Everyone loves a good proposal moment and all the surprising excitement that comes with it, especially if the person being proposed to has no idea what’s about to happen.
Still, some of the most memorable engagement moments happen when everything goes off the rails and things don’t go according to plan (if there ever was one).
The Guy Who Accidentally Proposed Without Meaning To
Redditor postmodulator shared a story about “a really stupid” guy that they knew who thought that getting his girlfriend a diamond ring for her birthday was just a kind gesture.
When she unwrapped it, she excitedly exclaimed, “Of course, I will marry you!” The man was so shocked he rolled with it instead of admitting the truth and dealing with the awkwardness. Needless to say, it didn’t last.
This Jogger Who Perfectly Photobombed An Engagement
When this guy left the house for a run, he had no idea that he was also about to become a featured model in an engagement photo.
His shocked expression and mid-photo effort to bail are admirable but also not even a little bit effective.
The Dude Who Lost The Ring On Splash Mountain
Proposing at Disney World comes with multiple potential risks that could interrupt things. UCMCoyote explained that a “genius” guy decided to propose to his girlfriend on top of freaking Splash Mountain.
It might have worked okay if he hadn’t popped the question right before the ride dropped causing him to lose the ring completely.
This Dad Just Trying To Find His Family At Disney World
Disney World should be called Engagement World at this point because it’s hard to get anywhere near that giant castle without wandering into an engagement or two.
That’s exactly why this tourist man stormed through someone’s special moment.
The Woman Who Unknowingly Made Fun Of Her Own Wedding Proposal
A pilot who goes by apiratenamedbob on Reddit talked about a friend who asked him to fly him and his SO over a field.
The friend had arranged 150 people to stand in the field arranged like a heart and two rings. While the pilot was majorly impressed, the woman who it was intended for said, “Look at all those idiots! How ridiculous is that??” She scared her partner into not asking the question at all.
A Hippo With Judgmental Eyes Is Very Invested In This Proposal
It’s hard to decide who is more excited in this photo, the bride-to-be, or the chubby baby hippopotamus that decided to pull up a front-row seat to the action.
This baby hippo was not letting this man propose without an audience.
The Woman Who Absolutely Did Not Think Her Man Was Serious
Being in a relationship with an SO who loves to joke around is all fun and games until you think that their marriage proposal is a prank.
This woman’s reaction to her man getting down on one knee was to throw an apple at his face. She looks like she has a mean overhand too.
The Man Who Broke His Girlfriend’s Face Hours Before He Was Going To Ask Her To Marry Him
This man had planned a romantic proposal for his girlfriend on a tropical vacation in Mexico.
Unfortunately, two hours before it was time to pop the question, they collided in a friendly game of beach soccer and she legitimately broke her face. Does this count as “through sickness and health?”
The Random Dog Who Stole Center Stage During This Proposal
The dog in the background of this engagement picture would be cute…if it were actually the couple’s dog.
In reality, it’s just a random dog on the beach that came derping its way into a beautiful marriage proposal. He really said, “It’s my time to shine.”
People Of Walmart Doing People Of Walmart Things
Even if this couple met in the Ladies’ Wear section of Walmart, there has to be a better place to get engaged.
It doesn’t matter how much you love Walmart, it’s not the place for romance.
The Woman Who Had To Ask For A Do-Over Because She Wasn’t Ready
Another Redditor shared their own engagement story that went by the wayside in a pretty funny way. He set up on one knee with a sign and waited for his fiancée-to-be to get home from work.
Unfortunately, when his partner came through the door, “she spilled her coffee all over herself, tripped, dropped her bag and was swearing like a sailor.” Only then did she notice the proposal and began to cry before asking for a “do-over.”
The Neighbor Who Stopped By Just In Time For This Photo
A beautiful moment surrounded by friends, family, great food, and good energy can only be ruined by the neighbor showing up to jump in the background of the most important photo of the night.
We see you back there, Karen, stealing the spotlight.
The Old “Yes” In Front Of The Crowd, And “No” Two Days Later
Proposing during someone else’s wedding is always a bit controversial. A man who proposed during his brother’s wedding reception would soon find out that his very public engagement wouldn’t last.
A few days later in privacy, the woman took back her “yes” and called off the engagement to the shock of her fiancé and everyone who witnessed the proposal.
Spaghetti Girl Is All Of Us Right Now
Spaghetti girl mowing down on a massive meatball while a couple in the background shares an emotional engagement is directly representative of how every single person in the restaurant felt at that moment.
That’s nice for them, but more importantly, carbs.
The Couple Who Started Their Story In Taco Bell
When the story starts in Taco Bell, you know it’s going to be a wild one. Redditor tylerjarvis explained that a few friends went out to eat one night. One woman did not order anything but her boyfriend insisted she got a hot sauce packet.
After a brief disagreement, she gives in and takes the sauce packet from him only to read the branded message on the packet that says “Will you marry me?” She immediately said yes and they wed a few months later, and then divorced a few months after that.
The Bride-To-Be Who Would Not Pay Attention To Her Proposal
Everyone was in on this group engagement except the only person who needed to be: the woman being proposed to.
The coordinated t-shirts, man on his knee, and ring in hand all slipped past her as she smiles obliviously for what she assumes is a normal photo. Surprise.
The Fake Engagement Fail
Marrying a prankster is sure to come with laughs, and a few panic moments like the one shown in this video.
This man fully convinced his girlfriend he had completely botched their engagement by dropping the ring box into the waterfall below. It was just a decoy ring though!
This Man Who Asked His Girlfriend To Marry Him While She Was On The Toilet
Nothing says “for better or for worse” more than popping the question to someone while they are in the middle of using the toilet.
Instead of shaming her partner back out the bathroom door, this woman said “Yes” with her pants around her ankles and the rest is bathroom history.
The Mom Who Couldn’t Keep It Together
Some moms can’t help but make a moment all about themselves.
The bride-to-be getting emotional on the left is no match for her mother who is absolutely wailing on the right. The future hubby in the back seems to be realizing what he’s in for.
This Groom-To-Be Who Had To Make A Citizens Arrest During His Engagement Shoot
This crazy engagement photoshoot resulted in a person trying to steal the couple’s nice bicycles while they were riding them.
Fortunately, the man getting married knew how to hold his own and ended up making a citizen’s arrest and recovering the bike. A great future wedding story for the kids.
A Teen Drama That Unfolded Over Lunch
Redditor vans9140 went out for lunch at a local diner only to lose their appetite when they saw a young teen couple “making out hard.”
The little lovebirds really shocked people when the young man stood up in the middle of the restaurant and proposed to his girlfriend while she was eating her fries. Most patrons clapped but one guy managed to yell out, “Well that’s a bad idea!”