| 100% | SYLLABUS | 8 | Professor's handout on the first day of class |
| 58% | DREWBLOOD | 9 | What the vampires did on the first day of art class? |
| 56% | JOANBAEZ | 8 | *Singer on the first day of Woodstock |
| 56% | SHANATOVA | 9 | Greeting on the first day of Tishri |
| 56% | ASHES | 5 | Symbol on the first day of Lent |
| 56% | ASHES | 5 | Symbol bestowed on the first day of Lent |
| 56% | PARTRIDGE | 9 | Bird given on the first day of Christmas |
| 55% | ASHES | 5 | They're bestowed on the first day of Lent |
| 55% | RENT | 4 | Payment that's often due on the first day of each month |
| 55% | RAVI | 4 | He performed before Melanie on the first day of Woodstock |
| 54% | SHY | 3 | Having trouble making friends on the first day of school, say |
| 54% | TET | 3 | Vietnamese New Year, celebrated on the first day of the Lunar calendar |
| 51% | USCENSUS | 8 | Once-per-decade count tabulated on the first day of April (and certainly not a prank) |
| 51% | BUTWHYCANTIWEARIT | 17 | ...on the first day of school |
| 51% | PEAR | 4 | On the first day of Christmas, your true love may send you a partridge in this "poached fruit" tree |
| 50% | NEWKID | 6 | Object of curiosity on the first day of school |
| 50% | LABOR | 5 | Day celebrated on the first Monday of September |
| 49% | SENTTO | 6 | “On the first day of Christmas, my true love ___ me ... ” |
| 48% | SLEDS | 5 | Toys that might be dusted off on the first snow day of the year |
| 45% | MAYDAY | 6 | The first day of the fifth month |
| 45% | TREE | 4 | "On the first day of Christmas, my true love sent to me, a partridge in a pear ___..." |
| 45% | MONDAY | 6 | The first day of Lent in Greece: Clean __ |
| 45% | ADVENT | 6 | & 18D First day of the liturgical year in Western Christianity, falling on any date between November 27 and December 3 |
| 44% | TET | 3 | Holiday celebrating the first day of spring |
| 44% | NEE | 3 | Word on the first line of Mirren's Wikipedia article |
| 44% | RAMA | 4 | He's celebrated on the ninth day of Chaitra |
| 44% | TERI | 4 | Jack's wife on the first season of "24" |
| 44% | LIGHT | 5 | Something created by God on the first day |
| 44% | MONDAY | 6 | First day of the work week |