1. Dude
Dean: 0
Sam: 0
2. "I've been everywhere, man."
Dean: 4
“C'mon, man. She is the Ms. Universe of lying skanks.”
“C'mon, man. What are you? Blind?”
“That’s all this is, man.”
“Man, we-we-we stop spreading it for these demons.”
Sam: 0
3. "Jerk." "Bitch."
Dean: 3
“When that bitch breathes the air comes out crooked.”
“I know. And those evil sons of bitches know it, too.”
“So, this is your big plan? Drag me to hell? Kill Sam? And then what - become queen bitch?”
Sam: 1
“Try stop me, then I kill you - bitch!”
Honourable Mention
Ruby: “I kill you, you son of a bitch!”
“Call me a bitch, hate me all you want…”
Bobby: "You're almost hell's bitch, so you can see hell's other bitches."
4. Jinx.
If you count singing 'Dead or Alive' together then there was just this one.
5. Fence-jumpin', Lock-pickin', Gun-shootin', and Door-kickin'.
Number of times a fence is jumped (by Sam, Dean, or both): 0
Honourable Mention
The demon!mailman jumps one fence chasing Dean.
Number of times a lock is picked (by Sam or Dean): 1
Sam picks the lock to Lilith' house.
Number of times a gun is fired (by Sam or Dean): 0
Number of times a door is kicked in (by Sam or Dean): 0
6. When is "Sam" a "Sammy" and other pressing name questions.
Number of times Dean says, "Sam." 9
“Dammit, Sam. No!”
“Sam! Don’t!”
“Let’s go, Sam.”
“Sam, you wanted the knife, I got you the knife.”
“Sam, we’re not gonna make the same mistakes all over again.”
“Sam, remember what dad taught you, okay?”
“Sam, that’s not Ruby!”
“SAAAAAAAAAAM … SAAAAAAAAAAAAAAAM!” (well… in hell.)
Number of times Dean says, "Sammy." 1
“Sammy, all I’m saying is that you are my weak spot.”
Number of times Sam says, "Dean." 17
“Hey, Dean… uhm… ”
“I don’t care what it takes, Dean.”
“I’m sorry. Then what are we supposed to do, Dean?”
“Dean, I am summoning Ruby.”
“Then gimme another option, Dean.”
“Dean, look. Just hold on…”
“Dean. What if… uh…”
“Dean, just listen to me for a second.”
“We got one shot at this, Dean. Just one.”
“Dean…”
“Hey, Dean?” (in the car)
“Dean!” (when Dean attacks the demon!policeman)
“Look, Dean. I know it’s awful.”
“This is not just about saving you, Dean.”
“Don’t, Dean. I’m not gonna let you go to hell, Dean.”
“No… no… Dean…” (when Dean is already dead)
Honourable Mentions
Ruby: “Hey, Sam.”
“I know how to save your brother, Sam.”
“Sam, you’ve got some god given talent.”
“… but I have never lied to you, Sam.”
“Dean!” (after Dean calls her the slutty little Yoda)
“I wish I could be there, Dean.”
“Sam, gimme the knife before you hurt yourself.”
“I’m sorry, Dean.”
Lilith: “Hello, Sam.”
Please comment if I counted wrong or there are any other mistakes.