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Her relationship history would continue for many years to come.She has been involved with men of all races who are both older and younger and has dated someone at almost every step of the way.Although he would go on to marry again and get divorced for the second time, the two-time Oscar winner revealed in 2018 that he was still very much in love with Madonna.The next time that she would get married was in 2000 to film director and producer, Guy Ritchie after they first met in 1998 at a dinner.The first time she got married was as far back as 1985 when she tied the knot to American actor and filmmaker Sean Penn.

In 2004, the celebrity power couple renewed their vows, but the renewal would only be for the next 4 years as the marriage was already over by 2008.Born on August 16, 1958, the musician, songwriter, actress, and businesswoman has almost touched the two ends of the world as far as dating is concerned; having been married twice, she has gone out with close to 50 men – or that is how it is rumored.The Madonna dating timeline stretches back to 1972 when she got into a relationship with Wyn Cooper.No matter how you want to look at it, Madonna has remained one of the most interesting individuals of her time.She is a woman whose life is full of variety whether you want to look at her professional life or her personal life.

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He then called Rodriguez a “piece of shit” for cheating.

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