20 celebrity couples you probably forgot were engaged

kiefer sutherland julia roberts
Julia Roberts and Kiefer Sutherland.Mark J. Terrill/AP Images
  • In a world where a 72-day marriage isn't that big of a deal, getting engaged can be a small thing.

  • Plenty of celebrity couples have gotten engaged, but never made it down the aisle.

  • Julia Roberts dramatically ran off with the groom-to-be Kiefer Sutherland's best friend.

Remember when Lenny Kravitz and Nicole Kidman were engaged? Or Jim Carrey and Renee Zellweger?

No, neither do we.

Here are some surprising celebrities pairs who were once engaged but called it off before walking down the aisle.

Ryan Reynolds and Alanis Morissette

ryan reynolds and alanis morissette
Morissette and Reyolds.Kevin Winter/Getty Images

Before Ryan Reynolds was one half of one of the most beautiful celebrity couples of our time — he married Blake Lively in 2012 — he proposed to "Ironic" singer Alanis Morissette. The couple dated for five years and were engaged for two, breaking things off in 2007.

There appears to be no bad blood though — Reynolds actually sang a little bit of "Ironic" on The "Today" show in 2016.

Michael Keaton and Courteney Cox

courteney cox michael keaton
Cox and Keaton.Diane Freed/Getty Images

This relationship ended back in 1995, so it's not surprising that you forgot it happened. It's never been confirmed that Keaton proposed, but it was highly speculated. The two dated for almost six years.

At the time, Michael Keaton was best known for his dark role as Batman, whereas Courteney Cox was synonymous with bubbly neat freak Monica Geller.

Jim Carrey and Renee Zellweger

jim and rene 2
Carrey and Zellweger.Brenda Chase/Getty Images

Carrey and Zellweger met while co-starring in "Me, Myself and Irene," and were engaged from 1999 to 2000. Now, Zellweger is happily dating British presenter Ant Anstead and Carrey has announced he's retiring from acting.

Chris Klein and Katie Holmes

katie holmes chris klein
Holmes and Klein.Carlo Allegri/Getty Images

The stars of "Dawson's Creek" and "American Pie" were a match made in '90s heaven. At the time of their engagement in 2003, they had been dating for over five years — but their relationship was over by 2005. Katie Holmes went on to marry (and divorce) Tom Cruise.

Darren Aronofsky and Rachel Weisz

rachel and darren
Weisz and Aronofsky.Frazer Harrison/Getty Images

Rachel Weisz and Darren Aronofsky were together for nine years and broke up in 2010. The two got engaged in 2005, and they welcomed their son, Henry, shortly thereafter.

Weisz went on to marry Daniel Craig, while Aronofsky dated Jennifer Lawrence for a year between 2016 and 2017.

Brad Pitt and Gwyneth Paltrow

brad and gwyn
Paltrow and Pitt.Brenda Chase/Getty Images

These two met on the set of thriller "Se7en" in 1994, were engaged by 1996, and broken up by 1997. You would think that this would be a memorable relationship, but both Paltrow and Pitt went on to have some of the most iconic celebrity relationships of our time — see: the Aniston vs. Jolie controversy and Paltrow's "conscious uncoupling" from husband Chris Martin.

Paltrow was apparently feeling regretful about their relationship as recently as 2017 saying, "I [messed] that up, Brad."

Kanye West and Amber Rose

kanye west amber rose
Rose and West.Larry Busacca/Getty Images

The couple was together for two years and, while it's unclear when in their relationship they became engaged, they were apparently everywhere in 2009 and 2010. Rose was even in the audience when West famously interrupted Taylor Swift's acceptance speech at the 2009 VMAs.

Zayn Malik and Perrie Edwards

zerrie photoset
Malik and Edwards.Kevin Winter/Getty Images and Jeff Spicer/Getty Images

It's hard to remember a time before (now exes) Zayn Malik and Gigi Hadid, but before Hadid there was Perrie Edwards of British girl group Little Mix. The two were engaged from August 2013 until July 2015, during which Malik left One Direction.

Their breakup was exceedingly unpleasant — Edwards claimed she was dumped via text message, Malik covered up his tattoo of her, and Little Mix released a song called "Shout Out to My Ex," in which fans believe Edwards dissed Malik.

Josh Brolin and Minnie Driver

josh brolin minnie driver
Driver and Brolin.Brenda Chase/Getty Images

Josh Brolin (son of James Brolin and step-son of Barba Streisand) met Minnie Driver on the set of their direct-to-video film "Slow Burn" in 1998. They announced their engagement in 2001, but broke up only five months later.

Lenny Kravitz and Nicole Kidman

lenny and nicole
Kravitz and Kidman.Charley Gallay/Getty Images

As People reported, in 2017, Nicole Kidman revealed to The Edit that she had been engaged to Lenny Kravitz in 2003. And it's lucky that they're still on good terms — Kidman co-starred with Kravitz's daughter Zoë in "Big Little Lies."

