The song "An Empty Cup (And A Broken Date)" by Buddy Holly tells the story of a person who is feeling heartbroken and betrayed. The lyrics reveal that the narrator had made plans to meet someone special at a drive-in. They had been dreaming about this date and had high hopes for it. However, when the appointed time came, the person the narrator was waiting for drove by with another guy, completely ignoring them. This unexpected act of betrayal deeply affects the narrator, causing them to feel devastated and cry. This incident makes them realize that the person they were interested in never cared for them at all, which tears them apart emotionally. The lyrics also compare the narrator's love life to an empty cup, symbolizing that their love has gone completely and they feel empty inside. They feel as if they have hit rock bottom and are all alone in their sorrow. Overall, the song expresses feelings of heartbreak, betrayal, and loneliness that result from the narrator's failed date and discovering that the person they had feelings for didn't care about them.