Emma Swan and Killian Jones are getting married and it is time to celebrate. Five years in the making, their journey has been such an incredibly beautiful and epic story, but also so grounded and real, filled with countless exquisite moments- some heartfelt, some heartbreaking, some beautifully romantic. In honor of their upcoming nuptials, I thought I would highlight the latter with the moments that are the most romantic. Although I suspect their wedding may be included in this list (perhaps even at the top) after we see it. But before then, these are what I deem their most romantic moments. Reliving their journey has been quite emotional and special. The writers of Once Upon a Time have created a true love story for the ages, and Jennifer Morrison and Colin O’Donoghue have given us an incredible gift with their moving performances and chemistry that is truly remarkable in its depth and authenticity. Writing and acting at it’s very best, the Captain Swan love story is one is of rare, profound beauty that has become one of the greatest of all time.
15. Emma and Killian share a happy reunion (Season 4, Episode 22 “Operation Mongoose”)
Not only was this one of their sweetest moments (the first of many reunions), but it was so sweetly romantic in the way that, despite Emma’s walls going up again still afraid to say “I love you,” the love they share was undeniably felt. The way she tackled Killian onto the bed and their happy giggles made us smile. And Emma’s loving expression, Killian’s endearing nervous swallow and bright smile of anticipation, knowing she wants to say, and finally the way she gently and tenderly expresses that love with a caress and forehead touch made our hearts happy.
14. Emma asks Killian to move in with her (Season 6, Episode 3 “The Other Shoe”)
The setting and tone of this lovely moment, and the meaning behind it was unequivocally romantic: a quiet dinner during the twilight of the day, soft music, Emma gently caressing Killian’s hair and asking him to move in with her in true Emma fashion. It’s not pretty language but nonetheless beautiful. It’s perfectly romantic and a moment so undeniably them – sweet, a bit funny, but oh so profound. The two moving in together was a big step and this scene was glorious.
13. Emma and Killian share a night of firsts (Season 4, Episode 2 “White Out”)
This entire episode was filled with the kind of simple romantic moments we all long to see. The fact that these were beautiful firsts for them were all happening in the same episode was amazing, and each so romantic in gesture and meaning. The first time we see Killian frantic with worry about Emma, the first time they hug each other, the first time Emma entwines their fingers together, and the first time Emma snuggles into him, seeking warmth and comfort in Killian who kneels beside Emma and holds her with love and adoration. This episode was like a romantic’s dream.
12. Killian gives Emma a special ring in Camelot (Season 5, Episode 7 “Nimue”)
Killian may not have been proposing (yet) but this romantic moment in Camelot was the next best thing, from Emma’s playful teasing of “working my way back to you babe,” to the completely passionate and tender kisses, a bestowing of a ring to keep her safe, a request to bring Emma home, and the first time Killian says he loves Emma in so many words in such a sweet, self-effacing way. It made my heart soar.
11. Killian’s life is restored and he’s reunited with Emma (Season 5, Episode 21 “Last Rites”)
What began as a moment of deep sorrow for Emma, became one of complete joy and happiness. This moment is truly romantic in both its epic nature and simplicity. The miracle of Killian coming back to life and the pure unencumbered joy of the couple kissing and embracing, completely overcome with emotion and lost in their love for each other is gorgeous in every way. From the way Emma can’t stop kissing him, to the way Killian grasps Emma tighter, to their overwhelmed expressions, and the soft rain coming down, this pristinely miraculous moment where True Love prevailed exudes romance.
10. Emma and Killian go on their First Date (Season 4, Episode 4 “The Apprentice)
If there was one word to describe Emma and Killian’s first date I think it would have to be romantic. Full of sweetness, smiles, and lovely gestures, Killian brings her a rose, holds out her chair and most especially gets his hand back, His reason resulted in a line that that is one of the show’s loveliest: “Should things go well and she wants me to hold her, I want to use both hands.” And from their quite dinner and constant hand holding, what really made our heart’s flutter was Killian’s gorgeous expression as he asked for second date and their intense kiss that was a resounding “Yes.” Emma, and we, were left breathless.
9. Two Marriage Proposals (Season 6, Episode 13 “Ill-Boding Patterns”, Episode 17 “Awake”)
It’s rare that a couple have two proposals of marriage but it’s not surprising for such a special couple as Emma and Killian. Of course the first wasn’t perfect with a secret looming between them, but it still exuded romance from the score to the gentle performances – Emma smiling shyly, Killian looking up at her with utter adoration and love. Of course, the second proposal was even more romantic and the perfect one they deserve. With a promise to always stay by her side, Emma knelt down to him to say yes, a symbolic gesture to the equality in their relationship. With bright smiles, an amazed little laugh from Killian, a sweet kiss and a beautiful score, it’s romantic in feeling and profound in meaning. And I could listen to O’Donoghue say “Emma Swan, will you marry me?” all day long.
