My last trivia question semed to be toooo easy. Let's see if this 1 is harder. Name the movie I'm describing in details.

The main characters are hanging out. There's a picture off screen. All of them but 1 can instantly see what the picture is supposed to be and it's driving that 1 crazy. A fairly famous pop culture guy, playing himself, walks up, looks at the picture for 2 seconds and says "oh cool, a sailbost."