Okay look, I know Crabby is sort of an unpopular ship, but I ship it, okay?
On with the story.

-Bobby's POV-

I was doing my usual business and trying to find out information for Sam and Dean. That's when the King of Hell shows up in my living room.

"The hell you want?" I say to him. He smirks and says, "Well hello to you too, Robert. How are you doing?" just what is he up to? "I'm fine. Why are you here?" I ask. He makes a fake hurt face and says, "What, I can't check on my favorite hunter?" The hell is he on about?

"Waddya mean, 'favorite hunter'? I've tried to kill you multiple times, and you're supposed to hate me." I say back. "I kissed you didn't I?" He says back. I feel myself blush and then say, "That was fer a deal, ya stupid demon..." God dammit, why is he like this?

-Crowley's POV-

I rather like Robert Singer. Bloody good kisser, too. You see, being the King of Hell, I get rather lonely. But I mean, when I meat him, he was my age, I liked him.

"That was fer a deal, ya stupid demon..." I hear him say. Funny, he was flushed. "Really? Because your face tells me otherwise, mate." I do rather like him, and I think he likes me too. Actually, it proved my point when I saw him blush darker. "Idjit..." He says.

"You know, I like you, Robert." I say with a smirk. He looks taken aback and says, "Why, cuz I gave you my soul?" I laugh and reply with, "No, that's not why. Let's just say you won't be tortured in hell. You'll be respected."

-Bobby's POV-

Respected? The hell? "Jest what're you on about?" I ask him. He gives somewhat if an exasperated sigh and looks like he wants to talk when Sam and Dean show up. "We'll continue this conversation later, Robert." and disappears.

"Bobby? The hell was Crowley doing here?" Dean says. "You didn't make another deal, right?" Says Sam. "Woah, cool yer jets, you two. No, I didn't, and I don't know why he was 'ere. He jest was." they look doubtful, but move on.

"So, we're hunting a spirit that somehow is killing more than one family. Any ideas on how it's moving about?" Says Dean. I help them with their hunt and we do a salt and burn (eventually). Then they thank me and go to find a hotel room.

"So they're finally gone, huh?" I flinch and turn around with a gun ready to fire. After realizing it was just Crowley, I set it back down. "What the hell do you want from me?" I ask him. He looks up to the side and says simply, "I want to go out with you, Robert." as if it were the most casual thing to say ever.

I blink at him in surprise. "'scuse me?" is the King of Hell seriously asking me out? He makes a 'yeah' face at me. I sigh and think. I do like him, but I haven't dated anyone for over 25 years.

-Crowley's POV-

I'm not sure if Robert is angry or stressed. He sighs and eventually says, "Doesn't that break some kind of rule? Or law? Anything?" "Do you really thing hell has the same rules as heaven, Robert? No, we don't. Demons have gone out with humans before, you know." I say back to him. Honestly, his ignorance is slightly frustrating, but somehow cute in its own way.

"...Fine... Ya know what? Fine. If it'll git you ta shaddup, I'll do it. Purely fer that reason." he says with a red face. "Oh, sure." I say sarcastically.

"There is som'm I'm wonderin' about, though." He says. "What?" He always has questions, doesn't he? "If yer a demon, why don't you 'ave bat wings er horns an' that kinda thing?" Oh, I see. "I do. I just keep them hidden much like the angels do. Why, do you want to see them, Robert love?"
He flushes and just says, "So what if I do? I was jest curious." how cute. I bring them into his mortal vision but he doesn't notice at first. I cough and he looks up.

"Woah... You really weren't kiddin', you actually 'ave wings." he says. I chuckle and say, "Well, just because I'm a demon doesn't mean I lie all the time." he just shakes his head and says, "What if the boys find out? They'll be angry." I smirk and say, "That would be a bit hypocritical of them, seeing as how they're both fucking an angel." "WOAH! I did not need to know that!"

I chuckle and kiss him, not for his soul this time. Then he says, "So, does this make me King of Hell Number Two?" "Yes, I suppose it could."