The Wildest Dreams Bus is taking Manhattan! The unsuspecting dreamer is Oprah's best friend, Gayle King, editor at large of O, The Oprah Magazine in New York City. To pull off this fantastic moment, Oprah calls on Gayle's favorite singer Josh Groban.
"[Surprising Gayle] was hard but so much fun," Oprah says. "We do not keep secrets from each other. We talk every day about everything."
Minutes before Josh arrives, Gayle decides to call Oprah for a chat. Gayle wants to talk about—who else—Josh Groban! "[He's having] a concert this Friday night," she tells Oprah. "His voice does something to me. I just feel him!"
"What was that song that you love so much?" Oprah asks casually. Gayle sings her answer: "When you say you love me..."
Josh's song is still on Gayle's lips when he steps into her office. "Oh my goodness!" she screams, "Josh is here! I would have dressed today. I have no makeup. I look like a schlub!"
Josh presents Gayle with a bouquet of yellow roses and asks her to come with him.
"Oh, this is too much," Gayle says, overwhelmed. "Where are we going?"
That's also a surprise, Gayle!