Real Celebrity Proposals

Get the full scoop on how your favorite stars got engaged

Updated 02/24/12

Fairchild Archives

01 of 23

Natalie Portman and Benjamin Millepied

Fairchild Archives

The actress and choreographer, who met on the set of Black Swan, announced their engagement in December 2010. News followed shortly after that Portman was expecting her first child with Millepied.

02 of 23

Molly Sims and Scott Stuber

Fairchild Archives

Perhaps taking a cue from Mr. Big's romantic proposal in the Sex and the City film, producer Scott Stuber proposed to Molly Sims on bended knee in their closet in May 2011. Stuber also rented a private plane and flew in Sims' parents to celebrate their engagement, OK! reports.

03 of 23

Vanessa Minnillo and Nick Lachey

Fairchild Archives

The former 98 Degrees singer proposed to Vanessa Minnillo in November 2010 on the beach in California, according to People. The simple and intimate proposal was the polar opposite of Lachey's elaborate proposal to Jessica Simpson in 2002, which reportedly involved a private yacht in Hawaii.

04 of 23

Amy Adams and Darren La Gallo

The actress admits that when La Gallo proposed to her in July 2008, her mind was initially on work rather than her boyfriend of six years. "I got engaged the night before we wrapped Julie and Julia," she told Parade. "It was funny because I was actually running lines from the script in my head while we were taking this romantic carriage ride in Central Park."

05 of 23

Drew Barrymore and Will Kopelman

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Art consultant Will Kopelman proposed to Drew Barrymore in Sun Valley, Idaho, while the two were vacationing there over the holidays, reports Us Weekly. This will be Barrymore's third marriage.

06 of 23

Camila Alves and Matthew McConaughey

Fairchild Archives

Matthew McConaughey proposed to long-time girlfriend and mother of his two children, Camila Alves, on Christmas Day. Right after his proposal, the actor shared the news on Twitter, saying, "just asked camila to marry me, merry Christmas."

07 of 23

Katherine Heigl and Josh Kelley

Fairchild Archives

Josh Kelley and Katherine Heigl met when she appeared in one of his music videos, which was filmed in a Venice Beach bungalow. In June 2006, Kelley reportedly tracked down the same bungalow so he could propose to her in the place where they first met.

08 of 23

Kristin Cavallari and Jay Cutler

Fairchild Archives

While the reality TV star and Chicago Bears quarterback have chosen to keep the details of their May 2011 proposal private, Cavallari did reveal that it was romantic and old-fashioned. "He went and asked my dad, which was really sweet, and my dad really appreciated that! My parents couldn't be happier," she told Us Weekly. The engagement, which was called off in July, is back on as of November 2011.

09 of 23

Ellen Pompeo and Chris Ivery

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Record producer Chris Ivery proposed to the Grey's Anatomy star on her 37th birthday following a low-key birthday breakfast at their home, according to People.

10 of 23

Carrie Underwood and Mike Fisher

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After receiving her father's permission, pro hockey player Mike Fisher proposed to country singer Carrie Underwood at his home in Ottawa, Ontario, in December 2009.

11 of 23

Katie Holmes and Tom Cruise

WWD/Steve Eichner

Tom Cruise proposed to Katie Holmes in June 2005 atop the Eiffel Tower following dinner at Le Jules Verne, a restaurant located inside the Parisian landmark, according to Entertainment Tonight.

12 of 23

Kate Middleton and Prince William

Press Association via AP Images

Prince William presented the future princess with his late mother's sapphire engagement ring while on vacation in Africa at Manda Bay, an intimate boutique hotel located on a small island off of the coast of Kenya.

13 of 23

Mariah Carey and Nick Cannon

WWD

In the Spring 2008, Nick Cannon proposed to Mariah Carey by presenting her with a Ring Pop that had a real engagement ring inside. Inspired by the proposal, Mariah went on to create a new fragrance Lollipop Bling and described the scent as "romantic, fun, and young at heart—like me!"

14 of 23

Gisele Bündchen and Tom Brady

WWD/Steve Eichner

NFL quarterback Tom Brady reportedly proposed to the supermodel on Christmas Eve in 2008 aboard a private jet. According to TMZ, the plane was stocked with champagne and four dozen white roses.

15 of 23

Emily Blunt and John Krasinski

WWD

On an episode of The View, John Krasinski revealed the details of his simple yet intimate proposal that took place in August 2009. "We were alone and she didn't know that I was going to do it and she just turned around to ask me a question and I was on one knee," he said.

16 of 23

Anna Paquin and Stephen Moyer

WWD

The True Blood co-stars got engaged in August 2009 on the beach in Hawaii during a family vacation. The song "White Sandy Beach of Hawai'i" by Israel "IZ" Kamakawiwo'ole, which was played during the first season of their television show, inspired Stephen to pop the question in Hawaii.

17 of 23

Lauren Miller and Seth Rogen

WWD

Funny guy Seth Rogen, during an appearance on Conan, revealed that he had proposed to his fiancé while she was half naked. "She was in our closet, changing, and she was literally only in her underpants. I had already kind of started [to propose]. ...I didn't picture it like this, and I know she didn't picture it like this," he said. "I figured the only appropriate thing was to place the ring on her nipple, actually."

18 of 23

Giuliana DePandi and Bill Rancic

WWD

The Apprentice winner Bill Rancic proposed to E! News anchor Giuliana DePandi during a romantic helicopter tour of his hometown of Chicago in December 2008, as reported to The Associated Press.

19 of 23

Karina Smirnoff and Brad Penny

WWD

Brad Penny teamed up with Karina Smirnoff's manager to pull off the perfect proposal. Her manager told Karina that they was going to have dinner with the president of Twitter, and while at the restaurant, her manager left to take a phone call. In walked Brad, who quickly got down on one knee. "I honestly didn't expect it," Smirnoff told People.com.

20 of 23

Bethenny Frankel and Jason Hoppy

WWD

Jason Hoppy planned a romantic proposal for the Real Housewives of New York star in October 2009 and decorated her apartment with more than one hundred votive candles and rose petals. He even dressed up his future bride's dog Cookie in a pink bow tie for the occasion. When Bethenny Frankel arrived home, Hoppy got down on one knee and asked him to marry her, according to People.com.

21 of 23

Megan Fox and Brian Austin Green

WWD

The couple got engaged for the second time in June 2010 on the beach at the Four Seasons Hualalai hotel on the Big Island in Hawaii. According to The Huffington Post, the couple then reportedly lost the ring in the sand due to the excitement and never found it. The couple wound up getting married at the same location a few days later.

22 of 23

Jenna Bush and Henry Hager

Shealah Craighead/White House

Henry Hager proposed to the former First Daughter at sunrise atop Cadillac Mountain in Maine's Acadia National Park following a 4 a.m. hike in September 2007. "I did not want to go hiking," Jenna Bush told the Associated Press. "It was freezing. But we got up, and we hiked in the dark for an hour and a half, and then when we got towards the top, with the sunrise, he asked me."

23 of 23

Kendra Wilkinson and Hank Baskett

Courtesy of E!

NFL player Hank Baskett proposed to the former Playboy Playmate atop Seattle's Space Needle in the November 2008 in front of both their families.

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