11 of the Longest Celebrity Engagements

Wedding bells are in the air: Quick engagements have been all the rage with celebrities recently, with famous couples such as Justin Bieber and Hailey Baldwin, or Ariana Grande and Pete Davidson, opting to forgo the traditional dating grace period and, instead, commit completely. (For Grande and Davidson, the engagement came after a few weeks of dating.) But not all A-list couples have been in such a hurry. In fact, couples in Hollywood have a history of getting engaged quickly, but then enjoying a nice long engagement, postponing the actual wedding plans indefinitely or, sometimes tying the knot several years later.

Below, see 11 famous couples who got engaged, then waited a while to say “I do.”

1. Miley Cyrus and Liam Hemsworth

Engaged for: Six years (off and on)
Cyrus and Hemsworth have survived a series of ups and downs in their relationship: The couple got engaged in 2012, but called off the engagement a year later. Flash-forward to 2016, and the duo are back together, and once again engaged. No wedding plans have been set as of yet, with Cyrus telling The Sun on Sunday, “I don’t envision marriage. I’m 24,” she said. “I hope I get to live a little bit more. I have too much living to do [before I get married].”

2. Brad Pitt and Angelina Jolie

Engaged for: Two years
After seven years together with six children, the couple got engaged in 2012. They enjoyed two years of engagement before tying the knot in France in 2014. Jolie filed for divorce in 2016, citing irreconcilable differences.

3. Oprah Winfrey and Stedman Graham

Engaged for: 25 years (and counting)
The longest engagement in Hollywood: Winfrey and Graham were originally engaged back in 1993, but postponed the wedding due to busy schedules. Flash-forward to today and the couple still have yet to tie the knot. She told Vogue last year, “The only time I brought it up was when I said to Stedman, ‘What would have happened if we had actually gotten married?’ And the answer is: ‘We wouldn’t be together.’ We would not have stayed together, because marriage requires a different way of being in this world. His interpretation of what it means to be a husband and what it would mean for me to be a wife would have been pretty traditional, and I would not have been able to fit into that.”

4. Amy Adams and Darren Le Gallo

Engaged for: Seven years
The couple got engaged back in 2008, but waited seven years to walk down the aisle. Adams and Gallo got married in California in 2015. The actress joked of their long engagement, telling The Times, “We always had the commitment but now he’s stuck with me and I can really act out. I’m kidding. The truth is, I feel a stronger sense of family, a bigger sense of permanence, which is a nice thing for me.”

5. Jessica Simpson and Eric Johnson

Engaged for: Four years
Simpson and Johnson first got engaged in 2010. In 2012, they welcomed their first child together, daughter Maxwell Drew Johnson. Their second child, son Ace Knute Johnson, was born in 2013. They eventually tied the knot in California in 2014.

6. Jennifer Aniston and Justin Theroux

Engaged for: Three years
The couple were engaged in 2012, but waited three years to wed. They got married in 2015 at a private ceremony in Bel-Air. They announced their separation earlier this year.

7. Kristen Bell and Dax Shepard

Engaged for: Four years
Bell and Shepard were engaged in 2009. They waited to make things official until the state of California legalized same-sex marriage. When it did, they got married later in 2013.

8. Kate Hudson and Matt Bellamy

Engaged for: Three years
The now-separated couple met in 2010 and were quickly engaged in 2011. They have a son, Bingham Hawn Bellamy, together. They called it quits in 2014. Bellamy has since gone on to become engaged again, to model Elle Evans.

9. Olivia Wilde and Jason Sudeikis

Engaged for: Five years
Wilde and Sudeikis got engaged in 2013. They share two children together—daughter Daisy and son Otis—but they have yet to wed. Wilde spoke about how they are in no rush to marry. “We are seriously connected,” she told The Edit. “Before you have a child, marriage is the ultimate commitment and promise to one another, and then once you have a child, it’s like, ‘Oh, we’re committed and promised already.’ ”

10. Isla Fisher and Sacha Baron Cohen

Engaged for: Six years
Fisher and Cohen began dating in 2002, and were engaged in 2004. They waited six years before making it official, eventually marrying in Paris in 2010. They have three children together: daughters Olive and Elula and son Montgomery.

11. Alessandra Ambrosio and Jamie Mazur

Engaged for: 10 years
The supermodel and businessman got engaged in 2008. 10 years later, they ended their relationship, back in March. They have two children together: Anja Louise and Noah Phoenix.

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