| Answer | Crossword Clue |
|---|---|
| LEO | Director Penn |
| SEAN | Actor Penn |
| SEAN | Actor, ... Penn |
| KAL | Actor Penn |
| SEAN | Two-Oscar actor Penn |
| SEAN | Actor Connery or Penn |
| SEAN | Actor Penn or Connery |
| MILK | Best Actor role for Penn |
| KAL | Actor Penn of "Van Wilder" |
| SEAN | Actor Penn of "Mystic River" |
| KAL | Actor Penn who played Kumar |
| SEAN | 2000 Leading Actor nominee Penn |
| KAL | Actor Penn of the Harold and Kumar movies |
| KAL | Actor Penn who has worked for the Obama administration |
| KAL | Actor Penn who served in the White House Office of Public Engagement |
