For comedians, a little controversy is often necessary for success. And though it’s easy to offend people, it's also easy to write off people as being too easily offended—so what determines if a comedian has gone too far? 

Daniel Tosh found himself at the center of this debate after trying out a joke about rape during a set. The joke brought a mountain of shit down on him, even as comics like Louis CK weighed in to defend a comic's right to try ad fail at making people laugh.

Obviously, Tosh's career wasn't sunk by the joke. Tomorrow, February 5, at 10 p.m., the new season of his Comedy Central series, Tosh.0, premieres, and surely it'll be as controversial and offensive as ever. In honor of its premiere, here are the 25 Most Controversial Comedians of All Time.

RELATED: Chelsea Handler's 20 Most Controversial Comments
RELATED: The 15 Worst Stand-Up Comedians
RELATED: The 50 Hottest Funny Girls of All Time

Written by Tanya Ghahremani (@tanyaghahremani)