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  2. Feb 2, 2008 · Parents. Ashton Shepherd's singing is about her son. By Staff Author. Published on February 2, 2008 06:09PM EST. Singer Ashton Shepherd is making a name for herself in the country...

  3. Ashton Delilah Shepherd (born August 16, 1986) is an American country music singer-songwriter. She was first signed to Universal Music Group Nashville 's MCA Nashville division in April 2007. Her 2008 debut album Sounds So Good produced two top 40 hits on the Hot Country Songs charts: " Takin' Off This Pain " and the title track .

  4. Sep 16, 2011 · Seems that her sister is not the only one that finds her sister’s success a bit surreal; Shepherds five-year-old son James humorously interprets his mom’s success in the special and is seen...

    • About
    • Before Fame
    • Trivia
    • Family Life

    Singer-songwriter who charted two top forty country hits from her 2008 album Sounds So Good: the title track and "Takin' off This Pain."

    She began singing and writing songs at the age of five; by eight years old, she was in a talent contest and at fifteen she self-released a CD.

    Her third single, "Look it Up," which is about the end of a relationship with a cheating man, was released in January 2011 and made the Top 40 charts two weeks later.

    She was born in Coffeeville, Alabama. She married Roland Cunningham. Together they have two children, a son named James and a daughter named Raden Delilah.

    • f
    • August 16, 1986
    • Coffeville, Alabama
  5. Randy Rich (2019 - present) Roland Cunningham (2007 - 2019) (divorced, 2 children) Trivia. Gave birth to her 2nd child at age 25, a daughter Raden Delilah Cunningham on September 9, 2011. Child's father is her husband, Roland Cunningham. Gave birth to her 1st child, a son James Cunningham, with her boyfriend (now husband) Roland Cunningham.

  6. Jun 26, 2019 · Published by Justin Loretangeli. Ashton Shepherd has had quite the ride through in the music industry over the first several chapters of her career, all the while proving one thing, “This Heart Won’t Break.”. Between 2007 and 2011, the Coffeeville, Alabama native earned three top 25 hits from two top 20 albums released on MCA Records.

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