Over the next week, Dean barely saw Sam. He was always doing something with Gabriel. He'd either crawl in during the early morning or he wouldn't come home at all with a quick text to Dean telling him the change of plans. It would've been cute if it wasn't so annoying. He still wanted to talk to Sam about the shit happening with Cas. He was definitely more Team Gabriel than Team Luci, but he missed his brother.

And he needed to talk to Sam. He had taken Cas to Millennium Park like they'd eventually decided. It had started okay. Cas was really fun to hang out with. But it started snowing since it was early November in Chicago. Millennium Park in the snow made things way too romantic. It was the most date-like thing that was definitely not a date he'd ever done. And it was awesome. And if that wasn't the most frustrating thing. So, he needed to talk to Sam, but his brother was too busy with Gabriel to even answer his damn texts.

Finally, at three in the Friday morning, Sam got home. Dean hadn't been able to sleep since he kept having perfectly normal dreams that would eventually revolve around Cas in uncomfortable ways.

When Sam walked in, Dean was in the kitchen sipping coffee.

"Hey, Sam," he said, smiling as his brother jumped out of his skin.

"What the hell are you still doing up?" Sam asked.

"Can we talk?" Dean asked instead.

Sam sighed, "Can it wait? I'm kind of tired."

Dean swallowed his coffee and his pride.

"I think I've got a thing for Cas," he said quickly.

Sam joined Dean in the kitchen immediately, tossing his coat on the floor.

"We can talk," Sam said.

Dean didn't think he could bring himself to say anymore. Sam waited. He'd kind of already said it. What else was there to say? He thought he had a thing for Cas. This was the part where Sam should give advice or something. Dean went to clean his mug in the sink.

"Are you gonna talk or should we start playing twenty questions?" Sam asked with a grin. Dean shot him a look. It was hard enough admitting these things out loud without Sam's stupid sass.

"So, Cas," Sam said.

Dean sighed, "Yep."

"So, you like him. What's the problem?" Sam asked.

"What's the problem?" Dean asked, incredulous, "I just split with Lisa like a month and a half ago; if I do like him, it's because he could be a rebound; oh, and I'm straight." Sam sat at the table and motioned for Dean to take a seat. Maybe talking to Sam about this had been a bad idea. This felt like he was being set up for interrogation. He sat down anyway.

"Do you still have feelings for Lisa?" Sam asked. Dean paused. Sam didn't need to know how bad it he'd let that relationship get. But he had wanted to talk.

"No, I don't. It was bad for a while," he answered.

Sam smiled, "So that first thing really isn't a problem then."

Dean sighed, "Fine." Sam folded his hands together and sat up straighter.

"As for your sexuality…" he said.

Dean groaned, "Oh, no. We're not doing this. I'm not gay."

"Have you ever been attracted to another guy?" Sam pressed.

"Are you serious?" Dean asked, exasperated, "No, I've never been into another guy."

"Until now."

Dean sighed and ran his hand over his mouth and chin, "Yeah, I guess."

Sam fixed him with a skeptical look, "You guess?"

"Well, what do you want me to say, Sammy? I don't know what's wrong with me."

Sam shook his head, "Nothing's wrong with you. I think you're probably straight."

"But what about Cas?"

"Cas might just be an exception," Sam concluded, "Maybe you're Cas-sexual."

"Sam, what the hell?"

"What? It's the best guess I've got. You clearly like him, but it's just him. It fits. You come up with a better idea."

Dean stared at him. How was this his brother? Cas-sexual? Really?

"Now, what makes you think he'd be a rebound?" Sam asked. Honestly, it'd been because of how recently he'd left Lisa. But, while he did miss her, that wasn't what hurt. He missed Ben. He missed feeling like part of a family. Sure, he had Sam and Charlie and Dorothy, but it wasn't quite the same. He missed being in love.

"Cas would just be replacing Lisa and Ben," he said. He didn't admit how that would make Cas his new family. When had he gotten so close to Cas? They talked a lot, about everything, but he barely knew the guy.

"Oh, really," Sam said, disbelieving, "Describe Cas for me."

"You know him, why do you want me to—"

"Humor me."

"Cas," Dean said, vaguely aware of how good it felt to say his name, "He's, I dunno. He's about my height, a little shorter. He's got black hair, blue eyes, medium build. What do you want me to say about him?"

Sam said, "Tell me what he's like as a person."

