The movie hunk once agreed to let a young Kutcher date his then-girlfriend Jennifer Aniston to win a bet after the PUNK'D star, who is now dating DEMI MOORE, told him he was a huge admirer of the former FRIENDS star.
And the two have become good friends over the years - Pitt even calls the DUDE, WHERE'S MY CAR? star A KUTCHY, because, like rap mogul SEAN 'P DIDDY' COMBS, he has a string of successful ventures.
In the new Interview chat, the two stars muse about the hell of being caught up in big celebrity romances and Kutcher reveals how difficult it is to play practical jokes on stars for his hit Punk'd show.
He tells Pitt, "A lot of it is about where you can get people to go physically, which is a little tricky because most actors and musicians are kind of hermits - they like to stay in their houses."
Pitt also reveals he promised to tell his now-estranged wife Aniston if Kutcher and his Punk'd posse ever came after her.