Personal life

Relationships and family

Early relationships and first marriage

In the late 1970s and early 1980s, Madonna dated Dan Gilroy, with whom she formed the band Breakfast Club. In the early 1980s, she also dated musician Stephen Bray, who later co-produced songs such as "Into the Groove" and "Express Yourself", artist Jean-Michel Basquiat, DJ and record producer Mark Kamins, and musician Jellybean Benitez, who produced tracks and remixed her debut album Madonna.

While filming the music video for "Material Girl" in 1985, Madonna began dating actor Sean Penn. The two were married later that year on Madonna's twenty-seventh birthday[citation needed]. Their relationship was marred by Penn's frequent outbursts against the press, leading the couple to be dubbed the “Poison Penns.[citation needed]” After filing and withdrawing divorce papers in December 1987, Madonna and Penn separated on New Year's Eve of 1988, and were officially divorced in September 1989. Of her marriage to Penn, Madonna later told Tatler, "I was completely obsessed with my career and not ready to be generous in any shape or form."

Post-divorce relationships, motherhood, and remarriage

After the divorce from Penn was made official in 1989, Madonna began a highly-publicized relationship with Warren Beatty while working on the film Dick Tracy early in 1989. Despite rumors that the two had become engaged in May 1990, the couple's relationship seemed to have ended by the summer. In a 1991 interview with Vanity Fair, Madonna said, "I'd go, 'Warren, did you really chase that girl for a year?!?' And he’d say, 'Nah, it's all lies.' I should have known better. I was unrealistic, but then, you always think you're going to be the one."

In late 1990, Madonna dated Tony Ward, a young bisexual model and porn star who starred in her music videos for "Cherish" (1989) and "Justify My Love" (1990). Their relationship ended by early 1991, and Madonna later began an eight-month relationship with rapper Vanilla Ice, who appeared later in her Sex book.

In 1992; Madonna dated actor John Enos, her bodyguard James Albright, and in 1994 went out with basketball player Dennis Rodman for four months.

In September 1994, while walking in Central Park, Madonna met fitness trainer Carlos Leon who became her personal trainer and lover. On October 14, 1996, Madonna gave birth to his child, Lourdes Maria Ciccone Leon in Los Angeles, California. The couple ended their relationship in 1997. Madonna then began dating Andy Bird, who sold his story to the newspapers in a tell-all about their eighteen-month relationship in late 2000/early 2001.

On August 11, 2000, Madonna gave birth to a son, Rocco John Ritchie in Los Angeles, California, with Guy Ritchie, whom she had met in 1999 through mutual friends Sting and his wife, Trudie Styler. On December 22, 2000, Madonna and Ritchie were married in Scotland. As of 2007, Madonna resides in Marylebone, London and her country estate in Wiltshire, with Ritchie and their children.