“Always” by Irving Berlin (1925)
When news broke that Irving Berlin and Ellin MacKay were seeing each other, it was the talk of the town. After all, Berlin was 16 years older than MacKay. For her father, however, the fact that she was Catholic and he was Jewish was even worse. Fun fact: her father even sent her to Europe in hopes that she would get over him. The plan failed, MacKay was disinherited, and the two tied the knot. Berlin would release the song “Always” for their wedding.
“50 Ways to Leave Your Lover” by Paul Simon (1975)
This is the perfect song if you are planning to dump your lover. Paul Simon actually wrote “50 Ways to Leave Your Lover” when he left Peggy Harper to begin seeing Carrie Fisher of Star Wars fame. Simon and Fisher would be together for seven years before they decided to get married. Unfortunately, they would divorce after one year.