Memorable Oscar Dates - Stylist.co.uk homepage - Stylist Magazine

Cindy Crawford and Richard Gere

Iconic Oscars couples

A-list duos on the ultimate date night...

The most talked-about night in showbusiness requires a stunning outfit - and of course a hot date. We're taking a look at some of the most memorable couples to give their relationships a public outing at Academy Awards ceremonies over the years.

Reminisce over Oscar appearances by vintage couples like Humphrey Bogart and Lauren Bacall, to modern pairings like Johnny Depp and Vanessa Paradis. Tom Cruise and Nicole Kidman are one of many A-list Oscar couples whose relationship didn't last, while some of the awards' most stunning dates, like Madonna and Michael Jackson, came together just for the cameras.

Let us know your favourite Academy Award couple on Twitter.

Words: Anna Pollitt

Picture credits: Rex Features

  • Hot Oscar Dates: Nicole Kidman and Tom Cruise

    Hot Oscar Dates: Nicole Kid…

    The heavyweight Hollywood couple of the 90s,… More details

    Hot Oscar Dates: Nicole Kidman and Tom Cruise

    Hot Oscar Dates: Nicole Kidman and Tom Cruise

    The heavyweight Hollywood couple of the 90s, Nicole Kidman and Tom Cruise met on the set of Days of Thunder in 1989 and had been married for just a few months when they were pictured here at the 1991 Academy Awards.

    Kidman later won a Best Actress statue for The Hours in 2002, a year after her divorce from Cruise was finalised.

  • Hot Oscar Dates: Joanne Woodward and Paul Newman

    Hot Oscar Dates: Joanne Woo…

    Newlyweds Joanne Woodward and Paul Newman… More details

    Hot Oscar Dates: Joanne Woodward and Paul Newman

    Hot Oscar Dates: Joanne Woodward and Paul Newman

    Newlyweds Joanne Woodward and Paul Newman celebrate her Best Actress award for The Three Faces of Eve at the 1958 Oscars.

    The couple starred in 10 films together and were married for 50 years until Newman's death in 2008.

  • Hot Oscar Dates: Cindy Crawford and Richard Gere

    Hot Oscar Dates: Cindy Craw…

    The Oscars red carpet has seen its fair share of… More details

    Hot Oscar Dates: Cindy Crawford and Richard Gere

    Hot Oscar Dates: Cindy Crawford and Richard Gere

    The Oscars red carpet has seen its fair share of supermodel/actor pairings over the years, but none quite as spectacular as power couple Cindy Crawford and Richard Gere's appearance in 1991.

    Cindy, stunning in scarlet Versace, laughs as Pretty Woman star Gere goofs around with her handbag. The couple were married from 1991 to 1995.

  • Hot Oscar Dates: Eddie Fisher and Elizabeth Taylor

    Hot Oscar Dates: Eddie Fish…

    Elizabeth Taylor was known for her on-off love… More details

    Hot Oscar Dates: Eddie Fisher and Elizabeth Taylor

    Hot Oscar Dates: Eddie Fisher and Elizabeth Taylor

    Elizabeth Taylor was known for her on-off love affair with Richard Burton, but when she won her first Oscar in 1961 for Butterfield 8 she attended the ceremony with her fourth husband, singer Eddie Fisher.

    They met on the set of the movie while he was married to actress Debbie Reynolds - Taylor's former friend, who had been the matron of honour at her third wedding. Taylor and Fisher were married from 1959 to 1964.

  • Hot Oscar Dates: Madonna and Michael Jackson

    Hot Oscar Dates: Madonna an…

    As the most important night in the Hollywood… More details

    Hot Oscar Dates: Madonna and Michael Jackson

    Hot Oscar Dates: Madonna and Michael Jackson

    As the most important night in the Hollywood calendar, it's only fitting that the Oscars should showcase the most bizarre and high-profile celebrity date imaginable - Madonna and Michael Jackson.

    The pair, who were never a couple, co-ordinated their dazzling outfits and jewels for the 1991 ceremony, when Dick Tracy star Madonna performed the Academy Award-winning Sooner or Later.

