About Dorothy Squires
Lived 1915 – 1998 (aged 83). Dorothy Squires was a British singer.
Dorothy Squires (born Edna May Squires; 25 March 1915 – 14 April 1998) was a Welsh singer. Her early successes were achieved with "The Gypsy", "A Tree in the Meadow" and "I'm Walking Behind You" by her partner Billy Reid, and "Say It with Flowers" written by Squires with piano accompaniment by Russ Conway. Among her later well-known recordings were versions of "Till", "My Way", and "For Once in My Life". Other notable cover songs included "A Lovely Way to Spend an Evening", "I'm in the Mood for Love", "Anytime", "If You Love Me (Really Love Me)" and "And So to Sleep Again".
In later life, Squires filed multiple frivolous lawsuits. She was banned from the High Court by 1982, and formally declared a "vexatious litigant" from 1987, requiring the court's permission to file any further cases. The legal expenses ultimately led to her bankruptcy.
Biography Born in her parents' carnival caravan in Pontyberem (about 12 miles from Llanelli), Carmarthenshire, Wales, to a steelworker, Archibald James Squires, and his wife, Emily, she wanted a piano as a child. Her mother bought her a ukulele. While working in a tin plate factory, she began to perform professionally as a singer at the age of 16 in the working men's club of Pontyberem.
Career While working as a nurse in London, Squires sought singing jobs; she met agent Joe Kay, who got her night time work in various clubs. Squires performed at an East End club that gave her the name Dorothy, which she liked and adopted as her stage name. Squires did most of her work with the orchestra of Billy Reid, who was her partner for many years. After she joined his orchestra in 1936, he began to write songs for her to perform.
Billy Reid After World War II, she worked on the BBC radio show Variety Bandbox, which led to her becoming the highest paid female singer in the UK at the time. Squires and Reid bought a 16-bedroom house in Bexhill on Sea, and the two recorded the original version of Reid's composition, "A Tree in the Meadow".
Her version of another Reid-penned song, "I'm Walking Behind You", was a UK chart hit for Squires
Roger Moore Squires met the actor Roger Moore at one of her parties at her mansion in Old Bexley, Kent. Moore, who was 12 years her junior, later became her husband when they married in New Jersey on 6 July 1953. She introduced him to various people in the Hollywood film industry. As his career took off, hers started to slide. Their marriage lasted until 1961, when Moore left her.
Returning to the UK, Squires had a career revival in the late 1960s at the age of 55 with a set of three singles that made the UK Singles Chart, including a cover of "My Way". In 1973, she was charged with high kicking a taxi driver who tried to throw her out of his cab. She was also one of several artists charged with bribing a BBC radio producer as part of a scheme to make him play her records; the case was dropped.
In 1974, her Bexley mansion burned down, from which she escaped with her dog and all her love letters from Roger Moore. She then moved into a house in Bray next to the River Thames, which flooded three weeks later.
By 1982, she had been banned from the High Court, having spent much of her fortune on legal fees. Her numerous lawsuits caused the High Court on 5 March 1987 to declare her a "vexatious litigant", preventing her from commencing any further legal actions without the permission of the Court. In 1988, following bankruptcy proceedings, she lost her home in Bray, to which she returned the following night to recover her love letters from Moore. Her last concert was in 1990, to pay her Community Charge.
Squires was provided with a home in Trebanog, Rhondda, South Wales, by a fan, Esme Coles. Squires retired there becoming a recluse, and died in 1998 of lung cancer, aged 83, at Llwynypia Hospital, Rhondda. Her remains are interred in a family plot in Streatham Park Cemetery, south London. Following its premiere engagement at the Sherman Cymru Theatre, Cardiff, in 2013, the play toured across Wales. A previous staged tribute to her, Dorothy Squires: Mrs Roger Moore, written by Richard Stirling and starring Al Pillay in the title role, premiered at the White Bear Theatre in London on 6 June 2012, with a subsequent engagement at the Edinburgh Festival Fringe in August that year. Welsh singer-songwriter Christopher Rees wrote a tribute song to Dorothy Squires, "Alright Squires", which appeared on his 2013 album Stand Fast.
Hit singles "I'm Walking Behind You" (1953) – UK No. 12 "Say It with Flowers" (1961) – UK No. 23 (with Russ Conway) "For Once in My Life" (1969) – UK No. 24 "Till" (1970) – UK No. 25 "My Way" (1970) – UK No. 25
Filmography Saturday Night Revue (1937) Stars in Your Eyes (1956)
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Important facts
Family & relationships
People in Dorothy Squires's life
Named in this biography and alive at the same time
Contemporaries
People whose lives overlapped Dorothy Squires's
Frequently asked questions
Who was Dorothy Squires?
British singer
When was Dorothy Squires born?
Dorothy Squires was born on 25 March 1915 in Pontyberem.
When did Dorothy Squires die?
Dorothy Squires died on 14 April 1998 in Llwynypia.
What was Dorothy Squires's occupation?
Dorothy Squires was a singer.
What nationality was Dorothy Squires?
Dorothy Squires was British.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Dorothy Squires. https://biography.guide/dorothy-squires/
MLA: "Dorothy Squires." Biography.guide, https://biography.guide/dorothy-squires/.
Chicago: "Dorothy Squires." Biography.guide. https://biography.guide/dorothy-squires/.
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