A/N: This is set during episode 6.03 (The Third Man). For the purposes of this story Dean is no longer with Lisa, Sam has his soul, and I won't be following the case they were on at all.
"So what, you like him better, or something?" Asked Sam.
"Dean and I do share a more profound bond. I wasn't going to mention it," Replied Castiel.
Sam grinned thinking he'd have to remember this for later.
When Dean was out that night hitting on anything that moved at a local bar Sam decided to call Cas.
"Dear Castiel, I know you only come for Dean, but we need to talk," Said Sam.
He waited a few minutes before he decided to continue his prayer, "It's Dean. He's in trouble so get your ass down here."
Cas instantly appeared.
"Seriously?" Asked Sam.
"Where's Dean?" Cas asked sounding concerned.
"Don't disappear, but he isn't here," Said Sam. "He's fine, but we need to talk."
Cas sighed and said, "I'm busy."
"Do you like Dean?" Asked Sam not so bluntly.
The angel of course didn't understand the question, "Of course I like Dean. He's my friend. Do you think I would have rebelled for him and risked my life if I didn't?"
"No Cas, do you like-like him? The way that I liked Jess or Dean liked Lisa," Sam tried again. He noticed that Cas's lip did a quick snarl at the mention of Lisa.
"Of course not," Cas said sounding very unconvincing.
"You're lying and it's obvious," Said Sam.
"You can't tell him," Cas said seriously. "Or you'll find that you won't like me when I'm mad."
"What are you the Incredible Hulk?" Asked Sam.
"What's an Incredible Hulk?" Cas asked confused.
"Never mind," Said Sam. "I won't tell him if you start actually showing up when I call you."
"But-" Cas complained.
"Fine, I'll just go have a little conversation with Dean," Said Sam.
"Fine," Cas said knowing if he tried to prevent Sam with his angel powers Dean would know something was up.
Sam just grinned happily.
"Can I go now?" Asked Cas.
"I guess so," Before Sam could even finish the sentence Cas was gone.
He went to the nearest bar, figuring that would be where Dean is. He made sure to stay invisible to the humans.
When he spotted Dean, or his human as he liked to think of him, he immediately walked over.
Dean was hitting on a blonde girl in her early twenties who was too busy flaunting her new chest.
When Dean went to go take a sip of his beer Cas gently tipped the drink so it would spill all over the other man's pants.
"Dammit," Said Dean, then he winked at the floozy and added. "Guess we'd better get me out of these pants."
The girl nodded and agreed quite easily, "Let's go back to my place."
"Alright," Said Dean grinning.
When Dean got into his car Cas got in the backseat. When he turned his car on Justin Bieber's voice came blaring from the radio thanks to the angel.
"What the hell?" Asked Dean as the girl giggled.
"Aww, you like Justin Bieber? That's so cute! So do I," Said the woman in the passenger seat.
Cas realized that it was going to be hard to keep him from sleeping with her since everything he was doing seemed to only help Dean get in her pants. Plus he had to be subtle about this so Dean wouldn't realize something was causing these incidents and try to hunt it or find out what it is.
I guess that means giving her a seizure, decided Cas.
He wasn't very good at coping with his jealousy and he figured if he put his hand on Dean to cause medical problems with him he would notice.
Wait a second, I've got a better idea, thought Cas.
He decided that he'd wait until the woman put her hand on him, and she'd touch him where her hand was to work his angel mojo.
When she put her hand on his thigh Cas awkwardly reached past Dean's upper body to place his hand there as well.
His work was done so he decided to go back to the hotel room where he had left Sam to wait to hear the results of his plan.
"Woah Cas!" Said Sam closing his laptop quickly. "You've got to give a guy some warning."
"I do not care if you were watching porn," Cas said sitting on Dean's bed.
"Okay, so why are you here?" Asked Sam.
"Do I need a reason?" Cas asked tilting his head to the side.
"No, it's just usually you only come for something serious," Said Sam.
Cas held back a smile, the younger Winchester was playing into Cas's hand perfectly.
"You seemed disappointed earlier when you were asking if I like Dean better," Said Cas. "So I thought maybe we could spend some more time together in order to become better friends."
Everything about the way Cas was behaving was so innocent, but what the Winchester brothers didn't know was he had picked up a lot from his time with the brothers. He still doesn't understand a lot of references, but he does understand some things. He just plays innocent because it's easier that way, especially since even when he does know what's going on they treat him like a child. And sometimes the innocent act came in handy like how he was convincing Sam to let him wait there. Of course he could stay there invisibly, but this way he has an alibi and gets to be part of the action.
About an hour later Dean walked into the hotel room, beer in hand looking pissed off.
"What's wrong with you?" Asked Sam.
"Wouldn't I like to know," Said Dean.
Cas was beaming on the inside, his plan had worked. He made sure to remain perfectly serious looking.
"What happened?" Sam pushed.
"Look I'm not telling you. I'm nowhere near that drunk," Said Dean taking another swig of his drink. "Besides you'd just laugh."
"If I laugh you can sack me as hard as you want," Sam offered assuming he could keep a straight face. He really wanted to know what was wrong with his brother.
Dean grinned, "That would be fun."
"So are you going to tell me?" Asked Sam.
Dean chugged the rest of his beer, then grabbed another from the mini-fridge. He chugged the entire bottle then turned back towards Sam.
He didn't want to say it in front of Cas, but he figured he wouldn't understand anyways. And he did really want to kick Sam in the nuts.
Dean sighed then admitted, "I couldn't get it up."
Sam broke into laughter, then clasped his hand over his mouth, immediately regretting it.
Dean kicked him in the crotch, hard, then grabbed another drink.
"I don't understand, get what up?" Cas pretended while laughing on the inside.
"It's a big kid term," Said Dean.
"I'm older than you are," Said Cas, offended.
Dean just ignored him.
"Whatever it is it'll be okay," Cas said placing his hand on Dean's shoulder to put him back to normal, pretending it was an act of comfort.
What Cas wasn't expecting was Dean to respond immediately.
"I'm gonna umm go for a shower," Dean said awkwardly, fleeing the room.
Sam was still laying on the floor from Dean's kick.
"Are you alright?" Asked Cas, honestly concerned. He hadn't wanted to hurt the younger Winchester, he had just wanted to keep Dean from sleeping with the blonde woman.
"His kick is worse than the machine in Gabriel's game show," Sam complained.
"Do you want me to leave?" Asked Cas unsure of what to do.
"Yeah," Sam said sounding apologetic.
When Dean walked out of the bathroom he found Sam laying on one of the beds icing his crotch and began to laugh.
"At least mines there for something," Said Sam.
Dean immediately shut up as a frown formed on his face.
A/N: Please read and review! My original plan was to write a story that was a one-shot of romance without humour. But I still haven't gotten to a lot of the stuff and my brain decided Cas needed to be jealous. So now this story will have humour and multiple chapters. Thanks for reading :D