| 100% | SEAN | 4 | ___ Penn, actor from "Fast Times at Ridgemont High" |
| 68% | PENN | 4 | Actor Sean of "Fast Times at Ridgemont High" |
| 66% | FAST | 4 | "___ Times at Ridgemont High" (Sean Penn comedy) |
| 62% | CATES | 5 | Actress Phoebe of "Fast Times at Ridgemont High" |
| 62% | CATES | 5 | Actress Phoebe of “Fast Times at Ridgemont High” |
| 61% | CATES | 5 | Phoebe of "Fast Times at Ridgemont High" |
| 56% | SOMEBODYSBABY | 13 | 1982 hit for 49-Across that appeared in "Fast Times at Ridgemont High": 2 wds. |
| 48% | TIMES | 5 | "Fast ___ at Ridgemont High," 1982 film starring Sean Penn that chronicles a year in the lives of high school students |
| 46% | TIMES | 5 | "Fast ___ at Ridgemont High" |
| 46% | RIDGEMONTHIGH | 13 | "Fast Times at ___," coming-of-age comedy film featuring Sean Penn as Jeff Spicoli which was adapted from a novel: 2 wds. |
| 43% | TIMES | 5 | 1982 film "Fast ___ at Ridgemont High" |
| 37% | MIDDAYS | 7 | Busy times at fast-food restaurants |
| 37% | SEAN | 4 | Actor ___ Penn from "Milk" |
| 36% | KAL | 3 | Actor Penn from "Harold & Kumar" |
| 36% | BAIL | 4 | High court figure, at times |
| 36% | PAUL | 4 | ___ Walker, actor from "The Fast and the Furious" |
| 36% | KAL | 3 | Actor Penn who taught at Penn |
| 36% | JON | 3 | "Bad Times at the El Royale" actor Hamm |
| 36% | KAL | 3 | Actor ___ Penn from "Harold & Kumar" series |
| 35% | BRAD | 4 | ___ Pitt, actor from "Once Upon a Time in Hollywood" |
| 35% | KAL | 3 | Actor ___ Penn from the "Harold & Kumar" series |
| 35% | KAL | 3 | Actor Penn from the "Harold & Kumar" series |
| 35% | PAULRUDD | 8 | Actor portraying, at times, the smallest Avenger |
| 34% | VIN | 3 | Actor Diesel from "The Fast and the Furious" |
| 33% | BRAD | 4 | Actor Pitt from "Once Upon a Time in Hollywood" |
| 33% | ADAPT | 5 | Take from the stage, at times |
| 32% | MATT | 4 | ___ Damon, actor from "Good Will Hunting" who studied at Harvard University till 1992 |
| 32% | SEAN | 4 | Actor Penn who's divorced from "Wonder Woman" actress Robin Wright |
| 32% | BILLANDTED | 10 | Time-traveling movie duo from San Dimas High School: 3 wds. |
| 32% | SODAS | 5 | Beverages from self-serve machines at fast-food restaurants |