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Before any couple can start planning their dream wedding, someone has to “pop the question” which can be its own intricate plan. But sometimes expectations don’t match reality or the proposer has an absolutely terrible plan and the whole thing falls apart. 

So one netizen asked people to share the proposal horror stories they had witnessed in their own lives. From fast food shenanigans to “borrowed” rings, people detailed plans that needed some more time in the over. So get comfortable, prepare to cringe, and be sure to upvote your favorite stories. 

#1

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing My high school sweetheart and I had been living together for several months when he caught the flu. It was the first time I'd ever seen him really sick and I was determined to take care of him but after a few days was getting worse. I tried to convince him to go to the doctor but since we didn't have health insurance he insisted he'd be fine and I gave in. I try to make him comfortable on the couch since its closer to the bathroom and he cant keep anything down. Around midnight he's getting delirious. He's had a fever for days, dehydrated from throwing up all week and he's spouting gibberish. He barfs all over the couch and can't stand up. I tell him I'm putting my foot down and he's going to the doctor first thing in the morning. He suddenly gets quiet and looks at me very seriously and says,'You're so good. You should marry me. You want to marry me?' and then passes out. I was shocked but didn't take him seriously obviously and just focused on bringing him around so I could get him off the couch and into bed. When morning rolls around his fever has broken and though he's weak and pale, he's doing much better. He asks how he got into bed because he can't remember anything from the night before and I entertain him with the story of how I dragged him to bed after he proposed and passed out. I think the whole thing is funny but he doesn't laugh so I look up and he says 'Well, what was your answer?' We just celebrated our 13th wedding anniversary. TL;DR - Vomit can be romantic under the right conditions. 

BlessedBlogger , Rex Pickar Report

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#2

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I used to work the jewelry counter at Target. Two kids, probably 13 or 14 decide that it's time to get officially engaged. They purchase a cheap cubic zirconia ring, 10k gold overlay, $9.99. The boy proudly pays in ones and a handful of change. He gets down on one knee, says he loves her forever and puts the ring on the girl. She giggles "Daddy's gonna KILL me!", then they run giggling into the night. I like to imagine they lived happily ever after.

King_Everything , Linus Mimietz Report

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cerinamroth
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

This one sounds so sweet. I hope they also stayed together for ever!

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Contrary to popular belief and the immense amount of media on the subject, the majority of proposals are not a surprise. As romantic as it might seem, marriage is a pretty serious endeavor and most proposers most likely want to ensure that the answer is yes before they even ask. 

Similarly, it’s quite common to ask the parents for their blessing before even starting the process. If you think about your own parents, you will quickly recognize that they are not exactly the pinnacle of operational security, and will spill the beans pretty fast. Of course, most couples will now discuss the question “internally” before the actual proposal to avoid any unhappy surprises.

#3

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I saw one of those once at a baseball game. I was sitting I think about 2 rows behind them and the guy gets down on one knee and says his spiel....the girl gets up and throws beer in his face screaming "YOU DUMB F**K, I KNOW YOU SLEPT WITH ANNA LAST WEEK!" I haven't laughed that hard since.

rubicon11 , Greg Rakozy Report

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glowworm2
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

How awful. Beer is expensive at ball games! Don't waste it on that jerk.

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#4

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I proposed to my husband in the worst way, IMO.

Let me preface by saying, that I had been married before and I really, really believed that marriage is overrated, I had already warned him many times that I would never get married again.

So, we'd been in a long distance relationship for about 6 years, sometimes on/off, but mostly on. At the time, we were kind of "off" but still together. One night he calls me, I'm sitting a bar, not drunk (yet) and tells me over the cell phone that he's being deployed to Afghanistan. I immediately burst into tears because now I realize how much I really do love him and I'm very scared. So, I propose to him. He accepts. He goes to Afghanistan.

He comes back home, we continue on as normal. No wedding plans are made because I'm busy with my business, not sure when I can leave the states to move to Canada, etc, so it's just on the "back burner".

I'm going to go to Canada for Xmas, first time for me to visit his family for Xmas last year (2011). When, 2 weeks before I leave for Canada, he shows up at my house in Phoenix from Canada and when I open the door, he gets down to his knee and proposes to me "officially" and THEN hands me the invitation to our wedding, he had planned the whole entire wedding and all I had to do was show up! So, he was there to take me shopping for a dress! Some woman may not like this, but I LOVED it. I ADORED it and it was an awesome wedding.