8. Emma’s shares mementos of her childhood with Killian (Season 4, Episode 5 “Breaking Glass”)
Emma sharing some childhood mementos with Killian was not only special because she was opening herself up to him in a way she rarely does with anyone, but Killian just sweetly looks at them in wonderment, holds her hand and wraps his arm around her as she leans her head on his shoulder. He wanted to know more about her beginnings. It’s special in its romantic simplicity. There’s no fancy words or ballrooms – just two people with who care deeply for each other, Emma being brave and sharing a part of her soul, Killian showing unfailing support, wanting to know the real her no matter what. Sharing pain can help your heart heal and this was such a real and grounded romantic moment.
7. Killian vows to win Emma’s heart (Season 3, Episode 7 “Dark Hollow”)
Before this moment Emma most definitely had some romantic moments – the hand bandage scene, their first kiss and an admission by Killian that kissing her exposed that he was falling for her, which something he thought he’d never be able to do. But this was their first truly breathlessly “romantic” moment, and the one I vividly remember making my breath catch, my heart skip a beat, and without a doubt realize that this was a forever couple. Killian is both confident but nervous, resolute and sincere, and Emma is clearly struck by him. With one of their two musical themes playing, and gentle performances, this scene made the romance temperature rise in the hot jungles of Neverland.
6. Emma and Killian make “Pancakes” (Season 6, Episode 18 “Where Bluebirds Fly”)
There is no denying that this moment was not only a long time coming but completely and utterly sexy, as we saw for the first time clear confirmation that Emma and Killian had spent the night (and possibly morning ) engaging in amorous activities. As Emma happily makes pancakes and Killian nuzzles up behind her, telling her she smells delicious, it’s obvious that not only engaged bliss looks good on them as they are both positively glowing, but also that they are ready for more “pancakes.” But what makes it not only sexy but also romantic is that it encompasses all that the two of them and their love are. Love and romance is not just sweet smiles, flowers, and hand holding. It’s full of playful flirtations, passion and enjoying each other in the emotional and physical sense, taking pleasure in any time spent together. It’s as simple as making breakfast and then as meaningful as making love. What could be real more romantic than that.
5. Killian reads Emma the Storybook (Season 6, Episode 7 “Heartless)
What makes this sweet and lovely moment for Emma and Killian so romantic was its simplicity framed within the beauty of grand storytelling and the power True Love. Killian has always been one to build Emma up and this scene proves no different as he reads her parent’s story and reminds her not only of the strength within her, but also how she is indelibly intertwined with their love story. She is the product of their True Love. But in truth it’s also their story that is in entwined in this book, and their love that once again helps her overcome her fears. Beautiful in every way, with such a traditional but ever so romantic gesture of love and romance, Killian reading this story and then kissing Emma’s hand makes the scene not only romantic but absolutely swoon worthy.
4. Emma and Killian waltz at King Midas’s Ball (Season 3, Episode 21 “Snow Drifts”)
Up until that point in her story Emma had never felt a part of her parent’s fairy tale world, nor has she had many experiences where she was made to feel special just for being her. But when Killian leads Emma onto the dance floor for a waltz, proving to be the true partner who knows what he’s doing, he makes Emma feel like the princess that she is. But most importantly he makes her feel cherished. In this moment we see one of her first recognitions of how much she was falling in love, clad in gorgeous costumes amidst glittering, golden grantor. This is fairy tale romance at its best.
3. Killian tells Emma he traded his ship for her (Season 3, Episode 22 “There’s No Place Like Home)
After their time traveling adventures to the past, what began as a simple conversation turned into so much more – an admission that Killian had traded his ship to bring Emma home, Emma’s awestruck look, and their passionate kiss that followed. This all was an admission of deep feelings between them, and the first real expression of such. There’s something so hopeful about a relationship about two people who were so guarded but slowly began lowering their walls and opening their heart. With the Storybrooke sign in the background this moment was one of love recognized and felt and home and hope found, and above all was deeply romantic.
2. Killian tells Emma she’s his happy ending (Season 4, Episode 15 “Poor Unfortunate Soul”)
Telling someone you love them is always romantic, but to tell them they are your happy ending – that is as fairy tale, profoundly beautiful and romantic as it gets. From the brilliant performances, Killian’s soul baring expression and breathless “It’s you,” Emma’s astonished look of amazement, their soft tender kiss, the gentle musical score, and Emma’s single tear, this first recognition that Emma and Killian are each other’s happy ending was beyond beautiful, tender and profound. Truly remarkable in it’s romantic intimacy.
