Lil Wayne has long considered Jay Z one of his mentors.

But there was an awkward moment between the two "years ago" when Wayne went up to New York to talk with Hov about signing to Roc-A-Fella.

Wayne spoke about the meeting on DJ Drama's radio show

“You know when I went out there to talk to him about being with Roc-A-Fella, and mind you this was years ago, years ago,” he said of meeting. “First of all, he was at the 40/40 in the daytime, and when I got up there he was talking, it was Denzel [Washington], it was Derek Jeter. I was like, ‘This is his clique?’ And they up there just laughing at jokes I just don’t get. Laughing loud. He literally sat me down next to him, and this where all that’s going on at, and he sat me right here. Like, ‘You ain’t a part of this,’ you know? And he would talk to me on the side after every joke." "That man offered me 175 [thousand],” Wayne explained, still a bit incredulous after all these years. "I was looking like, two teeth in my mouth is 175, like two of them. My bottom teeth. So we laugh about that all the time."