Jude Law and Sienna Miller

jude law sienna miller
Law and Miller.Evan Agostini/Getty Imges

Jude Law and Sienna Miller's relationship was off-and-on for seven years. Most people remember that they dated — and the cheating scandal involving a nanny — but the two were actually engaged.

After breaking off their engagement in 2005, getting back together and breaking up in 2006, and reuniting in 2009, they called it quits in 2011.

In 2022, she appeared in Netflix's "Anatomy of a Scandal," in which she plays a wife who is cheated on. She called the experience "cathartic."

"It was familiar terrain, because I've experienced some of the things that she experienced. And the feelings were familiar," she told Elle UK in 2022.

Kiefer Sutherland and Julia Roberts

kiefer sutherland julia roberts
Roberts and Sutherland.Mark J. Terrill/AP Images

When Kiefer Sutherland and Julia Roberts decided to get married, they were just 24 and 23, respectively. This was over 25 years ago: Roberts was on her way to becoming a star, and Sutherland was not yet Jack Bauer.

The engagement was pretty standard, but the break-up was not — only three days before the 1991 wedding, Roberts called it off and proceeded to fly to Ireland with Jason Patric (the groom-to-be's friend), People magazine reported.

Matt Bellamy and Kate Hudson

matt bellamy kate hudson
Bellamy and Hudson.Pascal Le Segretain/Getty Images

The Muse frontman and the actress had a relatively under-the-radar relationship, including their engagement. Hudson only confirmed it when she was asked about it on a "Today" show appearance in 2011. The couple was engaged for four years, but they quietly broke up in 2014.

Lance Armstrong and Sheryl Crow

lance armstrong and sheryl crow
Crow and Armstrong.Kevin Winter/Getty Images

Lance Armstrong and singer-songwriter Sheryl Crow were only engaged for five months, but they were together for three years after meeting at a charity event in 2003.

He revealed in his 2009 book that they broke up because he didn't want to have kids right away.

Mark Ronson and Rashida Jones

mark ronson rashida jones
Ronson and Jones.Astrid Stawlarz/Getty Images

Ronson, the producer behind smash hits like Bruno Mars' "Uptown Funk" and Amy Winehouse's "Rehab," was engaged to "Parks and Rec" actress Rashida Jones in 2003 for a year, before the couple ended things.

Carson Daly and Tara Reid

tara reid carson daly
Reid and Daly.Kevin Winter/Getty Images

Could there be a more 2000 relationship than the host of "TRL" and an "American Pie" actress? Carson Daly and Tara Reid dated for seven months before getting engaged that year. They met, not surprisingly, at a taping of "MTV's Spring Break."

The relationship was over by 2002. In 2012, Daly said he "dodged a bullet."

Sean Penn and Charlize Theron

charlize theron sean penn
Penn and Theron.Jason Kempkin/Getty Images

Charlize Theron and Sean Penn were friends for almost 20 years before they started dating in 2013. While they are both A-listers, Penn relationships with Madonna and Robin Wright are more famous.

They got engaged after less than a year of dating, but broke up by 2015.

Frank Sinatra and Lauren Bacall

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Bacall and Sinatra.Getty Images

Frank Sinatra was a notorious ladies' man — you could have asked any one of his four ex-wives. But one of his least-known relationships was with ex-fiancée Lauren Bacall, who was known for her Hollywood romance with Humphrey Bogart (they were affectionately called Bogey and Bacall).

The two were always close friends, but eventually that friendship turned into romance and — briefly — an engagement. But once the news got out, Sinatra ghosted her, she wrote in her memoir.

David Moscow and Kerry Washington

Kerry Washington and fiance David Moscow during Macy's Passport 2005 Gala
Washington and Moscow.Steve Jennings/WireImage for Movado Group PR/Getty Images

The "Scandal" star was engaged to Moscow, best known for playing the younger version of Joe in "Big," for three years before breaking up in 2007.

"When we were planning the wedding, I didn't even feel like picking out a dress. But I didn't rush things; I let my intuition guide me. We realized that even though we love each other on a very profound level, we were doing emotional gymnastics to try to work things out," she told Essence in 2020.

She's now been married to actor Nnamdi Asomugha for 10 years.

Tate Donovan and Sandra Bullock

Sandra Bullock and Tate Donovan.
Donovan and Bullock.Vinnie Zuffante/Getty Images

Many people might remember that Donovan was once engaged to his "Friends" costar Jennifer Aniston, but that relationship came soon after his engagement with Bullock ended in 1994.

The two met while starring in "Love Potion No. 9" in 1992.

In 2020, Bullock and Aniston chatted about their friendship, and how Donovan had actually introduced them in Interview Magazine.

"We were introduced by our former boyfriend. I say 'our' because you and I both partook of this one human being," said Bullock, who called him "a very patient human being, given that he dated us both."

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