| WEEZER | Band with the lyrics "When I was younger, I used to go and tip cows for fun, yeah / Actually, I didn't do that 'cause I didn't want the cow to be sad" |
| MOTHTOAFLAME | 2021 collab featuring The Weeknd, with the lyrics "And you'll leave him, you're loyal to me/But this time I let you be" |
| OOHLALA | Faces song whose chorus starts "I wish that I knew what I know now, when I was younger" |
| IBAM | I was going, I used to go |
| DEVO | Band with the lyrics When something's going wrong you must whip it |
| IBELIEVEICANFLY | R. Kelly hit whose last title word is aptly rhymed with 'sky' in the lyrics ... and a hint to the starts of the other four longest puzzle answers |
| EUROPE | Band with the lyric "We're heading for Venus, and still we stand tall" |
| LIFEONMARS | Bowie song that begins with the lyric "It's a God-awful small affair to the girl with the mousy hair" |
| SAMELOVE | 2013 Macklemore/Ryan Lewis hit with the lyric "And I can't change, even if I tried" |
| CARDIGAN | Taylor Swift hit with the lyric "You put me on and said I was your favorite" |
| EPRO | Beck song with the lyric "See me comin' to town with my soul" |
| COURTESY | "When restraint and ___ are added to strength, the latter becomes irresistible": Gandhi |
| GUMP | Weird Al song with the lyric "He told JFK that he really had to pee" |
| CIRCLEGAME | Song with the lyric "And the painted ponies go up and down," with "The" |
| SAILON | 1979 Commodores hit with the lyric "Good times never felt so good" |
| LONE | 1994 Live hit with the lyric "And the greatest of teachers won't hesitate / To leave you there, by yourself" |
| HELLODOLLY | Musical with lyrics and music by Jerry Herman including the song I Put My Hand In (5,5) |
| BEANSTALK | Jack and the _, tale of a boy who trades the family cow for a few magic beans (9) |
| ADELE | "When We Were Young" singer |
| ONWHATPLANET | "When has that ever been true?" |