1. Answer: Mickey Rourke
Rourke was nominated as Best Actor for The Wrestler (2008), but
lost. Duvall won his sole Oscar (Best Actor) for Tender Mercies
(1983), Eminem won for Best Original Song in 8 Mile (2002), and
Cuba Gooding, Jr. won his sole Oscar (Best Supporting Actor) for
Jerry Maguire (1996).
2. Answer: The Evening Star
In the poorly-received sequel The Evening Star (1996), both Jack
Nicholson and Shirley MacLaine reprised their roles.
3. Answer: Henry Fielding
English playwright and novelist Henry Fielding's classic 1749 comic
novel was adapted into the popular Oscar-winning British comedy.
4. Answer: Swinging
On A Star
Swinging On A Star (with music by Jimmie Van Heusen and lyrics
by Johnny Burke) won the Oscar.
5. Answer: 1944
For three consecutive years from 1969-1971 (honoring films from
1968-1970), there was no Academy Awards host. Other years
without a host included 1939, 1969-1971, 1989, and
more recently in 2019-2020.
6. Answer: All
of the above
All of the above were nominated only twice, each
time for Best Actress and all three won both times: Rainer (1936
and 1937), Leigh (1939 and 1951), and Field (1979 and 1984). Hilary
Swank also accomplished the feat in 1999 and 2004, as well as Frances
McDormand in 1996 and 2017.
7. Answer: In & Out (1997)
Hollywood attempted to make a comedy-gay film, In & Out (1997)
about an outed English literature teacher (Kevin Kline) in
an Indiana town. One of his former students (Matt Dillon)
thanked him at the Academy Awards and mentioned he was gay.
8. Answer: Susan Sarandon
Oscar-nominee Rowlands was directed by her nominated husband John
Cassavetes in A Woman Under the Influence (1974), but both
did not win. Diane Keaton was romantically linked to Woody
Allen when she won Best Actress for Annie Hall (1977), but
they never married. Susan Sarandon was the first Oscar winner
to win for Dead Man Walking (1995), directed by nominated husband
Tim Robbins (unofficial live-in marital partner at the time).
In the next year, McDormand won the Best Actress Oscar for
Fargo (1996), directed by nominated husband Joel Coen.
9. Answer: Pollock (2000)
Harris has received four career nominations (with no wins) - and
has only one Best Actor nomination, for Pollock (2000).
10. Answer: Sean Penn
George C. Scott originally refused his Oscar nomination for The
Hustler (1961), and then refused his Oscar win in 1970 for
Patton (1970), as did Marlon Brando for his Best Actor win
for The Godfather (1972). Much earlier in 1935, Dudley Nichols
(the Best Screenplay Oscar winner for The Informer (1935))
also boycotted the Oscars, thereby refusing his Academy Award.
11. Answer: Michelle Pfeiffer
Pfeiffer has been nominated three times, all in different years
(1988, 1989, and 1992) without any Oscar wins. Jessica Lange
won one of her two nominations in 1982 for Tootsie (1982) (Best
Supporting Actress) (she lost for Frances (1982) (Best Actress)),
while Julianne Moore had two losing nominations in 2002 for
Far from Heaven (2002) (Best Actress) and The Hours (2002)
(Best Supporting Actress). Cate Blanchett lost twice in 2007
for Elizabeth: The Golden Age (2007) (Best Actress) and I'm
Not There (2007) (Best Supporting Actress). These are additional
actresses who have been Oscar-nominated twice in the same year:
Fay Bainter, Teresa Wright, Sigourney Weaver, Holly Hunter,
Emma Thompson, and Scarlett Johansson.
12. Answer: Woody Allen
Woody Allen won Best Director (his first Oscar win) for Annie Hall
(1977), a film he also starred in and was nominated as Best
Actor. Warren Beatty accomplished the same feat for Reds (1981),
Kevin Costner for Dances With Wolves (1990), and Clint Eastwood
for Unforgiven (1992). No one yet has won both Best Actor and
Best Director for the same film.
13. Answer: Fran Walsh
Fran Walsh won three Oscars for her work on The Lord of the Rings:
The Return of the King (2003): Best Picture, Best Adapted Screenplay
and Best Original Song.
14. Answer: Shelley Winters
Shelley Winters became the first actress to win two best supporting
actress Oscars, with her win for A Patch of Blue (1965). She
had previously won for The Diary of Anne Frank (1959). Only
one other actress has won two supporting Oscars, Dianne Wiest
(for wins in 1986 and 1994).
15. Answer: Helen
Hayes
Helen Hayes won lead and supporting Oscars in 1931/32 and in 1970,
becoming the first. Six other women have accomplished the same
feat as Helen Hayes: Ingrid Bergman in 1974, Maggie Smith in
1978, Meryl Streep in 1982, Jessica Lange in 1994, Cate Blanchett
in 2013 and Renée
Zellweger in 2019. Six men have accomplished the same feat: Jack
Lemmon 1973, Robert De Niro in 1980, Jack
Nicholson in 1983, Gene Hackman in 1992, Kevin
Spacey in 1999 and Denzel Washington in 2001.
16. Answer: Cate Blanchett
Blanchett won the Oscar for playing real-life Oscar-winner Katharine
Hepburn in director Martin Scorsese's The Aviator (2004).
17. Answer: The Godfather
Best Picture wins for The Godfather (1972) and The Godfather, Part
II (1974) made The Godfather franchise-series the only one to win
more than one Best Picture Oscar.
18. Answer: Hattie McDaniel
Hattie McDaniel
won Best Supporting Actress in Gone with the Wind (1939) to become
the first African-American to win an Academy Award.
19. Answer: Jane
Wyman
Jane Wyman was the first to win the Oscar - Best Actress - for her
portrayal of deaf mute Belinda in Johnny Belinda (1948), followed
by John Mills for Ryan's Daughter (1970), Marlee Matlin for Children
of a Lesser God (1986), and Holly Hunter for The Piano (1993).
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