Ernest Tubb's song "You Win Again" is about a person who is in a relationship with someone who consistently cheats and lies. The lyrics describe how the protagonist of the song is aware of their partner's infidelity but finds it difficult to leave them. The news of the partner's unfaithfulness spreads throughout the town, and while the protagonist knows they should walk away, they find themselves unable to do so. The lyrics suggest that the protagonist's trust in their partner was their mistake, and they were the last to realize the truth about the partner's actions. The song conveys a sense of resignation and acceptance of the fact that the partner has won by keeping the protagonist trapped in a cycle of deceit and heartbreak. The lyrics also imply that this pattern of behavior will continue with other victims, as the partner will find new people to deceive and hurt. The protagonist acknowledges that their own heartache is just one among many, as the partner will eventually move on to someone else and repeat the same destructive behavior. In the end, despite the pain caused by the partner's actions, the protagonist still harbors love for them. The song suggests that even though the partner lacks a heart and feels no shame for their actions, the protagonist still cannot help but love them. The cycle continues as the partner wins again, leaving the protagonist in a state of emotional turmoil.
