ASAP Rocky
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50 free ASAP Rocky trivia questions with answers — music quiz, new questions added Oct 2026.
ASAP Rocky is one of the few rappers as well known for what he wears as for what he records. Since a pair of homemade singles made him a star in 2011, he has topped the album chart, fronted campaigns for major fashion houses, acted for famous directors and become half of one of the most photographed couples in music. This quiz collects the fun facts behind that story. It covers his childhood and the crew he came up with, the mixtape and the studio albums, the guest stars and samples on his best-known songs, his film roles, his brand deals, his days in court and his family life with Rihanna. It is written for longtime fans and for anyone who mostly knows the name from the headlines. Every answer comes with a short explanation, so you will leave with a few stories worth repeating.
30 of 50 questions with answers and explanations. Play the quiz
Q 01Rihanna and ASAP Rocky's first son shares his name with which founding member of the Wu-Tang Clan?
RZA
RZA is the name on the boy's birth certificate, which became public almost a year after he was born. It follows a family habit: his father was himself named after a rapper.
Q 02ASAP Rocky plays which US president opposite Lana Del Rey in her music video for National Anthem?
John F. Kennedy
John F. Kennedy is his part, with Del Rey as both Jacqueline Kennedy and Marilyn Monroe. She wrote the treatment herself and said he would be perfect to star in it.
Q 03In which country was ASAP Rocky jailed in 2019, prompting Donald Trump to tweet his support?
Sweden
Sweden's ministers refused to step in, pointing out that the constitution bars politicians from interfering with the courts. He was convicted of assault but served no further time.
Q 04Which director of gothic fantasy films designed the cover of ASAP Rocky's album Don't Be Dumb?
Tim Burton
Tim Burton drew the cover and then stepped in front of the camera as well, starring in a music video made for two of the album's songs.
Q 05ASAP Rocky and one of his sisters were both named after members of which pioneering hip-hop duo?
Eric B. & Rakim
Eric B. & Rakim lent their names to him and his sister Erika. He later said his second album's title was about finally facing what it means to be named after a great MC.
Q 06ASAP Rocky's father came from which Caribbean island nation, also the homeland of Rihanna?
Barbados
Barbados was home to his father, Adrian Mayers, long before the rapper met its most famous export. He opened for her on tour years before they became a couple.
Q 07What did ASAP Rocky start wearing to hide a cut on his face after falling off his scooter?
A babushka
A babushka headscarf covered the cut, and the look caught on. Frank Ocean posted a photo of himself in one, and the nickname from that exchange became a single.
Q 08Rihanna revealed her second pregnancy with ASAP Rocky during which televised 2023 performance?
The Super Bowl halftime show
The Super Bowl halftime show made her the first person to headline it while pregnant. It was also her first live performance in more than five years.
Q 09Which Stranger Things actress plays the neighbour in ASAP Rocky's music video for Punk Rocky?
Winona Ryder
Winona Ryder looks on while he performs in a suburban garage. He co-directed the video himself, as the first single from an album fans had waited years for.
Q 10ASAP Rocky was born and raised in which New York neighborhood, where the ASAP Mob also formed?
Harlem
Harlem is home, yet his breakthrough mixtape leaned so heavily on Southern rap that reviewers remarked how little it sounded like New York.
Q 11ASAP Rocky co-hosted which New York event in May 2025, where Rihanna revealed a third pregnancy?
The Met Gala
The Met Gala that year was themed around Black tailoring and style. He shared the hosting duties with Colman Domingo, Lewis Hamilton and Pharrell Williams.
Q 12Which English singer features on ASAP Rocky's single Everyday and joined him on Carpool Karaoke?
Rod Stewart
Rod Stewart recorded fresh vocals for the track, which is built on a sample of In a Broken Dream, a song he sang as a guest for the band Python Lee Jackson back in 1970.
Q 13ASAP Rocky raps the closing verse on Good for You, a top-five hit for which pop singer?
Selena Gomez
Q 21Mercer + Prince, the drinks brand ASAP Rocky launched in 2022, makes which type of spirit?
Whisky
Whisky is his spirit: a blended Canadian one in a bottle he designed himself, with a cup built into each end so that two people can share it.
