Woman Sad She Has To End A 22-Year-Long Friendship After Friend’s Unhinged Request

It has been said that the first sign of civilization was a healed broken bone found in an ancient human skeleton — meaning that someone once cared for an injured person and protected them. This proved that humans are naturally capable of compassion and social bonding.

In today’s world, it can mean paying for a meal for a friend, listening to them when they want to vent, or even lending money when they need it. It is these little things that show we can count on each other.

But a friend can only do so much, and often there comes a tipping point.

A woman who recently lost her husband shared a similar tale about one of her friends. She spent years being there for her friend, who frequently leaves her long voice notes constantly complaining about her own life and her job.

But the breaking point for her came when the friend asked for financial support to cover a few months. No timeline, no plan, just a voice note.

It was the kind of thing that made her pause and question: when do you say yes, and when do you finally say enough?

Even the closest friendships can be hurt without clear boundaries

Two women, one visibly sad wiping tears, reflecting the pain of ending a long friendship after an unhinged request.

Image credits: Karola G / Pexels (not the actual photo)

Helping friends is natural, but it can also make you feel overwhelmed

Woman looking sad and thoughtful, reflecting on ending a 22-year-long friendship after an unhinged request

Text describing a woman sad she has to end a 22-year-long friendship after friend’s unhinged request.

Alt text: Woman sad about ending a 22-year-long friendship after receiving an unhinged request from her friend

Woman sad ending a 22-year-long friendship after friend’s unhinged financial support request via voice note

Some friends just don’t understand boundaries

Woman sad and frustrated on phone call, wearing glasses and holding a pen, ending long friendship after unhinged request.

Image credits: Karola G / Pexels (not the actual photo)

Woman sad about ending a 22-year-long friendship after friend’s unhinged request causing emotional distress.

Text on a screen showing a woman sad about ending a 22-year-long friendship after friend’s unhinged request.

Woman sad ending a 22-year-long friendship after friend’s unhinged request about business investment

Text excerpt showing a woman expressing sadness over ending a 22-year-long friendship after a friend’s unhinged request.

Image credits: winterhaze

Two women having a serious conversation, highlighting the emotion of a woman sad about ending a long friendship.

Image credits:  fauxels  / Pexels (not the actual photo)

Honest conversations can protect friendships, stop unnecessary fights

Helping others can strengthen bonds but without boundaries, it can often lead to resentment or burnout. Even long-standing friendships need clear limits to stay healthy.

“Boundaries help us navigate how much of ourselves — time, energy, or emotional investment — we’re willing to give in relationships,” Rahim Thawer, a psychotherapist and clinical supervisor, says.

While writing for the Medium, he says boundaries actually help in strengthening relationships by defining what is acceptable and what is not, as long as the other person understands and respects them.

Recent surveys also show that money is a major reason for arguments in personal relationships.

According to a 2025 study, 41% of Americans say they have had tension with a friend over money, while 36% admit a friendship has even ended because of it.

“Of the 77% of Americans who’ve lent money to a friend, 19% say it affected their friendship negatively the last time they did and 32% didn’t get their money back,” the study shows.

Matt Schultz, a financial analyst at LendingTree that did this study, told KJRH-TV, Oklahoma, that much of the tension and problems around money and friendship could be avoided with a simple, honest conversation upfront.

“It’s not exactly breaking news that friendship and money are a pretty volatile mix, but our survey found that there’s an awful lot of people who are seeing friendships end over money and an awful lot of people who would not even loan their best friend money if they ask,” he was quoted as saying.

He also said that sometimes it is okay to refuse a friend’s request for money, and if they are your true friends, they will understand.

Internet shows sympathy, asks her to set clear boundaries

Text message showing a woman sad she has to end a 22-year-long friendship after an unhinged request for money.

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Text comment expressing sympathy about ending a 22-year-long friendship after an unhinged request.

Comment expressing sympathy for a woman sad about ending a 22-year friendship after friend’s unhinged request.

Alt text: Woman sad about ending a 22-year-long friendship due to friend’s unhinged request, reflecting on betrayal and disappointment

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Woman sad ending a long friendship after a friend’s unhinged request, showing emotional distress and disappointment.

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Woman looking sad and reflecting on ending a 22-year-long friendship after an unhinged request from friend

Woman sad ending 22-year-long friendship after friend's unhinged request, feeling hurt and conflicted about the situation.

Text message conversation showing a woman expressing sadness over ending a 22-year-long friendship after an unhinged request.

Woman sad with long-time friendship ending after friend’s unhinged request, feeling hurt and distanced from toxic bond

The consensus was clear: saying no doesn’t make her a bad friend

Text post showing a woman sad about ending a 22-year-long friendship after an unhinged request from her friend.

Sad woman reflecting on ending a 22-year-long friendship after friend’s unhinged money request in a private message.

Woman sad about ending a 22-year-long friendship after a difficult and unhinged request from her friend.

Woman sad and thoughtful, reflecting on ending a 22-year-long friendship after an unhinged request from friend

Woman looking sad and reflective, portraying emotions tied to ending a long friendship after an unhinged request.

Text comment advising to distance oneself from a friend who is a hanger-on after an unhinged request in a long friendship.

Woman looking sad and contemplative while ending a 22-year-long friendship after an unhinged request from friend

Comment expressing sympathy for loss and advising a woman ending a 22-year friendship due to an unhinged request.

Text message showing a woman sad about ending a 22-year-long friendship after a friend’s unhinged request.

Woman sad ending a 22-year-long friendship after friend’s unreasonable and unhinged request causing emotional distress.

Text post by Glittertwins expressing refusal to financially support anyone outside of children, reflecting emotional strain in a long-term friendship.

Woman sad ending a 22-year-long friendship after dealing with an unhinged request and emotional vulnerability.

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Text comment on a screen about ending a long friendship due to a friend's unreasonable request causing sadness for a woman.

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Text post stating no to losing both money and friend, reflecting woman sad ending a 22-year-long friendship after unhinged request.

The conversation with the friend didn’t end there

Text message showing a woman feeling sad and shocked about ending a 22-year-long friendship after an unhinged request.

What came next only deepened her disappointment

Alt text: Sad woman reflecting sadly on ending a 22-year-long friendship after friend’s unhinged request and betrayal

Text excerpt showing a woman sad after ending a 22-year-long friendship due to a friend’s unhinged request.

Woman sad and stressed sitting on couch, holding her head, reflecting on ending a long friendship after tough request

Image credits: Karola G / Pexels (not the actual photo) 

Woman sad ending a 22-year-long friendship after friend makes an unhinged request, feeling hurt and disappointed.

Text excerpt showing a woman sad about ending a 22-year-long friendship after a friend’s unhinged request.

Woman sad and reflective after ending a 22-year-long friendship due to friend’s unhinged request.

Image credits: winterhaze

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