A/N: I can't believe this story is over! I'm sorry for the crazy breaks between each chapter, but here is the last one.
Charlie looked at the guys sprawled on the couch and laughed. Dean had ended up in the middle between Benny and Cas, who had decided to lie down, his legs stretched over Dean's and Benny's laps.
"Am I glad I took the floor." She laughed.
Benny smirked, "shh, you don't want to wake up sleeping beauty."
"When did he crash anyway?"
"Somewhere around the spiders." Dean responded, shuddering lightly. "I still can't believe that he was able to sleep through that part."
"You're telling me. I'll be glad to sleep soundly next year!" Charlie groaned.
Benny leaned next to her ear and whispered, "I could help with that."
Charlie turned bright red as Dean asked, "Do I even wanna know?"
"No." The two in question answered at the same time.
Dean shook his head, "So why did Sam and Lucifer say they couldn't make it?"
"Dunno."
"Don't remember."
"Uh huh. What did you two do?"
"Well," Charlie started.
"We might have," Benny continued.
"setthemuponadate." They both rattled off.
"Once more, with clarity." Cas said, sitting up. "For those of us who were still half asleep."
Charlie started, "Well, we thought it was about damn time that Sam get out of his rut, and well.."
"Luce has been pining over the boy for how long now?" Benny continued, "So we kinda sorta.."
"Set them up." Cas finished for them. "I have to admit, that is pretty well thought out. So where are they?"
"Well, we sent them to Planet of the Apes at 7." Charlie looked at her watch, "which means their movie ended almost an hour ago."
"So in other words, we have no idea where the hell they are?" Dean grinned. "Wonderful."
"Dean. No. I know that glint in your eye. What are you planning?" Cas asked, groaning lightly.
"I call my brother; you call yours and see what happens?" Dean smirked.
Cas looked at his boyfriend, "I am not getting out of this am I?"
Dean grinned, kissing Cas, "Nope."
Cas got up to get his phone from the kitchen and Dean grabbed his and dialled his brother. After a couple minutes, Cas came back to find Dean looking somewhere between concerned and excited. "No answer?"
"Nope. You?"
"No. On the one hand, I am glad, because I do not want to know what they are up to. On the other hand, I feel like I should be worried."
Dean, Benny, and Charlie all looked at Cas, "Nope."
Finally, after the group had watched another two movies, Sam and Lucifer snuck in the bunker. They made it as far as the entrance to the hallway to the bedrooms when Dean turned on the light, "Hi, boys. How are you?"
Sam turned bright red as Lucifer laughed, "Really Dean? You're going for the protective big brother on this one? We've known each other how long?"
"Why do you think I'm going protective big brother?" Dean smirked. "So where have you two been all night?"
"Nowhere. Now can we go to bed? It's two in the morning." Sam threw his brother a bitchface.
"OK, bitch, but this ain't over." Dean said, turning out the light again.
"Jerk."
The next day, since the group had all spent the night, they all gathered for breakfast in the kitchen since Dean decided to cook, with Benny's help. By the time the food was done, Sam, Cas, and Lucifer had gone through about a pot of coffee each and were finally starting to wake up. As Dean started to set the food out, he noticed that Sam and Luce were holding hands under the table and grinned. It looked like his little brother was finally getting over Jess.
After breakfast, Benny grabbed Charlie and brought her outside. She looked up at him, visibly confused. "What's up, Benjamin?"
He looked her, taking in her big eyes, "I think we need to sort out where we're at."
Charlie began to talk before he cut her off, "I know that it's never going to happen, but I just want you to know that whenever you need someone, I'll be here. That includes a friend for barhopping. Every lesbian girl needs a straight friend right? Or did I get that backwards?"
Charlie laughed at her friend. "That'll work. I'm glad I got to meet you Benny, and damn, you're going to make some girl extremely happy. You're funny, handsome, and good in bed. You're the complete package."
"How would you know that last part, Charlie Brown?" The pair turned to see Dean leaning in the doorway.
Charlie sighed, knowing there was no way out of it this time. "When I got wasted after our fight, I did meet Benny in the bar, but it went a little bit farther than we told you. We ended up sleeping together. Imagine our surprise to run into each other the next night at the Roadhouse."
Benny nodded, "But since then, we've just been solid friends. We didn't think anyone needed to know what happened. You were the only one who didn't let up, which I guess worked out in your favour."
Dean shrugged. "You're right, it's nobody's business. I guess Cas' detective nature has rubbed off on me. I didn't know what was up and because it involved you two, I worried. I'm glad that it sorted itself out."
The three of them hugged and Dean gave Charlie a light kiss on the top of her head. "Oh, and I just thought you should know, your plan worked. Luce and Sam were holding hands at breakfast today."
"We noticed." Benny said.
"Yeah, we see everything." Charlie grinned. "And of course it worked, did you doubt us?"
Dean laughed. "Never."
After Charlie had gone back inside, Dean looked at his friend and rolled his eyes. "When I said to check up on her, I just meant make sure she got home safe." Benny said nothing, but shrugged.