  • Hot Oscar Dates: Brad Pitt and Angelina Jolie

    Hot Oscar Dates: Brad Pitt …

    Brad Pitt and Angelina Jolie oozed old school… More details

    Hot Oscar Dates: Brad Pitt and Angelina Jolie

    Hot Oscar Dates: Brad Pitt and Angelina Jolie

    Brad Pitt and Angelina Jolie oozed old school Hollywood glamour when they finally make their first Oscars appearance in 2009, four years after they met on the set of Mr & Mrs Smith.

  • Hot Oscar Dates: Jennifer Aniston and John Mayer

    Hot Oscar Dates: Jennifer A…

    Jennifer Aniston and then-boyfriend John Mayer… More details

    Hot Oscar Dates: Jennifer Aniston and John Mayer

    Hot Oscar Dates: Jennifer Aniston and John Mayer

    Jennifer Aniston and then-boyfriend John Mayer wisely skipped the red carpet run at the 2009 Oscars (it was occupied by her ex-husband Brad Pitt and his partner Angelina Jolie) but she did show off her beau later that night at the Vanity Fair Oscar party.

  • Hot Oscar Dates: Christian Slater and Winona Ryder

    Hot Oscar Dates: Christian …

    Heathers co-stars Christian Slater and Winona… More details

    Hot Oscar Dates: Christian Slater and Winona Ryder

    Hot Oscar Dates: Christian Slater and Winona Ryder

    Heathers co-stars Christian Slater and Winona Ryder were an item for the 1989 Oscars, a few months ahead of the release of the iconic high school flick.

    While Ryder went on to have a serious relationship with Johnny Depp in the early 90s, Slater described the actress as "the woman of his dreams" as recently as 2007.

  • Hot Oscar Dates: Claudia Schiffer and David Copperfield

    Hot Oscar Dates: Claudia Sc…

    Supermodel Claudia Schiffer and her then-fiance,… More details

    Hot Oscar Dates: Claudia Schiffer and David Copperfield

    Hot Oscar Dates: Claudia Schiffer and David Copperfield

    Supermodel Claudia Schiffer and her then-fiance, magician David Copperfield, were the most coiffured couple at the 1995 Oscars.

  • Hot Oscar Dates: Demi Moore and Bruce Willis

    Hot Oscar Dates: Demi Moore…

    Brat Pack babe Demi Moore and Die Hard star Bruce… More details

    Hot Oscar Dates: Demi Moore and Bruce Willis

    Hot Oscar Dates: Demi Moore and Bruce Willis

    Brat Pack babe Demi Moore and Die Hard star Bruce Willis enjoyed their status as Hollywood's it-couple at the 1989 Oscars,

    The couple met and married in 1987, and had three children together before divorcing in 2000. Moore married Ashton Kutcher in 2005 (they are now separated), while Willis wed model Emma Heming in 2009.

  • Hot Oscar Dates: Beyonce and Jay-Z

    Hot Oscar Dates: Beyonce an…

    Superstar couple Beyonce and Jay-Z make their… More details

    Hot Oscar Dates: Beyonce and Jay-Z

    Hot Oscar Dates: Beyonce and Jay-Z

    Superstar couple Beyonce and Jay-Z make their Oscars debut in 2005, when Bey wowed the crowds in a stunning Vintage Atelier Versace gown.

    During the ceremony she took to the stage to perform a glitzy musical number with Hugh Jackman.

  • Hot Oscar Dates: Humphrey Bogart and Lauren Bacall

    Hot Oscar Dates: Humphrey B…

    Acting royalty Humphrey Bogart and his fourth… More details

    Hot Oscar Dates: Humphrey Bogart and Lauren Bacall

    Hot Oscar Dates: Humphrey Bogart and Lauren Bacall

    Acting royalty Humphrey Bogart and his fourth wife Lauren Bacall brought glamour to the 1952 Academy Awards ceremony, when Bogart collected the Best Actor gong for his role in The African Queen.

    The husky-voiced duo met and fell in love eight years earlier on the set of To Have and Have Not and their on-screen chemistry was so sizzling they were cast together in another three movies. Bogart died in 1957.

