Swingin’ Through the ’90s
This 1997 film had Sarah Michelle Gellar and Ryan Phillippe scheming their way through prep school, based loosely on Dangerous Liaisons.
What is Cruel Intentions?
Kevin Costner played an aging catcher opposite Susan Sarandon in this 1988
baseball romance.
What is Bull Durham?
This 1995 Alanis Morissette song is often cited as a misuse of the word 'ironic'.
What is Ironic?
This singer and actress earned an Oscar for playing Effie White in Dreamgirls.
Who is Jennifer Hudson?
This 1994 Quentin Tarantino film revived John Travolta’s career and made 'Royale
with Cheese' a household phrase.
What is Pulp Fiction?
Before she was a rom-com queen, this actress played a teenage prostitute in Pretty Woman.
Who is Julia Roberts?
This 2004 Disney film told the true story of the Texas Western basketball team
breaking racial barriers in the 1960s.
What is Glory Road?
Before fronting the Foo Fighters, this musician was Nirvana’s drummer.
Who is Dave Grohl?
This country singer was the first woman to win the CMA’s Entertainer of the Year
twice.
Who is Taylor Swift?
This director’s 1999 breakout film Being John Malkovich takes place inside an
actor’s head — literally.
Who is Spike Jonze?
This Canadian teen drama launched the careers of Drake and Nina Dobrev.
What is Degrassi: The Next Generation?
Brad Pitt wasn’t the only baseball icon onscreen in Moneyball — this actor
portrayed assistant GM Peter Brand, inspired by Paul DePodesta.
Who is Jonah Hill?
This singer released Jagged Little Pill the same year Mariah Carey released
Daydream and TLC dropped CrazySexyCool.
Who is Alanis Morissette?
This 1990s icon won an Oscar for Monster’s Ball and was the first Black woman to
win Best Actress.
Who is Halle Berry?
Sofia Coppola won an Oscar for her screenplay about two lonely travelers
connecting in Tokyo.
What is Lost in Translation?
Before reality TV was a genre, MTV gave us this 1992 show about 'seven strangers picked to live in a house.'
What is The Real World?
In Rocky IV, this Soviet boxer uttered the chilling line, 'If he dies, he dies.'
Who is Ivan Drago?
This 1998 Madonna album was heavily influenced by electronica and included the
single 'Ray of Light.'
What is Ray of Light?
Before becoming Catwoman, this actress played the underestimated assistant in
The Princess Diaries.
Who is Anne Hathaway?
In this 2000 psychological thriller, Guy Pearce suffers from short-term memory
loss and tattoos clues on his body.
What is Memento?
This 1999 mockumentary starred Kirsten Dunst and Denise Richards in a dark comedy about small-town beauty pageants.
What is Drop Dead Gorgeous?
This 2019 film starred Shia LaBeouf playing his own abusive father in a semi-
autobiographical screenplay he wrote.
What is Honey Boy?
This obscure Radiohead B-side, 'Talk Show Host,' gained cult fame after appearing
in Baz Luhrmann’s Romeo + Juliet.
What is Talk Show Host?
This legendary singer’s 1994 Las Vegas residency helped redefine the modern diva
era.
Who is Celine Dion?
This 1999 film about suburban malaise won Best Picture and featured Kevin
Spacey’s obsession with a plastic bag scene.
What is American Beauty?