| 100% | TAILGATE | 8 | Game day is here! Time to head to the parking lot for your first ___ party (involving the trunk of your car) |
| 32% | NEON | 4 | Let's go to the 1980s! What will you see here? You will see a lot of this bright shade used for clothes |
| 31% | BLUE | 4 | (1/7) Summer is here! The sun is shining and the skies are a brilliant shade of ___. What better day to head to the pool? |
| 31% | BEP | 3 | ___ Guidolin, former NHL player who holds the record of being the youngest player to play his first NHL game at only 16 years, 337 days |
| 31% | TEEN | 4 | Person who might be able to vote or drive for the first time |
| 31% | BREAK | 5 | Oof the exams are behind you! Time to head home for the spring ___! |
| 31% | SAUDIS | 6 | Women who were legally permitted to drive for the first time in 2018 |
| 31% | DOOM | 4 | First-person shooter game released in 1993 by id Software which is considered to be one of the most influential video games of all time |
| 30% | PEN | 3 | Remember the first time you were allowed to use a ___ (ink-filled writing tool) instead of a pencil at school? Best. Day. Ever! |
| 30% | REST | 4 | "Today is the first day of the ___ of your life" |
| 30% | CLASS | 5 | Remember the first time you were chosen as the ___ monitor (student leader) and got to be in charge for the day? Best. Day. Ever! |
| 30% | FISHING | 7 | Casting your line to wait for the catch of the day |
| 30% | TINAFEY | 7 | Actress/writer who was the first woman to be head writer of "Saturday Night Live," and the third woman to host five times (2 wds.) |
| 29% | THREE | 5 | Number of days the first Thanksgiving was celebrated for |
| 29% | NAOMAMPBELL | 11 | *Woman who was the first Black model to appear on the cover of Time |
| 29% | BAD | 3 | "___ was the blood of the song in the cab / On your first trip to L.A." |
| 29% | TOKYO | 5 | First Asian city scheduled to hold the Olympic Games for a second time |
| 29% | YOUMIGHTTHINK | 13 | The Cars Top 10 hit whose video features 44-Across as a housefly (and was the first to win the MTV Video Music Award for Video of the Year) (3 wds.) |
| 29% | JOHNSON | 7 | He was US president for the first 20 days of 1969 |
| 29% | BEETLE | 6 | Volkswagen model which has the record of being the first car to sell 20 million units |
| 28% | RADIO | 5 | It was used to play music for the first time in 1906 |
| 28% | SHOES | 5 | *We will, we will rock you!* "Tighten the laces of your ___, there's a lot of running to do!" |
| 28% | MON | 3 | First day of the week, for short (start to 15a, 30a, 41a, 42a, 47a, 19d, and 22d) |
| 28% | LOAD | 4 | Put in the trunk of a car, for example |
| 28% | BONAPARTE | 9 | Napoleon ___, one of the greatest conquerors of all time who is studied in military schools to this day |
| 28% | BONO | 4 | First musician to be a ''Time'' Person of the Year |
| 28% | TRIP | 4 | "Bad was the blood of the song in the cab on your first ___ to L.A." ("Invisible String" lyric) |
| 28% | ALYSSANAKKEN | 12 | First woman to coach on the field of a Major League Baseball game, for the San Francisco Giants in 2020: 2 wds. |
| 27% | INKLE | 5 | Company that created "80 Days" which was Time Magazine's Game of the Year in 2014 |
| 27% | INDIEGOGO | 9 | Online platform that was one of the first websites to offer crowdfunding for business and personal goals |