Meaning of "Sailin' Shoes" by Little Feat

The lyrics of "Sailin' Shoes" convey a sense of escapism and the need for a change in order to find happiness and acceptance. The first verse introduces the image of a lady in a turban, an unusual and exotic character, dancing in a cocaine tree. This imagery highlights the idea of indulging in something forbidden or dangerous in order to experience joy and freedom. The reference to a cocaine tree suggests the desire to escape reality and enter a euphoric state of mind.

In the second verse, the character Jedidiah claims to have a way of being more successful than others by using a dime. This implies that he possesses some secret or skill that sets him apart, suggesting that finding a unique approach can lead to greater achievements. The fishing hole serves as a metaphorical meeting place where individuals can share their secrets to success and learn from each other.

The last verse introduces a person feeling so miserable that they seek out a doctor. The doctor responds by asking if the misery has lasted for a long time, implying that the person should not let their troubles consume them. "Ball it on the line" suggests releasing one's problems and not holding onto them excessively. This highlights the importance of confronting and overcoming challenges, rather than allowing them to persist and define one's life.

The chorus, with its repeated directive to "put on your sailin' shoes," serves as a metaphor for embracing change, taking risks, and pursuing new experiences. By doing so, one can draw attention, admiration, and support from others. The sailin' shoes symbolize the readiness to embark on new adventures and explore uncharted territories, both literally and metaphorically.

Overall, "Sailin' Shoes" encourages individuals to break free from confinement, embrace their uniqueness, seek out new experiences, and confront challenges head-on. It highlights the transformative power of change and how it can lead to personal growth and acceptance.