"Whatever this task is, I'm doing it," Wil says as they approach. He is doing this, you see, because she said in Sydney (when he screwed up the Roadblock) that he wasn't going to get to do any more Roadblocks. She then did the boomerang, so he is asserting that he is going to do this one, dammit, because there's no way he's letting her tell him he can't. When they pull the Roadblock clue, it tells them that the person doing it should be "ready for a wild and woolly time." Tara is able to put this together with the huge number of sheep she sees before her, and she announces that the Roadblock will be "something with sheep." She's sharp, that girl. Phil explains that in this Roadblock, the team member has to go into a corral with twenty-two sheep in it, including three black ones. There's a smaller pen on the end, and the three black sheep have to be herded into that smaller pen. When they're alone in the little pen, the Roadblock is done, and the teams check into the pit stop.
Wil does indeed take the Roadblock. As he climbs into the corral, he tries the most obvious approach -- pointing and attempting to order the sheep around. "Black -- that way!" To no one's surprise, including his, this isn't a particularly successful approach. "This is gonna take forever," he says, discouraged, although Tara is seeing the humor in it already. She's right, too, because this is in fact the finest comedy Roadblock the show has ever come up with. Let's face it -- dumb animals are funny. And the sheep are funny, too. (Oh, wow, did you hear the THUNK from that one? It made the earth shake. It broke dishes.) Anyway, Wil now decides that he's going to try to herd the black sheep into the pen one at a time. This, of course, is the one thing you cannot do, because what are sheep known for? Yes, that's right -- they're known for doing what all the other sheep are doing. Not so much known for their initiative or individuality.