People Are Sharing Their Worst-Ever Proposal Stories

10. A question forgotten:

This isn’t a terrible proposal but more one with a funny twist. My parents where celebrating New Year and my dad in the emotion of the moment said to my mom that he wanted to spend the rest of his life with her that why didn’t they get married. There was no ring… Just the thought and the moment. My mom said she was going to think about it.

After a month of not mentioning the topic again and my dad all anxious about what did she have to think so much about, asked her if she had already had enough time to think. She asked “about what?”… Dad: “about we getting married” to which my mom answered “ohh that was serious?”.

She then took another month to this time really think about it and said yes. 30+ years now and happily married.

9. A pizza party? A dream!

I know I’m late but I think my wife and I qualify. We were living together, I was working full time and in school, she’s working 3-11 shift and 7 months pregnant. She just had a health scare and we were laying in bed on Tuesday morning discussing that if something happened to her, her abusive father could, potentially gain custody of our child.

Finally, laying there, I looked at her and said “you know, if we were married it wouldn’t be an issue”. She said, “are you serious” and I replied with “yes”. She thought about it for a minute and said, “sure, let’s do it”. We looked at our schedules and decided we would shower and go and get our marriage license before she had to go to work.

I found a Justice of the Peace that would perform our ceremony the following Sunday (5 days later). We told our immediate family who we wanted to attend (my Mom and best friend, her sister, Aunt, and best friend). Somehow, my mother made my wife’s dress in 5 days. S

unday we were married in an old, run down courtroom by a very nice JoP. Then we had our friends over for pizza and soda.

March will be 20 years.

8. A Ted Mosby maneuver:

not really a bad story, but we tease our parents for it all the time. my dad basically told my mom he wanted to marry her the night they met at a party hosted by my aunt (dad’s sister). my mom was like “heehee okay” and they started dating pretty much immediately. keep in mind they didn’t really know each other beforehand, and this dialogue happened after a few drinks.

later, my dad “proposed” to her with a ring he made out of a napkin while waiting for her to show up to a dinner date, and they made it official with an engagement ring they found together at an antique store. they’re still happily married today with 4 kids (including me), so i guess all’s well that ends well. somewhat of a cute story, but they’re both lucky it worked out, haha.

7. A trashy tale:

Someone who I used to work with had the most uncomfortable proposal story, that to this day I can’t believe she told people. Apparently she asked her boyfriend (of 6 years) when he was proposing, in a casual way while they were driving. He said “you have to do something for me first” and gestured to his crotch.

Andddd she blew him, and he told her to open the glovebox, and gave her the ring. That was it. If I were her, I’d at least change the story to make it somewhat romantic/ palatable. Or keep it vague and say he proposed in the car.

Either way, 10/10 trashiest proposal story I’ve ever heard.

6. A spoiler:

My cousin’s marriage proposal was ruined because the person next to them at a booth (restaurant) told his gf that he saw my cousin writing the marriage question underneath the table cloth (she was supposed to lift it up and see it later on) when he was in the restroom.

5. A pooper:

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.

4. A tragedy:

One day he drives her to a surprise location for a date. He takes her to this random house in the suburbs with a dog tied up in the front lawn. He then proceeds to propose and explain how her bought the house of their dreams, dog included, and how they could raise their children here.

The woman (my friend) was so flabbergasted that all she said was something like “wtf, you bought a house and a dog without even telling me?” He thought he was making this grand romantic gesture, but she was super annoyed that he had apparently arranged their whole lives without even asking for her input.

Needless to say she said no. Last I heard he lived in the house for a bit and then sold it for a loss. No mention of the dog, but I’m hoping it wound up with a good family.

3. A missing ring:

The girl got impatient. Finally she decides to take the initiative.

She left a card on the dining room table that says “Will you marry me?” He sat down, looked at it, looked at her, looked at it, opened it, read it, set it down, and started eating. She is obviously about to jump out of her skin.

Finally she says “So what do you think?” He says “Where the hell is my ring?”

They’ve been married for 16 years and have two adorable kids.

2. A towel situation:

My parents. They were out shopping and realised they needed new towels. They figured if they got married they would be able to ask for towels as a gift from the guests.

1. A drunk happily-ever-after:

Was going out with a guy for a little over 2 months and we were out at a a nightclub busting moves, both drunk AF. He leans over to say something so I lean in to hear him over the music and he asks “Wanna get engaged?” I laughed since I thought he wasn’t serious and said “sure!”.

Next morning, hungover to fuck, we went ring shopping. 9 years and one kid later, it’s new years eve of 2018 and we’re sitting at home, drunk as skunks (again, I know. I promise we’re not always alcoholics) and ringing in the new year with a TV show when he looks at me and asks “You wanna get married this year?” I said “Yeah, why not?”

And then we did.

Written by Texts From Last Night

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