22 Fascinating Stories From Men Who Proposed And She Said 'No' 

Amalia Halpin
June 24, 2020 4k votes 793 voters 31.9k views 22 items

List Rules Vote up the craziest stories.

It's not all moonlight and roses. Sometimes your gut stops you from making a huge mistake. 

Worse Than Ross And Rachel!

From Redditor u/ThePeasantKingM:

Oh I have a story about this.

My friend A had been with his girlfriend B for years, so he decided he wanted to propose. What he didn't know, is that B was also thinking about proposing to him.

A proposed first, and B freaked out because she had already set her proposal and bought a ring, so she said no. Over the next week, B freaked out more and more, and refused to answer A's calls and messages.

A then decided to use the money he had saved up to buy a plane ticket to Europe. What was supposed to be a 3 month trip through western Europe turned out to be a year long trip around the world.

One day, A says that he's coming back and B decides to go and wait for him at the airport and propose to him there. It turns out that while being in Peru, A met a girl and they fell in love almost immediately, and got married in Peru.

Cue 5 years later, A and his Peruvian wife are still happily married and recently had a baby, while B hasn't still quite forgiven herself for ruining her relationship with A.

Wild story?
Ti Amo

From Redditor u/PazzaCiccio:

My mother told my father no three times. On the third time he got wasted at a local bar and basically started pouring his heart out to any one who’d listen. Mind you, it’s a very small village in the Italian alps and my father barely spoke Italian and no one in the village spoke English, including my mother. Word got back to my mom about this sad American at the bar so she went to find him and she told him she’d marry him.

My parents celebrated their 44th anniversary last month.

Wild story?
The Biggest Regret

From Redditor u/freetraveler11:

I was the one who said no.

We were high school sweethearts - had actually known each other since first grade and despite me moving to a different city, we reconnected in high school.

I followed him out to college and realized there was a whole other world out there besides the small towns I grew up in.

He already had our entire life planned out and it wasn’t until we had dated 3 1/2 years and he “surprised” me with a ring and a proposal that I realized he wasn’t what I wanted at all. He was lazy, never went to class, didn’t stand up for himself, and was codependent.

I said no.

He then proceeded to literally stalk me. We lived in the same apartment complex, but different units. He would knock on my door all hours of the day. I never answered. He would call and text constantly. This was before you could block numbers on an iPhone.

He attempted to break in to my roommates window and was successful because she had left it unlocked. I wasn’t at the apartment and he told her, “I was just trying to get some stuff”.

The very rare occasions I would open the door (very shortly after our break up), he would force his way in or stick his boot in between the door so I couldn’t close it.

I called the cops numerous times but they never did anything.

He would follow me if I left places.

At one point, he somehow knew information that I knew he COULDNT have known and found out he had somehow installed a program onto my computer to track all my passwords and keystrokes and activity.

That was when I decided to change my phone number.

He would leave stuff on our balcony. Letters, gifts, random sh*t.

He did not stop and would threaten me often by saying he would find out my new phone number.

Eventually, it did get less and less, however TO THIS DAY, I still hear from him.

I’m married now (for almost 4 years) and I’ve heard that he is also married and has a kid on the way.

But a few months ago, he found my extremely obscure Facebook (it’s not even my full name. It’s half my first name and only my middle name. I have maybe 11 “friends” on there that he has no connection with. I really only use this fb to be in groups to discuss true crime) and asked me to meet up with him for lunch for closure. I blocked him, but I know I’ll hear from him again somehow in a few months.

It’s ridiculous, honestly. I regret ever dating the guy.

Wild story?
Unhung Hero

From Redditor u/ObscureCulturalMeme:

So this actor, Patrick Moote, proposes to his girlfriend at a basketball game and gets turned down... while on the giant jumbotron. Clip goes on youtube, etc, etc.

She tells him later that she turned him down because she thinks his d*** is too small. So he travels around the world, documenting what other cultures think about penis size and penis enlargement, and made a movie about it called Unhung Hero. I've never watched it, but the title alone makes me laugh.

Wild story?