That was in December, but couldn't move to Canada to be with him until April, and then we had to wait until June to take a 2 month honeymoon to Hawaii that just ended last night. Love this man.

tl;dr I (female) screw up proposal, he (male) comes back 3 years later and does it even better than the "right" way.

Iced_TeaFTW , yang miao Report

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Hugh Cookson
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

The one time where military planning worked ...... well done him, and you. Live a long time, love the lovers and hate the haters, but above all, hug.

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#5

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I proposed to my wife in Times Square at New Year's Eve (I was going for maximum cheezy!) She was pretty emotional and took a while to believe I was serious (even though I had a ring). This being New York, strangers started shouting at her to "HURRY UP LADY, WHAT'S IT GONNA BE? WE DON'T HAVE ALL NIGHT"

anon , Andre Benz Report

While traditionally, the man proposes to the woman, same-sex couples have been found to actually perform two proposals, where each partner can take some time to surprise the other. This seems like a wonderful idea for any couple that puts a lot of importance on the whole “show” of surprising the other, getting down on one knee, and asking the question. 

#6

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing Pilot here. Guy ask me to fly him and his SO over a field, where 150 people had formed a heart and two rings. Huge show, I was really impressed. When she saw it, her response was: "Look at all those idiots! How ridiculous is that??"

He did not ask his question that day.

apiratenamedbob , Chris Leipelt Report

#7

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing Well I suppose my own was pretty terrible by society's standards, but I think conventional romance is b******t. Anyways... I was sitting on the couch in our apartment, surfing the web on my laptop and my (now) husband was next to me playing L4D (I think that was the game he was playing). It was summer and we were both planning on starting college in a new city together at the beginning of the next year. I was on our future college's website reading all the forms and c**p I needed to get done when I looked at my now-husband and said rather nonchalantly, "We should get married." and he replied just as casually, "Yes, we should." I said, "How about September or October?" and he was all "Works for me!" We had a very plain wedding that October and Have been very happily married for almost 3 years since then! 

shoganate , Fausto Sandoval Report

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cerinamroth
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Well, I think that's lovely! The idea of a big proposal always filled me with horror. The ones in public are my idea of hell. My husband and I talked about marriage a few times, but I didn't want to agree until I was sure I wanted kids (I knew he really did and it's kind of something you have to be on the same page about). When the time was right and we were on the holiday of a lifetime, I wrote my message in the sand on the beach while he napped in the shade and took a photo before erasing the message. I then got the picture printed and handed it to him that night over cocktails watching the sunset over the South China Sea.

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Lärry the rat
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My husband said after we watched a movie on the couch: I think I would like to get married. We were dating for about four months, so I said: oh, and I thought we're doing good together. Well he meant, to marry me, and I said yes through laughing tears. That was 15 years ago... 😁

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Laura lee
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My husband "proposed" in the car on the way to visit his parents. "I guess we oughta get married, huh?" "Yeah, I guess so." That was 29 years ago, still together.

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Nichole Harris
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I love this! My now hubby proposed like this ( random week night 3 weeks into knowing each other) he says" Imma marry you" and I'm like okay..... So we went and got married 😂 still in it 5 years later

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Clarissa
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My husband and I were dating. I don't know how this came up but I said 'if there was a decision to be made and one answer benefited me and one benefited us, I'd have to choose the one that benefited me. Because that's the responsible choice's. (Because we weren't married). He looked stunned and then asked when we could get married.

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Sunshine Lady
Community Member
6 months ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Almost the same with my husband. We just talked about the marriage as next step, he knew it's important to me. So we started wedding planning for January when my father was home (he was having 1 month off work during the winter, because he was working in different country). Married for 7 years

hakitosama avatar
Hakitosama
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Clear communication, knowing what both want and not being blinded by those visions of grande wedding.... Those two will be ok ☺️

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Pheebs
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

How mine went: Box comes in mail, husband sets it aside in the garage as we were leaving. We get back 2 hours later, and I grab the box as I go by. As I was also expecting a package, I turned it over to check where it was from and saw it was from the jewelry company website I’d been on a couple month before. Quickly turn the box over and pretend I saw nothing. He comes in, asks if I looked at the box, I gave an unconvincing No. He sighs, and says I might as well open it. There was never actually a proposal. I opened the ring, put it on, and went over to my normal weekly dinner at my mom’s. Now, if people ask, I just tell them it was a Tuesday. Lol. We’ve been married 8 years. Together almost 13.

