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60 free Will Smith trivia questions with answers — entertainment quiz, new questions added Aug 2026.
52 free Will Smith trivia questions with answers. Will Smith has been famous for four decades in three different jobs: the teenage rapper who won the first-ever rap Grammy, the sitcom star of The Fresh Prince of Bel-Air, and the box-office king of the late 1990s and 2000s. This quiz covers all of it. Fifty questions run from his West Philadelphia childhood and the DJ Jazzy Jeff years through Bad Boys, Independence Day, Men in Black, Ali, Hitch, The Pursuit of Happyness, I Am Legend and Hancock, up to King Richard, the Best Actor Oscar and the slap that overshadowed it. The easy questions ask which sitcom made him a star and who his Men in Black partner was; the hard ones want the sitcom theme he sampled on his first single, the size of his 1980s tax bill, the role he turned down that went to Keanu Reeves and the stunt he pulled for his 50th birthday. It works for movie nights, 90s parties and anyone who can still rap the Fresh Prince theme from memory. Every answer was checked against Wikipedia's articles on Will Smith, his films and The Fresh Prince of Bel-Air, and each question carries the sentence that backs it up.
30 of 60 questions with answers and explanations. Play the quiz
Q 01In which US city was Will Smith born?
Philadelphia
He grew up in the Wynnefield neighborhood of West Philadelphia and attended Overbrook High School.
Q 02What is Will Smith's actual first name?
Willard
He is Willard Carroll Smith II; his eldest son Trey is Willard Carroll Smith III.
Q 03The Fresh Prince of Bel-Air, which launched Will Smith's acting career in 1990, aired on which network?
NBC
NBC built the show around him at a moment when he was broke and being chased by the IRS.
Q 04Who was Will Smith's DJ and producer in his hip-hop duo?
DJ Jazzy Jeff
Jeffrey Townes met Smith by chance in 1985 when Smith filled in as hype man at a house party a few doors from his home.
Q 05Which song by Will Smith's hip-hop duo won the first-ever Grammy for Best Rap Performance?
Parents Just Don't Understand
The duo were also the first rap act to win an MTV Video Music Award for Best Rap Video with the same song.
Q 06The duo's first single, 'Girls Ain't Nothing but Trouble', sampled the theme song of which TV show?
I Dream of Jeannie
The single became a hit a month before Smith graduated from high school.
Q 07Roughly how big was the tax debt the IRS assessed against Will Smith around 1990?
$2.8 million
The IRS took many of his possessions and garnished his income; NBC's sitcom offer arrived while he was struggling financially.
Q 08Which 1997 solo album was Will Smith's debut and went nine times platinum?
Big Willie Style
It reached the top ten of the Billboard 200 and, as of 2013, was among the best-selling rap albums of all time.
Q 09Which single gave Will Smith his first Billboard Hot 100 number one, in 1998?
Gettin' Jiggy wit It
It was the third single from Big Willie Style; 'Wild Wild West' became his second number one the following year.
Q 10Will Smith famously turned down which role, which went to Keanu Reeves?
Neo in The Matrix
He chose Wild Wild West instead, and later said Reeves' performance was better than his own would have been.
Q 11Which Christopher Nolan film did Will Smith turn down because he did not understand the story?
Inception
The offer came sometime between 2008 and early 2009; the role went to Leonardo DiCaprio.
Q 12Will Smith co-starred with Martin Lawrence in which 1995 action film?
Bad Boys
It was Michael Bay's feature directing debut and grossed $141 million on a budget of about $20 million.
Q 13What is the name of Will Smith's detective character in the Bad Boys films?
Mike Lowrey
Marcus Burnett is Martin Lawrence's character; the fourth film, Ride or Die, arrived in 2024.
Q 21In Hitch, what does Will Smith's character do for a living?
Coaches men on dating
Alex 'Hitch' Hitchens' star client Albert Brennaman (Kevin James) is smitten with celebrity Allegra Cole.
Q 22Which real person did Will Smith play in The Pursuit of Happyness?
Chris Gardner
Smith became interested after seeing the man on 20/20; the role earned him his second Oscar nomination.
Q 23In The Pursuit of Happyness, what does Will Smith's character solve in a taxi to impress a manager?
A Rubik's Cube
Gardner had sunk his savings into portable bone-density scanners before landing the unpaid brokerage internship.
Q 14In Independence Day, what military role does Will Smith's Captain Steven Hiller hold?
Marine fighter pilot
His squadron, the Black Knights, is stationed at MCAS El Toro; he punches an alien in the face and says 'Welcome to Earth'.
Q 15Who plays Agent K opposite Will Smith's Agent J in Men in Black?
Tommy Lee Jones
Barry Sonnenfeld directed; the film grossed over $589 million on a $90 million budget.
Q 16Men in Black was based on a comic series published by which company?
Marvel Comics
Lowell Cunningham created The Men in Black comic; Ed Solomon wrote the screenplay.
Q 17Which Will Smith film won five Golden Raspberry Awards including Worst Picture?
Wild Wild West
It featured a giant mechanical spider and co-starred Kevin Kline in a dual role.
Q 18In Enemy of the State, Will Smith plays a man in which profession?
Labor lawyer
Robert Clayton Dean becomes a surveillance target after unwittingly receiving evidence of a political assassination; Gene Hackman co-stars.
Q 19In Six Degrees of Separation, Will Smith's con man claims to be the son of which actor?
Sidney Poitier
The plot was inspired by real-life con man David Hampton, who fooled New Yorkers with the same story in the 1980s.
Q 20Which boxer did Will Smith portray in a 2001 Michael Mann biopic?
Muhammad Ali
The film covers ten years from the Sonny Liston fight to the Rumble in the Jungle; Smith earned his first Oscar nomination.
Q 24Which of Will Smith's children played his son in The Pursuit of Happyness?
Jaden
It was the boy's film debut; the two teamed up again for After Earth in 2013.
Q 25What breed is Sam, the dog who keeps Will Smith's Robert Neville company in I Am Legend?
German Shepherd
The film is loosely based on Richard Matheson's 1954 novel; its December opening was the biggest ever for that month at the time.
Q 26Which of Will Smith's children appeared as his daughter in I Am Legend?
Willow
She was born in 2000, two years after her brother Jaden.
Q 27Who plays Mary, the wife of the PR man Will Smith's superhero rescues in Hancock?
Charlize Theron
Mary turns out to share Hancock's powers; the pair weaken when they are close to each other.
Q 28Which DC villain did Will Smith play in Suicide Squad (2016)?
Deadshot
He chose the film over returning for Independence Day: Resurgence, which he said would feel like clawing backwards.
Q 29In Concussion, Will Smith plays the doctor who first identified which condition?
Chronic traumatic encephalopathy
He was reluctant to make a film suggesting football is dangerous until he met the real Dr. Bennet Omalu.
Q 30Which Will Smith film became his first to gross over $1 billion worldwide?
Aladdin
Guy Ritchie directed the live-action remake, in which Smith took over the Genie role originally voiced by Robin Williams.