.

"Wait! Do you draw sexy anime porn for a living?" Dean asked.

"Of course I don't."

"Because that'd be fucking awesome." Dean smirked.

"Real cute." Cas retorted.

Dean grabbed Cas's notebook from his hand and held it out to the side were Cas couldn't reach it. Dean rolled over on his stomach, still holding the notebook away. He opened it up to the first page where there was a picture of him standing, leaning against a wall.

"Not bad." Dean mused.

"Dean. Stop." Cas demanded.

Dean flipped to the next page. It was a picture of him sitting on a bed with his chin in his hands. The next picture was just a side view of his face. The next few pages were casual standing poses. The sixth page was of Dean running his hand through his hair. Dean burst out laughing as he saw the next picture. It was a box of nachos. The next photo was a burrito. The next two, a taco and an enchilada.

"Oh fuck you, Cas." Dean laughed.

"You weren't supposed to see that! I told you to stay away!" Cas warned.

"What's this all about? Six sketches and you're tired of me and switch to Mexican food as your muse?" Dean scoffed.

"I was hungry. And look at the dates." Cas chuckled.

Dean flipped back to the first picture and saw that it was dated November 15th. "That's the first night we met. You drew this after one night? One. Night."

"I'm kind of a closet artist." Cas smiled, still grabbing for the book.

Dean lowered the book from his face and stared at Cas. "Should I be worried for my safety.? You drew me every night for six nights straight."

He turned to the next picture and it was of him leaning and smiling against the balcony outside his house. The next few pictures were of him in an outdoors scene.

"The fuck is this? And the fuck is this? And what in the holy name of fuck is this?" Dean flipped through a series of three photos.

"And those are what I didn't want you to see..." Cas sighed.

Dean held up the first photo, which was of him in a blue, flowing evening gown, smiling over his shoulder.

"Oh it gets better doesn't it?" Dean retorted as he flipped to the next drawing of him kissing...himself? "And still gets better."

Dean flipped to the last photo of him riding a unicorn, which was flying through outer space past Jupiter...which David Hasselhoff was riding KITT around on the rings?

"Please don't hate me." Cas cried.

Dean tossed the book over his shoulder. "Just because you're an insane, demented, sick, twisted, fucked up, hormonal, awkward, criminal mastermind son of a bitch does not mean that I hate you."

Cas smiled. "You sure know how to give a compliment."

"It means that you slightly terrify me and need to get off the drugs." Dean laughed.

"I'm not doing drugs." Cas protested. "I'm just high off life."

"That's what all the drug dealers say." Dean smirked, pulling out from under Cas and sitting up.

"Will you do something for me? Not dangerous or anything? Just a favor?" Cas asked.

"Sure. What the hell?" Dean shrugged.

Cas climbed off the bed and went into his closet. After a few minutes of rummaging, Cas returned with a blue, open back evening gown, exactly like the one Dean was wearing in Cas's sketchbook. "Here. Put this on."

"Oh no you don't. Not happening." Dean chuckled. "Where'd you get that anyways?"

"Gabriel went through a drag phase. Not a pretty time." Cas muttered. "He gave me this. He said it matches my eyes."

"Why am I wearing it then?" Dean asked.

"It's the only dress I own." Cas answered.

"I don't even own a dress." Dean laughed. "And I'm not going to wear that."

"Ten thousand." Cas stated.

"What?"

"Ten thousand dollars. Put on the dress. I'll pay you ten thousand dollars right now." Cas said.

"Haha. No. I won't be caught dead in that." Dean denied.

"Twenty." Cas tried.

"Nope." Dean shook his head.

"Thirty. Thirty thousand dollars. Right now." Cas sighed.

"Deal." Dean smiled. "It's in cash, right?"

"Of course. Get dressed while I get your payment." Cas nodded.

Cas returned with a briefcase in hand and set it on the bed. He opened it up and showed Dean. The stacks of twenties were organized in stacks of a thousand dollars each. "Thirty thousand dollars."

Dean had tissues stuffed in the bodice of the dress. He walked around the room pretending it was a catwalk. Cas reached for a large CanonĀ® camera on his dresser.

"Nope. No photos." Dean said. "No way."

"Three thousand a shot. Personal collection only. Promise." Cas winked.

"Five." Dean countered.

Cas walked across his room and and squatted down, unlocking a safe. He tossed five stacks of money onto the bed. They were held together by paper wrapped around them labeling them as five thousand each.

"Pleasure doing business with you." Cas smirked holding up his camera snapping a shot of Dean.


Dean sat on Cas's bed eating ice cream from the tub.

"That's not sanitary." Cas stated.

"You're not sanitary." Dean laughed.

"I assure you, Dean. I am very sanitary." Cas replied. "And you are very bad at combacks."

"I am." Dean shrugged. "I'm not perfect. Close to it. Close enough."

"You're nowhere near perfect." Cas responded.

"And you say I'm bad with compliments."

"I'm just very blunt." Cas defended.

"You're also very rude sometimes." Dean chuckled.