1. Emma and Killian Kiss in the Middlemist Meadow (Season 5, Episode 4 “The Broken Kingdom)
True love can always vanquish the greatest darkness and in a truly sublime moment Killian and Emma’s love proved to chase away the demons in her head. This is romantic and lovely in itself but combined with the setting of the glorious field of Middlemist flowers in Camelot, a lilting musical score, exquisite costumes, and cinematography where the camera pans above them passionately kissing amongst these flowers, was beyond breathtaking and glorious visually and emotionally. This is the most idyllic fairy tale moment the show has ever seen, making it without a doubt their most romantic moment.
Emma and Killian face death and goodbye (Season 5, Episode 8 “Birth,” Episode 20 “Firebird” )
The only reason these were not included in the above choices was because I wanted to choose happy, romantic moments and these obviously were devastating and heartbreaking. But in truth they were also undeniably and completely romantic in quality. In “Birth” writer David H. Goodman called this scene’s tone and tenor “mega romantic,” and despite the sadness, it’s true that the intimacy of the moment, the two surrounded by flowers was simply gorgeous. In “Firebird” the selfless promises, tears, the way they do so desperately kiss and refuse to let go as Killian kisses her hand was heartbreaking but so beautifully romantic and melancholy.
Killian and Emma promise to see the best in each other (Season 4, Episode 13 “Unforgiven)
The couple’s softly said promise to always see the best in each other was not only rich in meaning, but also sounded like wedding vows. And now they’re about to say “I do.” They’re beautiful promise continues to endure.
Emma teaches Killian to Swordplay (Season 4, Episode 22 Operation Mongoose)
This is one of Jennifer’s favorite romantic moments as she thought it was sweet, different and unconventional, and she is right about that. Swapping traditional gender roles, seeing Emma teaching Killian how to use a sword with him being the one left breathless was just a wonderfully romantic look at the sweet and modern aspect of their relationship.
Emma and Killian’s Camelot hug (Season 5, Episode 8 “Birth”)
It’s such a simple moment, but when Emma snuggled into Killian’s chest and he knelt his head down into her, the two ready for their future together, this was such an sweetly romantic moment. I watched this episode with friends and we all audibly “awwed,” and our hearts were completely touched by this sweet expression of love and hope.
kek84 on tumblr chose one on my list (Killian reading the storybook), and another lovely one I did not- the two horseback riding and talking before they go to the Middlemist field where Killian says “I’ll never stop fighting for us.” Great pick!
@wannjordan on twitter chose the hand bandage scene from “Tallahassee,” the moment of chemistry that started it all.
@Rosered0331 on twitter chose their reunion from “Last Rites,” her favorite moment of all time.
@nerdy_nuyorican on twitter chose so many on our list- the “Last Rites” reunion, “Don’t you know Emma it’s you,” Killian admitting he traded his ship for her, the two on Emma’s bed in “Operation Mongoose,” and the second proposal. Two we did not include but are worthy- their True Love test in the Underworld and Emma vowing, “Hook, I will always find you.” Such lovely choices.
@Praline_addict on twitter chose Emma and Killian’s waltz, the first time she said “I Love You,” their True Love test and goodbye in the Underworld, their reunion from “Operation Mongoose,” and the first marriage proposal. Wonderful!
@ChloeDeckStar on twitter chose Emma asking Killian to move in, their iconic kiss in the Middlemist field, their goodbye in the Underworld, and a great one I didn’t include- Emma telling Killian “I can’t lose you.”
@Sharipep on twitter chose Emma sharing her childhood mementos with Killian- by far her favorite moment!
@suzieqluvcs on twitter chose their beautiful kiss in the Middlemist field. Lovely!
@NiamhLoveCS on twitter chose some lovely moments we included: Killian revealing he traded ship, their Middlesmist field kiss, Killian reading Emma the storybook, their second proposal, and lastly them making “pancakes.” I approve!
@sharafambam on twitter chose an amazing moment we did not include: when Killian tells Emma he’s liked being the one to break down her walls in “Siege Perilous.”
@_biancarose on twitter chose their romantic waltz from “Snow Drifts.” Lovely.
@BrennaG5 on twitter chose three goodies we included: Killian’s promise to win her heart, him carrying her from the ice in “White Out,” and their Underworld goodbye.
@CSSwanJones on twitter chose a really beautiful moment: Emma quietly realizing how deep for feelings for Killian were after their date.
Thanks to those who sent in their choices!! With so much love and romance it was difficult to narrow it down and there were more we could have chosen. This love story is just a rich and sublime treasure trove of romantic gems, with many more sure to come. With their wedding fast approaching, let us rejoice in the power of their True Love and the beauty of this remarkable pair. There will never be another that will compare.