Q 22Which eyewear brand appointed ASAP Rocky as its first-ever creative director in 2025?
Ray-Ban
Ray-Ban handed him more than frames to design: the job covers its advertising campaigns and a redesign of its shops. His first collection used ultra-black lenses.
Q 23Which sportswear brand teamed with ASAP Rocky on Formula 1 gear and jerseys for Manchester City?
Puma
Puma made him creative director of its Formula 1 line in 2023. The partnership later reached football, with limited-edition shirts for an English club and an Italian one.
Selena Gomez texted him the song, and he liked it so much that he recorded his verse the very next day. It was the first time she had worked with a rapper on one of her tracks.
Q 14Which rapper shares guest duties with ASAP Rocky on G-Eazy's top-five single No Limit?
Cardi B
Cardi B was the late addition. The song began with G-Eazy and Rocky working in neighbouring studio rooms, and the track was sent to her afterwards.
Q 15Which rapper hired ASAP Rocky and Kendrick Lamar as opening acts for his Club Paradise Tour?
Drake
Drake later handed him a hit as well. The song that became Rocky's first top-ten single started life in one of the headliner's own studio sessions with 2 Chainz.
Q 16Which director cast ASAP Rocky opposite Denzel Washington in the crime thriller Highest 2 Lowest?
Spike Lee
Spike Lee said the rapper had the main role in the film, a remake of a 1963 Japanese classic. Rocky also made two songs for its soundtrack.
Q 17Which electronic producer built ASAP Rocky's Wild for the Night and appears in its video?
Skrillex
Skrillex built the track on his own remix of a Birdy Nam Nam song, and the two filmed the video together in the Dominican Republic.
Q 18Which British grime MC produced and guests on ASAP Rocky's hit Praise the Lord (Da Shine)?
Skepta
Skepta produced the track on his own, and the two wrote it together in London. Its video uses a split screen to set that city against New York.
Q 19Which rapper recorded Potato Salad with ASAP Rocky and teased a joint project nicknamed WANGSAP?
Tyler, the Creator
Tyler, the Creator and Rocky filmed the video clowning around Paris, rapping in front of the Eiffel Tower over the beat of an old Monica song.
Q 20Which clothing brand made a 2016 line with ASAP Rocky, inspired by 1990s pieces he wore growing up?
Guess
Guess sold the line under the name GUE$$, borrowing the dollar signs from his stage name. It revived the vintage look he had worn as a child.
Q 24What verdict did a Los Angeles jury reach on ASAP Rocky in 2025, after he refused a plea deal?
Not guilty
Not guilty was the verdict, after a trial the judge allowed cameras to record almost in full. His defense said the gun he fired was a prop loaded with blanks.
Q 25Which musician dated ASAP Rocky from late 2011 and had his mixtape's title tattooed on her fingers?
Iggy Azalea
Iggy Azalea got the tattoo while they were together. After the split she crossed part of it out, and later had it removed.
Q 26Which Victoria's Secret model was reportedly engaged to ASAP Rocky months before their 2014 split?
Chanel Iman
Chanel Iman began dating him in early 2013. She also appears in the cast of the film in which he made his acting debut.
Q 27ASAP Rocky confirmed his relationship with Rihanna in a 2021 interview with which magazine?
GQ
GQ ran the interview in which he called her the love of his life. They had worked together long before: she appears throughout the video for one of his 2013 singles.
Q 28ASAP Rocky opened for Rihanna on a 2013 world tour that shares its name with which of her hits?
Diamonds
Diamonds gave its name to a tour whose support bill also included 2 Chainz, David Guetta and Haim. He was on it years before the two became a couple.
Q 29Which ASAP Rocky song leaked online in 2011 and reached New York radio station Hot 97 within weeks?
Peso
Peso earned him respect at home, and a bidding war among record labels followed. It later went platinum, though the mixtape it led was a free download.
Q 30The ASAP in ASAP Rocky's crew name is often read as which motto, later an ASAP Ferg album title?
Always Strive and Prosper
Always Strive and Prosper is the best-known reading, but Rocky is said to favour a cheekier one: Acronym Symbolizing Any Purpose.