Our Favourite Movie & TV Proposals (and engagement rings)

Our Favourite Movie & TV Proposals (and engagement rings)

Emily Schinella Emily Schinella
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If you’re the kind of rom-com buff we know you are, you have probably felt the heart strings pull when there’s a proposal in one of your favourite TV shows or Movies! For most of us, watching these proposals is an enchanting feeling, making us imagine and envision our own big moment someday.

While some couples have adhered to the ‘go-big-or-go-home’ philosophy while getting down on one knee, others have made the candlelit intimacy look like a dream come true! So, for all our fiancées-to-be dreaming about the perfect engagement rings and brainstorming the perfect proposal in your head — look no further. We’ve got the best compilation of magic moments from our favourite on-screen couples to give you all the inspo you need, for both the moment, and its shiny symbol.

Read on as we unpack the most iconic proposals in TV and movie history.  

Iconic TV & Movie Proposals

Iconic Proposals From TV Shows & Movies 

The Proposal (Margaret and Andrew)

Nothing says love like faking an engagement with your assistant for a visa, meeting his family, running away from the altar of an unplanned wedding, flying back to pack your bags, only to have him come back to town and ask you to marry him in front of your whole office because you’re the kind of crazy he adores. Not looking to commit fraud? No problem! You can still carry the essence of the movie by proposing to your S/O like Sandra Bullock did— on a busy, crowded sidewalk as Ryan Reynolds towered over her, or as Ryan Reynolds, who started off telling her every reason he should find her insane, but made them the reasons he loved her in the first place. 

Grey’s Anatomy (Meredith and Derek)

Never have women fallen in love for a neurosurgeon quicker than they did with McDreamy, aka Dr. Derek Shepard portrayed by People Magazine's 'Sexiest Man Alive', Patrick Dempsey. And just when we thought that his love for Meredith couldn’t get any more perfect than it already was, this dreamboat goes ahead and covers an entire elevator (which was their super-secret romantic spot) with CT scans and reports of the patients they operated on and saved together. While some of us might think that staying in scrubs and being covered in bodily fluid does not really leave much scope for romance, this couple proves us wrong, leaving Ellen Pompeo’s Meredith Grey staring at her gorgeous cushion-cut engagement ring decorated with an elegant white gold and platinum pave-style setting. 

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The Office (Jim and Pam)

A slow-burn couple with intense chemistry and a wholesome trajectory? Yes, please! John Krasinski’s Jim Halpert is shown to be head-over-heels in love with Jenna Fischer’s Pam — the adorable, funny, and quiet receptionist. Seasons after the fans saw them almost make it, and switch from partner to partner, the writers captured the urgency of their proposal perfectly, when Jim, on a rainy day, misses Pam (who is out of town) so much, that he asks to meet her halfway between their towns in the downpour, only to get down on one knee outside a gas station. While the proposal seemed to lack the pomp and jazz of most Hollywood Engagement Scenes, it couldn’t be more fitting to their characters, and the subtle, ‘everyday’ nature of The Office.

F.R.I.E.N.D.S. (Chandler and Monica)

The only one who could have caught Monica’s Type-A personality off-guard, was the sarcastic and lovable Chandler, who outdid himself in the episode we all know and love (‘The One With The Proposal’). While Monica arranges the gorgeous ambience of candles and warmth, she’s unable to complete her question because of overwhelming tears. So Chandler, picks it up, and struggling through his own tears, he proposes with the most impromptu (yet, thoughtful words) ever scripted. Props to him for his ring selection though, a stunning princess cut engagement ring flanked by two blue sapphire stones on either side. 

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Sex & The City (Carrie and Big)

If you thought that a gorgeous pair of midnight-blue Manolo Blahnik shoes were desirable before this, you’re definitely going to want to buy them now. The on-again-off-again couple finally get their happy reunion after heartbreak and cold feet in the movie, when Big proposes to Carrie in her favourite space: a walk-in shoe closet. A dream-come-true for fashionistas out there, he pops the question, and she says yes, after which he slips the gorgeous stiletto onto her foot. Fans fell even harder for the couple when they saw Carrie’s one-of-a-kind ring in Sex And The City 2, a black diamond ring with a white gold band adorned with an array of white brilliant round cut diamonds. 

