| QUANT | Mary ____ was the first winner of the Dress of the Year award, in 1963 |
| SATIN | The dress of the woman in the chair is! (5) |
| RAND | Mary ____ was the first British woman to win track and field Olympic gold, in 1964 |
| EDEL | Leon who won both a Pulitzer and a National Book Award in 1963 |
| STAROFLENIN | Sheep shearing whizz Godfrey Bowen was awarded two top Soviet awards in 1963, the Hero of Socialist Labour and The ... (4,2,5) |
| MATTHEWS | Stanley, first winner of the European Footballer of the Year award in 1956 (8) |
| IDOL | Kelly Clarkson was the first winner of the hit singing competition American ___ |
| EUROVISIONSONGCONTEST | Lys Assia was the first winner of this annual competition with Refrain in 1956 (10,4,7) |
| ALI | Four-time winner of Ring magazine's Fighter of the Year award in the 1970s |
| ENABLE | Winner of the Cartier Horse of the Year award in 2017 and 2019 |
| KELLYCLARKSON | Singer who was the first winner of American Idol (5,8) |
| STREISAND | Actress and singer, the first winner of the EGOT (Emmy, Grammy, Oscar and Tony), Barbra _ (9) |
| CURIE | Marie who was the first winner of two Nobel Prizes |
| CHATAWAY | Christopher ........ , first winner of the BBC Sports Personality of the Year Award (8) |
| HOPMANCUP | In 1989 Czechoslovakia become the first winner of this tennis event held in Perth, Western Australia |
| SOMETHINGTOANSWERFOR | By PH Newby, the first winner of the Booker Prize |
| SKYLIGHT | This David Hare drama won the Olivier Play of the Year award in 1996 |
| TIGERWOODS | American professional golfer who won the Laureus Comeback of the Year award in 2019: 2 wds. |
| NOVAKDJOKOVIC | Serbian tennis player who won the Laureus Sportsman of the Year award in 2019: 2 wds. |
| NAOMIOSAKA | Japanese tennis player who won the Laureus Breakthrough of the Year award in 2019: 2 wds. |