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Chez2202
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

This is what it should be about. If someone feels they have to propose in a public setting with 3 weeks of preparation, an audience and someone recording it for social media then it’s never going to be about the marriage, it’s always going to be about the proposal and the wedding.

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Ace
Community Member
6 months ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Yeah, you don't need to do all the stupid romantic proposal stuff - if you know, you know. My wife and I knew from about three weeks in that we would marry and spend the rest of our lives together. That's coming up to 30 years ago now, married for 28.

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Judith Reilly
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

One night my longtime love and I were lying in bed watching TV when he said, "If we keep our money separate and keep our own names, would you marry me?" I said yes and am still happy 25 years later, as is he.

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#8

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing Saw a couple in a jewelry store when my wife and I were looking. Guy asks to see a ring, kneels, "will you marry me?".

She flips....ohmygod!ohmygod!ohmygod!ohmygod! yes yes yes!!

He says "great!" then hands the ring back to the employee and tries to leave the store. He proposed with a borrowed ring. Tries to explain to the girl he couldn't afford the ring but wanted to propose correctly. She slaps him so hard my face hurt (she put her whole body into the slap) and starts screaming about how her mother was right, etc. etc.

No clue if they ever got together, but it was hard to watch.

kemikiao , Brooks Leibee Report

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It’s also worth noting that the man proposing is the norm, but not necessarily the rule. Queen Victoria, for example, proposed to Prince Albert, while folk traditions in various countries like Scotland and Finland “allow” women to propose on leap days. Of course, in the 21st century, there are no more rules about this sort of thing, indeed, many couples choose to skip marriage altogether.

#9

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing During college (and for several years afterward), I rowed gondolas for extra cash on the side. I had seen about 500 proposals during that time. The only 'no' I've ever had came from a guy who pulled out all the stops. Dinner, Venetian gondola, roses...even a customized message in a bottle to be 'found' during the Venetian gondola ride. So when the time came, he knelt down and popped the question. After what felt like a full minute of stunned silence, she took that moment to inform him that she was already married.

BnScarpia , Jack Ward Report

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#10

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I proposed to my wife in Dublin, which is more difficult than it sounds because it's not a romantic city. After dinner, I decided that the Halfpenny Bridge was about the best place to get the job done. Right in the middle of my proposal, I hear the unmistakable sound of a drunk guy p***ing off the bridge not 10 feet behind me. Ireland has never let me down.

Weaselmeat , Gift Habeshaw Report

#11

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I had been dating this girl for about a month or two while we were in college, and we lived close enough in the summer to see each other frequently, so I was over her house and we were getting stuff ready to grill out when a car pulled up. We assumed it was some of her friends, who we had invited, just arriving a little bit early. She peeked out the window and gasped. "Oh s**t, it's Matt!" Matt was an ex-boyfriend from high school. They broke up senior year, but he had been pursuing her since then despite constant outright rejections. "Do you want me to take care of this?" I asked. "No, I'll deal with it. He'll just try to start a fight with you." So I sat by the window and watched the whole thing. It was short. He said that he wanted to talk. She said she really didn't want to talk, she was having people over, and besides, they had talked everything out a while ago and everything was settled. There was nothing more to talk about. He was a bad boyfriend, it was three years ago, she moved on, he needed to do so as well. That's when he doubled down. "I know the reason we've been apart. We were in high school. We were kids. We weren't adults. So you can't ever see me as an adult. Not until I man up. You need to know that I'm serious about this. That's why I have this!" He got down on one knee and pulled a ring box out his shirt pocket, just like a jewelry commercial. He opened the box and said, "Beth, will you marry me?" She tried really hard not to burst out laughing, but only halfway succeeded. "OH MY GOD, NO! GO AWAY! There are people coming over, Matty, don't embarrass yourself any more than you already have. Seriously, just go!" He had this quizzical look on his face, like shock and disbelief. He really thought this was the right play. After a few seconds, he got up, put the box back in his pocket, and walked back to his car without saying another word. She came back inside. "I can't BELIEVE that just happened," she said in a mixture of amusement and anger. I was mostly on the side of amusement, so I asked if the ring was nice. "It wasn't even a ring! It was a tiny note that said 'Any ring you want.'"

urge_underkill , Pedro Forester Da Silva Report

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UpQuarkDownQuark (he/hey you)
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

“Maybe if I can find a way to propose to her in sky writing at another person’s wedding AND have it broadcast on the Jumbotron at the Super Bowl she’ll finally see me as a man.”

