Meaning of "More Pretty Girls Than One" by Lyle Lovett

The song reflects the age-old struggle between settling down and living a free-spirited, adventurous life. The mother represents tradition and stability, urging the singer to choose a more conventional path by marrying a loving wife. On the other hand, the singer is enticed by the excitement and variety of pretty girls in different towns, symbolizing the allure of freedom and exploration. This internal conflict highlights the universal dilemma of choosing between stability and adventure, tradition and independence. The lyrics capture the tension between societal expectations and personal desires, showing the complexity of human emotions when it comes to making life choices.