Meaning of "A Long Time Ago" by Waylon Jennings

The lyrics of "A Long Time Ago" by Waylon Jennings delve into the singer's rebellious nature and refusal to conform to societal expectations. He acknowledges that he doesn't fit the conventional mold of a cowboy singer, both in appearance and choices. Through his words, he suggests that he has made mistakes in the past, having taken things he shouldn't have. However, he implies that these experiences have shaped him into the person he is today.

Jennings touches on his complicated relationship with women, hinting at a certain disillusionment. He states that he discovered they weren't men and yet still chose to marry them occasionally. This suggests that despite his reservations, he pursued relationships, possibly due to societal pressure or personal desires.

The singer also expresses his love for flying, symbolizing freedom and escape from the constraints of the world. He mentions being "born with a fire down below," a metaphorical reference to his passion and rebellious spirit. Learning to fly could be interpreted as his ability to transcend the limitations imposed upon him.

Furthermore, Jennings alludes to his past experiences without providing specific details. He mentions the years spent in rain, in love, and in insanity, refusing to divulge any further. This evokes a sense of mystery and preserves the singer's privacy. He also alludes to an incident on a plane and asserts that the listener already knows about it, reinforcing the idea that he has chosen not to share all his experiences openly.

The lyrics also touch on Waylon Jennings' friendship and shared experiences with Willie Nelson, referring to themselves as outlaws. They suggest that they have faced the consequences of their actions, being caught by the system. Despite attempts to run them off, Jennings declares that he has stopped running a long time ago, implying his resolve to live life on his own terms.

In essence, "A Long Time Ago" encapsulates Waylon Jennings' nonconformist attitude, his resistance to societal expectations, and his determination to maintain his personal freedom and authenticity.