| 1986 self-titled soul album | 27 |
| 1986 showbiz autobiography | 26 |
| 1986 Sigourney Weaver film | 26 |
| 1986 soul autobiography | 23 |
| 1986 Spacek/Kline flick | 23 |
| 1986 teen romance film | 22 |
| 1986 title role for Mia | 23 |
| 1986 Tom Cruise blockbuster | 27 |
| 1986 Turner autobiography | 25 |
| 1986 Whoopi Goldberg movie | 26 |
| 1986 World Cup champs: Abbr. | 28 |
| 1986 World Series champs | 24 |
| 1986 World Series chant | 23 |
| 1986 World Series ring wearer | 29 |
| 1986 World Series site | 22 |
| 1986 World Series stadium | 25 |
| 1986 World Series winners | 25 |
| 1986-87 Emmy winner for drama | 29 |
| 1987 3-D arcade game sequel | 27 |
| 1987 A.L. Rookie of the Year | 28 |
| 1987 Adrian Pasdar film | 23 |
| 1987 album with five #1 hits | 28 |
| 1987 All-Star Game M.V.P. Tim | 29 |
| 1987 All-Star Game MVP Tim | 26 |
| 1987 Barbra Streisand film | 26 |
| 1987 Barry Levinson film | 24 |
| 1987 Beatty box office flop | 27 |
| 1987 Beatty/Hoffman flop | 24 |
| 1987 Buster Poindexter hit | 26 |
| 1987 champion skater Brian | 26 |
| 1987 Club Nouveau #1 hit | 24 |
| 1987 Daryl Hannah role | 22 |
| 1987 Daryl Hannah title role | 28 |
| 1987 Dreyfuss/DeVito comedy | 27 |
| 1987 Dustin Hoffman film | 24 |
| 1987 Edward James Olmos film | 28 |
| 1987 George Michael hit | 23 |
| 1987 Heart chart-topper | 23 |
| 1987 hit for Michael Jackson | 28 |
| 1987 Isabel Allende novel | 25 |
| 1987 John Malkovich movie | 25 |
| 1987 John Sayles drama | 22 |
| 1987 Kathleen Beller film | 25 |
| 1987 Kevin Costner film | 23 |
| 1987 Kevin Costner role | 23 |
| 1987 kid's best-seller | 26 |
| 1987 Kim Basinger film | 22 |
| 1987 Lionel Richie hit | 22 |
| 1987 Mary Steenburgen film | 26 |
| 1987 Masters champ Larry | 24 |
| 1987 Masters winner Larry | 25 |
| 1987 Mötley Crüe hit | 26 |
| 1987 Michael Douglas film | 25 |
| 1987 Michael Douglas role | 25 |
| 1987 Michael Jackson album | 26 |
| 1987 Michael Jackson boast | 26 |
| 1987 Michael Jackson hit | 24 |
| 1987 Michael Jackson single | 27 |
| 1987 movie starring Cher | 24 |
| 1987 Nicholson/Streep film | 26 |
| 1987 Nicolas Cage film | 22 |
| 1987 Nobel Peace Prize winner | 29 |
| 1987 Peace Prize recipient | 26 |
| 1987 Peace Prize winner | 23 |
| 1987 Pet Shop Boys hit | 22 |
| 1987 Pet Shop Boys song | 23 |
| 1987 Peter Falk crime caper | 27 |
| 1987 POW film with The | 26 |
| 1987 Prince song and album | 26 |
| 1987 Pulitzer critic Richard | 28 |
| 1987 Reebok acquisition | 23 |
| 1987 skating champ Brian | 24 |
| 1987 Stanley Kubrick classic | 28 |
| 1987 Stanley Kubrick film | 25 |
| 1987 Stanley Kubrick movie | 26 |
| 1987 Stanley Kubrick war film | 29 |
| 1987 Steve Martin film | 22 |
| 1987 Super Bowl MVP Simms | 25 |
| 1987 Supreme Court nominee | 26 |
| 1987 Tony-winning play | 22 |
| 1987 U.S. Open tennis champ | 27 |
| 1987 Warren Beatty flop | 23 |
| 1987 Woody Allen movie | 22 |
| 1987 Worst Actor winner | 23 |
| 1987-91 Mideast hostage Terry | 29 |
| 1988 baseball scandal movie | 27 |
| 1988 Best Actress winner | 24 |
| 1988 Best Supporting Actor | 26 |
| 1988 bicentennial city | 22 |
| 1988 Bill Murray movie | 22 |
| 1988 Burt Reynolds film | 23 |
| 1988 Burt Reynolds flop | 23 |
| 1988 Bush campaign adviser | 26 |
| 1988 buyer of Motown Records | 28 |
| 1988 Carl Weathers title role | 29 |
| 1988 Costner/Sarandon film | 26 |
| 1988 Dennis Quaid film | 22 |
| 1988 Dennis Quaid remake | 24 |
| 1988 Dennis Quaid thriller | 26 |
| 1988 Don DeLillo novel | 22 |