AITAH for never telling my best friend I once slept with his wife?

What happens when a brief, forgotten fling from youth lingers as a secret in adult friendships? One man wrestles with guilt over never revealing a past encounter with his best friend’s wife.

Many view old mistakes as best left buried when no harm persists. Others argue transparency builds true trust, even years later. This dilemma weighs personal peace against potential disruption in longstanding relationships.

‘AITAH for never telling my best friend I once slept with his wife?’

The lifelong friendship with Anna set the foundation.

I (38m) have a close female friend (38f) who we'll call Anna for this story. We've been close friends since we were 8 or 9 yrs old and were pretty...

During senior highschool she started dating a guy, we'll call him John for this story. I myself was in a relationship at that time so we'd often go on double...

John was a nice guy and I enjoyed spending time with him. I developed a friendship with him and though it wasn't as close as my friendship with Anna, I...

They dated for a few years but eventually broke up at some point during our university years. They said it was a mutual thing. They were each other's first relationships...

Or something like that. Point is, they broke up and it was fairly amicable. I was still close friends with Anna so would continue to hang out with Anna, but...

A brief intimate phase occurred during a transitional period.

Anyway, at this point in my life I myself had just gotten dumped by my own gf, and I wasn't taking my breakup quite as amicably. Anna was there to...

We ended up sleeping together a few times. We would have been around 20 at that point. We eventually stopped doing it because, well, it just felt plain weird. We've...

ADVERTISEMENT

I feel like we slept with each other more out of curiosity rather than actual desire. Anyway, we both agreed that it wasn't what we wanted and decided that we'd...

Seriously, we agreed to never talk about it again and that we'd treat it as if it never happened. And that's exactly what we did. We went back to being...

Years later, relationships evolved while the secret remained buried.

ADVERTISEMENT

Anyway, a few years later after we've graduated and we working as young professionals, I get a call from John. Apparently the company he was working for had a job...

I took him up on the offer and ended up working for the same company. We started hanging out everyday in the office, during breaks and whatnot, and we became...

I was still friends with Anna at this point and because both of them hung out with me, they started hanging out with each other again and eventually rekindled their...

ADVERTISEMENT

Me and John eventually left the company but we retained our friendship. As the years passed, I developed a closer friendship with John than with Anna. We just had more...

So when they got married 8 yrs ago, I was John's best man. When I in turn got married 2 years later, I also made John my best man.

Now we're in our late 30's and I consider John my best friend... but every now and then the thought crosses my mind that I actually slept with his wife...

ADVERTISEMENT

Or if she did then I certainly never noticed any difference in how John acted towards me. Maybe Anna did exactly what we agreed to and completely forgot about the...

I try to forget it as well, but sometimes I still feel guilt in never telling John about it. I also never told my wife. Not because I still have...

Me and Anna have gotten way over it years ago, and I feel like if I say anything it will be made to look like a bigger thing than it...

ADVERTISEMENT

EDIT: Based on the comments I'm reading, I feel like I have to clarify a few things. First, I absolutely have no plans of telling John or my wife. Or...

I mean, yes I feel guilt over it and who knows what the future will bring, but as of right now I have no plans to say anything to anyone....

Second, a lot of people are asking why I'm writing this now. Fair question, and I don't have a solid answer. Maybe it's because I'm curious what other folk would...

ADVERTISEMENT

Maybe I'm looking for reassurance that I'm doing the right thing. I don't know. I do plan to delete this in a bit.

Lastly, I should mention that after me and Anna ended our "sxual experiment" back in our 20's, we've spent lots of times hanging out together, sometimes just the two of...

At no point did it ever progress to anything sxual ever again. So when I say our relationship is completely platonic, I mean it. None of the guilt I feel...

ADVERTISEMENT

The core tension lies in a past consensual encounter versus ongoing secrecy in intertwined lives. Both parties agreed to bury it long ago, yet lingering guilt surfaces as bonds deepen through marriages.

Emotions stem from loyalty conflicts. The secret holder fears betrayal exposure, while silence protects stability. Partners remain unaware, potentially viewing omission as deceit if discovered.

Relationship advisor John Gray has noted that “Secrets create walls; openness builds bridges” in discussions on trust (various sources, 1990s-2000s). This applies directly, as withheld history risks eroding foundations if revealed unexpectedly.

ADVERTISEMENT

Resolution favors maintaining silence unless compelling reasons arise. Discuss privately with Anna first if guilt persists. Seek individual counseling for personal processing. Prioritize current commitments through honest reflection without forced confessions.

These are the responses from Reddit users:

Social media opinions divided on this buried secret, with many advising silence to avoid destruction while others condemned the ongoing omission as disrespectful.

