| OURSONG | Taylor Swift's first No.1 Country hit, 2007 |
| IAMLEGEND | Hit 2007 Will Smith film |
| WTA | Org. that ranked Chris Evert as its first No.1 player |
| SCAR | Cliff Richard's first No.1 in Australia? Going back, that's on "Serious Charge" originally |
| CARDIGAN | Taylor Swift's first single from her surprise album Folklore (8) |
| FOLKLORE | Taylor Swift's first studio album of 2020 (8) |
| LOVER | Taylor Swift's first album after leaving Big Machine Records |
| TALEOFATUB | A ____ was Jonathan Swift's first major work |
| SKIT | Satirical piece featuring Swift's first clothes (4) |
| ATALE | Satire by Jonathan Swift first published in 1704 (1,4,2,1,3) |
| OFATUB | Satire by Jonathan Swift first published in 1704 (1,4,2,1,3) |
| TIM | With 11-Across: Taylor Swift's first single, which she released in 2006 and which became a Top 40 hit |
| OUR | "__ Song": #1 country hit for Taylor Swift |
| BONJOVI | First hard rock band to score a #1 country hit |
| BROOKSANDDUNN | Duo whose "Play Something Country" hit #1 on the Billboard Country Songs Chart in 2005: 3 wds. |
| CORBIN | Easton ___, singer with the 2009 #1 country hit "A Little More Country Than That" |
| SHABOOZEY | Hip-hop and alt-country singer with the 2024 country hit "A Bar Song (Tipsy)" |
| BEYONCE | R&B, pop, and country singer with the 2024 country hit "Texas Hold 'Em" |
| LILNASX | Hip-hop and country rap singer with the 2019 country hit "Old Town Road": 3 wds. |
| KANEBROWN | R&B and country singer with the 2022 country hit "Thank God": 2 wds. |