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However, there are still people out there interested in a very public proposal, with all the risks that tends to bring with it. While public opinion may vary, one has to admit that it’s quite brave (or foolish) to try and ask such a question in public, where you can be very visibly rejected. On the other hand, many recipients of public proposals report saying yes and then declining later, to save their partner the embarrassment. 

#12

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I was at Taco Bell with a few friends of mine, including a guy and a girl that had been dating for a few weeks. A few of us got tacos, but the girl only got a diet coke.

So her boyfriend asks her, "Do you want hot sauce?"

She says, "uh... No. I just got a Diet Coke, what the hell would I want hot sauce for?"

He says, "I dunno. But I just think it would be really good if you had some hot sauce."

They argue about whether or not she needs hot sauce for awhile, until finally she just says "ok, whatever."

He goes over and gets some. Comes back with a packet, gets on one knee, hands her the package that says "Will You Marry Me?" on it, and pulls out a cheap looking engagement ring out of his pocket.

Keep in mind they've been dating about 3 weeks at this point, and we're in the middle of Taco Bell.

She gets this look of absolute shock on her face. And then says yes. They got married a few months later. They got divorced a few months later. And that was the most humiliating trip to Taco Bell of my life.

TL;DR - guy proposes to girl In taco bell with a hot sauce package and she says yes.

tylerjarvis , ascarpace Report

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Olivia Lisbon
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Getting engaged at Taco Bell is fine. Having an affordable ring, also fine. But getting engaged after 3 weeks of dating? That’s where I’d draw the line.

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#13

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I wasn't there for it, but saw the video.

I work for a place that caters all sorts of events. We did this ridiculous rehearsal dinner for a wedding. I say "ridiculous" because I've never heard of a rehearsal dinner needing an auditorium and several other spaces for guests. The parents of the bride were loaded and just awful (Common, accepted practice is that after all the guests have eaten, staff get to have a little plate. The bride's father chewed us and our boss out for it even though he was just going to have us pitch the leftovers at the end of the night.)

Anyways, prior to the guests arriving the family of the bride handed me a DVD to play over the projection system. This DVD contained the couple'd engagement photos and music but it also contained video of the proposal. It was the most awkward thing I've ever seen.

The dude walks into the house as her father opens the door. The guy looks so nervous, but not nervous like he's going to propose, nervous like he doesn't know what to do on camera. "Do I stand here? Where's my mark?" The camera pans over and his fiancé is standing at the top of a massive staircase (these people are obviously loaded) in probably her most elegant dress. It takes her almost two minutes to descend the staircase. I know, because I timed it since it was on a constant loop all night. The guy awkwardly shuffles over to her and gets down on one knee and then ADJUSTS his position for the camera. The ring is placed on her hand and then they just sort of stand there. The video then starts looping again.

It was the single least romantic thing I've ever seen.

backtackback , Brett Jordan Report

#14

I proposed a couple years ago, don't think it was terrible, just different. I had taken her out to dinner and while waiting for our food i asked to see her promise ring, started playing with it and pretended it it got stuck on my pinkie, she starts to worry we will have to get it cut off when i said, "or we could just replace it" hands her new ring, "With this.. Will you?"
She said yes :)

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Deamhayness Doom
Community Member
6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

All the things you can learn on BP... until now, I never heard of a "promise ring". Is that something US-American, like all that babyshower and gender reveal craze that's spilling over to Europe? I mean, how many times must a person give away jewelry to state they want to be with their SO? Jesus Christ^^

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If these examples show you anything, if you are going to do a surprise proposal, at least try and make it happen outside of a fast food restaurant unless you are positively certain your partner will enjoy it. And if you didn’t get enough terrible proposal stories here, worry not, Bored Panda has got you covered. Check out our article on the “That’s it, I’m proposal shaming” Facebook group. 

