2019: ‘Whiskey Glasses’ by Morgan Wallen

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Number of weeks spent as #1: 3

Morgan Wallen’s second track to hit #1 on the Hot Country charts, “Whiskey Glasses” held its position as king of the hill for three weeks before dropping in the ranking. Even more impressively, it managed a 52-week run before falling off the chart entirely. Wallen has said they recorded the song to sound woozier as it went along, as if the heartbreak at its core were slowly manifesting in an aural drunken stupor.