| 1986 PGA Player of the Year Bob | 31 |
| 1986 Pulitzer-winning novel set in a cattle drive | 49 |
| 1986 Pulitzer-winning Western novel | 35 |
| 1986 R.E.M. hit with the prechorus line "And tell the sky and tell the sky" | 85 |
| 1986 R.E.M. jam "Fall ___" | 36 |
| 1986 Robert Redford "chick flick"? | 44 |
| 1986 rock autobio | 17 |
| 1986 rock autobiography | 23 |
| 1986 rock memoir | 16 |
| 1986 rock star autobiography | 28 |
| 1986 role for Paul Hogan | 24 |
| 1986 sci-fi hit | 15 |
| 1986 sci-fi movie sequel | 24 |
| 1986 sci-fi sequel | 18 |
| 1986 sci-fi sequel with Paul Reiser in a rare "villain" role | 70 |
| 1986 Sean Connery movie based on an Umberto Eco novel | 53 |
| 1986 self-titled album whose cover was Andy Warhol's last work | 66 |
| 1986 self-titled soul album | 27 |
| 1986 sequel with the tagline "This time it's war" | 63 |
| 1986 showbiz autobiography | 26 |
| 1986 Sigourney Weaver film | 26 |
| 1986 Sigourney Weaver thriller | 30 |
| 1986 soul autobiography | 23 |
| 1986 Spacek/Kline flick | 23 |
| 1986 Starship hit | 17 |
| 1986 teen romance film | 22 |
| 1986 thriller starring Bryan Brown and Brian Dennehy | 52 |
| 1986 title role for Mia | 23 |
| 1986 Tom Cruise blockbuster | 27 |
| 1986 Tom Cruise film | 20 |
| 1986 Tom Cruise flick | 21 |
| 1986 Tom Cruise/Val Kilmer action film | 38 |
| 1986 Tom Hanks film, with "The" | 41 |
| 1986 top 10 hit for Billy Idol | 30 |
| 1986 Turner autobiography | 25 |
| 1986 U.S.S.R. launch | 20 |
| 1986 USSR launch | 16 |
| 1986 Weaver thriller | 20 |
| 1986 Whoopi Goldberg movie | 26 |
| 1986 world champion American figure skater | 42 |
| 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's Friday the 13th Part VI : ____ | 47 |
| 1986-'94 Steven Bochco series | 33 |
| 1986-87 Emmy winner for drama | 29 |
| 1986-87 Mets All-Star Fernandez | 31 |
| 1986-93 war-themed Marvel Comics series, with "The" | 61 |
| 1986-94 legal drama | 19 |
| 1986-94 TV drama | 16 |
| 1986-to-2001 orbiter | 20 |
| 1987 #1 Heart song that starts "I hear the ticking of the clock" | 74 |
| 1987 #1 hit "Here ___ Again" | 38 |
| 1987 #1 hit by Heart | 20 |
| 1987 #1 hit with the line "Yo no soy marinero, soy capitán" | 72 |
| 1987 3-D arcade game sequel | 27 |
| 1987 A.L. Rookie of the Year | 28 |
| 1987 Adrian Pasdar film | 23 |
| 1987 album later rereleased as "The Celts" | 52 |
| 1987 album with five #1 hits | 28 |
| 1987 All-Star Game M.V.P. Tim | 29 |
| 1987 All-Star Game MVP Tim | 26 |
| 1987 Aykroyd movie | 18 |
| 1987 Barbra Streisand film | 26 |
| 1987 Barnes & Noble acquisition | 35 |
| 1987 Barry Levinson film | 24 |
| 1987 Beatty bomb | 16 |
| 1987 Beatty box office flop | 27 |
| 1987 Beatty flop | 16 |
| 1987 Beatty/Hoffman flop | 24 |
| 1987 Best Actress | 17 |
| 1987 Best Actress for "Moonstruck" | 44 |
| 1987 Best Actress Oscar winner | 30 |
| 1987 Best Musical Tony winner, informally | 41 |
| 1987 biopic about a '50s legend | 35 |
| 1987 box office hit | 19 |
| 1987 BP acquisition | 19 |
| 1987 BP purchase | 16 |
| 1987 British film about a balding man's lament? | 51 |
| 1987 Broadway sensation, colloquially | 37 |
| 1987 Buster Poindexter hit | 26 |
| 1987 Caldecott Medal book about a janitor and his dog | 53 |
| 1987 champion skater Brian | 26 |
| 1987 Club Nouveau #1 hit | 24 |
| 1987 comedy based on "Cyrano de Bergerac" | 51 |
| 1987 Costner film, and a hint to this puzzle's theme | 56 |
| 1987 Costner role | 17 |
| 1987 Costner thriller | 21 |
| 1987 dance hit single by M/A/R/R/S | 34 |
| 1987 Daryl Hannah role | 22 |
| 1987 Daryl Hannah title role | 28 |
| 1987 De Niro role | 17 |
| 1987 debut album reissued as "The Celts" | 50 |
| 1987 Def Leppard album with four Top 10 hits | 44 |
| 1987 disaster movie? | 20 |
| 1987 drama based on the true story of teacher Jaime Escalante | 61 |