#15

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I sure did. This happened three years ago. Some friends and I decided to road trip down to Orlando and go to the amusement parks like a couple of 21 year old children. Well we were in one of the Disney parks (magic kingdom perhaps?) and I saw one of craziest rednecky things ever. So we're looking at a map figuring out the plan of action and all of a sudden we hear "Boy, what the hell do you think you're doing?" Some guy, like 5 feet away, was on his knee with a ring out in front of a girl, and an older guy was next to him yelling. This is where it gets weird. The guy said "thats your damn cousin you f****n idiot, get off your goddamn knees before I beat the p**s out of you". This obviously got our attention. The guy doing the proposal (who I will call George Michael from now on) started crying and said "but I love her and I want her to be my wife and you and no one else can stop this from happening. Mary, will you be my wife?" The girl (Mary I guess) looked at him and said "why are you doing this? don't you ever talk to me again! I hate you for this!" And she ran off. Then George Michael ran in the other direction. The older dude was pissed off beyond belief and the rest of the family. I wanted to clap but I felt like I would've been killed.

wanderso24 , PAN XIAOZHEN Report

#16

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing So I had gone to a Dallas Mavericks game in March with my dad, and during halftime, they had this couple come down and play a game. The girl was very clearly not into basketball at all, and her partner very clearly was. In the game, the cheerleaders held chests with letters in them (they were supposed to be prizes). Eventually she opened all of them, and it spelled 'Mavs' and 'Will you marry me.' When they closed the chests, she turned around, he was on his knee…and she just kinda stared at him, not smiling, and picked him up off the ground and whispered in his ear. They left with her walking in front trying to keep it together while he nodded uncomfortably…most awkward experience ever.

JC Gellidon Report

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Megan Pippenger
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Yikes. Cardinal rule of public proposal: don’t do it unless you are 1000% sure they are going to say yes. And don’t be a douche who expects the public pressure to get you a lasting yes. My mom’s ex proposed in the middle of the mall at Christmastime, in front of the Santa area. My mom was horrified and only said yes because there was a massive crowd expecting a hallmark moment.

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#17

I proposed on a dinner cruise and told her I was gonna throw her overboard if she said no. The couple next to us interrupted to ask if she needed help.

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Ael
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

good couple next to them. Yes, it was just a joke - THIS TIME. It's sad that we can't all just laugh at such jokes, if you want to complain, complain to the arseholes who abuse their partners, not me.

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#18

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I was in Paris for business and decided to walk by the Eiffel Tower. As I was walking, I noticed a girl was holding a lot of balloons, so many that I was surprised she didn’t up and fly away. In front of her, a guy was kneeling down on one knee, holding one of her hands. He was saying how much he loved her and wanted to spend the rest of his life with her. She looked completely shocked and surprisingly uncomfortable. As he finished with, ‘Will you marry me?’ she shook her head no, apologized, and walked away, still carrying the balloons.
The guy stood up, took out a cigarette, lit up, and then proceeded to sit down at a nearby café looking as if he didn't have a care in the world. He ordered an espresso and read a newspaper as if nothing ever happened. It was the strangest thing.

Adrien Report

#19

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing Well this might be a common one with a bit of a spin.

I was with a few friends at Burger King at around 3 in the morning (yes Burger King of all places) and the only other people who were eating was a middle-aged couple. The woman got up to go to the bathroom and the husband slipped something out of a ring-box into the woman's burger. When she came back she ate the burger without noticing anything. The man went wide-eyed and told her she just swallowed the ring, and then asked her to marry him. She said yes, and my friends and I burst out laughing.

anthereddit , Christian Wiediger Report

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Cerise Hood
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Probably going to get downvoted, but I don’t like the idea of hiding the ring in the food. If it’s on a visible place on the food (and I hope the ring is clean), that would seem better.

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#20

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I knew a guy who was at McDonalds with his girlfriend one time, and as a joke he wrapped a fry around her finger and said, "Will you McMarry me?"

She started crying and called her mom and like started planning the wedding the next day. He hadn't meant to propose but he didn't have the heart to tell her so, so he just married her.