Several users recommended taking the information to the grave.

ADVERTISEMENT

ed_lv − I'm not sure if you an AH or not, but if you were going to tell him you should've done it as soon as you reconnected. At this...

ImAnNPCsoWhat − Dude NAH. Just drop it. Neither of you did anything wrong, but bringing it up at this point might make other people uncomfortable. Let sleeping dogs lie.

LincolnHawkHauling − Bro. Do not tell John. I repeat: DO NOT TELL JOHN You let that secret die with you and Anna. It seems she never told him or else...

ADVERTISEMENT

You and Anna agreed to act as if it never happened and forget about it. Honor that pact before you blow up hers and your best friend’s marriage just because...

Feeling-Squirrel9277 − While I'm not one to support keeping secrets, the time to get this out has passed. You'd only be inviting unnecessary drama into everyone's lives over something that...

The time to spill the beans would have been when they first got together (albeit should probably have a conversation with her first and give her the opportunity to get...

ADVERTISEMENT

Coming from you would have been a bad look as well) Either way, drop it. Did you tell your wife you and Anna had a fling? Or how would you...

wheresthebody − Telling him just to ease your concious would f__k up both of their lives and make you a selfish a__hole, you should keep the promise that you made...

ADVERTISEMENT

Others criticized the secrecy as unfair, especially toward spouses.

No-Statistician-4201 − So let me get this straight, we feel bad for John but you were okay never telling your wife you slept with your so called best friend? !...

First I didn’t suggest at any point that OP should tell his wife, I made a remark that OP feels guilty about not telling John but not his wife.

ADVERTISEMENT

Second, to whoever said that they had s__ twice, OP says they had s__ a few times Third, to people saying Anna is not in OP’s life anymore.

OP was best man in John and Anna’s wedding and John was best man in OP’s wedding so probably Anna’s was present in his wedding as well and John became...

They all know each other Lastly, using the “you don’t have to tell your present partners about all your past s__ual encounters” is not that black and white.

ADVERTISEMENT

Sure you don’t need to tell every little thing but if you have had s__ with a “friend”

and that friend still present in your life, the right thing to do is to let your partner know that there was time that you have relations with that person...

OP never gave his wife this opportunity. He states that he never said anything because he didn’t rock the boat.

ADVERTISEMENT

Necessary_Dark_6720 − You should've told John when you first reconnected. You DEFINITELY should've told your wife long ago. At this point there's no way to say it without things blowing...

It looks shady as hell that you two hid this for so long and there's gonna lots of questions of why would you tell people now? You will likely get...

Icannotcomeupwith1 − The comments are so weird. Most people would be furious if they found out their partner and best friend had kept something so big from them.

Sure it wasn't wrong at the time, but hiding it is in fact very wrong. Why is everyone just advocating lying to someone so close to you?

Particular_Jump5187 − Does anyone else find it hard to believe that the topic of past partners never came up prior to marrying someone? It should have been approached then, on...

You're the AH to your spouse (notice I'm not mentioning John) if the topic of past partners was even briefly mentioned at all, ever. Personally, I'd have had a convo...

Out of respect for them and the likelihood of interacting in the future. Spouse comes before any kind of bf or bro code, imo. Edit to add: I refer to...

Edit to add: Y'all. Why would you do your spouse wrong by having them in the same room and WEDDING with someone you messed around with. .. while keeping it...

AnotherDominion − If I found out my wife fucked my best man and didn’t tell me I would divorce her and do bad things to him. It‘s like a bomb...

A few offered mixed or alternative perspectives.

hairy-barbarian − Ok let‘s do this chronologically: Sleeping with your galpal: NTA Not telling him when they got back together: YTA Not telling your wife:

YTA Waiting years and letting him make all important life decisions with her YTA Taking this to your grave: NTA Literally no benefit to anyone if you tell him now....

NOT-packers-fan2022 − YTA for not telling him and YTA if you tell him now. Be a true wingman and take that s__t to the grave at this point. Yes, you’re...

Maybe after they get serious. Dude, I’d be angry as hell if i find out years later the best man fucked my wife too. I also wouldn’t care if you...

[Reddit User] − Yta. You and his wife are keeping a secret from him. If he ever finds out, he’ll feel like a giant fool. You know this and that’s...

This buried history underscores how past choices echo in present trusts. Brief explorations in youth rarely warrant disrupting stable adult lives when mutually forgotten.The insight stresses timing in disclosures. Silence preserves peace once bonds solidify, provided no ongoing deception exists.

Would you carry such a secret indefinitely to protect friendships and marriages? Or believe full honesty, regardless of consequences, strengthens true connections?

Share this post

Related Posts

Leave a Reply

Your email address will not be published. Required fields are marked *