| HEADBAND | Athletic accessory that's also the title of a 2013 B.o.B. hip-hop hit |
| VIBE | R&B/hip-hop magazine founded by Quincy Jones |
| DESERTISLANDDISCS | Leave possibly key athletic accessory, abandoning university programme |
| ITAYEAR | Words that follow Give to give the title of a 2013 show which featured the fortunes of new businesses (2,1,4) |
| RANDOM | A - Encounter, UK title of a 2013 film featuring Meghan Markle (6) |
| WRECKINGBALL | Shared title of a 2013 Miley Cyrus #1 song and a 2012 Bruce Springsteen #1 album: 2 wds. |
| COOLCAT | Nickname for a hip guy that's also the title of a Queen song |
| CARDIGAN | Button-up sweater that's also the title of a 2020 Taylor Swift pop hit |
| JUMPSUIT | Single-piece garment that's also the title of a 2018 Twenty One Pilots rock hit |
| SNAPBACK | Adjustable baseball cap that's also the title of a 2016 Old Dominion country hit |
| ARGO | Cornstarch brand that's also the title of a 2012 film that won the Best Picture Oscar |
| GLASSONION | Hand-blown wine bottle that's also the title of a 1968 Beatles song |
| POSITIONS | 2020 Ariana Grande hit that's also the title of her sixth studio album |
| IOWA | State that's also the title of an episode of "Girls" |
| EDELWEISS | Alpine flower that is also the title of a song in the film musical The Sound of Music (9) |
| INC | Abbreviation that's also the title of a business magazine |
| THEBILL | British nickname for a policeman or the police, also the title of a 1984-2010 TV series (3,4) |
| DREAMING | The ___: Kate Bush's fourth album, released in 1982, also the title of a single from the album (8) |
| ANACONDA | Title shared by a 1997 monster reptile movie with Jennifer Lopez and a 2014 hip-hop hit by Nicki Minaj (8) |
| GLO | "Yeah ___!" (2024 hip-hop hit whose title references the artist's nickname) |