Lost touch since then, but I would be very surprised if they're still married today.

aladyredditor , Brett Jordan Report

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Agfox
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

"Will you McMarry me?" - a silver-tongued effort if ever there was one

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#21

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing So my late-twentysomething sister was semiserious with a (slightly younger) family friend for a couple of years. He did landscaping and she worked in the film industry. He lived in a cabin in the mountains and she lived in the city. He owned cats and she was kind of allergic. She loved to travel and he wanted to stay where he grew up. He wanted lots of kids and she wanted her career. She loved him and adored his family, but she wasn’t 'in love' with him. From the beginning, he was talking about marriage and kids and what their life would look like together. She kept telling him that she had been really hurt before and wasn’t sure what she wanted long term. He decided to stay with her. One Christmas season, he was seriously pushing what their wedding would be like (his mom organized weddings/parties as a second job) and how many kids they would have, and so forth.
My sister really had to sit him down and explain again that she didn't think she was ready for marriage and might never be, and asked to please not push her into something he knew from the start she might not want. Cut to the Christmas Eve party with both families (because we are all friends), and he busted out a ring and got on one knee in front of EVERYONE. She leaned over and whispered in his ear, and he got up and followed her outside. They spent the rest of the night talking on the back deck while everyone ate, drank, danced, and exchanged gifts without them. They broke up a month later. They are both MUCH happier now!

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Sanguinius
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I posted this above but it's more relevant here: I often regret that I proposed to my wife on Christmas morning in front of her family. There was a lot of pressure for her to say yes. We've been together 11 years so I know she loves me, and would have probably married me eventually, but I wish I had asked her in private.

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#22

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing My ex-husband proposed to me in the shower after picking a fight about elbow macaroni.

I went into the shower to calm down and he followed me- slipped the ring on my finger and asked.

How he got the ring in the shower without me noticing was by hiding it under his fat roll. It was his mother's CZ engagement ring from her 2nd marriage-

...every day I wish I said "No."

serotonin33 , Karolina Grabowska Report

#23

My boyfriend and I had discussed marriage. He said "I don't think I ever want to marry you." He meant that he never wanted to get married again (he's divorced), but that gives you a sense of just how suave a wordsmith my prince charming is. So anyway we decided we weren't going to get married, but that we'd still like to have a baby.

The morning the little stick turned pink, he shot down on one knee and proposed. In the bathroom. Holding a positive pregnancy test covered in my urine. I said no, of course. Eventually I relented. Romantic, yes???

We've been married almost 8 years (the kids are 7 and 8 1/2). So far, so good.

picklelady Report

#24

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I was on vacation with some family about five years ago. While on vacation, we ended up going to "Dolly Parton's Dixie Stampede," which is a dinner-and-show type establishment, and not particularly my cup of tea, but my family wanted to go and I didn't want to be 'that guy,' and I'm glad I went, for what I saw was well worth the price of the ticket.

Before the show started, the announcer listed of a bunch of happy birthdays and the like, and then says something along the lines of "And, now, a special announcement from blah-blah." This guy is on the screen, pre-recording, and asks his girlfriend to marry him, and then the screen shows the guy, kneeling down with a ring in the audience at the show, asking his girl. His girlfriend is visibly horrified, and just shakes her head. You could almost hear the guy's heartbreak.

It was on that day that I learned not to do things like that unless (A) you're absolutely sure she'll say yes, or (B) you ask her in advance and just want to make a good story.

Jellybrains , Austin Pacheco Report

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Ael
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Why is it always "the proposing pary's heart broke"? Not marrying them is not equal to breaking up with them, and our thoughts should rather be with the person they tried to force into saying yes. Imagine the girls "heartbreak" when she found herself exposed to such a thing against her will!

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#25

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing My friend worked at a Coldstone Creamery and some guy came in during the day and said "I'm gonna come in later today and put 20 bucks in the tip jar. When I do, I want you guys to sing "Iron Man" by Black Sabbath, and then I'm gonna propose to my girlfriend." My friend and her co-workers found it strange, but agreed.

Later that night, the man reappears with the girlfriend at the Coldstone. Awkward eye contact between the man and the co-workers ensues while they wait in the long-ass line. He finally gets up to the front, and puts the 20 bucks in the tip jar. No one sings right away, so my friend goes for it solo. DUH DUH DUHDUHDUH DEDEDEDEDEDEDE DUH DUH DUH. He goes down on his knee, pulls out the ring, and says "Will you Marry me?" There is a long, silent pause as the workers and all the people at the Coldstone wait. She pulls him off to the side of the store and they have a quick word while everyone watches. They then go out to his car in the parking lot and sit there. For hours. My friend was still working for about 4 more hours that night and he was still sitting out there with her.

