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A Mother Orchestrated Her Daughter’s Dream Disney World Proposal – And Ended Up Ruining It.

by Sunny Nguyen
July 21, 2025
in Social Issues

Imagine a sunlit day at Disney World, where a 29-year-old woman beamed with joy, believing she was living her childhood fantasy, until her girlfriend dropped to one knee and everything changed.

Her 51-year-old mother had thought she was creating the perfect fairy tale by suggesting Disney World as the place Sarah’s girlfriend, Lily, should propose. But when Sarah, sweaty in grey sweats, said “yes,” she later confessed she wished she’d been dressed like a princess. When her mother admitted she’d planned the surprise, Sarah’s happiness curdled into frustration.

Was this mom just trying to make magic, or did she rob her daughter of the proposal she truly wanted?

A Mother Orchestrated Her Daughter’s Dream Disney World Proposal - And Ended Up Ruining It.

This story’s got more twists than a Magic Kingdom rollercoaster – here’s the original Reddit post that started it all:

Aita For Ruining My Daughter's Dream Disney World Marriage Proposal ?

Throwaway and fake names. My (51f) daughter Sarah (29f) is a lesbian who is now engaged to Lily (32f). During Sarah's childhood, on multiple occasions, she had told me that her dream place to get engaged was Disney World.

When Lily told me she wanted to propose to my daughter, I suggested Disney World. For Sarah's 29th birthday, her birthday present was that Lily and I were taking her to Disney World for her first time there. Sarah seemed so happy.

This part is relevant to later events, she wore grey sweats, sneakers, and no makeup. While having fun, she got 'sweaty and stinky' (her words). She looked the happiest I've ever seen my daughter. I was filming her with my phone.

Later that day, Lily proposed to Sarah and Sarah said yes then kissed her. I thought my daughter got her dream marriage proposal. But later that week, Lily expressed to me that Sarah told her that she didn't like how both of them looked and smelled on her 29th birthday.

That Sarah said if she had known this was going to be a proposal place instead of just a birthday present, she would have made sure that both of them looked like a princess. I told Lily to let me tell Sarah that Disney World was my idea but Lily said she doesn't want me to take the blame.

I had to beg Lily to allow me to take the blame before she gave me permission. When I told Sarah that Disney World was my idea, she lost it on me. She said how could I allowed her to look that way on her proposal.

That I should have made sure she looked like a princess, and made sure the proposal came early in the day so she doesn't get messy having fun before the proposal. Despite her telling me Disney World was her dream proposal place, she was completely surprised. Am I the a**hole ?

The Fairy Tale Plan

This story had more turns than a Disney parade. Sarah had always dreamed of a Disney World proposal, a moment to feel like a princess. Her mother knew it by heart and thought she was doing something wonderful by suggesting the idea to Lily, Sarah’s girlfriend.

Lily agreed, planning every detail and keeping the proposal secret to heighten the surprise. Sarah, believing it was just a regular day, threw on grey sweats and minimal makeup before heading to the park.

When Lily dropped to one knee near Cinderella’s Castle, Sarah felt pure joy and instantly said yes. For a moment, it was everything she’d imagined, until she saw the photos later.

The Backlash

Looking at the pictures, Sarah felt her stomach twist. She’d spent years picturing herself in a beautiful dress, hair done, ready for her fairy-tale moment. Instead, she saw sweat, flushed cheeks, and casual clothes.

When her mother admitted she’d suggested the proposal, Sarah’s happiness turned into disappointment. She felt blindsided, wishing someone had given her a hint so she could have prepared.

According to The Knot, over 60% of couples pick special locations to create memories that look as perfect as they feel. For Sarah, the surprise had stolen that chance.

Her mom insisted she only wanted to make Sarah’s dream come true. But Sarah couldn’t shake the feeling that something precious had been taken away. Lily, too, felt guilty for not hinting that it was a big day.

Relationship expert Dr. John Gottman once said, “Misunderstandings often stem from unspoken expectations.” In this case, the expectation was simple: to feel beautiful in the moment she’d dreamed about since she was a child.

In the end, everyone’s good intentions collided, leaving Sarah wondering if the memory would ever feel magical again.

Here's the feedback from the Reddit community:

Some Redditors chimed in with no-nonsense takes, arguing that a grown woman’s outfit is her own responsibility, and that real joy matters more than perfect photos:

CarbonS0ul − NTA;  Your daughter dressing for comfort at Disney World was a choice she made.   Lily for her part could have hinted to Sarah to dress nicer for a proposal without giving the real reason.

lychigo − NTA. She's 29. If she looks like a schlub, why isn't that on her? Why should her mother have to nag her to look presentable when going to Disney World instead of a walmart shopper?

She would have bitched at you about nagging her to look good and been in a foul mood all day, and not thank you for helping her look good for the proposal. You didn't ruin anything.

Friendly_Order3729 − NTA- I got engaged after an uphill hike. I had no makeup on, was sweaty and wore gym type gear with my hair scraped back. I did not look my best in the selfie we took but it's still the happiest moment of my life so far and hangs proudly on our wall.

The way you feel at that moment is way more important than how you look in some picture.

Some commenters didn’t sugarcoat their opinions, questioning the daughter’s maturity and calling out her entitled behavior:

toastedmarsh7 − Your daughter is too immature to get married.

IrrelevantManatee − NTA. Your kid doesn't want a marriage, she wants a wedding, and she is just trying to find s**pegoat for everything that doesn't mesure up to her exact expectations.

Garden_gnome1609 − The real question is how did you raise a damn near 30 year old woman who's this spoiled and is talking about being a princess. She sounds like a toddler. Give her a sippy cup and tell her to get over this.

Others were even more blunt, questioning whether your daughter’s reaction signals deeper issues about her maturity, and pointing out that she alone is responsible for her attitude:

gordiesgoodies − Suggest they should have a do-over on their 1st anniversary - she can dress up as Snow White and her wife can be Princess Charming. And you'll be... in Cancun. Because your daughter or her wife or the both of them can pay for it themselves this time. And you don't want anything to do with it.

unsolicited-advice1 − NTA. There’s so much positive happening beyond what she looked like- she should be ecstatic she’s engaged AND it happened at her dream location. Instead she’s being a monster about the details. Does she actually want this? Is she mature enough for marriage?

Or is she just this bitter and negative all the time? No matter what, you should not feel bad about her gross overreaction.

Select_Insect_4450 − Sounds like your daughter is the a**hole.

IHateTheJoneses − NTA... sounds like you've treated her like a princess a bit too much already. She expects it, and gets mad if you don't? How embarrassing for her.

Are these opinions pure fairy dust or just Reddit’s peanut gallery casting spells? You decide!

A well-meaning mother tried to create a Disney fairy tale but ended up with a memory her daughter couldn’t fully cherish. Was she wrong for keeping the proposal a secret, or was Sarah too focused on appearances to see the love behind it?

If you were in Sarah’s shoes, would you feel grateful or betrayed? And can a redo ever recapture the magic that got lost in the first place?

Sunny Nguyen

Sunny Nguyen

Sunny Nguyen writes for DailyHighlight.com, focusing on social issues and the stories that matter most to everyday people. She’s passionate about uncovering voices and experiences that often go unheard, blending empathy with insight in every article. Outside of work, Sunny can be found wandering galleries, sipping coffee while people-watching, or snapping photos of everyday life - always chasing moments that reveal the world in a new light.

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