I'd ask him : "What would you do if you had really seen a Freakin' ghost?"

I'd ask if they've enjoyed making the show, and if they had any idea how huge Supernatural would be for them. And then I'd stalk them. :D

haha! nutjob :D
I'd ask them who they go total fanboy for.
(And you know that everytime you answer you get five more minutes to ask them something :P)

At first I wouldn't know what to say and then after I had only one minute left, I would ask them which season was their best.I know it's kinda stupid but I would be awestruck and breathing through a paperbag!!

id ask the same question as toti8 which season they enjoyed more and id be in such a shock of meeting them id have a hard time getting it out lol

I posted the question and asked it as if I were asking Jensen and Jared... I meant Sam and Dean Winchester, not Jared and Jensen.

I'd ask Sam how he got so big if we never see him work out.
I'd ask Dean how it felt like to be a hero.

I would ask Dean ''Why don't you trust Castiel and you're always rude and cocky with him?''
I would ask Sam ''Sammy why do you trust that demon skank?Isn't the word demon self-explanatory?

I would ask to Sam : _ Could you leave me and Dean alone for 5 minutes ?

hahahahaha

lol, good one, Ester!^

I'd ask Dean what he likes better: pie or sex.
I'd ask Sam to wear tighter pants.

67impala, I think your wish will come true this week.

I'd ask Sam if he'd be ok with me cloning him.
I'd ask Dean if he'd be ok with just sitting there for five minutes with Linalin drooling over him.

I would ask Dean "Top or Bottom?"
I would ask Sam "Can you go topless more?"

Dean: "What is your favorite pie?"
Sam: "Could you give me your phone number?"

I'd ask Dean if he rides a horse much.
I'd ask Sam if I could be his horse.

You guys made me laugh with all your questions :)

Mine would be...

Sam can you laugh some more, I love it when you laugh
Dean you need to wear some tight leather pants

Dean - shall we go visit the Impala? you can teach me how to drive! or we can just visit the backseat ;]

Sam - why are you being so incredibly STUPID at the moment? May I please smack you?

^^^lol,Dean-girlx!I would have asked the same thing or I'd leave the formalities and shove him back there!

Dean-Why are you so afraid to accept that God has chosen you to bring down Lucifer?

Sam-Wake up,dude!What the hell is wrong with you?Where's the innocent boy you used to be?

Dean-Shall we go to my home and make love?May I kiss you?
Sam-Can you play snooker?

I'd ask Sam out on a date and ask Dean for the keys to the Impala.