150+ Best Hip Hop / Rap Trivia Questions & Answers

Question: Which iconic duo rides through the '03 streets like Bonnie and Clyde?

Answer: Jay-Z and Beyonce

Question: Fill in the frosty blank: 'Ice _____' is a rap legend.

Answer: Cube

Question: Which smooth R&B singer tied the knot with Biggie Smalls in '94?

Answer: Faith Evans

Question: Which hip hop icon's Las Vegas lights dimmed in 1996?

Answer: Tupac Shakur

Question: Which Midwestern rapper dropped the 'Country Grammar' hit?

Answer: Nelly

Question: Which rapper went 'To the Extreme' with his debut album?

Answer: Vanilla Ice

Question: Which New Orleans maestro released the street anthem 'Ghetto D'?

Answer: Master P

Question: Which artist took a divine stroll and sang 'Through the Wire'?

Answer: Kanye West

Question: Which colorful artist released the mixtape 'Coloring Book' in 2016?

Answer: Chance The Rapper

Question: How many times did 50 Cent's 'Get Rich or Die Tryin'' go platinum? Hint: Think eight!

Answer: 8

Question: Which legendary group scored big with their album 'The Score'?

Answer: Fugees

Question: What's the title of The Game's 2005 debut that was nothing short of 'The Documentary'?

Answer: The Documentary

Question: Which rapper raps, 'I'm that cat by the bar toasting to the good life'?

Answer: 50 Cent

Question: Which smooth operator dropped the album 'Bigger and Deffer'?

Answer: LL Cool J

Question: Which OG released 'It's On (Dr. Dre) 187um Killa'?

Answer: Eazy-E

Question: Who chronicled the West Coast vibe in the album 'The Chronic'?

Answer: Dr. Dre

Question: Which legendary group expanded their saga with 'Wu-Tang Forever'?

Answer: Wu-Tang Clan

Question: Which producer is a titan in the hip hop industry?

Answer: Dr. Dre

Question: Which East Coast legend released 'Ready to Die'?

Answer: The Notorious B.I.G.

Question: Which D-O-double-G dropped the seminal album 'The Chronic'?

Answer: Dr. Dre

Question: Who dropped 'The Black Album' to mark a new era?

Answer: Jay-Z

Question: Which wild group greeted fans with 'Hello Nasty'?

Answer: Beastie Boys

Question: Which trio kept it 'Ill' with the album 'Ill Communication'?

Answer: Beastie Boys

Question: Which rapper unleashed 'The Massacre' upon the world?

Answer: 50 Cent

Question: Which artist followed 'Rule 3:36' in his musical law?

Answer: Ja Rule

Question: Who introduced 'The Slim Shady LP' to the rap game?

Answer: Eminem

Question: Which harmonious group brought 'E. 1999 Eternal' to life?

Answer: Bone Thugs-n-Harmony

Question: Which mogul and his crew released 'No Way Out'?

Answer: Puff Daddy and the Family

Question: Which legendary artist declared 'All Eyez On Me'?

Answer: 2Pac

Question: Which group brought the 'Black Sunday' vibes?

Answer: Cypress Hill

Question: Which mogul made a grand return with 'Late Registration'?

Answer: Kanye West

Question: Which rapper built his own 'Nellyville'?

Answer: Nelly

Question: Which East Coast king let us know he's 'Ready to Die'?

Answer: The Notorious B.I.G.

Question: Which smooth operator released the classic 'Doggystyle'?

Answer: Snoop Dogg

Question: Which legendary artist explored 'Life After Death'?

Answer: The Notorious B.I.G.

Question: Which rap superstar asked for an 'Encore' with his album?

Answer: Eminem

Question: Which producer set the scene in his album '2001'?

Answer: Dr. Dre

Question: Which Harlem-born rapper showcased 'Harlem World'?

Answer: Mase

Question: Which dynamic duo created the funky 'Stankonia'?

Answer: Outkast

Question: Which talented artist unveiled 'The Miseducation of Lauryn Hill'?

Answer: Lauryn Hill

Question: Which Southern rapper dropped 'Ghetto D'?

Answer: Master P

Question: Which rapper hit the 'Jackpot' with his name?

Answer: Chingy

Question: Which rap legend released 'The Marshall Mathers LP'?

Answer: Eminem

Question: Which artist graduated to new heights with his album 'Graduation'?

Answer: Kanye West

Question: When Naughty By Nature threw a "Hip-Hop Hooray" party, who was left out of the guest list?

Answer: Salt-N-Pepa

Question: Which rap legend is still slam-dunking on the courts of hip hop?

Answer: Tupac

Question: What slick persona did Curtis James Jackson III adopt to become the king of the rap hustle?

Answer: 50 Cent

Question: Which hip-hop hero broke records by scoring a Pulitzer Prize for his mind-blowing album "DAMN"?

Answer: Kendrick Lamar

Question: Fill in the strategic blank: 'Method ______', the mastermind of rhyme.

