5 of The Most Depressing Christmas Songs Ever Wrote

1. “Christmas Shoes” by NewSong
   This song tells the heart-wrenching story of a boy trying to buy shoes for his dying mother, so she’ll look beautiful when she meets Jesus. Its somber tone and emotional story make it a tear-jerker.
2. “Please Daddy (Don’t Get Drunk This Christmas)” by John Denver
   A melancholic tune about a child pleading for their father not to ruin Christmas by drinking too much—a stark reminder of family struggles during the holidays.
3. “The Little Boy That Santa Claus Forgot” by Nat King Cole
   This song tells the story of a lonely boy who doesn’t receive any gifts from Santa, symbolizing poverty and neglect during what is supposed to be a joyous season.
4. “I’ll Be Home for Christmas” by Bing Crosby
   While it’s a beautiful classic, the underlying sadness comes from the fact that the singer might only make it home “if only in my dreams,” reflecting longing and separation, often tied to soldiers during wartime.
5. “Do They Know It’s Christmas?” by Band Aid
   Written to raise awareness for famine in Africa, the lyrics emphasize stark inequalities and suffering, contrasting with the abundance often associated with Christmas celebrations.