| 1958 hit for Ritchie Valens | 27 |
| 1958 horror film creature | 25 |
| 1958 horror film oozer | 22 |
| 1958 Hunter/Verdon film | 23 |
| 1958 Jerry Lee Lewis hit | 24 |
| 1958 Leslie Caron film | 22 |
| 1958 Leslie Caron movie | 23 |
| 1958 Leslie Caron title role | 28 |
| 1958 Literature Nobelist | 24 |
| 1958 N.L. ERA leader Miller | 27 |
| 1958 Oscar winner Burl | 22 |
| 1958 peacekeeping mission | 25 |
| 1958 Playmates hit song | 23 |
| 1958 Pulitzer author James | 26 |
| 1958 Pulitzer novelist | 22 |
| 1958 Pulitzer Prize novelist | 28 |
| 1958 Pulitzer Prize winner | 26 |
| 1958 Pulitzer recipient | 23 |
| 1958 Pulitzer winner James | 26 |
| 1958 Pulitzer-winning writer? | 29 |
| 1958 Robert Mitchum drama | 25 |
| 1958 Rosalind Russell comedy | 28 |
| 1958 Rosalind Russell role | 26 |
| 1958 spy novel set in Jamaica | 29 |
| 1958 Vincente Minnelli film | 27 |
| 1958 winner of nine Oscars | 26 |
| 1958 World Cup sensation | 24 |
| 1958's Corsair, e.g. | 24 |
| 1958-61 polit. alliance | 23 |
| 1958-71 political inits. | 24 |
| 1959 #1 Frankie Avalon hit | 26 |
| 1959 #1 hit by the Fleetwoods | 29 |
| 1959 #1 hit for Lloyd Price | 27 |
| 1959 Academy Award song | 23 |
| 1959 Alberta oil discovery | 26 |
| 1959 Cadillac features | 22 |
| 1959 Charlton Heston film | 25 |
| 1959 Dion song with A | 25 |
| 1959 film with Marilyn Monroe | 29 |
| 1959 Fredric Brown mystery | 26 |
| 1959 George Jones song | 22 |
| 1959 Gregory Peck film | 22 |
| 1959 Henry Fonda comedy/drama | 29 |
| 1959 hit by Ritchie Valens | 26 |
| 1959 hit by the Drifters | 24 |
| 1959 hit for Dodie Stevens | 26 |
| 1959 hit for The Fiestas | 24 |
| 1959 hit TV theme song | 22 |
| 1959 Howard Hawks western | 25 |
| 1959 Jackie Wilson hit | 22 |
| 1959 John Wayne classic | 23 |
| 1959 John Wayne western | 23 |
| 1959 Johnny Mathis classic | 26 |
| 1959 Kingston Trio hit | 22 |
| 1959 Kingston Trio tune | 23 |
| 1959 Mickey Rooney movie | 24 |
| 1959 movie remade in 2006 | 25 |
| 1959 post-apocalyptic classic | 29 |
| 1959 Ritchie Valens hit | 23 |
| 1959 Steiger title role | 23 |
| 1960 #1 Brenda Lee hit | 22 |
| 1960 #1 Marty Robbins hit | 25 |
| 1960 and 1961 A.L. MVP | 22 |
| 1960 chess champion Mikhail | 27 |
| 1960 debate participant | 23 |
| 1960 Elvis Presley hit | 22 |
| 1960 Everly Brothers hit | 24 |
| 1960 Everly Brothers tune | 25 |
| 1960 film set in Las Vegas | 26 |
| 1960 Glenn Ford western | 23 |
| 1960 gold-winning pugilist | 26 |
| 1960 hit by the Ventures | 24 |
| 1960 Hitchcock thriller | 23 |
| 1960 Jayne Mansfield movie | 26 |
| 1960 John Updike novel | 22 |
| 1960 Johnny Preston hit | 23 |
| 1960 Mark Dinning #1 song | 25 |
| 1960 Newman-Saint epic | 22 |
| 1960 Newman-Woodward soaper | 27 |
| 1960 Olympic track star | 23 |
| 1960 Oscar-winning song | 23 |
| 1960 Peter Sellers comedy | 25 |
| 1960 Pirate hero, familiarly | 28 |
| 1960 railroad merger company | 28 |
| 1960 Summer Olympics site | 25 |
| 1960 Terry-Thomas film farce | 28 |
| 1960 title role for Kwan | 24 |
| 1960 weather satellite | 22 |
| 1960 Wimbledon champ Fraser | 27 |
| 1960 Wimbledon winner Fraser | 28 |
| 1960 Winter Olympics debut | 26 |
| 1960 Winter Olympics site | 25 |
| 1960 world chess champ | 22 |
| 1960 World Series hero | 22 |
| 1960 World Series hero? | 23 |
| 1960's adventure series | 27 |
| 1960's chess champ | 22 |
| 1960's chess master | 23 |
| 1960's civil rights org. | 28 |
| 1960's Cubs pitcher Paul | 28 |