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Woman Sleeps With Her Friend’s Hall Pass And Accidentally Wrecks A 15-Year Friendship

by Layla Bui
December 14, 2025
in Social Issues

Friendships that last decades tend to come with unspoken rules. Boundaries you don’t even realize exist until something crosses them. For one woman, that moment arrived when a chance encounter at a charity event turned into a one-night stand she never saw coming.

The problem wasn’t the hookup itself, but who the man was. He happened to be her close friend’s longtime celebrity crush, jokingly referred to as her “hall pass.” While the friend was happily married and had never met him, the revelation still landed harder than expected.

What seemed harmless and unreal suddenly felt personal. Was this a harmless coincidence blown out of proportion, or a real breach of trust between friends? Keep reading to see how this unexpected situation challenged a long-standing friendship.

A woman shocks her longtime friend after sleeping with the musician her friend always joked was her “hall pass”

Woman Sleeps With Her Friend’s Hall Pass And Accidentally Wrecks A 15-Year Friendship
not the actual photo

'AITA for sleeping with my friend’s “Hall Pass”?'

I (49F) have been friends with "Sarah" (49F) for about 15 years. She’s happily married, with two kids.

I’m (amicably) divorced with a kid. We met at our childrens’ preschool.

We’ve been there for each other through some tough times.

Sarah has a huge crush on…I’ll call him Jake, as long as I’ve known her.

Jake is a popular, but not, like stadium filling musician.

From what I can tell, he makes a living, has had popular albums, and has toured with A-listers,

but he’s not necessarily a household name. He’s in his late 40’s. Sarah has never met him.

She’s been to several of his concerts and owns a bunch of merch and considers Jake her Hall Pass.

Again, she’s married and would never actually cheat on her husband.

Honestly, her crush never seemed off the rails to me.

Like she’d joke about him wooing her through IG, but she didn’t, like, stalk him.

So let me say here, I would NEVER, even when I was younger, date or even flirt with a guy a friend of mine liked/was interested in.

Fries before Guys/Friends before Men-all that. It just wouldn’t be cool.

However. A few weeks ago, I randomly met Jake at a charity event. He was hired as the entertainment.

We got to talking, and one thing led to another… and I ended up sleeping with him.

It was a one-time thing, fun and we both knew it was casual.

At first, I thought it was a funny, wild story to share with Sarah.

After all, it’s not like she would ever actually be with him, right? But when I told her, she looked really hurt.

She wasn’t mad exactly, but she said something like,

“Wow, I can’t believe you actually did that,” and she’s been distant ever since.

I didn’t think the “friends before men” rule applied here because he was basically her Movie Star Crush—not a real romantic prospect for her.

But now I’m second-guessing everything. I feel awful for upsetting her,

but I genuinely didn’t think it was that big of a deal. Now I’m wondering, AITA?

EDIT: omfg. no, it was not dave grohl. I'd never sleep with a married guy. That's just vile.

Plus, correct me if I'm wrong, he was in f__king Nirvana and is Foo Fighters.

Not exactly the type to play small corporate gigs.

SECOND EDIT: Obligatory "can't believe this blew up" and really enjoying the guesses.

Got together with "Sarah" yesterday, and will post a longer update after work, things are going to be okay w/us.

Maybe a touch weird for a bit, but okay.

Showing her this post helped because some people were able to express things we were individually thinking, but more articulately.

And had a huge amount of laughs at peoples guesses (Jake from State Farm - as if anyone but Flo could pull THAT).

So thank you all for being a part of us figuring this out.

Two people did name the guy in a couple really low rated comments, which kinda surprised me.

Like I said, he's not a household name and i thought the details I gave were enough for context,

but broad enough enough to not nail it. Reddit, you guys are good.

LAST EDIT: So. About a week ago, we were all having lunch, and a dude I work (CR) with was looking at Reddit on phone.

The subreddit AITAH came up, and some people were like "yeah, they've got to be made up",

and some said, "At lease some of them are", but this one guy insisted they all had to be true,

and that the Mods would never allow a fake one through the cracks.

So I told CR, I'm sure a lot ARE true. At least I think they are. But also, fake ones have been posted as well.

I mean Mods are volunteers, how many hundreds of people post every day,

and who knows how to judge other peoples' life experiences?

Nope. All true, according to CR. Who is NEVER wrong about anything

(according to him, and dealing with him for the past couple years)

And because I was feeling petty, I wrote an AITAH post:

AITA for sleeping with my friend’s “Hall Pass”?

"Holy shit, it blew up so much more than I expected.

I just thought it might get a few upvotes, and I could say "hey - see? fake".

20K upvotes later, I now feel like TH for stringing along internet strangers that got emotionally invested

(even if only a little) in the fiction I wrote. I responded to some replies

because I thought it was funny, and then, honestly, was amazed at how strongly people felt about who, in that post, was TAH.

Like, I started to feel bad for my fictional friend!

