1. Pregnant girl discusses her condition with her father: "Papa Don't Preach," Madonna
2. Groupie accuses man of fathering her child; he denies it: "Billie Jean," Michael Jackson
3. Man in illegal import business reflects on a deal gone bad and his profession in general: "Smuggler's Blues," Glenn Frey
4. Pennsylvanian complains about bad economic conditions: "Allentown," Billy Joel
5. Humphrey Bogart fan attempts to get his girlfriend back by reminding her of their favorite movie: "Key Largo," Bertie Higgins
6. Young teacher is attracted to one of his students, and both try to hide it: "Don't Stand So Close To Me," Police
7. Australian keeps running into fellow countrymen all over the world: "Down Under," Men At Work
8. Striking dock worker and waitress try to get by: "Livin' On A Prayer," Bon Jovi
9. German couple release balloons into air, accidentally triggering World War III: "99 Luftballons," Nena
10. Farmer apologizes to son for losing his grandfather's farm: "Rain On The Scarecrow," John Mellencamp
11. Vietnam veteran has trouble adjusting: "Still in Saigon," Charlie Daniels Band (also "Born in the U.S.A.," Bruce Springsteen)
12. Teen-age Istanbul couple elopes, settles in, has a baby: "Young Turks," Rod Stewart
13. Man buys skin magazine only to find his old girlfriend is featured: "Centerfold," J. Geils Band
14. Annie gets stabbed by intruder: "Smooth Criminal," Michael Jackson
15. Extremely paranoid man wonders if he's being observed: "Somebody's Watching Me," Rockwell (with Michael Jackson on background vocals)
16. British man falls in love with Russian border guard - of what gender???: "Nikita," Elton John
17. Musician reflects on his father, also a musician, who inspired him to play: "Leader of the Band," Dan Fogelberg
Bonus: This really isn't a story per se, but what raunchy1986 song was actually a tribute to the refurbished Statue of Liberty?: "Yankee Rose," David Lee Roth