Heartbroken Single People Reveal Their Most Depressing And Terrible Break-Up Stories

Breaking up with someone, or having someone break up with you, is never fun. Occasionally, though, breakups get nasty. Really nasty. And P-E-T-T-Y. Whether you're happy in a relationship or not, the way in which a breakup is handled can often cause more collateral damage than a toxic partnership.

This is why I'm single. This is why I have three cats.

Reddit's peopleoftomorrow8 asked, "What is the worst thing to do/say to break up with someone?"

Submissions have been edited for clarity, context, and profanity.

Beep beep. We're over.

Back in high school (late 90s) my friend got broken up with via pager code.

She had to decipher that sh*t to figure out the guy was dumping her...

"April fools" except it's not a joke.

My boyfriend broke up with me on April fools day. Took a lot of "no seriously" for me to believe him

That Escalated

Convince me to quit my job, sell my house, and spend thousands studying for and taking the bar exam in a new state because you got a good job offer there, then cheat on me with some guy you met playing Heroes of Newerth, give me herpes, tell me you're just not attracted to me anymore, and ask me to move out now that I have no house and no job.

Having mommy do it? Really?

When I was 14 my boyfriend tried to break up with me by ghosting me, unfortunately, I was extremely dense and didn't get the hint. So he had his mum break up with me over the phone. Good times!

Changing your Facebook status from "in a relationship" to "single" without warning is ghosting at its worst

Yeah 11 or 12 years ago I was on my computer looking at Facebook when I noticed my girlfriend of a year-and-a-half's Facebook status changed from 'in a relationship' to 'single'.

I figured it was probably a mistake and sent her a text joking about it and went to bed. The next day I had no reply from her. I tried calling and just got voicemail. I tried calling a couple times for the next few days and no reply. I tried her parent's house and they said she was at work. I tried her work and they said she was busy and couldn't come to the phone. I drove to her work to figure out what was going on and she started crying and said it was all okay she was just going through some things and would call me after work.

I never heard from her for like another week or two till I texted her and asked what I should do with all her stuff she left at my house (Like 3 garbage bags full of clothes and random stuff). She told me she would come pick it up tomorrow. She never showed. Then she texted and said she'd come the next day. This pattern repeated for about a month, I offered multiple times to drive her things out to her or even leave them at her parents or a mutual friends house for her to pick up. Finally one day after not showing up to pick her stuff up when she said she would I threw everything in the trash. I texted her saying I threw it in the trash and she called me and yelled a bunch of obscenities at me then hung up.

That month was incredibly rough. I had no idea what happened or why she dumped me or how she could be so mean. It was seriously the worst. The sad part is I was just finishing a surprise painting of her and her horse when she ghosted me. I spent so long on it and it actually looked really good. I hung onto it for a long time after she started ghosting me thinking I would give it to her when she picked up her stuff. A last vestige of hope from a heartbroken man. It ended up torn in half and thrown in the garbage with the rest of her belongings.

So many potential questions answered with five words.

One time a guy invited me to a beautiful picnic with wine and flowers and then when I tried to sit down he said "Don't eat anything, Rebecca's coming." And then he broke up with me.

It can be cold in New York City, but not this cold. Ouch.

One girlfriend I was on and off with for a while may fall into this category. Dated in college in Maryland and when I graduated I had to move for a job to New York. I wanted to do long distance and we kept talking, but we started to fade because I was stressed in my job.

After a while, I went back to where we both lived and took her out for her birthday with my family as it was my dad's birthday too. Got her a gift and flowers and surprised her at work and everything. I tell her she should visit New York but she always said no because she was broke.

Fast forward to later that week, I check her snap story and she was in New York, with another dude, saying she's the luckiest girl in the world or whatever. I text her like yo tf what is this, she proceeds to block my number and I text her via Facebook saying she just confirmed my beliefs and to have a nice life. Tells me to leave her alone.

So yeah, I think this one's pretty bad. She still hits me up from time to time and I ignore her and have her blocked on everything else. Oh well, live and learn.

Is this better or worse than dumping someone on Valentine's Day?

I once broke up with my gf the day before Valentines Day. Was told by everyone I was an assh*le.

Edit: Forgot to mention it was over the phone.

Honestly, Valentine's Day is the worst.

Only things worse is sitting through an incredibly awkward dinner on V-Day that you could just barely afford because you work a part-time minimum wage job only to confront her about the guy she's been texting the entire evening and get broken up with over text when you get home.

That was me a few years ago. Can't make this sh*t up.

Like I said, P-E-T-T-Y.

About 10 years ago, I had a boyfriend who was from another state. After dating for about six months, he asked me to bring him to the airport for a flight home for Christmas, which of course I did. He called me about three hours later (on his layover) to tell me he left something in my glove box for me. Thinking left something sweet for me for Christmas, I rushed out to my car and excitedly searched through. It wasn't a sweet gift, it was a letter breaking up with me.

That's a pretty bad way to do it.

This is just unnecessarily petty.

