Joseph Bowers is considered the first prisoner to try escaping Alcatraz, but was killed during his attempt. The next to attempt it was a pair of conspiring inmates named Ted Cole and Ralph Roe. Both men had long rap sheets and were known escape risks -- including from high security facilities. As a last resort, each was sentenced to time at the most inescapable prison in the United States: Alcatraz. With hindsight, and it's easy for us to say with time on our side, maybe they should have been kept apart, because these prisoners-in-crime totally escaped Alcatraz Island, and were never seen again.