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AITA for not making my childhood best friend my best man because he slept with my ex right after we broke up?

by Charlie Brown
November 27, 2025
in Aita, Relationships
Reading Time: 6 mins read
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Betrayal cuts the deepest when it comes from those we hold closest—those we call family. For a man about to start a new chapter with the love of his life, the revelation that his best friend of nearly two decades crossed an unspoken line shatters the foundation of trust he believed unbreakable. The impending wedding, meant to be a celebration of love and new beginnings, now looms heavy with pain and unresolved wounds.

Years of brotherhood, shared memories, and unwavering loyalty now clash with a single act of secrecy and betrayal, threatening to unravel a friendship once thought invincible. As he wrestles with heartbreak and the chaos of conflicting emotions, the man stands at a crossroads—torn between forgiving the past and protecting the future he’s about to build.

AITA for not making my childhood best friend my best man because he slept with my ex right after we broke up?

I (30M) am getting married in a few months. I've...

high school drama, college parties, family stuff. He's like a...

It was serious, and we talked about moving in together....

Not even a month after we split, I found out...

When I confronted him, he admitted it but said, "We...

I told him it was a ma*sive betrayal, even if...

Eventually, we started talking again, mostly because of mutual friends...

fantasy football, group hangs, polite stuff. He clearly thought things...

I asked my other friend (the friend that told me...

Josh seemed genuinely shocked and later texted me something like,...

" I responded and said, "You made a choice that...

" Now he's telling people I'm being petty and holding...

A few mutual friends are saying I should let it...

He thinks he deserves a place of honor in my...

As renowned social psychologist Dr. Harriet Lerner explains, “Forgiveness does not mean forgetting; it means releasing the anger and resentment you feel about the past event.” This quote directly addresses the central tension in the OP’s situation: the difference between social reconciliation and true, internal forgiveness.

The OP’s actions demonstrate a clear understanding of the difference between social forgiveness and relational trust. By allowing Josh back into his life for surface-level interactions, the OP extended grace and maintained social harmony, validating the years of shared history. However, the role of Best Man is not a ceremonial nod to history; it implies absolute, unquestioning trust in the present moment, particularly concerning the fiancé. Josh’s decision to pursue the OP’s recently ex-girlfriend—and his subsequent failure to disclose the hookup—signaled a significant lapse in judgment and prioritizing immediate gratification over the OP’s emotional well-being. Josh’s current reaction, labeling the OP as ‘petty,’ is a common deflection tactic when one partner in a strained relationship refuses to acknowledge the depth of the original injury.

The OP’s decision regarding the Best Man position is appropriate because it aligns his outward actions (the wedding party selection) with his internal, necessary level of trust. A constructive recommendation for the future involves clear communication. The OP should consider having one final, calm conversation with Josh, stating precisely that while the friendship is valued for casual interactions, the breach of trust prevents him from holding the specific, intimate role of Best Man. This sets a clearer boundary moving forward, preventing future resentment based on unspoken expectations.

What do you think of this story?





AFTER THIS STORY DROPPED, REDDIT WENT INTO MELTDOWN MODE – CHECK OUT WHAT PEOPLE SAID.

Fearless_Spring5611 NTA. The choice of your best person is entirely...

and he clearly is no longer your best friend.

I took my closest and oldest friend because I believe...

RokkakuPolice NTA,

whoever goes for an ex right after your break up...

they might be aware it will emotionally damage you and...

stepping stone. Not making said friend your best man is...

HungryTeap0t Just tell everyone when you had your falling out,

he told you you were never that close and it...

So yes,

you've accepted you had mutual friends so you need to...

notice that your friendship had changed. NTA.

Sandman4999 NTA and this is why I say there's a...

You've moved on from what happened but that doesn't change...

you don't do something like that and still expect to...

Anyone trying to say you forgave him already are just...

H**lyOHaint Wait are you marrying Emily or another woman? Why...

Electrical-Guide-338 Are you still obsessed with Emily? YTA: NTA.

Maybe you should let go of the people that are...

If they are men,

Dark_Wing_350 they'd probably do that same thing he did and...

your friend the best man, as that's 100% your choice...

it's totally at your discretion as it's your wedding and...

You don't/didn't "own" Emily or who she sleeps with, especially...

You knew Emily was going to move on at some...

Would you rather she had intimacy with some unknown guy...

I don't think Josh not telling you is doing anything...

but that's him being considerate of your feelings.

Just because you'd be emotional about it (and he knew...

I would be saying differently if Josh was the CAUSE...

but it doesn't sound like that was the case.

The original poster is facing a severe conflict between maintaining a deeply valued, long-term friendship and upholding personal boundaries established by a significant past betrayal. While the poster eventually resumed civil contact with his childhood friend, the core issue remains the lack of genuine trust, which clashes directly with the friend’s expectation of a position of honor (Best Man) at the wedding.

Is the poster being petty by denying his friend the Best Man role due to an act committed years ago, despite having outwardly forgiven him, or is the poster correctly honoring his own need for trust and security when selecting his closest wedding attendant?

Charlie Brown

Charlie is a creative mind who enjoys writing about art, music, and culture.

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