Pope Francis meets with Russian President Vladimir Putin on the occasion of a private audience at the Vatican, on June 10, 2015. Gregorio Borgia/AFP/Getty Cuban President Raul Castro and Pope Francis leave the Paul VI Hall private studio after a private audience on May 10, 2015 in Vatican City, Vatican. Franco Origlia/Getty Pope Benedict XVI met President Vladimir Putin in 2007. Putin and Pope Benedict discussed the often strained relations between the Vatican and the Russian Orthodox Church. Itar Tass / Reuters In 1996, Pope John Paul II met Cuban President Fidel Castro at his private library in Vatican City, Vatican. Vatican Pool/Getty Augusto Pinochet, then Chilean dictator, met with Pope John Paul II at the balcony of La Moneda in Santiago. Marco Ugarte/AFP/Getty Paraguayan dictator Alfredo Stroessner listened as Pope John Paul II made a speech upon arriving in Paraguay in 1988. STR New / Reuters