| TEDRAY | Radio comedian of the 1940s, 50s, and 60s |
| SOPHIETUCKER | Billed as "The Last of the Red Hot Mamas", who was one of the US's most popular singers and comedians of the first third of the 20th Century? (6,6) |
| SAHL | Mort on the cover of "Seriously Funny: The Rebel Comedians of the 1950s and 1960s" |
| KENNYEVERETT | Madcap DJ and comedian of the 1970s and 80s |
| SYKES | Popular British comedian of the '60s and '70s (Eric -----) |
| REESE | Teammate of Robinson of the 1940s-'50s Dodgers |
| PAULANKA | He was a teen singing icon in the 50s and 60s, wrote the lyrics for Sinatra's My Way and sang a duet with Lisa Simpson in The Simpsons episode, Treehouse of Horror VI (4,4) |
| SYD | _ Little, comedian of The Little And Large Show fame (3) |
| ALLIE | Reynolds of the 1940s-'50s Yankees |
| HUAC | Blacklisting org. of the 1940s-'50s |
| HOP | School dance of the 1940s-'50s |
| EVAPERON | First lady of the 1940s-'50s |
| ANEURINBEVAN | Welsh left-wing politician of the 1940s/50s (7,5) |
| ATLANTIC | Great independent record label of the 50s and 60s in jazz, rhythm and blues, soul and rock |
| TWIST | Dance craze of the '50s and '60s, The - (5) |
| BENNY | "The Jack ___ Program"; comedy series of the '50s and '60s |
| GIA | British-American actress and model of the '50s and '60s, - Scala (3) |
| MICROCAR | The King Midget of the '50s and '60s |
| LENNY | Satirical US comedian of the 1960s (5.5) |
| BRUCE | Satirical US comedian of the 1960s (5.5) |
