This Britney Spears trivia quiz has 50 free questions with answers and runs from Kentwood, Louisiana to the end of the conservatorship. The early rounds cover Star Search, the Mickey Mouse Club cast, the song Max Martin wrote for TLC that became her debut single, the schoolgirl video she pitched herself, and the Oops!... I Did It Again era of Mars, red catsuits and Titanic dialogue. Then come the albums and moments every fan argues about: the python at the 2001 VMAs, Crossroads, the Madonna kiss, Toxic's Bollywood sample and lone Grammy, the 55-hour Vegas marriage, Blackout and 'It's Britney, bitch', Womanizer's record chart leap, Femme Fatale, the Piece of Me residency, Scream & Shout, Hold Me Closer with Elton John, #FreeBritney, the 2021 court testimony and The Woman in Me. Difficulty starts easy and climbs to questions only a lifelong Britney Army member will get. Every answer has been checked against a reference page and each question shows its source once you have answered.
30 of 50 questions with answers and explanations. Play the quiz
Q 01In which Mississippi city was Britney Spears born on December 2, 1981?
McComb
She grew up just over the state line in Kentwood, Louisiana, where she started dance lessons at age two.
Q 02Britney's first professional job, at age 10, was as an understudy in which off-Broadway musical?
Ruthless!
She also appeared as a contestant on Star Search around the same time.
Q 03Which of these was NOT a fellow cast member of Britney's on The All-New Mickey Mouse Club?
Jessica Simpson
After the show was cancelled in 1994 she went home and enrolled at Parklane Academy in McComb.
Q 04Which record label signed Britney in 1997 after three others turned her down?
Jive Records
The other labels said audiences wanted groups like the Backstreet Boys and 'there wasn't going to be another Madonna'.
Q 05'...Baby One More Time' was originally written for which two acts, both of whom rejected it?
Backstreet Boys and TLC
Jive dropped 'Hit Me' from the title over fears the line would be read as condoning domestic violence.
Q 06Which Swedish producer wrote '...Baby One More Time' at Stockholm's Cheiron Studios?
Max Martin
Rolling Stone named it the greatest debut single of all time in 2020; it sold more than 10 million copies.
Q 07Whose idea was the Catholic-schoolgirl concept for the "...Baby One More Time" video?
Britney's own
The video, directed by Nigel Dick, was shot at Venice High School and made pom-pom hair ties a tween uniform.
Q 08How old was Britney when '...Baby One More Time' was released as her debut single on September 29, 1998?
16
It topped the charts in more than 20 countries and was the UK's best-selling single of 1999.
Q 09On which planet is Britney dancing in a red bodysuit in the 'Oops!... I Did It Again' video?
Mars
The song's spoken bridge references the film Titanic and the Heart of the Ocean necklace.
Q 10The 'Oops!... I Did It Again' bridge features spoken dialogue referencing which 1997 film?
Titanic
It was nominated for the Best Female Pop Vocal Performance Grammy in 2001 but lost to Macy Gray's 'I Try'.
Q 11Which state's university-run high school gave Britney and her early-2000s boyfriend distance-learning diplomas?
Nebraska
The two had been Mickey Mouse Club castmates before dating for about three years.
Q 12What was draped over Britney's shoulders for 'I'm a Slave 4 U' at the 2001 MTV VMAs?
A white python
The Britney album that followed debuted at number one and has sold 10 million copies worldwide.
Q 13Britney's 2002 film debut as a lead, Crossroads, was written by which future TV super-producer?
Shonda Rhimes
It grossed $61.7 million on a budget of about $10-12 million and was re-released in 2023 to promote her memoir.
Q 21How long did Britney's January 2004 Vegas marriage to Jason Alexander last before annulment?
55 hours
In 2022 the same Jason Alexander was arrested trying to crash her wedding to Sam Asghari.
Q 22Britney's first perfume, released with Elizabeth Arden in 2004, was called what?
Curious
Fantasy, which followed in 2005, had generated over $1.5 billion in sales by 2011.
Q 23Besides backup dancing, what was Kevin Federline best known for before marrying Britney?
His breakup with pregnant actress Shar Jackson
His 2006 album Playing with Fire was panned as one of the worst ever released; the couple divorced after two years.
Q 14In Crossroads, Lucy sets off across the country in a yellow 1972 convertible made by which brand?
Buick
Zoe Saldaña and Taryn Manning played her friends Kit and Mimi, with Dan Aykroyd as her father.
Q 15Britney wrote the ballad 'Everytime' as a response to which Justin Timberlake song?
Cry Me a River
The David LaChapelle video, in which she drowns in a bathtub, was inspired by the look of Leaving Las Vegas.
Q 16Britney and Christina Aguilera opened the 2003 VMAs with which Madonna song, before Madonna kissed them both?
Like a Virgin
MTV later ranked it the number-one opening moment in the history of the VMAs.
Q 17'Toxic' samples high-pitched strings from a 1981 song from which country's film industry?
India
The song was written with Janet Jackson in mind and first offered to Kylie Minogue, who passed.
Q 18'Toxic' won Britney her only Grammy Award, in which category?
Best Dance Recording
The Joseph Kahn video casts her as a flight attendant turned spy; Rolling Stone later put the song on its 500 Greatest Songs list.
Q 19Which Australian singer turned down 'Toxic' before it went to Britney?
Kylie Minogue
Cathy Dennis, who co-wrote 'Toxic', had written Kylie's 'Can't Get You Out of My Head'.
Q 20Britney's collaboration with Madonna, the lead single from In the Zone, was titled what?
Me Against the Music
In the Zone sold 609,000 copies in its first week, making her the first woman whose first four albums all debuted at number one.
Q 24In February 2007, the night after leaving rehab, Britney did what at a salon in Tarzana, Los Angeles?
Shaved her head
She lost custody of her sons to Federline that October and was placed under a conservatorship the following February.
Q 25What did Britney do on Blackout (2007) that she has done on no other album?
Serve as its executive producer
It won Album of the Year at the 2008 MTV Europe Music Awards despite almost no promotion.
Q 26Which three-word phrase opens 'Gimme More'?
It's Britney, bitch
Keri Hilson wrote it after Danja played her the beat; Britney recorded it in Las Vegas while pregnant with her second son.
Q 27Britney's widely panned performance of 'Gimme More' opened which year's MTV Video Music Awards?
2007
A year later she returned to the same stage and won three awards, including Video of the Year for 'Piece of Me'.
Q 28From what Hot 100 position did 'Womanizer' jump to number one in a week, a 2008 record?
96
It was her first US number one since '...Baby One More Time'; Kelly Clarkson broke the leap record a few months later.
Q 29The album Circus was released on December 2, 2008. What was significant about the date?
It was her 27th birthday
It sold 505,000 copies in its first week and became her fifth number-one album.
Q 30On the Circus tour, Britney sang 'Everytime' while suspended on what?
A giant umbrella
James Franco covered the song at a poolside piano in the 2013 film Spring Breakers.