Sheridan: Talk directly into the camera, start by stating your name for the record.
Dean: My name is Dean Winchester. I’m an Aquarius, I enjoy sunsets, long walks on the beach, and frisky women.
Dean: What do you think, Scully, want to check it out?
Sam: I’m not Scully, you’re Scully.
Dean: No, I’m Mulder. You’re a red-headed woman.
Sam: So?
Dean: Secretary’s name is Carly. She’s 23, she kayaks, and they’re real.
Sam: You didn’t happen to ask her if she’s seen any black dogs lately, did you?
Dean: I don’t know what this thing is.
Sam: You mean Carly’s Myspace address?
Dean: Yeah, Myspace. What the hell is that? Seriously, is that like, some sort of porn site?

And a bunch of them all in one video....
Thirty-six and one Dean Moments