It's cross to bear, bear in this case being used in the same sense it is in weight bearing, Greeks bearing gifts or even ball bearing. It refers back to the Biblical tale of Jesus carrying his cross to Golgotha.
Lookin' Out My Back Door. Lookin' Out My Back Door is a song recorded by the American band Creedence Clearwater Revival, also known as CCR. The song was written by the band's lead singer, guitarist, and songwriter, John Fogerty.
The Highwayman Lyrics was written by songwriter Jimmy Webb. The song was released on an album in 1985 by the country super group Johnny Cash, Waylon Jennings, Willie Nelson and Kris Kristofferson and peaked at #1 on the Billboard Hot Country Singles on August 17th, 1985.