  • Hot Oscar Dates: Ben Affleck and Jennifer Lopez

    Hot Oscar Dates: Ben Afflec…

    After showing each other off on the Academy… More details

    Hot Oscar Dates: Ben Affleck and Jennifer Lopez

    Hot Oscar Dates: Ben Affleck and Jennifer Lopez

    After showing each other off on the Academy Awards red carpet in 2003, Ben Affleck and Jennifer Lopez - or Bennifer, as they were famously nicknamed - couldn't keep their hands off each other at the Vanity Fair Oscars party.

    The couple started dating in 2002 and were even engaged to be married, but the high-profile romance ended in 2004 after Affleck was allegedly led astray by a lap dancer during a night partying with Brat Pack bad boy Christian Slater.

  • Hot Oscar Dates: Anne Heche and Ellen DeGeneres

    Hot Oscar Dates: Anne Heche…

    The shades are on for former couple Anne Heche… More details

    Hot Oscar Dates: Anne Heche and Ellen DeGeneres

    Hot Oscar Dates: Anne Heche and Ellen DeGeneres

    The shades are on for former couple Anne Heche and Ellen DeGeneres at the 1999 awards ceremony.

    The pair met at an Oscar party two years earlier, when DeGeneres confided to the actress that she intended to announce she was gay the following week on her TV sitcom, Ellen.

  • Hot Oscar Dates: Jack Nicholson and Anjelica Huston

    Hot Oscar Dates: Jack Nicho…

    Ladies' man and 12-time Academy Award nominee… More details

    Hot Oscar Dates: Jack Nicholson and Anjelica Huston

    Hot Oscar Dates: Jack Nicholson and Anjelica Huston

    Ladies' man and 12-time Academy Award nominee Jack Nicholson dressed down his tuxedo to escort a stunning Anjelica Huston to the 1975 ceremony.

    The pair dated for 16 years - Nicholson's longest relationship.

  • Hot Oscar Dates: Johnny Depp and Vanessa Paradis

    Hot Oscar Dates: Johnny Dep…

    The beautiful Johnny Depp and Vanessa Paradis… More details

    Hot Oscar Dates: Johnny Depp and Vanessa Paradis

    Hot Oscar Dates: Johnny Depp and Vanessa Paradis

    The beautiful Johnny Depp and Vanessa Paradis swap their low-profile life in France for the glitz and glamour of the 2004 ceremony, when Depp was nominated for the Best Actor award for Finding Neverland.

  • Hot Oscar Dates: Julia Roberts and Kiefer Sutherland

    Hot Oscar Dates: Julia Robe…

    Fresh from their Flatliners success, engaged… More details

    Hot Oscar Dates: Julia Roberts and Kiefer Sutherland

    Hot Oscar Dates: Julia Roberts and Kiefer Sutherland

    Fresh from their Flatliners success, engaged couple Julia Roberts and Kiefer Sutherland attend the 1991 Oscars a few months ahead of their planned wedding.

    Roberts famously got cold feet and called off the nuptials three days before the ceremony, claiming that Sutherland had been seeing a stripper. She immediately began dating Jason Patric, Sutherland's co-star from The Lost Boys, and flew to Ireland with him on the day she had been set to marry.

  • Hot Oscar Dates: Matt Dillon and Cameron Diaz

    Hot Oscar Dates: Matt Dillo…

    Teen hearthrob-turned serious actor Matt Dillon… More details

    Hot Oscar Dates: Matt Dillon and Cameron Diaz

    Hot Oscar Dates: Matt Dillon and Cameron Diaz

    Teen hearthrob-turned serious actor Matt Dillon and then-girlfriend Cameron Diaz make an achingly cool Oscars red carpet couple in 1998 - the same year the There's Something about Mary co-stars ended their three-year relationship.

  • Hot Oscar Dates: Will Smith and Jada Pinkett Smith

    Hot Oscar Dates: Will Smith…

    Will Smith and Jada Pinkett Smith may be nine… More details

    Hot Oscar Dates: Will Smith and Jada Pinkett Smith

    Hot Oscar Dates: Will Smith and Jada Pinkett Smith

    Will Smith and Jada Pinkett Smith may be nine years into their marriage at the 2006 Oscars , but they're keen to show that the passion is still there.

