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Just two years later, Sean and Madonna filed for divorce.They quickly withdrew the paperwork and claimed that all was well with them.
Melanie Griffith and Antonio Banderas have signed their divorce papers and are just waiting for a judge to sign off on them to make everything official.
The public romance proved to be too much and after a year, they called it quits.1989: Warren Beatty romanced Madonna but they broke up after a year when Warren's suspicious and accusatory nature destroyed any chance for a future.1990: Madonna briefly dated Latin actor Antonio Banderas, bad boy singer Lenny Kravitz, and bisexual model Tony Ward, who starred in the videos for .
Early 1991: She dated rapper Vanilla Ice for about 8 months, and he famously made a cameo in her very scandalous (and now impossible to find in stores thanks to Madonna herself trying to buy out the stash) Sex Book.1992: She has brief romances with actor Willem Dafoe, rapper Big Daddy Kane, and legendary baseball player Jose Canseco.1994: Madonna dated sexy nightclub owner Ingrid Casares and the two were even photographed together at the Golden Globes at the Beverly Hilton Hotel.
Late 1970s: She dated Dan Gilroy and they went on to form a band together called Breakfast Club.
Early 1980s: She had a busy couple of years here as she dated music collaborator Stephen Bray, painter Jean-Michel Basquiat, record producer Mark Kamins, and musician John "Jellybean" Benitez.1985: While filming the video for , Madonna, then 26, ran into actor Sean Penn, who just so happened to be on the lot at the time.
Eight years later, in October 2008, they officially separated.
Rumors swirled that an alleged affair with baseball player Alex Rodriguez was behind the split.
The 57-year-old actress and the 54-year-old Spanish actor, who announced their split in June 2014 after 18 years of marriage, have both filed the final documents required to legally dissolve their union and are now waiting for a judge to sign off on them to make everything official.
Their divorce should be finalised later this week, according to gossip website TMZ.com, as the process should only take a matter of days.
In December 1988, they decided to legally separate.
By September of 1989, the short lived marriage between Madonna and Sean Penn was over.1987: In between her separation and legal divorce from Sean, Madonna passed time dating Hollywood and political royalty John F. for about a year.1988: Perhaps in attempt to be controversial, Madonna began dating wildly outspoken comedian Sandra Bernhard.
Coincidentally, it was Madonna's ex, Sandra Bernhard, who introduced the two years back.1994: Madonna had a tumultuous but brief romance with basketball star and super outrageous guy Dennis Rodman.