Answer: Man

Question: What legendary moniker did Nasir Jones rock when he stepped into the rap arena?

Answer: Nas

Question: Which rap rival had a beef simmering hotter than a summer track with 50 Cent?

Answer: Ja Rule

Question: Which frosty nation gave us the smooth-talking rap star Drake?

Answer: Canada

Question: What other legendary nickname did The Notorious B.I.G. sport?

Answer: Biggie Smalls

Question: Which '80s hip-hop crew unleashed the funky beats of "Hello Nasty"?

Answer: Beastie Boys

Question: Fill in the cosmic blank: 'Andre ______', the intergalactic rap sensation.

Answer: 3000

Question: Complete the rhyme for this famous rapper: 'Fat _____'

Answer: Joe

Question: Fill in the blank for this chart-topping rapper: 'Ja_____'?

Answer: Rule

Question: Complete the streetwise name: 'Ghostface ______'

Answer: Killah

Question: Fill in the smooth note: 'Jazzy _____'

Answer: Jeff

Question: Complete the rhyme for this tight rapper: 'Bustah ______'

Answer: Rhymes

Question: Fill in the canine blank for this dog-loving rapper: 'Nat _____'

Answer: Dogg

Question: Which rap mogul struts his style wearing the trendy YEEZY threads?

Answer: Kanye West

Question: Which rap king kicked off his reign with the slick album "Reasonable Doubt"?

Answer: Jay-Z

Question: Which rap mogul masterminded Ca$hville Records?

Answer: Young Buck

Question: Which hip hop legends unleashed the funky vibes with "Hello Nasty"?

Answer: Beastie Boys

Question: What empowering anthem did Eminem perform as the heartbeat of '8 Mile'?

Answer: Lose Yourself

Question: "Boyz-n-the-Hood" marked the solo debut of which rap pioneer?

Answer: Eazy-E

Question: Which smooth collaboration saw Snoop Dogg and the Dramatics drop "Doggy Dogg World"?

Answer: Snoop Dogg

Question: Who flexed his lyrical muscles with the line, "Grandmama's daughter didn't raise no sucker"?

Answer: Lloyd Banks

Question: Snoop Dogg's catchy chorus goes "Drop It Like It's…"?

Answer: Hot

Question: Which rap maestro teamed up with Warren G for the classic hit "Regulate"?

Answer: Warren G

Question: "Mo Money Mo Problems" soared to posthumous No. 1 for which legendary artist?

Answer: Biggie Smalls

Question: Who rocked the charts with the smooth track "Regulate"?

Answer: Warren G

Question: What emergency-themed jam did Wyclef and Mary J. Blige drop on Wyclef's 'Eccleftic'?

Answer: 911

Question: Who rapped, "Cause I am whatever you say I am in the paper the news every day I am"?

Answer: Eminem

Question: Snoop Dogg's hit chorus goes "Drop It Like It's…"?

Answer: Hot

Question: Which Nelly track features the lyrics, "Matter fact boo, stand on my left because I know you ain't right"?

Answer: Pimp Juice

Question: From which iconic song do these lines come: "Taking my time to perfect the beat and I still got love for the street"?

Answer: Still Dre

Question: On Gang Starr's 'Daily Operation' CD, which track features Jeru and Lil Dap?

Answer: I'm The Man

Question: In what year did DMX drop the fierce album '...And Then There Was X'?

Answer: 1999

Question: When did the Beastie Boys release their groundbreaking album 'Licensed to Ill'?

Answer: 1986

Question: What year saw Eminem dominate with 'The Eminem Show'?

Answer: 2002

Question: 'The Marshall Mathers LP' by Eminem hit the shelves in which year?

Answer: 2000

Question: When were 2Pac's "Greatest Hits" released to fans?

Answer: 1998

Question: 'All Eyez On Me' by 2Pac took the world by storm in what year?

Answer: 1996

Question: Which year did 50 Cent hustle his way to success with 'Get Rich or Die Tryin''?

Answer: 2003

Question: Nelly's "Country Grammar" made its debut in which year?

Answer: 2000

Question: Vanilla Ice turned up the heat with "To the Extreme" in what year?

Answer: 1990

Question: Will Smith charmed us all with "Big Willie Style" in which year?

Answer: 1997

Question: What peak position did Drake's "The Motto" reach on the Billboard 100?

Answer: 14

Question: Which track on Jay-Z's 'Reasonable Doubt' features the legendary Notorious B.I.G.?

Answer: Brooklyn's Finest

Question: After Drake popularized YOLO, which artist responded with "Death of YOLO"?

Answer: Joey Badass

Question: Which iconic rapper was born in the year 1972?

Answer: Eminem

Question: Who released the heartfelt track "Bully," claiming he was being picked on?

Answer: Eminem

Question: In 'Degrassi: The Next Generation,' what medical aid does Drake's character rely on?

Answer: Wheelchair

Question: Which smooth operator wasn't officially part of Wu Tang Clan's nine-member squad?

