| BARBIEDOLL | Iconic toy created in 1959 (6,4) |
| BARBIE | ____ doll, child's toy created in 1959 whose siblings include Chelsea, Skipper and Todd (6) |
| BUZZYBEE | Iconic toy for a toddler (5,3) |
| FAO | Iconic toy store ___ Schwarz |
| COBOL | Language created in 1959 |
| KEWPIEDOLL | Toy created by Rose O'Neill in 1909 |
| CHEGUEVARA | Politician and soldier instrumental in Castro's victory in Cuba in 1959 (3,7) |
| LIVINGDOLL | Top-selling single in the UK in 1959, performed by Cliff Richard and the Drifters (6,4) |
| TITUSALONE | Novel by Mervyn Peake published in 1959 and the fourth in his Gormenghast series (5,5) |
| BUDDYHOLLY | American rock 'n' roll musician who died in a plane crash in 1959 (5,5) |
| OTTOBINDER | US novelist and comic-book writer who co-created the character of Supergirl in 1959 (4,6) |
| ALOHASTATE | Nickname established in 1959 |
| MARIABUENO | Wimbledon Ladies' Singles champion in 1959, 1960 and 1964 (5,5) |
| ERROLFLYNN | Australian-born actor whose last film was Cuban Rebel Girls in 1959 (5,5) |
| CARMICHAEL | Ian ?, actor who played Stanley Windrush in 1959 film comedy I'm All Right Jack |
| GARYPLAYER | South African golfer who won the British Open in 1959, 1968 and 1974 (4,6) |
| NOWANDTHEN | (___ ___ ___ There's) A Fool Such As I: song released by Elvis Presley in 1959 (3,3,4) |
| BOBBYDARIN | Who, in 1959, recorded the definitive version of the song "Mack the Knife"? (5,5) |
| NEILSEDAKA | US singer/songwriter whose first UK hit was I Go Ape in 1959 (4,6) |
| ALEXOLMEDO | Peruvian tennis player who won the men's singles at Wimbledon in 1959 |