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He’s Just Not That Into You (Neil and Beth)

One of our favourite rom-coms of all time, He's Just Not That Into You isn't just famous for its all-star cast but also one of the cutest proposals of all time. Of all the couples in this ensemble film, the one we hoped would go the distance was Ben Affleck's Neil and Jennifer Anniston's Beth. We can honestly say that we all related to Beth's frustration over Neil not proposing. So, when he finally did get down on one knee after realising that he just wanted to make her happy in order to make himself happy, we all collectively let out a sigh of relief. After Beth discovers a stunning pave-style diamond solitaire engagement ring, Neil pops the question in a lowkey but sickly sweet proposal in the couple's apartment. The perfect way to close the chapter of Beth and Neil's story. 

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Gossip Girl (Chuck and Blair)

One of TV's biggest 'will they or won't they couples' of the the late 2000s and early 2010s, everyone collectively held their breath for Chuck Bass and Blair Waldorf from Gossip Girl to make it. Whether it was with their scheming, their moments of lust or their epic fashion moments, we were rooting for the Upper East Side's most iconic couple to go the distance as they played cat and mouse for sixth seasons. And they finally got there in the show's very last episode when Chuck got down on one knee and FINALLY proposed to Blair while the two were on the run. Of course, members of New York's elite don't just propose with any old ring, with Chuck opting for a 8-carat cushion cut ring flanked by two baguette diamonds on each side. Talk about stunning! 

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My Big Fat Greek Wedding (Toula and Ian)

If you're someone who grew up with migrant parents or just really a big family, chances are you can very much sympathise with Toula Portokalos from My Big Fat Greek Wedding when she decided to date someone from outside her family's very big, Greek inner circle. Ian (played by John Corbett), who you will recognise as Aidan from Sex And The City), swept Toula off her feet after the two met officially after a series of run ins around Chicago. This resulted in a whirlwind romance that the couple was able to keep under wraps from Toula's very nosy family for several months. Not long after, Ian popped the question and a very sweet but lowkey way in the couple's bedroom with an elegant yet timeless round engagement ring with a classic yellow gold solitaire setting. 

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Crazy Rich Asians (Nick and Rachel)

One of the biggest surprise hits of 2018, Crazy Rich Asians is the ultimate feel-good viewing and we think that we all have a soft spot for Nick and Rachel played by Henry Golding and Constance Wu retrospectively. The modern star crossed lovers, we were all thrilled when Nick and Rachel were able to get over their vastly different upbringings (and nosy in-laws) and reconcile at the end of the film, resulting in one of the most adorable proposals of all time. What follows is a mad dash film climax which results in a super romantic proposal in front of all the patrons boarding a flight from Singapore to New York. Naturally, as the 'Prince Harry of Singapore,' Nick opted to propose with his mother's epic emerald engagement ring with two diamond accents on either side.

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Love Actually (Aurelia and Jamie)                                 

Arguably one of the best ensemble Christmas films of all time, we were so happy for Jamie when he finally got his happy ending after discovering his girlfriend's unfaithfulness. Escaping to a French Chateu, he meets Portuguese housekeeper Aurelia and the two fall for each other despite a severe language barrier. This does not stop Jamie for declaring his love for her and popping the question in what can only be described as a very shoddy interpretation of the Portuguese in the middle of the restaurant she is working at. Despite this, Aurelia says yes and the whole restaurant cheers at the sight of the super heart-warming Christmas proposal. 

The Twilight Saga (Bella and Edward)                                                

Whether you were Team Edward or Team Jacob, you cannot deny that Twilight Saga Eclipse doesn't feature one of the most romantic proposals of all time. Fans of the Twilight franchise will remember that the one condition Edward had for turning Bella into a vampire is that she agreed to marry him. Still, we were taken by surprise at just how romantic his proposal was. After multiple-failed casual proposals, Edward officially popped the question at the Swan residence as the pair admired the rugged sights of Forks. With Sia's My Love playing softly in the background, Twilight fans were undoubtedly squealing in delight when Edward pulled out the stunning round diamond cluster engagement ring that once belonged to his mother. 

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