The protagonist of the song, feeling depressed on a Monday, decides to head to a bar for a drink. Instead of going home to his wife and kids, he ends up driving to Mexico, visiting a sketchy bar, waking up in jail, and eventually getting bailed out by his wife, who allows him to keep his job despite the trouble he caused.

Meaning of "The Week Of Living Dangerously" by Steve Earle

"The Week Of Living Dangerously" narrates a tale of escapism and reckless behavior driven by a desire to break free from the monotony and dissatisfaction of everyday life. The protagonist's spontaneous decision to leave his responsibilities behind and venture into a world of danger and uncertainty reflects a yearning for excitement and adventure. By indulging in impulsive actions, he finds temporary relief from the mundanity of his existence, even if it comes at a steep cost. The song explores themes of escapism, disillusionment, consequences, and the allure of living life on the edge, highlighting the seductive yet destructive nature of seeking thrills outside the boundaries of normalcy.