| hint | number | Song Referenced |
| The age at which Paul McCartney is concerned you will still need him and feed him | |
| Highway along which Bob Dylan believes God wanted Isaac killed | |
| The year that Prince will party as if it were | |
| How many miles the Proclaimers would walk just to fall down at your door | |
| How many years, according to Kanye West, you have someone for once you have their kid | |
| The amperage of the fuse that Mick Jagger is going to blow if he doesn't vent his frustration | |
| Year in which Bryan Adams got his first six-string (last two digits only) | |
| How many days and nights the law was on Billie Jean's side | |
| The time until which Janis Joplin waits for delivery of her color TV | |
| Age at which Sue's daddy left home, leaving very little for Ma and him | |
| Highway a Greyhound Bus was rollin' down when a Ramblin' Man was born in the back seat | |
| The number of years Don McLean feels we've been on our own, leaving moss to grow fat on a rolling stone | |
| How many paths you can go down on the Stairway to Heaven | |
| Year (presumably) in which the Smashing Pumpkins posit that cool kids never have the time | |
| Highway on which Bruce Springsteen rides suicide machines sprung from steel cages | |
| The number of problems Jay-Z has (although, as we all know, a b**** ain't one) | |
| How many smiles Jimi's 'little wing' gives to him freely | |
| How many hours (and 15 days) its been since love was taken away from Sinead O'Connor | |
| How many children the Temptations are to have, using their imagination | |
| The number of questions 50 Cent needs to ask you to find out if you're 100-proof | |
| How many loves there are, according to Bob Marley | |
| [The easy bonus] The number of roads, according to Homer Simpson, a man must walk down before you can call him a man | |
| [The difficult bonus] The number of 8x10 color glossy pictures with circles and arrows and a paragraph on the back of each one...to be used as evidence against Arlo Guthrie | |