| EMIL | Jannings who won the first Oscar |
| WINGS | 1927 war film that won the first Oscar for Best Picture (5) |
| SHREK | Winner of the first Oscar for Best Animated Feature |
| TPAIN | Buy U a Drank rapper who won the first season of The Masked Singer as the Monster: Hyph. |
| GAYNOR | Janet who won the first Best Actress Oscar |
| RODGERS | Richard who won the first ever EGOT (Emmy, Grammy, Oscar, and Tony) |
| JANNINGS | The Last Command actor Emil ___ who won the first Academy Award for Best Actor in 1929 |
| FRANK | ___ Borzage film director who won the first Academy Award for the best director for 7th Heaven in 1929 |
| VELOCETTE | Birmingham-founded bike makers who won the first two 350cc World Championships after the Second World War. (9) |
| EMILJENNINGS | German actor who won the first Best Actor Oscar in 1929 (4,8) |
| RODLAVER | Australian male tennis player who won the first calendar year Grand Slam of the Open Era in 1969 (3,5) |
| NATASHA | First name of Ms Kaplinsky, newsreader who won the first series of Strictly (7) |
| CLARKSON | Surname of the singer who won the first season of American Idol in 2002. |
| KELLY | Clarkson who won the first "American Idol" |
| DRYSDALE | Hurler who won the first 1-0 All-Star Game (1968) |
| BENOITDAUGA | France rugby union player who won the first of 63 caps in 1964 (6,5) |
| VENUSWILLIAMS | Tennis player who won the first of her five Wimbledon singles titles in 2000 |
| SNEDDON | David ___, Scottish singer songwriter who won the first series of Fame Academy in 2002 (7) |
| DEE | Jack _, comedian who won the first series of Celebrity Big Brother (3) |
| LEDLEYKING | Former Tottenham Hotspur defender who won the first of his 21 England caps in 2002 |
