U-2S/ER-2 Dragon Lady (1988)

Though the trophy for the U-2S was given in 1998, the first U-2 got its start in 1954 when the threat of Soviet Intercontinental Ballistic Missiles compelled the CIA to task Kelly Johnson and the Skunk Works® team to develop a high-altitude reconnaissance aircraft. The U-2S remains the highest flying, single engine airplane in service today.