The song "Rainboots" by Mason Jennings is a love song with a sense of longing and determination. The lyrics describe the protagonist's immediate attraction to someone they see wearing rainboots and a raincoat. They are captivated by this person and desperately try to catch up to them when they jump into a taxi. The protagonist takes off running in an attempt to catch up to the taxi and finally reaches the scene when the light turns green, but it's too late. The person they admire has already walked into a building numbered 58. Despite this setback, the protagonist rushes into the building's lobby, where they are reunited with the person they've been chasing. They passionately embrace against a wall, still wet from the rain. The song suggests that the two individuals have a deep connection, symbolized by the line "I'm the horse in your pasture, I'm the ship on your sea." The chorus repeats the plea for recognition and highlights the idea that dreams come true on 11th avenue, where the events of the song take place. It portrays a sense of happiness and contentment now that the protagonist is finally "home" with their loved one. The song ends on a hopeful note, with the protagonist waking up to a sky filled with clouds and doubts. However, they are reassured by the shining sun, indicating that their love and happiness will prevail. Overall, "Rainboots" tells a story of love at first sight, determination, and the joy of finding and being with the person who makes you feel at home.