Desmond's letters refers to a box of letters that Desmond wrote to Penelope Widmore while he was incarcerated at Southway Garrison. After being released from prison and dishonorably discharged from the Royal Regiment of Scotland, it was revealed that Penelope's father, Charles Widmore had intercepted all of the letters. He then returned them to Desmond in a box as he attempted to bribe Desmond into ceasing all further contact with his daughter. ("Live Together, Die Alone")