Possible Clues:

• Life of __ (carefree existence)
• Poet James Whitcomb --
• 'Little Orphant Annie' poet
• One with an enviable life
• He leads an easy life
• The life of— is luxurious
• "Harper Valley P.T.A." singer Jeannie C. ___
• One with an easy life, proverbially
• Poet who wrote 'An' the Gobble-uns 'at gits you / Ef you / Don't / Watch / Out!'
• The life of --