My ex broke up with me five days before our one year anniversary, on which he told me "I planned to propose to you today but I dumped you instead".

Using depression as a cover for cheating? Rude. Not realizing "I need space" is code for "this is over?" A valuable lesson.

"I need space due to my depression" by space I mean need to go bang my manager for a few weeks then break up with you the day before your birthday.

I don't think it works that way, but okay.

"I don't think I'm gay after all." After six months, my ex-fiance that I lived with came to that groundbreaking conclusion.

Thanks for nothing.

"You helped me through a tough time, but I'm going to try it with my ex again."

The classic save-face method of heartbreak.

It's not you it's me

Sounds like he did you a favor... yikes.

My ex told me that the (his name) I fell in love with was dead and never coming back while Silas (the really bad and ugly personality who lives in his head) had taken full control of him.

So yeah. Probably that.

This would tear my soul apart too.

She said "do you know how many times I rolled my eyes after I turned over to go to bed after you said I love you?" Tore my soul apart

This is some Dante-level nasty.

One time this guy I'd been seeing for two weeks took me to a cemetery and broke up with me by the reasoning "You're too morbid." Then he went back to my house and copulated with my sister.

Ten years of friendship thrown away via text. That's a low blow.

By text. 30 minutes before we had dinner plans. A few months before our 3 year anniversary. And we were both 26.

We lived 10 minutes away from each other and were never long distance, had known each other for 10+ years at that point, and I got a f*cking text.

Awkward, but hey, whatever keeps the peace.

Not a bad break up, per-say, but not the ideal aftermath: My now-ex and I split when we were living together, but there was only 3 weeks left on the lease so we decided to stay living together for those 3 weeks and then move our separate ways once it had finished.

It was all fine until we agreed that since we were no longer dating we could do as we pleased, so came along many nights of me being home and him staying out all night or vice versa, I ended up going to a different city for a week to work and when I got back he went away for a week. It mainly only got awkward when I signed up for a dating app and saw him on there. But then it became comical, I asked him about how it was going and he said he'd met a few girls and that's where'd he'd been staying, and then he helped me set up my profile, helped me choose good photos and write a bio.

But hey I met my current partner on that dating site and now my ex and I are both in long-term relationships now with other people and we still see each other around occasionally, but no biggie.

It was a weird month.

Kids today will never know the hurt.

Do it over AIM, like my HS girlfriend in 2003.

I'm over her, but I'm still not over how she did it. What a low f*ckin move.

The punishment definitely fit the crime.

My buddy in high school walked up to his gf and her friends and said "everyone with a boyfriend raise their hand, WHOA NOT SO FAST"

She kicked him in the balls.

I laughed

And I thought MY parents' divorce was ugly...

What my dad did to my mom. They were married 26 years, and she was incredibly hard to get along with. He was a really passive person and was no match for her temperament. He wanted a divorce but was too chicken to say so. He waited until her father died and they were in the car, driving home from his funeral. She was at her weakest, totally crushed. He told her he never loved her and wanted a divorce. Good timing, assh*le. He and I were always joined at the hip until then. He was too big of a wuss to realize how cruel he had been to a fellow human being.

"That year was one of the worst of my life." Yeah, this is bad. But this mother is an inspiration.

My last ex dumped me a week before we were supposed to move in together. I let my lease run out on my apartment, I quit my job, I took my kids out of school (it was winter break and I had time to set them up in their new school before school was back in session). To compete it all, I found out I was pregnant 2 weeks before. So I lost my house, my job, and my kid's school because he decided to be an assh*le.

He didn't even have the decency to do it in person. He told me over the phone and then had the audacity to ask for his radio back. The only reason I didn't end up homeless was because my mom got sick and asked me to move to her state to help her out and so she could see my kids before she passed away. She passed away 2 months later. So yeah... that year was one of the worst of my life.

I'm doing better now. I'm in a stable relationship, I kept the baby, I own a car, have a stable job, my kids are straight A students, and I rent out a townhouse. Still, it was a f*cked up thing to do to me and subsequently my kids.

And the worst breakup story goes to...

My time to shine! When I was 22 I was married. After 3 weeks of being in the hospital with a collapsed lung, I took a cab back to our apartment. I walked into seeing him having sex with another girl in our bed. He looked over his shoulder and calmly said "do you mind? I'm not done yet." No assh_le you're done.

Image by Karen Warfel from Pixabay

If you're looking for your soulmate, it can be hard to really gauge who is truly “the one", especially if they've had back luck in the past. Trust me, it took many attempts to figure my romantic life out before finding my husband. But when you know, you know--and once you do, everything just beautifully falls into place.

Anyone that has found their soulmate usually can pinpoint the moment they had this realization. Here are a few real-life stories.

DeepDarkSiege asked: How did you know you found the one?

Sometimes it’s truly the usually mundane things that lights up your romantic life. In the words of the musical Company, “it’s the little things you do together that make perfect relationships.”

​The true test of any relationship.

When I found myself enjoying the little things - just because I was doing them with her.

