| TRL | Show whose first #1 video was Backstreet Boys' "I'll Never Break Your Heart" |
| NES | IGN's #1 Video Game Console of All Time |
| OBSERVE | See old boy's ill-written verse (7) |
| RIHANNA | Singer whose first #1 single was 2006's "SOS" |
| USHER | Singer whose first #1 hit was Nice & Slow |
| BLOODLINE | Animals in a family and old boy ill done by (9) |
| MORPH | Transform as from one video image to another |
| TAIO | Cruz who hit No. 1 with "Break Your Heart" |
| CORONARY | Mary half follows the glow from Son reportedly - it would break your heart (8) |
| ANTHRACITE | I burn, but break your heart? I can't! (10) |
| STRESS | Can't make this point strongly enough - this could break your heart (6) |
| AIR | What can hit you in the face or break your heart, according to Talking Heads |
| XFACTOR | The ?, ITV talent show whose first winner was Steve Brookstein in 2004 (1,6) |
| THEXFACTOR | ITV talent show whose first winner was Steve Brookstein in 2004 (3,1,6) |
| MTV | Network whose first video was "Video Killed the Radio Star" |
| IFHE | Journey's "___ ___ Should Break Your Heart" |
| WILCO | "I Am Trying to Break Your Heart" band |
| OPERA | What Julian Barnes called "an art which seeks, more obviously than any other form, to break your heart" |
| TAIOCRUZ | English singer-songwriter, rapper, and record producer who topped the charts with Break Your Heart in 2009 and Dynamite in 2010 (4,4) |
| CARDIAC | Joker with one account breaks your heart perhaps (7) |