    The former Fresh Prince has received two Best Actor nods, for his roles in Ali and The Pursuit of Happyness.

  • Hot Oscar Dates: Angelina Jolie and James Haven

    Hot Oscar Dates: Angelina J…

    A gothic-looking Angelina Jolie took her big… More details

    Hot Oscar Dates: Angelina Jolie and James Haven

    Hot Oscar Dates: Angelina Jolie and James Haven

    A gothic-looking Angelina Jolie took her big brother James Haven as her plus-one at the 2000 Academy Awards.

    The actress famously gave Haven a lingering kiss on the red carpet before gushing over him during her acceptance speech for Best Supporting Actress for Girl, Interrupted, telling the crowd she was "in love" with the actor/producer.

  • Hot Oscar Dates: Reese Witherspoon and Ryan Phillippe

    Hot Oscar Dates: Reese With…

    Shortly after her successful debut as Elle Woods… More details

    Hot Oscar Dates: Reese Witherspoon and Ryan Phillippe

    Hot Oscar Dates: Reese Witherspoon and Ryan Phillippe

    Shortly after her successful debut as Elle Woods in Legally Blonde, Reese Witherspoon attends the 2002 Academy Awards with her husband of just over three years, Ryan Phillippe.

    The Cruel Intentions co-stars met at her 21st birthday party in 1997 and went on to marry and have two children together, but like many successful female Academy Award nominees, Witherspoon split from her husband shortly after winning her first Oscar. She took a Best Actress gong for her role in Walk The Line in 2006 and divorced Phillippe the same year.

  • Hot Oscar Dates: Guy Ritchie and Madonna

    Hot Oscar Dates: Guy Ritchi…

    Madonna is floaty and feminine on the arm of… More details

    Hot Oscar Dates: Guy Ritchie and Madonna

    Hot Oscar Dates: Guy Ritchie and Madonna

    Madonna is floaty and feminine on the arm of then-husband Guy Ritchie at the 2006 Academy Awards Vanity Fair Party, two years before the couple's high-profile divorce.

    In 1997, Madonna's single You Must Love Me from the Evita soundtrack won her an Academy Award for Best Original Song.

  • Hot Oscar Dates: Melanie Griffith and Antonio Banderas

    Hot Oscar Dates: Melanie Gr…

    Melanie Griffith and Antonio Banderas make a… More details

    Hot Oscar Dates: Melanie Griffith and Antonio Banderas

    Hot Oscar Dates: Melanie Griffith and Antonio Banderas

    Melanie Griffith and Antonio Banderas make a show-stopping entrance at the 1998 Academy Awards.

    The couple met on set of 1995 comedy Two Much when both stars were married to other people - Griffith to longtime love Don Johnson and Banderas to actress Ana Leza. They divorced their respective partners and married in 1996, their daughter Stella was born later the same year.

  • Hot Oscar Dates: Goldie Hawn and Kurt Russell

    Hot Oscar Dates: Goldie Haw…

    Longtime couple Goldie Hawn and Kurt Russell,… More details

    Hot Oscar Dates: Goldie Hawn and Kurt Russell

    Hot Oscar Dates: Goldie Hawn and Kurt Russell

    Longtime couple Goldie Hawn and Kurt Russell, pictured here at the 1989 ceremony, are Academy Awards regulars.

    The couple first met in 1968 on set of The One and Only, Genuine, Original Family Band but it wasn't until they reunited for Swing Shift in 1983 that romance blossomed. The two have been together ever since.

  • Hot Oscar Dates: Michael Douglas and Catherine Zeta Jones

    Hot Oscar Dates: Michael Do…

    A proud Michael Douglas escorts his heavily… More details

    Hot Oscar Dates: Michael Douglas and Catherine Zeta Jones

    Hot Oscar Dates: Michael Douglas and Catherine Zeta Jones

    A proud Michael Douglas escorts his heavily pregnant wife Catherine Zeta Jones to the Vanity Fair Oscar party in 2003 after she won the Best Supporting Actress award for her role in Chicago.

    Douglas met Zeta Jones, who is 25 years his junior, in 1998, when he told her "I'd like to father your children." They married two years later and have two children together.

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