Grocery shopping, running errands, just the mundane stuff that makes up every day.


My husband will wander off in the grocery store and then peek around the corner of an aisle at me and say weird stuff like "hey lady" or "looking good" or just nonsensical screeching. Or he will come up and smack my butt and run off. It's so immature but I always crack a smile.


This is so important!

Peanut Butter Animation GIF by Jif Giphy

I realized that if I happened to be doing or experiencing something fun, I always wanted her around to share it with. That, and we argue well and don't hold grudges.


I love the fact that me and my GF resolve arguments like mature adults and we never stay mad at each other.


​You feel like an old shoe.

Everything feels effortless.


This sums it up exactly. So many of my friends and family stay in failing relationships for so long. Everything is fraught with drama and disagreement.

On my 2nd date with my now wife I told her 'You feel like an old shoe.' Comfortable and familiar, easy to get along with, happy to talk with for hours or enjoy hours of silence together. When the fights happen they are brief and uncontentious, and there's no lingering bitterness. Also, she totally understood and accepted the romanticism of being called an Old Shoe.


Chemistry is one of the most important elements of a relationship (accidental pun there).

​There is always hope.

Initial chemistry. I was doing the on-line dating thing, and had been on a dozen+ dates of varying degrees of awkwardness and disaster. I was fed up with it.

I logged onto the dating site to delete my account and embrace the Billy-no-dates life, when this woman gave me a nudge. I was kind of blunt and said I was done with it all, and didn't want to go through another 2 to 3 weeks of on-line chat only to meet up and have nothing to talk about.

I said if she wanted to meet up and name the place fine. If she found that too forward and a red-flag then also fine. She said she'd also experienced similar problems and also wanted to skip straight to the IRL meet.

I am not that chatty. But we met up at about 2pm at a local pub. We were there until kicking-out at 11pm. It flew. I had a sore throat by the end of it.

A few weeks ago we celebrated our 10 year wedding anniversary.


So sweet.

couples love GIF Giphy

The chemistry between us was unreal, my wife said the first time she met me she had the overwhelming urge to hug me. 18 years later we're still awesome together.

She just always says as soon as she first saw me she knew we were meant to be together. We often read each others minds, I can heal her with my hands when she has pain and the sex even after 3 kids and 18 years together is still like being a pair of teenagers.

She's my best friend, my soul mate and my lover. I would love to be a millionaire then I could just spend every minute of every day with her forevermore. I'm blessed.


Sappy, but sweet.

I can fall asleep when he's cuddled with me. As someone that hasn't had the best relationships, it's the first time I've felt safe enough to just let myself be at rest. The first time I saw him (we were long distance for 6 months), my whole being felt at peace.

Yes it's sappy as heck, but honestly this is the first time feeling this way.


That’s how you know.

Meeting my spouse felt like seeing a loved one after they'd been gone on a long trip. I felt the same way when our child was born. No magical Disney moment, just 'oh, there you are. I've missed you and I'm glad you're back.'


Not to mention the bigger gestures that truly blow you away as their partner.

Thrown into the deep end.​

Introduce Season 2 GIF by The Bold Type Giphy

I am extremely lucky, as my father and I are absolutely best buds. He was diagnosed with cancer and it quickly spread throughout his body. He has been slowly declining over time. I know I found the one when my then-boyfriend (now fiancé) came to meet my parents.

Low and behold they were throwing me a surprise party and he got introduced to 30 family members. He was thrown into the deep end! He was kind and respectful to everyone. But what really took the cake was he sat down and talked to my otherwise very gruff, but long-winded dad. He talked to him for 2 hours, about life, love, my dad's experiences and I saw my dad give a few loud long laughs. It was rare those days.

He's remained close with my father as he nears the end and his constant effort to create memories and bring my dad joy speaks so much about who he is as a person.

We are getting married next week and I couldn't have found a more goofy, kind, loving and respectful man.


What an amazing person.

I knew she was the one when my best friend who was a father figure went to the hospital and his organs were failing. They gave him 2 days to live and it all happened to fast that I called her and said we'd have to cancel our dinner plans with her mom (I was crying on the phone explaining why) all she said was "which hospital" and I told her the location.

I got there before her and held my dads hand. This diamond of a woman comes in with a chimichanga and large Fanta orange soda, no ice (my favorite) she sits right next to me and feeds me as I am holding my dying friend's hand crying hysterically. While he was loaded up on morphine she made a smart ass crack to me and actually made him chuckle. It was a half chuckles but he heard her! I will marry this woman. Mark my words.


A good partner always does this.

Knowing this person passively inspired me to be a better person, try harder in my efforts, and take risks to push myself as well as enjoy my life. I realized they were "the one" when they felt the same way.


As for me, I knew my husband was the one when I realized I never got sick of his company. Usually, I get exhausted being around people, and I need a break. I never have with him--he's just such a delight to be around.

And if you haven't found the one and this article is making you sad, don't lose hope. Everyone's timeline is different, and you never know when you will meet your soulmate. Don't lose hope--it'll come when you least expect it


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