HELLO! has learnt the stars, who are both followers of the Kabbalah faith, have been in daily contact since the G.I. Jane actress announced her divorce.
A source told the magazine: "She is calling Demi almost every day and sends her messages telling her to be proud of her strength, and to know that she fought to make her marriage work".
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Her own experience of dating younger men apparently means that Madonna understands what her friend has been going through.
"She has told Demi that Ashton's immaturity is evident and that she deserves someone who will fulfil her intectually and emotionally," added the source.
When allegations emerged last year that Ashton had been unfaithful – something he denied – Madonna apparently told Demi to follow Kabbalah's teachings of forgiveness and unconditional love to try to save her marriage.