Home » blog » Classic Romantic Moment of the Month: Fall In Love With While You Were Sleeping

Classic Romantic Moment of the Month: Fall In Love With While You Were Sleeping

THE MOVIE: While You Were Sleeping (1995)

THE PAIRING: Lucy (Sandra Bullock) and Jack (Bill Pullman)

THE SCENE: Jack gives Lucy a ride home after a family event.

There’s something about the romantic comedies from the 90s. They possess a kind of joyful quality that is sometimes missing from today’s box office. One of these films is While You Were Sleeping, a movie full of romantic moments.

Romantic Moment: While You Were Sleeping


In case you haven’t seen While You Were Sleeping or it’s been a while, the story goes something like this:

Lucy crushes on the handsome Peter, a man she sees every day while at work. However, the two have never met. Still, she imagines him as a prince charming. One day, she saves him when he’s pushed onto the tracks with an oncoming train, and through a series of events, his family believes Lucy is Peter’s fiancé. Unfortunately for Lucy, Peter cannot set his family to rights given he’s in a coma.

RELATED | ‘Forever My Girl’ Film Review – Sweet Reunion Love Story in a Small Town

So, for the holidays, Lucy plays fiancé to a man she doesn’t know, all while falling in love with a man she most definitely is not engaged to, his brother. For a lonely woman with nowhere to go on Christmas, she can finally feel like she has a family.

There is so much to love about this film, not the least of which is the romance, which we spotlight today.


Throughout her entrance into this crazy albeit lovable family, Lucy struggles with the fact that she’s lying to them. They’re good people, and she doesn’t quite know how to tell them the truth. Things grow more strained when she meets Jack. He’s unlike Peter, but nonetheless, she’s drawn to him.

During the story, Peter’s family continues to include Lucy in all of their family traditions, but it’s Jack with whom she finds herself most at ease with. They get to know one another in unexpected ways through an unexpected friendship. Lucy comes to learn about his dreams and she looks forward to their conversations. Discussions that often lead to some flirty banter, and ends for her with a smile. It’s during these conversations that Lucy slowly, but wholeheartedly falls head over heels in love with Jack.

Whether he’s walking her home, and they share a close encounter as he walks her to her door; or he surprises her with a snow globe of Italy (a dream vacation she someday hopes to see), they grow close. In fact, right before her wedding, as he walks away from her door with a heart that is breaking, she follows him out and asks the most important question of her life.

With an expression of hopeful sincerity, she asks him, “Can you give me any reason… why l shouldn’t marry your brother?”

Romantic Moment: While You Were Sleeping

As if it pains him, on an exhale he replies with longing on his face, he tells her, “I can’t.”

Romantic Moment: While You Were Sleeping

She gently nods and lets him walk out the door. Because she worries over the effect it will have on his family, Lucy plans to go through with her marriage to Peter until she can’t… even without a reason not to.


No matter her good intentions, Lucy finds when the day arrives, she cannot marry Peter. He’s good and kind, but it’s not he who holds her heart. Instead, she confesses to him and his family (including Jack!) who her heart belongs to.

Embarrassed and not expecting to see this family ever again, she walks out of the wedding, and returns to her simple life and job; which she is about to leave in pursuit of travel.

As she finishes her shift, the most unexpected token falls into her booth – a diamond ring!

Romantic Moment: While You Were Sleeping

Romantic Moment: While You Were Sleeping

She picks it up and looks up to see Jack, and his family, smiling anxiously.

Romantic Moment: While You Were Sleeping

“Lucy,” he begins, “I need to ask you a question.”

As they lock gazes, in the background, his family offers advice on how best to propose.

Trying to ignore them, Jack softly queries, “Can I come in there, please?”

Putting on a somber face, she tells him, “I can’t.” For a moment it looks as though she’s about to break his heart. Then, she says, “Not without a token.” Dropping one in, he walks around where she opens the booth door for him.

RELATED | Crazy Rich Asians: A Triumphant Romantic Comedy You’ll Love

Romantic Moment: While You Were Sleeping

Romantic Moment: While You Were Sleeping

Romantic Moment: While You Were Sleeping

Together, at last, Jack leans into Lucy. With a question meant only for her, he quietly asks, “Marry me?”

Romantic Moment: While You Were Sleeping

Simply, she replies, “Yeah.” Remaining close, she tells him, “I love you.”

Confident he is now free to do so, he replies, “I love you back.”

Romantic Moment: While You Were Sleeping

The two come together to seal their promise with a kiss. Their love story one that is only beginning; a story that, as she tells Peter, could only begin “while you were sleeping.”

You can rent or own While You Were Sleeping on DVD or on Amazon Video. PS: it’s worth seeing at least once.

What are your thoughts on this classic (I’m calling it so in my romcom book!) that USA Today called “irresistible”? Is it an old favorite? What are your thoughts on this moment or this couple? I’d love to chat with you about Jack, Lucy, and their unexpected romance. Leave all the thoughts on our ‘Romantic Moment: While You Were Sleeping’ down below. 

Photos: Hollywood Pictures and Caravan Pictures / Buena Vista Pictures

Silver Petticoat Review Logo Our romance-themed entertainment site is on a mission to help you find the best period dramas, romance movies, TV shows, and books. Other topics include Jane Austen, Classic Hollywood, TV Couples, Fairy Tales, Romantic Living, Romanticism, and more. We’re damsels not in distress fighting for the all-new optimistic Romantic Revolution. Join us and subscribe. For more information, see our About, Old-Fashioned Romance 101, Modern Romanticism 101, and Romantic Living 101.
Pin this article to read later! And make sure to follow us on Pinterest.


By on December 15th, 2018

About Rissi JC

Rissi is a self-diagnosed Bookaholic and TV fandom addict. She’s currently an avid blogger and reader who enjoys interacting with readers, and often dreams about finishing her first novel. When not writing or reading, she can be found working as an INSPYs advisory board member or contributing to e-zines. Her scribbles are housed on her blog Finding Wonderland (https://www.rissiwrites.com).

More posts by this author.

3 thoughts on “Classic Romantic Moment of the Month: Fall In Love With While You Were Sleeping”

  1. This is one of my very favorites! It’s so sweet and there’s are so many quotable lines! I love how they could include the whole family in the romance. It reminds me so much of my own family.

  2. I watch this movie every Christmas season while I’m wrapping presents. Lucy and Jack have delicious chemistry, and the family is wonderful. It’s everything a romcom should be.

  3. I absolutely love this movie. My favorite of Sandra (the rom-com queen) and also my fave Christmas movie.

    This scene, where he scorts her home is indeed one of the bests scenes in the movie, but I can’t choose between this scene and the one where Jack is playing cards with a comatose Peter talking about how lucky he is for having Lucy…

    “Jack : You remember back in high school? I was starting to get really good at poker, went home with lots of lunch money? I got to know the principal’s office really well. He always used to say to me “why can’t you be more like your brother Peter”. I was ok with that, I was proud of you and I was never jealous of anything that you had… Until now. ..I’ll cut the deck. Highest card gets Lucy.”

    Give me chills!!!

    Loved your post! ♥ Xx


Leave a Comment

This site uses Akismet to reduce spam. Learn how your comment data is processed.