20 People Share Their Worst Stories Of Wedding Proposals Gone Wrong

Voting Rules
Vote up the worst wedding proposals.

Both brides and grooms to-be generally hope that the story of their proposal is a happy and romantic one. But that isn't always the case - sometimes the person being asked says no, or the circumstances of the asking are horribly unromantic. So here are some examples: true accounts of wedding proposals gone wrong, as told by those involved or those who saw everything that went down. Check them out, and don't forget to vote up the marriage proposal stories you think are the worst!

  • 1
    99 VOTES

    An Unsanitary Proposal

    Posted by u/cgatlanta:

    Worked in a restaurant in the early 90’s and a waitress told this story...

    She was on a date with her boyfriend and they both got back to her place. He want to the bathroom and then she went in. While in there he calls to her “hey did you see what I left you?”

    She said, “I’m not looking in there, you’re gross”.

    She then opened the door to asked him what the hell?

    He then said “you ruined the surprise, I taped your engagement ring to the underside of the seat cover”.

    (Sad, but) true story.

    99 votes
  • 2
    81 VOTES

    It Was A Last Ditch Attempt

    Posted by u/urge_underkill:

    I had been dating this girl for about a month or two while we were in college. I was over her house when a car pulled up... She peeked out the window and gasped. "Oh sh*t, it's [him]!" [He] was an ex-boyfriend from high school...

    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 cr*ppy 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, "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, 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.'"

    81 votes
  • 3
    80 VOTES

    Roll Tide!

    Posted by u/wanderso24:

    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 the 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 "that's your damn cousin you f*ckin' idiot, get off your goddamn knees before I beat the p*ss 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... will you be my wife?" The girl 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 p*ssed off beyond belief and the rest of the family. I wanted to clap but I felt like I would've been killed.

    80 votes
  • 4
    55 VOTES

    He Didn't Think Of The Implications

    Posted by u/postmodulator:

    A guy I knew (a really stupid guy) got his girlfriend a diamond ring as a birthday present, not intending any larger message.

    She unwrapped it and said, "Oh, Stupid Guy! Of course I will!"

    He went through with it rather than deal with the awkwardness.

    Didn't last.

    55 votes
  • 5
    54 VOTES

    He Basically Held Her Hostage

    Posted by u/dtigerkat:

    I worked at Universal Studios in Orlando a few months ago and I watched a Fear Factor Live show. For one of the stunts a lady was in a chair with a plexiglass box around her head. Her arms are strapped down as well. Someone spins a wheel and what ever it lands on goes on her head. Either snakes, scorpions, spiders or cockroaches.

    Her manpanion spins the wheel. It lands on scorpions so they do the stunt. At the end her man gets the mic and says his spiel while the girl is still strapped in the chair. 

    ...Great way to start the marriage.

    54 votes
  • 6
    86 VOTES

    "I Was At Taco Bell" - You Can Stop Right There

    Posted by u/tylerjarvis:

    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 packet 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.

    ...That was the most humiliating trip to Taco Bell of my life.

    86 votes