Sean “Waterboy” Hannity When will Sean Hannity be waterboarded? On April 22,2009, Hannity volunteered to be waterboarded in order to prove that waterboarding is not torture. He and Rush Limbaugh, state that torture and waterboarding are like “fraternity pranks” and not harmful at all. They both, along with Donald Rumsfield say that they could easily withstand imprisonment in the Guantanamo Bay prison. Keith Olbermann offered to donate $1,000 to military families for every second Hannity is waterboarded.