My friend assumes that she did not say yes. I concur.

guy_fleegman , Wikipedia Report

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The Original Bruno
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Iron Man? For an engagement? "Nobody wants him, he just stares at the world/Planning his vengeance that he will soon unfurl" I mean... cool sci-fi concept...not picking on Black Sabbath... but for an ENGAGEMENT??? (I mean, Crazy Train I could understand...)

#26

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing **THIS HAPPENED TO SOMEONE I KNOW!!!** A friend of mine ran a marathon and her boyfriend proposed to her right at the finish line. No chance to take take a breath, hydrate, or rest. Not only that, but he brought other people to photograph and videotape the whole thing. So now my friend has all these lovely photos of her looking sweaty and gross on the day she was proposed to. She did say yes.

the_good_dr , Capstone Events Report

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Shark Lady
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Another example of a guy who can't let his girlfriend have her moment and celebrate a great achievement, without inserting himself into the main character role. It's like the guy who proposed at his girlfriend's graduation ceremony.

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#27

I unfortunately didn't witness it but my best friend just got engaged and when her SO proposed they were in a little french deli. She had just put a massive mouthful of pie in her face when she saw he had got down on one knee. She was so shocked she spat the pie out all over herself, all over him, all over everything. She just sort of nodded ... it was very like her to do something like that so it's all fine but still ... I don't think he was expecting pie in his face. 

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Trish
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

🎶When her food hits your eye like a mouthful of pie, that's amore.

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#28

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I was once at a friends gig who plays pretty crazy distorted rock with a s**tload of synthesisers and stuff. It was really quite low key thing with only about 20-30 people there and this drunk guy gets up on stage halfway through my friends solo and grabs him to whisper something in his ear. My friend looks super confused but kind of nods and continues playing. Then after the song says, "Hey, so this guy here wants to say something" and lets the guy jump on the mic who then slurring every word asks his lady up on stage. She comes up (appearing no where near as drunk as he was) and as she's looking worried and confused he gets down on one knee and grabs her hand, mutters somewhat of a proposal to her. She lets go of his hand, he stands up, she slaps him across the face echoing through the tiny hall and he stands bewildered as she storms off the stage. My friend then helped him off the stage and says to the crowd "Ah.. so. Lets go!" and continues a raging set.

Rothi , Spencer Davis Report

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bbfa
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I've been in bands most of my life. Even pre-covid, NO one, I mean NO one is welcome to talk and breathe their germs and spit particles all over my mic, for any reason. I have to sing with my mouth right up at it afterwards. Schlubs who come on stage for a "special announcement" just to make themselves a part of the act and center of attention are told to just talk loudly. Same thing at weddings and corporate events. Bring your own mic or use the house system for announcements. All the little speakers come with mics. It's rude and unhygienic to assume you can blow your germs and boozy garlic breath all over someone's expensive equipment and expect them to gladly entertain you afterwards.

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#29

I watched a man propose to his girlfriend at the top of the Willis Tower (formerly the Sears Tower) in Chicago. He got out in one of the glass boxes that allow you to look straight down, got down on one knee, and proposed. She wouldn't go out on the glass. She got on the floor, scooted out over the glass on her a*s, and wept the entire time (not out of happiness). It was the most awkward thing I expect I will ever witness.

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Ruth Harper
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

That's called not knowing your partner well enough to know things that terrify them. Not a good start to a marriage.

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#30

“She Slaps Him So Hard My Face Hurt”: 30 Of The Worst Proposal Fails That Had Witnesses Cringing I didn't witness it; I was the one who turned down a public proposal. It was entirely unexpected, since I had met the guy six days before. We were at Bible camp the summer after senior year of high school, and he immediately gravitated to me. I was a shy, bookish girl without many friends and was pretty but not in a flashy way, which was the style at the time. So I was flattered. I thought we might end up dating. On the last day, in front of the larger group (a few hundred teens), he dropped to one knee and proposed. I thought it was a joke and pulled his hands to have him stand back up, but he was totally serious.
He had misled the camp leaders into believing that he and I were serious and this was a love match so that they would agree to the public proposal between two teenagers, but that was not the case. Once I realized he was serious, I walked away shell-shocked while he stood there crying. It turns out he was leaving for the Army the next month and wanted a wife before then.

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Ael
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6 months ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

What a s****y, selfish reason to propose. OP absolutely dodged more than one bullet here, and with that level of narcissism, she might have dodged a literal one.

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