| 100% | MINI | 4 | ___ skirt, short fashion of the 2000s, rocked by Britney Spears in "...Baby One More Time" |
| 49% | LOW | 3 | ___-rise jeans, below-the-belt denim fashion of the 2000s, rocked by Britney Spears in "I'm A Slave 4 U" |
| 46% | CULOTTE | 7 | Fashion-forward split skirt of the 2000s, rocked by Sarah Jessica Parker in "Sex and the City" |
| 39% | SPEARS | 6 | The surname of Baby One More Time singer |
| 38% | TRUCKER | 7 | ___ hat, "gimme" headgear of the 2000s, rocked by Ashton Kutcher in "Punk'd" |
| 36% | BRITNEYSPEARS | 13 | Musician whose first single "... Baby one more time" topped the charts in 1998 when she was just 17 years old: 2 wds. |
| 36% | MUGSHOT | 7 | One of many released by the Fulton County Jail in late August |
| 35% | SPEARS | 6 | Britney who sang Baby One More Time |
| 34% | HITME | 5 | Words before the title line in ". . . Baby One More Time" |
| 34% | TRL | 3 | MTV countdown show that named “. . . Baby One More Time” the most iconic music video of all time |
| 33% | SHAZAM | 6 | One of the many exclamations improvised by Tobey Maguire when Spider-Man tries web-shooting for the first time |
| 33% | NANCYWILSON | 11 | One of Rolling Stone's "250 Greatest Guitarists of All Time," she plays guitar in the rock group Heart: 2 wds. |
| 32% | KOPILUWAK | 9 | One of the most expensive coffees in the world which includes part-digested coffee cherries by the Asian palm civet: 2 wds. |
| 32% | ONE | 3 | Britney Spears 1998 hit "Hit me baby ___ more time" |
| 32% | PACMAN | 6 | One of the most popular arcade games in the world, where the player has to avoid being eaten by the 4 ghosts: Hyph. |
| 32% | PRIMP | 5 | Spend much time in front of the mirror |
| 32% | EVENT | 5 | One of many in the Olympics |
| 32% | SPORT | 5 | One of many in the Olympics |
| 31% | ASIGN | 5 | "Give me ___ / Hit me, baby, one more time" (Britney Spears lyric) |
| 31% | BRITNEY | 7 | Spears who sang Toxic, Baby One More Time |
| 31% | MLK | 3 | The initials of one of the most famous Civil Rights Movement leaders of all time in America: Abbr. |
| 31% | HUSKY | 5 | One of many running in the Iditarod |
| 31% | CEL | 3 | One of many in the "Disney Morgue" |
| 31% | AERIE | 5 | The largest one of these was in Florida, weighted an estimated 4,000 lb plus and built by one or more pairs of Haliaeetus leucocephalus |
| 31% | BRITNEYSPEARS | 13 | Pop singer who released the #1 album "… Baby One More Time" in 1999, at age 17: 2 wds. |
| 31% | EON | 3 | One of four in the geologic time scale |
| 31% | TRIAL | 5 | One of many in the book of Job |
| 31% | IAGO | 4 | One of the villains in 'Othello' by Shakespeare |
| 31% | LEAF | 4 | One of many that fall in the fall |
| 31% | SUITOR | 6 | One of many for Penelope in the "Odyssey" |