Answer: Redman

Question: RZA, Ghostface Killah, and Method Man teamed up for which legendary hip hop group?

Answer: Wu Tang Clan

Question: Which lyrical mastermind debuted with the classic album 'Illmatic'?

Answer: Nas

Question: 'Wu-Tang Forever' was dropped by which iconic hip hop crew?

Answer: Wu-Tang Clan

Question: Who isn't reppin' the Ruff Ryders Camp?

Answer: Jay-Z

Question: What flashy stage name does Dwayne Michael Carter go by to his fans?

Answer: Lil Wayne

Question: Lauryn Hill rocked which legendary band that formed in 1994?

Answer: The Fugees

Question: Which smooth group started their hustle at the Fudgery?

Answer: Dru Hill

Question: Which of these rap legends never signed with Death Row Records?

Answer: Notorious B.I.G

Question: Who was LL Cool J's DJ on his second album 'B.A.D.'?

Answer: Cut Creator

Question: Which rap mogul founded the legendary supergroup known as the Dream Team?

Answer: P Diddy

Question: What's the slick name of Sean Combs' own record label?

Answer: Bad Boy Records

Question: GZA from Wu-Tang Clan rocks what super cerebral nickname?

Answer: The Genius

Question: Which pop icon teamed up with Eve to drop the sassy track 'Rich Girl'?

Answer: Gwen Stefani and Eve

Question: Which Compton-born rapper once rocked with G-Unit Records?

Answer: The Game

Question: Which hilarious actor penned heartfelt letters to Tupac while he was locked up?

Answer: Jim Carrey

Question: Which rapper boldly declared that he's 'on fire'?

Answer: Lloyd Banks

Question: Which dynamic duo crooned about dreams of being 'Billionaire'?

Answer: Travie McCoy and Bruno Mars

Question: Which queen of rap sits atop the charts as the wealthiest female MC?

Answer: Nicki Minaj

Question: Brad Terrence Jordan transformed into which iconic rap persona?

Answer: Scarface

Question: From which tropical paradise hails the legendary Doug E. Fresh?

Answer: St Thomas, Virgin Islands

Question: Alongside DJ Run and DMC, who was the legendary third member of Run DMC's iconic trio?

Answer: Jam Master Jay

Question: Which funky crew shook the scene with their album 'Tricks of the Shade'?

Answer: The Goats

Question: Which Wu-Tang warrior dropped his solo debut album titled 'Ironman'?

Answer: Ghostface Killah

Question: Which revolutionary group boasted members like Professor Griff, Terminator X, and Flava Flav?

Answer: Public Enemy

Question: Who masterminded the formation of the rap supergroup known as the Dream Team?

Answer: P Diddy

Question: Which close family member of Drake made a special appearance in the 'Started from the Bottom' music video?

Answer: Mother

Question: Who’s the boss man behind the scenes at 'Old Maid Entertainment'?

Answer: J-Zone

Question: Which smooth-talking rapper released the classic album 'DoggyStyle'?

Answer: Snoop Dogg

Question: Who was the first artist to drop a remix of Drake's hit 'Started from the Bottom'?

Answer: Wiz Khalifa

Question: Who spun the turntables for KRS-ONE on Boogie Down Productions' debut album 'Criminal Minded'?

Answer: Scott LaRock

Question: Which British songstress lent her melodic touch to Eminem's heartfelt track 'Stan'?

Answer: Dido

Question: What luxury car make zooms through Drake's 'Started from the Bottom' music video?

Answer: Bentley

Question: Which iconic rapper inspired the stylish trousers for the genie in Disney's Aladdin remake?

Answer: MC Hammer

Question: Which of these Eminem tracks saw him bravely claim he was being picked on?

Answer: Bully

Question: 'Gangsta's Paradise' was the chart-topping hit of which artist?

Answer: Coolio

Question: James Todd Smith is a legendary rapper, but what name is he better known by?

Answer: LL Cool J

Question: Which EPMD track saw the legendary Redman make his first epic feature?

Answer: Crossover

Question: In what wild year did Busta Rhymes drop his electrifying second album 'When Disaster Strikes'?

Answer: 1997

Question: Which intense video game series almost had Drake making a cameo but had to pass due to his jam-packed schedule?

Answer: Gears Of War

Question: What's the natural shade of hair that Drake rocks like a true rap royalty?

Answer: Black

Question: Which Philly rapper laid down the iconic street anthem, 'On 'Em'?

Answer: Magic

Question: From which soulful track did Coolio sample the beat for his blockbuster hit 'Gangsta's Paradise'?

Answer: Pastime Paradise

Question: What fiery title did Lil Wayne give to his debut album that set the rap world ablaze?

Answer: Tha Block Is Hot

Question: Which smooth-talking song on Jay-Z's 'Reasonable Doubt' features the legendary Notorious B.I.G.?

Answer: Brooklyn's Finest

Question: What city does the talented Simone Johnson hail from?

Answer: Bronx, New York