"Umm…he's…" Dean thought about it. What was he like? He was amazing.

He said, "He's smart. He's really smart. I don't know how he knows half the stuff he does. And he's nice. Not like nice in a polite way but in a he-really-cares sorta way. I don't know. He's great."

Sam was grinning from ear to ear, the bastard.

"What?" Dean asked.

"Do you feel how much you're smiling right now?" Sam asked. Dean was fully aware of a grin he couldn't keep off his face. Dammit.

Sam said, "Oh, yeah. Cas is totally a rebound. No way you could really have feelings for him."

Dean rolled his eyes.

Then, Sam said, "It's too bad he's into you…since you can't like him and all."

"What?" Dean asked, a little too loud.

Sam burst out laughing.

"Dude, you've got it bad," he said between giggles. Did Cas actually like him? Was Sam just messing with him? Sam must've just been messing with him. There was no way Dean could be that lucky.

"Shut up, Sam," Dean said, "How's Gabriel, by the way?"

That shut him up.

"He's good," Sam said cautiously.

"Just good? What've you guys been doing, anyway?" Dean asked. Sam blushed hard and looked at the table.

"We've been hanging out," he said.

"That's it?"

"Yeah, Dean, that's it."

"But you want to do more than just hang out."

"Shut up," Sam said, fighting a grin. He couldn't hide his smile from Dean, though.

Dean tried not to think of the shy smile Cas had as they shared hot chocolate in Millennium Park. No dice. That smile was the cutest damn thing Dean could think of.

Sam laughed at Dean, "Dude, what's with the look?"

"What look?"

"That look."

"This is my face, Sam."

"You were thinking about something."

"So?"

"Thinking about what?"

Dean sighed, realizing that Sam wasn't going to stop, "About when Cas and I went to Millennium Park a few days ago, which was all your fault, bitch."

Sam's jaw dropped.

"Did you—was it a date?" he asked. Dean stopped him dead.

"No, it wasn't a date. We were just hanging out." He gave Sam a look which was only returned by a classic Sam Winchester bitch face. They both laughed.

"Could you imagine if Dad could see us right now?" Dean asked.

Sam laughed, "I'd rather not. You remember how nuts he got over Brady?"

"Well, you'd always brought girls over before that. It was a bit of a shock," Dean said.

"Okay, fine," Sam said, "Then, he'd be yelling at us to get up and go get them if that's what we wanted instead of sitting here like girls trying to figure out our own feelings."

"Oh, so, we're both feeling like girls here?" Dean laughed.

Sam sighed, "Shut up, Dean."

"What? You got me talking about Cas, but I don't get to hear about Gabriel? How is that fair?" Dean asked, mock-offended.

Sam laughed, "Life's not fair, anyone who says differently is selling something." Dean was so very done with Sam's sass.

"Don't quote the Princess Bride at me," he said, tone becoming slightly more serious, "Just—Do you like him?"

"I'm dating Luci, Dean," Sam protested.

Dean nodded and leaned back in the chair, "I know, I know. It's your life. But if Gabriel makes you happy and Luci doesn't and you ditched Luci for Gabriel, I wouldn't be heartbroken. That's all I'm saying." Sam nodded slowly, the smile gone from his face. Dean knew there was a lot Sam wasn't saying.

"Okay, I get you don't want to talk about it, but I'll try to listen if you ever do," Dean said.

Sam met Dean's eyes and said, "Try? Really, Dean?"

"Well," Dean said with a smirk, "I can't promise anything if you start getting all mushy on me." Sam shoved Dean in the arm with a smile and stood up.

"I'm going to bed. Gabe and I were walking around a lot today, so I'm beat," Sam said.

"Is that what the kids are calling it?" Dean asked.

"Shut up, Dean," Sam replied.

Before Sam left for his room, he said, "Dean, you should really ask out Cas."

"I don't know, Sam," Dean said.

Sam said quickly, "Your life. But seriously. Do it."

"Goodnight, Sam."

"You could really be happy with him."

"Okay, Sam. Go to bed."

"Seriously, Dean."

Dean got up and walked to his room.

He said, "Goodnight" and closed his door.

Surprisingly, Dean went to sleep rather quickly despite the coffee. His tolerance of caffeine was getting too high as well. Within seconds of closing his eyes, he could feel Cas' arms around him and dreamt of those lips pressing prayers into his skin.