Fans of Secret of Monkey Island, the 1990 point-n-click adventure game, will undoubtedly remember the infamous "three trials" scene, in which protagonist Guybrush Threepwood proclaims to Mêlée Island's pirate leaders that he, too, would like to be a pirate.
Here's the iconic scene, Team Fortress 2 style. And it's extremely well done. Enjoy.
[SFM] I Wanna Be a Pirate [YouTube via Tim Schafer]