Nacho Libre (2006)

Nacho Libre (2006) is a goofy, sweet comedy starring Jack Black as Ignacio, AKA Nacho, a clumsy monk working at a rundown Mexican orphanage who secretly dreams of becoming a luchador to raise money for the kids. Teaming up with a scrawny street thief named Esqueleto, Nacho enters the wrestling world, getting humiliated repeatedly but slowly gaining confidence and local notoriety. Along the way, he wrestles with his confidence level and his crush on Sister Encarnación, all while trying to do the right thing for the orphans. This was Black's follow-up to his smash hit School of Rock in 2003, and firmly established him as a major comedy star. But this look at Jack's ass crack as he trains in a field is no laughing matter! Libre-ate this man from his clothes more often!