Skip to content
Search AI Powered

Latest Stories

People Break Down The Absolute Worst Time To Break Up With Somebody

Couple holding hands at a coffee shop
person in black long sleeve shirt holding white ceramic mug

If you think about it, planning a breakup isn't all that different than planning a proposal.

In both cases, you need to find a perfect time appropriate for the moment.

Of course, the biggest difference between the two is the outcome.

Even if there is a small chance both parties will leave a proposal unhappy, both parties leaving a breakup on the emotional side is all but guaranteed.

Making it all the more important to carefully choose where and when you want to tell your partner you are ending things.


Redditor echo0o0o0o0 was curious to hear the absolute worst scenarios for a break-up, leading them to ask:
"When is the worst time to break up with somebody?"

At Their Highest Or Their Lowest...

"After having sex or when they‘re grieving a tragic event."- realstareyes

Then Again, What If It Was Bad?...

"Just after having sex with them."- Sir-Poopenheimer

No One Deserves Grief On Top Of Grief...

"After somebody in their family has died."- wetlettuce42

Especially If You're The Father!

"At hospital while she's giving birth."- gpharaoh87

birth GIFGiphy

I Mean, Have a Heart!

"My stepmom just divorced my dad while he’s going through treatment for brain cancer."

"That was really sh*tty."- CarsoniousRex

It Doesn't Have To Be Cheating...

"After cheating on them."

"Do it before."

"A memoir to my ex."- iamskript

Just Plain Cruel

"On their birthday."

"Right before Christmas."- ChaoticCherryblossom

Happy Birthday GIF by NickelodeonGiphy

Always Do It In Person. Always

"I tried to break up with my gf for 2 days and she wouldn't let me talk long enough to do it so I left her a voicemail when she was in class lmao."- s1ayerzer0

At Least Not At The Altar...

"Probably the day of your wedding."- Try_Human

...Gonna Need Some Details On This One...

"3:15pm."- pete_forester

hey arnold nicksplat GIFGiphy

Unless You Want Them To Fail... Stil Tacky...

"Before dealing with an exam."

"Personal experience."- ladanyilatz

Let Them Get Some Good News Before More Bad News

"When they're diagnosed with a terminal, potentially terminal, or bad chronic illness."- FelTheWorgal

Probably Worrying About Being Dumped

"When they are having a nervous breakdown."- Mindless-Ad9783

A Lump Of Coal Would Be Less Cruel

"Say merry Christmas to them, hand them an empty present, then give em the news!"- Trullydidit22

sad tori anderson GIF by Hallmark Movies & MysteriesGiphy

Not The Surprise They Were Hoping For

"On their birthday through their answering machine while their apartment is full of their friends throwing a surprise party."- Efficient_Ad2249

Truth be told, there will never be a "good" time to end a relationship.

But there are indeed some times which are much worse than others.

Choose carefully, and wisely.

Do you have any bad breakup stories? Let us know in the comments below.


More from Trending/best-of-reddit

Nicki Minaj and Donald Trump
Win McNamee/Getty Images

Trump's 'Gold' Gift To Nicki Minaj Certainly Seems To Explain Her Sudden Pivot To MAGA

Rapper Nicki Minaj made headlines this week for declaring herself President Donald Trump's "number one fan" as he launched his savings accounts for newborns—and now she's gotten a telling gift for her trouble.

Minaj appeared Wednesday at the Trump Accounts Summit in Washington, D.C., where she praised Trump’s rollout of investment accounts for U.S.-born babies.

Keep ReadingShow less
A man in a  suit with a red tie and a pocket square
selective focus photography of person holding black smartphone
Photo by Dane Deaner on Unsplash

People Break Down The Most Overrated 'Adult Goals' People Chase

As children, we begin to grow an image of how our life will turn out.

Usually involving a financially lucrative career, a good-looking spouse who adores us, and a magazine cover worthy house.

Keep ReadingShow less
Screenshots from @kellymengg's TikTok video
@kellymengg/TikTok

Woman's Story About Plane Passenger Refusing To Lower Window Shade Sparks Heated Flight Etiquette Debate

Though arriving at a destination can be fun and exciting, traveling itself is often exhausting and annoying, especially when we're made to feel uncomfortable along the way.

TikToker Kelly Meng launched a heated debate on TikTok after she shared a story about taking a 15-hour flight next to a woman who refused to do anything but what she wanted with the window shade next to her.

Keep ReadingShow less
Zohran Mamdani
Lev Radin/Pacific Press/LightRocket via Getty Images

'New York Post' Dragged After Bizarrely Criticizing Zohran Mamdani's 'Poor Snow Shoveling Form'

The first major winter storm of 2026, which at one point spanned over 2,000 miles, dumped record levels of snow on New York City.

Central Park reported a record 11.4 inches for the day and the most snow since 2022. In Manhattan, Washington Heights almost hit 15 inches, while Brooklyn saw widespread totals of 10 to 12 inches.

Keep ReadingShow less
Ben Affleck Confesses Why He And Matt Damon Added Random Gay Sex Scenes To 'Good Will Hunting' Script
Arturo Holmes/WireImage via Getty Images

Ben Affleck Confesses Why He And Matt Damon Added Random Gay Sex Scenes To 'Good Will Hunting' Script

Who knew the iconic line “How do you like them apples?” might be spiritually adjacent to a stack of random gay sex scenes that never made it into Good Will Hunting? At least, that’s how its writers—Boston buddies Ben Affleck and Matt Damon—have described one of their more chaotic attempts to figure out who was actually reading their script.

For anyone somehow unfamiliar with the Oscar-winning Affleck-Damon bromance: the two met as kids in Cambridge, Massachusetts—Affleck was 8, Damon was 10—and grew up a block and a half apart. They bonded over acting, moved in together after high school, and started grinding through auditions.

Keep ReadingShow less