| THEBLOB | Weight-gaining creature in a 1958 horror film |
| PUPPETPEOPLE | Attackers on a string in a 1958 horror film |
| REDPEOPLEEATER | Title creature in a 1958 #1 Sheb Wooley hit |
| THEFLY | A 1958 horror film remade in 1986 (3,3) |
| BLOB | Classic 1958 horror film remade in 1988, with "The" |
| ROCKINROBIN | *One who's "Hoppin' and a-boppin' and a-singin' his song," in a 1958 hit |
| TAMBLYN | Russ, actor/dancer who played Tom Thumb in a 1958 film (7) |
| BUSBYBABES | Nickname given to Manchester United's players in the 1950s, eight of whom died in a 1958 plane crash (5,5) |
| ALVIN | Brother of Simon and Theodore in a 1958 song |
| UPI | Co. formed in a 1958 merger |
| FIFTYFOOTWOMAN | Massive attacker in a 1958 classic |
| NOONE | Who "knows," in a 1958 Dion & the Belmonts hit |
| LABAMBA | Mexican folk song, adapted by Ritchie Valens in a 1958 hit |
| JOANN | Title girl in a 1958 hit by the Playmates |
| NEL | Subtitle word in a 1958 Dean Martin hit |
| TEQUILA | Only word heard in a 1958 song of the same name |
| BOP | Emulate Rockin' Robin, in a 1958 hit |
| YAKETYYAK | It precedes "(don't talk back)" in a 1958 hit song |
| GETAJOB | Words after "She throws the want ads right my way and never fails to say," in a 1958 #1 hit |
| BABES | Man Utd team, many of whom died in a 1958 Munich plane crash, Busby ... (5) |