351 voters

The Greatest Movie Wedding Proposals

Updated June 3, 2019 1.8k votes 351 voters 10.4k views20 items

What do you envision as the perfect marriage proposal? Flowers? A shiny diamond engagement ring? Nervous would-be groom on bended knee? Leave it to Hollywood to provide audiences with some of the most memorable moments of romance. These are the greatest movie wedding proposals on film.

Some of the guys who proposed on this list were never great with words. Rocky asked Adrian to marry him in Rocky II, with the not so smooth line, “I was wondering if you wouldn't mind marrying me very much?" Even still, the Italian Stallion's proposal was sweet and sincere, and how could a girl say "no" to Rocky? Johnny Cash was a bit more mischievous with his proposal. He invited his love, June Carter, on stage to sing a duet with him. Then, the music legend would not stop playing the song until she agreed to marry him.

Not every one of these proposals even ended with a “yes” (Sorry, Ben from Knocked Up). But his promise to fill the empty jewelry box he proposed with was so sweet that it had to be listed here. And since it is the 21st century, it should be important to note, that not every proposal on this list featured the man asking the woman.

From a custom-built walk-in shoe closet to Tiffany’s in New York City to standing outside in pouring rain, these are the movie marriage proposals that stole our hearts and made us go “awww, that’s sweet.”

Did we miss any of your favorite wedding proposals in movies? Let us know in the comments section. Also, be sure to upvote for the best silver screen marriage proposals that made the list.
  • Johnny Cash's 2005 biopic is sweetened when the country singer brings his girl June Carter up on the stage to join him in a duet. The band plays while Cash asks Carter to marry him. The kicker is that Johnny won't stop the song until she says "yes" to his proposal. The legendary music pair remained married for 35 years, until June's death in 2003. Johnny passed just a few months later.
    • Actors: Reese Witherspoon, Joaquin Phoenix, Ginnifer Goodwin, Robert Patrick, Shelby Lynne
    • Released: 2005
    • Directed by: James Mangold
    • Screenplay by: James Mangold, Gill Dennis
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  • All Robbie (Adam Sander) ever wanted to do was get married. After the wedding singer is stranded at the altar, he meets Julia (Drew Barrymore), who's engaged to a man who is cheating on her. Robbie finally gets over his ex, realizes that Julia is perfect for him, and hops on an airplane headed to Vegas and Julia's wedding, where she will become Mrs. Julia Guglia. With some assistance from the crew - and Billy Idol - Robbie serenades Julia with a song he wrote called, "I Wanna Grow Old with You."
    • Actors: Drew Barrymore, Adam Sandler, Steve Buscemi, William Michael Albert Broad, Christine Taylor
    • Released: 1998
    • Directed by: Frank Coraci
    • Screenplay by: Tim Herlihy
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  • Like so many movie romances, Elizabeth (Keira Knightley) and Mr. Darcy (Matthew Macfadyen) start out hating each other. Darcy is rich and Elizabeth is way beneath his social class. However, the pair quickly discovers that love is richer than money. Darcy pops the question at dawn and tells Elizabeth, "I love you. I never wish to be parted from you from this day on."
    • Actors: Keira Knightley, Carey Mulligan, Judi Dench, Rosamund Pike, Donald Sutherland
    • Released: 2005
    • Directed by: Joe Wright
    • Screenplay by: Deborah Moggach
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  • Lucy (Sandra Bullock) is a lonely transit token collector in Chicago. Just when you think that Jack (Bill Pullman) and Lucy are not going to wind up together, Jack drops a diamond engagement ring into Lucy's token tray. He proposes in front of his very opinionated family, and the pair seals the deal with a kiss right there in Lucy's booth.
    • Actors: Sandra Bullock, Monica Keena, Bill Pullman, Ally Walker, Peter Boyle
    • Released: 1995
    • Directed by: Jon Turteltaub
    • Screenplay by: Daniel G. Sullivan, Frederic Lebow
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