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50 free Chris Brown trivia questions with answers — music quiz, new questions added Aug 2026.
40 free Chris Brown trivia questions with answers. Chris Brown went from a gas station in Tappahannock, Virginia to the top of the Billboard Hot 100 before he could drive, and this quiz follows the whole career. Forty questions cover the 2005 debut and 'Run It!', the Exclusive era of 'Kiss Kiss', 'With You' and the gum-jingle-turned-hit 'Forever', the Grammy-winning F.A.M.E. and the diamond-certified 'Look at Me Now', the record-breaking radio runs of 'No Guidance' and 'Go Crazy', the 45-track Heartbreak on a Full Moon, the TikTok revival of 'Under the Influence' and the 2025 Grammy for 11:11. His films, mixtapes with Tyga, the Drake feud and reunion, and the chart records he took from Elvis are in here too. Easy questions ask where he was born and which single launched him; hard ones want the producer behind his first hit, the ad campaign that spawned 'Forever' and the album named after his daughter. It works for casual radio listeners and long-time fans alike. Every answer was checked against Wikipedia's articles on the singer, his albums and singles, and each question carries the sentence that backs it up. No lyrics are quoted.
30 of 50 questions with answers and explanations. Play the quiz
Q 01In which US state was Chris Brown born?
Virginia
He grew up in the small town of Tappahannock, where his father worked at a gas station.
Q 02At what age was Chris Brown discovered by a local production team?
13
Hitmission Records found him while visiting the gas station where his father worked.
Q 03Which label did Chris Brown sign with in 2004?
Jive Records
He turned down L.A. Reid at Def Jam because Reid would not speak to his mother.
Q 04What was Chris Brown's debut single?
Run It!
It featured Juelz Santana and topped the Billboard Hot 100 for five weeks.
Q 05Who produced 'Run It!'?
Scott Storch
The producer later said the singer was 'just about to turn 16' when he came into the studio.
Q 06What first did Chris Brown achieve with his debut single, the first male artist to do so since 1995?
Reached number one on the Hot 100
The last man to do it had been Montell Jordan a decade earlier.
Q 07When was Chris Brown's self-titled debut album released?
November 2005
It was recorded between February and May of that year and spawned five singles.
Q 08Which artist features on and produced Chris Brown's next Hot 100 number one after his debut, 'Kiss Kiss'?
T-Pain
It was the second single from the album Exclusive in 2007.
Q 09Which production duo, known for their work with Ne-Yo, produced 'With You'?
Stargate
The ballad peaked at number two and became one of the best-selling singles of all time.
Q 10The 2008 hit 'Forever' began life as a commercial jingle for which product?
Doublemint gum
The music video even opens with him unwrapping a stick of the gum outside a nightclub.
Q 11The chewing-gum-born hit "Forever" got a second life in 2009 as the music for what viral YouTube video?
A wedding march
The wedding-party dance clip was later parodied by The Office.
Q 12Chris Brown's album Exclusive entered the Billboard 200 at which position?
No. 4
It sold 295,000 copies in its first week and produced three top-three singles.
Q 13Chris Brown made his feature film debut in 2007 in which dance movie?
Stomp the Yard
Ne-Yo also made his acting debut in the film, which is about fraternity stepping competitions.
Q 21Which pair of DJs and producers, later famous for EDM, co-produced 'Look at Me Now'?
Afrojack and Diplo
The track's spare, thumping beat was a departure from his R&B ballads.
Q 22'Turn Up the Music' was the lead single from which 2012 album?
Fortune
The album debuted at number one on the Billboard 200 despite poor reviews.
Q 23In February 2012, Chris Brown and his ex released remixes of "Turn Up the Music" and which of her songs?
Birthday Cake
They later duetted on 'Nobody's Business' from her album Unapologetic.
Q 14In 2007 Chris Brown played a band geek in the fourth season of which teen drama?
The O.C.
The role came the same month as his film debut.
Q 15Which 2010 heist film's cast included Chris Brown alongside Matt Dillon, Paul Walker and Idris Elba?
Takers
T.I. and Hayden Christensen were also part of the crew of bank robbers.
Q 16In 2009 Chris Brown pleaded guilty to felony assault of which singer, his girlfriend at the time?
Rihanna
He later said his reputation went 'from America's sweetheart to public enemy number one'.
Q 17What was the title of the album Chris Brown released in December 2009?
Graffiti
It debuted at number seven and was considered a commercial disappointment next to his earlier work.
Q 18'Deuces' came from a 2010 collaborative mixtape with which rapper?
Tyga
The mixtape was called Fan of a Fan, and the single topped the Hot R&B/Hip-Hop Songs chart.
Q 19Which Chris Brown album, featuring 'Yeah 3x' and 'Look at Me Now', won the Grammy for Best R&B Album?
F.A.M.E.
The 2011 record mixed R&B, pop, hip-hop, dancehall, rock and Europop.
Q 20Which two rappers feature on 'Look at Me Now'?
Lil Wayne and Busta Rhymes
Its producers included Afrojack and Diplo, and it went diamond in the US.
Q 24Besides Lil Wayne, which rapper features on the album version of Chris Brown's 2014 hit 'Loyal'?
Tyga
French Montana appears on the East Coast version and Too Short on the West Coast one.
Q 25Chris Brown's 2015 album Royalty is named after whom?
His first daughter
It was released on December 18, 2015 with fewer guest features than any of his earlier albums.
Q 26How many tracks are on the 2017 double album Heartbreak on a Full Moon?
45
It went gold in its first week and later double platinum on the strength of streaming.
Q 27The 2018 comedy single 'Freaky Friday', about Chris Brown swapping bodies with a rapper, was by whom?
Lil Dicky
The concept comes from the 2003 Lindsay Lohan film of the same name.
Q 28Chris Brown's 'No Guidance' (2019) ended a long feud with which collaborating artist?
Drake
The feud had started in 2012 over Rihanna and included a notorious nightclub bottle-throwing brawl.
Q 29'No Guidance' broke the record for the longest-running number one on which Billboard chart?
R&B/Hip-Hop Airplay
The record lasted only until his own 'Go Crazy' beat it in 2021.
Q 30'Go Crazy' was a collaboration with which rapper, taken from their joint mixtape Slime & B?
Young Thug
The track samples the Showboys' 1986 single 'Drag Rap' and peaked at number three on the Hot 100.