| Hint | Movie/Song Title |
| Jennifer Grey and Patrick Swayze fall in love to the Boss's biggest hit from the 80's | |
| Billy Joel, in the middle of the night, is walking in his sleep in Boston with Sean Penn, Tim Robbins, and Kevin Bacon | |
| Bruce Willis fights terrorists while the Beatles are working like a dog | |
| Female Boxing Showdown!!!: Hilary Swank vs. Britney Spears (pre-insanity) | |
| Weather Girls Forecast: Cloudy with a slight chance of Tommy Lee Jones and Will Smith precipitation | |
| Josh Hartnett searches for fallen helicopter in Somalia to the music of AC/DC | |
| Shawn Colvin sings about a man who comes back to his house to find it booby-trapped by Macaulay Culkin | |
| Drug addictions spiral out of control in Coney Island. But at least Aerosmith's in town. | |
| Elton John provides the soundtrack to Dan Akroyd and John Belusi in those killer shades | |
| The Rolling Stones to Al Pacino and Keanu Reeves: Pleased to meet you, hope you guessed my name. | |
| | Hint | Movie/Song Title |
| Simon and Garfunkel help Clarice catch Buffalo Bill. Hey, they're less creepy than Dr. Lecter. | |
| The Cure sing about their favorite day of the week while a bunch of people go through relationship drama in London | |
| Imagine jamming to Deep Purple's driving song while piloting the Millenium Falcon | |
| Alex and his droogs are up for a bit of the old ultra-violence with R.E.M. | |
| Patrick Bateman is trying to listen to the new Talking Heads CD, some song where they are singing in French, but Evelyn, his supposed fiancee, keeps buzzing in his ear | |
| Marty McFly times travels while listening to one of The Beatles last number one singles | |
| Mike Judge's satirical 9-5 comedy..except in this version the boss is Major Tom | |
| Motley Crue's ode to the opposite sex, more specifically Lindsay Lohan and Rachel McAdams | |
| Owen Wilson and Vince Vaughan sneaking into the nuptials of Mr. William Idol | |
| Jay-Z wants to see what you got..in a musical about aliens and transvestites | |
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