| 100% | BOAT | 4 | ___ shoes, canvas shoes with rubber soles, which were a '90s fashion trend |
| 58% | BUCKET | 6 | ___ hats, hats with a flat top and wide brim which were a '90s fashion trend |
| 53% | FANNY | 5 | ___ packs, waist bags which were a '90s fashion trend |
| 52% | WIDE | 4 | ___-leg jeans, loose jeans which were a '90s fashion trend |
| 52% | PLAID | 5 | ___ shirts, checkered flannel shirts which were a '90s fashion trend |
| 42% | CAPRI | 5 | ___ pants, three-quarter pants that were a '90s fashion trend |
| 41% | ESPADRILLE | 10 | Light shoe with a canvas upper and braided cord sole |
| 41% | THAT | 4 | "___ 90s Show," 2023 modern sitcom which was filmed with a live audience |
| 39% | TOP | 3 | With 101-Down, rubber-soled canvas shoes |
| 39% | CONVERSE | 8 | Famous rubber-soled canvas shoes with star motif |
| 38% | BASTINADO | 9 | Punishment in which the soles of the feet are beaten with a stick |
| 37% | KEDS | 4 | Canvas shoe with a Monster High collaboration |
| 36% | SCOPE | 5 | Suffix with "peri" which is a submarine's binoculars |
| 36% | ESPADRILLE | 10 | Shoe with a rope sole |
| 36% | CLOG | 4 | Shoe with a wooden sole |
| 36% | OVERALLS | 8 | Jumpsuit-style denim wear from the '90s with adjustable straps that has become a popular fashion trend |
| 36% | CLOG | 4 | Shoe with a thick wooden sole |
| 34% | CHOPINE | 7 | Woman's shoe with a stiltlike sole |
| 34% | SLAMBALL | 8 | Sport which is a variant of basketball that's played with trampolines |
| 34% | WEDGE | 5 | High-heeled shoe with a solid block sole |
| 34% | GENTLEMAN | 9 | With 31-Across, a romantic drama film starring Richard Gere which was a huge success |
| 34% | TELLHIM | 7 | A hit song by Celine Dion which is a duet with Barbra Streisand: 2 wds. |
| 33% | HOCKEY | 6 | Winter Olympic sport Ice ___ which is a contact team sport played with sticks |
| 33% | RIP | 3 | Fabric flaw which is now a trending jeans feature |
| 33% | SOCKS | 5 | Wearing them with sandals is a fashion faux pas |
| 33% | GONG | 4 | Game show bell which is hit with a mallet |
| 33% | SOFTBALL | 8 | Sport which is a variant of baseball that's played with a larger ball |
| 32% | BETH | 4 | A hit song by Kiss, which was performed with the New York Philharmonic |
| 32% | KIWI | 4 | Flightless bird which is the name of a shoe polish brand |
| 32% | FLOODING | 8 | A situation in which areas are covered with water |