The Best Night of Judd Apatow’s Life Included Don Rickles, Frank Sinatra, and Shrooms

Here’s a clip from last night’s Jimmy Kimmel Live, where Judd Apatow looks back on the time he and some writers from Roseanne got high on shrooms then went to watch Don Rickles open for Frank Sinatra at a show in Las Vegas. “We got these tickets to see him, and we wore suits and sat right up front, and then when Rickles came on, we lost our minds,” Apatow says. “And then on the way home, I laughed for so long that my friends were about to take me to the hospital. And then I kept going, ‘Wasn’t this the best night of our lives? Let’s call each other tomorrow, and let’s ask each other if, when we’re sober, it was the best night of our lives!’ And then I called and I’m like, ‘Was it the best night of our lives?’ And we all went ‘Yes!'” Watch some more clips from the interview below:

From Our Partners