Am I wrong for not telling my friend that I had a FWB relationship with his sister?

A man faces a tough dilemma when his best friend’s sister plans to reveal their friends-with-benefits (FWB) relationship to her sister-in-law. After both went through breakups, his regret over the situation leaves him worried about losing a lifelong friendship.

This story centers on remorse, while at the same time raising questions about honesty and responsibility in friendships. Should he come clean himself, or let someone else spill the secret? Let’s explore the details.

‘Am I wrong for not telling my friend that I had a FWB relationship with his sister?’

The story kicks off with a deep friendship and a decision made in a moment of weakness.

My friend J and I have been friends since forever. He is my closest friend actually.. His younger sister A is also a friend as I know his whole family...

Earlier this year, after being dumped by the woman I thought I would settle down with, I was devastated and was not thinking straight.

I ended up having a FWB relationship with A, who had also ended a long term relationship at the time.

Things get messy when true emotions come to light.

Later on I realised I had messed up and started therapy, which is where I should have gone to begin with. A told me that she had feelings for me...

I should never have allowed any kind of relationship to develop with her and I wish I could sort this out.

The situation grows tense as A plans to tell someone else.

She said she's going to tell her sister in law N (J's wife), and it's up to N to decide if she wants to tell J. We both agreed at...

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but she's making it sound like I hurt her after misleading her. I also feel like J needs to know from me first. But I think this is going to...

This situation poses a tricky question: How do you maintain honesty in a friendship when a mistake risks ruining it all?

This man is grappling with the fallout of starting a FWB relationship with his best friend’s sister, a choice made during a low point after breakups for both. He now regrets it, but her feelings and plan to tell her sister-in-law leave him fearing the loss of his friendship with J. Her sense of hurt suggests mismatched expectations, despite their initial FWB agreement.

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Psychologist Robert Weiss, an expert on relationships, has said, “Transparency is the cornerstone of building and maintaining trust, especially when there’s a risk of emotional harm” (Psychology Today). By not telling J upfront, even unintentionally, he risks being seen as dishonest, particularly in a close friendship. Yet, A also bears responsibility for agreeing to a casual arrangement while harboring deeper feelings.

From a societal view, letting A tell her sister-in-law instead of confessing to J himself could rob him of the chance to control the narrative. If J hears it from someone else, he might feel doubly betrayed—by both his friend and sister. The advice is straightforward: he should talk to J directly, admit his mistake, and explain the context honestly. While the outcome might be tough, honesty is the only way to preserve the friendship and respect all parties.

If A wants more from the relationship, he needs to be clear about his feelings to avoid further hurt. Continuing therapy to better understand his emotions and decision-making is also key moving forward.

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Here’s the feedback from the Reddit community:

The social media community chimed in with a mix of blunt advice, sharp criticism, and a touch of humor, offering varied takes on the situation.

Many users stressed that he needs to tell J himself to avoid unnecessary drama.

talltim007 − It will be fine. If he can't handle it, he can't. But you need to tell him. All this back channel drama isn't going to help anyone.

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coupleofgorganzolas − Man up and get in front of this. It is better to get it over with now and figure it out from there then sit by worrying if...

[Reddit User] − The answer to this question, even though everyone would react differently is also at the same time universally this: **It’s better if they hear it from you...

As a matter of fact, as soon as you hear that someone else might tell them instead of you, you should jump at the opportunity to have that chat asap,

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because there’s quite a difference between ”hey man, when I was down after my last breakup, I had a thing with your sister” as opposed to ”did you know your...

Some comments called the FWB choice inappropriate and questioned his intentions.

i_am_smoothbrain − Imo it was wrong to get into a fwb situation with your close friends sister. It would be acceptable to start dating her, but just casual s__ with...

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Cute-Interest3362 − I "ended up" having a FWB relationship with A "ended up" - like it wasn't intentional? Like you didn't willfully enter into the relationship?

arrouk − You fucked your friends sister. You were never a good friend. You deserve what's coming. Sorry, but you already knew this and want validation. It won't change what...

Felaguin − I don’t think you were necessarily wrong for having that relationship with his sister as she told you she had feelings for you before.

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What’s messed up to me is putting the onus for telling him or not on his wife. That should come from the two of you — or at least the...

A few users took a lighter or neutral stance, suggesting the issue might not be a big deal if handled proactively.

biggiesmalls421 − Unless your friend was planning on hooking up with his sister you should be good lol. I would tell him yourself anyways cause it sounds like he will...

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BoBoBearDev − FWB is supposed to be discreet anyway. So, not wrong. Your mistake is expecting this to stay FWB, never watched no strings attached?

[Reddit User] − Have s__ with your friend then tell his sister about it, then she definitely won't tell his fiance.

Social media opinions largely urge him to be upfront with J to protect their friendship, though some argue his FWB choice was inappropriate from the start.

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This story reminds us that honesty is key to maintaining trust in friendships. Mistakes happen, but how we handle them shapes the future of our relationships.

How should he approach telling J to minimize the damage? Is there a way to salvage this friendship, or has he crossed a line?

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