| HILARYSWANK | This two-for-two winner won for Boys Don't Cry (1999) and Million Dollar Baby (2004) |
| SWANK | Hilary ___, Oscar- winning star of Boys Don't Cry (1999) |
| TEENA | Lead role in "Boys Don't Cry," 1999 |
| SALLYFIELD | She's also two-for-two in the Best Actress category, winning for Norma Rae (1979) and Places in the Heart (1984) |
| EPICS | 2024's "Furiosa: A Mad Max Saga" and "Dune: Part Two," for two |
| DUET | "Tea for Two" for two, e.g. |
| DOUBLEENTENDRES | They leave a lot open to interpretation, as two winners at point-to-point tend to go right? And half |
| DAILY | ___ double (bet in which two winners must be picked) |
| ITSATIE | "We've got two winners!" |
| CLINTEASTWOOD | Actor/director who won Best Picture and Best Director Oscars for Unforgiven and Million Dollar Baby (5,8) |
| EASTWOOD | Clint ?, Best Director Oscar winner for Unforgiven and Million Dollar Baby (8) |
| MORGANFREEMAN | Actor in the Best Picture Oscar films Driving Miss Daisy Unforgiven and Million Dollar Baby: 2 wds. |
| SEVIGNY | Chloe ?, Best Actress in a Supporting Role Oscar nominee for Boys Don't Cry (7) |
| LIBERIA | 2011 cowinners Ellen Johnson Sirleaf and Leymah Gbowee won for their struggle for the safety of women and women's rights in this African country |
| REDCROSS | The only three-time Nobel Prize winner is this organization, which won for peace in 1917, 1944, and 1963 |
| BOYS | ___ Don't Cry, 1999 Hilary Swank movie (4) |
| REVERENDS | 61- Down and William Barber II, for two |
| TSARS | Nicholas I and II, for two |
| MIROS | "Carota" and "Blue II," for two |
| KAISERS | Frederick III and Wilhelm II, for two |
