Dean couldn't remember a time where he DIDN'T stress about what clothes to wear.
He was seriously turning into a frikkin girl. He was stressing so bad; In one hour he'd be sitting down to a dinner with Sammy, Cas, and Bobby. And Bobby was excited about this! Dean had had a mini panic attack in private earlier that day, attempting to calm himself with a beer and some reassuring texts from Cas. But now there was no way to relax the lump in his throat. Cas was meeting Dean's only family left.

They arrived around 4:30. Sam lightly rapped on the door, Dean cautiously staying behind him. Bobby's enthusiasm seemed too good to be true. Hell, this whole thing was too good to be true. However, when Bobby opened the door he was all smiles. He hugged Dean and Sam and shook Cas's hand firmly, raising his eyebrows at Dean in a "how'd ya manage to wrangle such a good lookin' man up?" kinda way and Dean blushed and shrugged.

Cas took a little tour of Bobby's shack, admiring the old decor; Dean loved that childlike wonder that Cas seemed to have over the simplest things. It was very endearing.

Afterwards they sat down to dinner, Bobby questioning Cas about all of the usual things; family, profession, and various other tidbits.
Occasionally, when Dean and Cas had their hands together, deep in conversation, Dean would glance over and see Bobby staring at them, a warm smile on his face, and a hint of emotion in his eyes. What emotion was that? Dean couldn't seem to pinpoint it, but it looked an awful lot like sadness.

"So Bobby, how's Sheriff?" Sam asked politely between swigs of his beer. They had finished eating and were now resting in the living room, Cas's legs draped on top of Dean's lazily.

"Hmm? Oh.. oh! Right, she's doin' mighty well." Bobby grinned. Dean and Sam both knew that Bobby totally had a thing for Sheriff Jody and they had a suspicion that they may already be going out.

"I'm sure she is Bobby," Dean smirked, Sam snickering behind his beer bottle.

"Idjits.." Bobby muttered, resting back into his worn chair.

After some more pleasant visiting, it was time for them to leave. Bobby grabbed Cas and pulled him into a great big bearhug. "Welcome to the family, kid," he said, giving Cas a sharp pat on the back. Dean had never seen Cas shine brighter with happiness than in that moment. It was lovely and filled Dean with warmth. His brow furrowed a bit, thinking about how there's no way this could last much longer. But he squeezed Cas's hand tightly, planting a soft kiss on his stubbly cheek.

-

Tonight was different. Sam had a date with Jessica, so Dean dropped him off there before taking Cas home, considering it was closer. He made sure to plant a big wet kiss on Sam's cheek in plain view of Jessica before sending him off, leaving him blundering and red and her snickering. Ah, the pros of being a big brother.

Now it was just him and Cas, and his boyfriend turned to him timidly. "Dean, I was wondering if you would like to come into my house tonight."

Uh-oh. Dean was dreading this. He was certain that Cas would see him in that giant house, and realize that Dean looked very out of place, and nothing like what he wanted, and that would be it. However, he nodded slowly, swallowing the new lump in his throat and attempting to convince himself that his fears were just that. Empty fears.

Cas eagerly grabbed Dean's hand when they arrived, pulling Dean into his gigantic home. He dragged him to each room; the guest room, dining room, living room (which Dean had peered into on their first date), downstairs bathroom, upstairs bathroom (complete with one of those Jacuzzi tubs. "I tend to over-indulge in some aspects," Cas had admitted sheepishly), another spare bedroom, and a huge master bedroom. The bed was monstrous. It could easily fit four of Sam, with room to spare. And pillows, Jesus, there were like 20 of 'em!

Cas blushed slightly. "Another... indulgence." He had muttered before dragging Dean back downstairs, past the huge staircase and down into the basement, just as Dean had suspected there was one. But he didn't know it would be so awesome!

It was like the size of their apartment, and better equipped. Bookshelves lined one entire wall. One corner was a small kitchen, the other a mini living room with furniture and a small flat-screen television. A twin-sized bed sat in another corner, and off to the side was a bathroom with a toilet and a shower. There was also a frikkin pool table.

Dean was taking it all in when Cas strolled over to the table. "Um.. I never have guests over, so I mostly got this for myself. I enjoy playing, though it's not as satisfying without an opponent."

Dean raised an eyebrow. "Was that a challenge I smell, Doctor Novak?" he growled playfully, grabbing a pool stick.

Cas grinned. "Depends if you're dumb enough to take it, Mr. Winchester."

Okay, so Dean was totally unfair about the entire game, leading to his win (pretty badly). He'd sneak up behind a concentrating Cas and nibble on his ear, causing him to loose his focus, and pinch his ass playfully. It's impossible to win under conditions where Dean Winchester is fondling you.

After the game was done, Dean smiled guiltily. "I mayyy have neglected to mention that me and Sammy used to hustle guys as a living. We'd hang around the bar when we were young and bet older drunk men in games of pool. It gave us some hearty spending money," he grinned.

"You cheating dog" Cas smirked, smacking Dean firmly on the ass. "I think you deserve a punishment." He nipped Dean's neck, making him shudder. "Now get that tight ass up those stairs." He demanded with another firm smack, sending Dean playfully scurrying up the stairs.

"Oh no, whatever shall I do? I've been a naughty boy!" He snickered and bent over slightly, allowing Cas to land another smack on his rump before running off again.

Dean had rounded the corner into the living room when...

BAM! Mreeeooowww! "Fuck!"

Cas turned the corner in a quick panic to see Dean sprawled out on the couch, an angry fluffy cat clawing at his side.

His cheeks turned red with the effort of not laughing hysterically as he pulled of his cat. "Bad Chuck, no!" At the look of bewilderment on Dean's face, he could no longer hold in his laughter, hunched over in fits of gasps and snorts.

"That little Devil's spawn's name is Chuck? Really?" Dean groaned, attempting to get off the couch and eyeing the couch. "Little bitch came outta no where..." He grumbled quietly.

"I.. I am so sorry D-Dean" Cas wheezed out. "I should have w-warned you that he takes a while to w-warm up to new p-people!" He collapsed onto the nearest chair, hardly able to breath, his face red and tears of laughter pouring down his face.

Dean sat back down on the couch upright and grumped. That hurt, and he was rather enjoying his little punishment.

"Aww, c'mere." Cas said in a mock-sympathetic voice. Dean crawled onto his lap, his lips out in a pouty position. "Now where did that mean ol' kitty hurt you?"

Dean held back a smirk and pointed to his lip, a look of fake sadness on his face.

"Let me kiss it better" Cas whispered, tilting Dean's head back as if in a romantic movie and kissing him passionately. After several seconds he broke the kiss. "Now let's go get you lying down, Loverboy."

Dean liked that evil little smirk.