"Because you're always so delightful." Cas mused.

"What's not to like?" Dean asked.

"Your ego, your attitude, your unsymmetrical freckles, your dirtiness, your organization, almost everything." Cas answered.

"Why do I tolerate this?" Dean smiled. "The bigger question is why do you tolerate me?"

"Fuck knows." Cas grinned, leaning in and kissing Dean. "Can I ask you another favor?"

"Shoot." Dean replied, ice cream dripping down his face.

Cas fidgeted uncomfortably. "Can you...will you..."

"Is something bothering you?" Dean asked.

"Very much." Cas snapped, wiping the ice cream off Dean's lip with his finger. Cas licked the ice cream off his own finger. "Better."

"Weirdo." Dean muttered. "What was your favor?"

"Feel free to deny. Or run away screaming. Or jump out that window. I'll understand..." Cas started.

"Just spit it out, jackass." Dean smirked.

"My family's doing this thing and I want you...to...join in?" Cas asked.

"What kind of thing?" Dean asked. "You're being ominous here, Cas."

"Christmas dinner." Cas smiled nervously. "I mean I'd need to teach you about acting rich and buy you acceptable clothes and-"

"Cas. I'll go." Dean said.

"And teach you what silverware to use and which foods are which and-" Cas babbled.

Dean cut him off with a quick kiss. "I said I'll go."

"Really?" Cas grinned.

"Really." Dean sighed.

"Great. Michael's going to call me down for dinner soon, but a delivery shipment comes in at noon tomorrow." Cas beamed.

"Um...how do I get out of here? We need a better method than jumping on trucks and swinging on vines." Dean laughed.

"Just climb down and walk out the gate. I'll have Charlie hack into the mainframe and unlock it from her laptop. Tomorrow, I'll have her teach me how to unlock it myself." Cas answered.

"Awesome. See you tomorrow." Dean smiled excitedly and kissed Cas's nose.

"Dean, don't do that." Cas glared at him.

"I'll do it as much as I want." Dean laughed as he attacked Cas's nose with more kisses.

"Get them off!" Cas rubbed at his nose.

Dean picked up the briefcase off the bed. "Tomorrow at noon."

"Tomorrow at noon." Cas confirmed.

Dean jumped onto the tree and climbed down. He checked the security cameras and dashed across the lawn and through the gates, not stopping until he was off the lot.


Sam was lying upside down on the couch when Dean got home.

"You've been gone so much these last few weeks. Where the hell have you been? You disappear in the middle of the day and come home late. It's like seven, dude." Sam asked. "What's in the briefcase? Sex toys or money?"

"Well, sor-ry. I've been sneaking into my boyfriend's house. What else?" Dean laughed.

"What's in the case?" Sam repeated.

"Fifty five thousand dollars." Dean answered.

"Fifty five thousand dollars?" Sam scoffed.

"Fifty five thousand dollars." Dean confirmed.

"I swear, Dean. If you only dating Cas for the money, I will beat you with a shoe!" Sam threatened.

"Don't be a bitch, Sam. I like Cas. I like Cas for Cas and only Cas. And if you do beat me anyways, stay away from head. It finally stopped bleeding." Dean snapped.

"Bleeding? What the hell happened to you?" Sam snorted.

"Cas happened." Dean answered.

"Hardcore sex?" Cas teased.

"No. AP Chemistry textbook." Dean smiled.

"How? Why?" Dean burst out laughing.

"He caught be breaking into his room and thought I was a burglar and hit me in the head with the closest thing. He didn't know who it was until I was unconscious." Dean explained.

"Because nothing screams romance like breaking and entering." Sam retorted.

"Believe it or not, he said that, too." Dean chuckled.

"Can't you just use the front door, Dean?" Sam sighed.

"No. Michael, his brother, doesn't know about us and doesn't like poor people." Dean answered.

"We're not that poor." Sam shrugged.

"Compared to them, we're dustbunnies." Dean rolled his eyes. "Want to hear some good news?"

"Sure. Define good news."

"Cas's family went up on the world's richest people list." Dean smiled.

"What are they? They must be in the low five hundreds or late four hundreds." Sam assumed.

"Try fifteen." Dean smirked.

"No fucking way. That explains the fifty five thousand dollars..." Sam mused. "Whatever. Spend it wisely."

"Don't ask how I got it." Dean laughed, walking towards his room.

"I probably don't want to know." Sam rolled his eyes.

"Oh. I'm having Christmas dinner at Cas's." Dean added. "I probably won't be around too much the next few days. I'm probably going to spend the week studying snotty, rich people."

"Have fun with that." Sam said blatantly.


A/N: This chapter kind of got away from me a little (Which is completely obvious), but it ended where I wanted it to...for the most part. But woo, I think I'm getting dragged off to church tomorrow, so who doesn't love having three hours dedicated solely to writing fanfic, am I right? It's so weird though. Sometimes I'll be writing one chapter, but thinking out the details of the one I plan on writing a week from then. *cough* happened today *cough*