Lily Allen's publicist confirmed the British pop singer suffered a miscarriage while six months pregnant.
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The 25-year-old recording artist was expecting her first child with beau Sam Cooper, who has been described in media reports as the owner of an upscale building company.
Allen previously had a miscarriage when she was dating Chemical Brothers musician Ed Simons in 2008.
"It is with great sadness that we have to confirm that Lily Allen and Sam Cooper have lost their baby," Allen's publicist told The Daily Telegraph.
''The couple ask that their privacy be respected and that they be left alone at this deeply distressing time. No further comment will be made.''