Now, I don't think I'm TAH for proving CR wrong (cuz, fuck him), but am I for posting it and keeping it going in the first place?

Because I feel like we all go on the internet knowing it can't all be true,

but especially with a sub like this, we read for entertainment.

Oh, and CR refuses to concede even after being shown the previous post.

According to him, I got "lucky" (true), but that somehow all the other ones are true. Again, f**k him.

At some point in adulthood, most friendships collide with an uncomfortable truth: feelings don’t need to be logical to be real. What hurts isn’t always betrayal in the traditional sense, but the moment someone realizes that something they held quietly and safely inside mattered more than they ever admitted.

In this situation, the OP wasn’t navigating infidelity or secrecy. She was navigating an invisible emotional boundary she genuinely didn’t know existed. To her, Sarah’s “hall pass” crush was symbolic, playful, distant, and harmless. Jake existed in a fantasy category, not as a real person who could intersect with their friendship.

When the encounter happened, it felt like a separate adult experience: casual, consensual, and disconnected from Sarah entirely. Emotionally, the OP didn’t feel like she was choosing a man over a friend. She believed those two worlds didn’t touch. Sarah’s reaction revealed that, for her, they did.

What adds nuance is how humans form attachments to people they’ve never met. Celebrity crushes and “hall pass” figures often function as emotionally safe fantasies. They offer excitement, identity play, and escape without threatening real-life commitments.

When someone close suddenly makes that fantasy tangible, it can feel like a quiet loss. Not jealousy, exactly, but grief over something that felt protected. The OP didn’t take a real opportunity away from Sarah, but she unintentionally collapsed the emotional distance that made the crush safe.

Psychology research supports why this can hurt so deeply. Verywell Mind explains that parasocial relationships, one-sided emotional attachments to public figures, can evoke genuine feelings of closeness and personal meaning, even without direct interaction.

When these attachments are disrupted, people may experience real emotional pain despite knowing the relationship was never reciprocal.

Similarly, psychologist Dr. Marianne Brandon writes in Psychology Today that celebrity crushes often serve important emotional functions, including novelty, fantasy, and self-expression. When those fantasies are unexpectedly grounded in reality, it can trigger feelings of betrayal or loss, even when no explicit boundary was broken.

Viewed through this lens, neither woman acted with malice. The OP didn’t violate a stated rule. Sarah didn’t overreact without reason. The pain lived in the gap between intention and impact. What mattered wasn’t whether Jake was objectively “off-limits,” but whether Sarah’s emotional attachment, however abstract, was acknowledged as meaningful.

The fact that repair happened is the most telling part. This wasn’t about men versus friendship. It was about discovering that even imaginary boundaries can feel real to the people who hold them.

Sometimes adulthood isn’t about who was right or wrong, but about recognizing that care means curiosity. When friends pause to understand why something hurt, not just whether it should have, relationships usually survive the awkwardness and grow stronger afterward.

See what others had to share with OP:

These Redditors agreed “dibs” don’t apply to people, especially fantasy crushes

clearheaded01 − considers Jake her Hall Pass. Considers??

Does she have hubbys permission or not?? Regardless she does not have 'dibs'... NTA

Desperate-Pear-860 − Ya can't have 'dibs' on a guy you haven't actually met especially since you're married.

And you really can't call 'dibs' on people anyway. Dibs on the last soda, sure. But not a human being. Your friend is a childish twit.

Bonnm42 − NTA she is married. She can’t call “dibs” on a guy she can even be with.

I wonder how her Husband would feel about her crush.

Honestly, I would take this as a wakeup call and end this friendship. She doesn’t sound like a good person.

ImaginaryWorld851 − NTA. You didn't break any real friendship rules here.

Sarah's crush on Jake is just fantasy. You had a chance encounter and some fun.

No need to feel guilty about it. Sarah's reaction is a bit much. It's not like you stole her actual boyfriend.

She needs to get over it and realize it's not that serious.

Maybe give her some space for now, but don't beat yourself up over it. You didn't do anything wrong.

This group framed her reaction as emotional jealousy or bruised ego, not real betrayal

Corgilicious − I simply cannot believe this type of bs is going on with a 49 year old woman. Signed, a 53 year old woman.

Vox_Mortem − This is a regular post by regular human bartender Jackie Daytona, you can't fool me.

I think you were right when you said you just ruined a harmless fantasy of hers.

She's being irrational, but hopefully she'll realize she's being silly and dramatic and come around.

I have dibbs on Chris Hemsworth though.

Just in case he randomly becomes single and you happen to meet him.

I would be very hurt if you slept with him and didn't even facetime me during the deed.

NAH, just one silly married woman and one normal, everyday human who likes superb owl parties.

DrEmileSchaufhaussen − Years ago, I and a friend both interviewed for the same job in a different department

at the company where we worked. She got it. I did not. And, in all fairness she was more qualified.

I was really happy for her while at the same time, really disappointed for myself. Maybe she's feeling the same way?

These commenters felt sleeping with him was fine, but bragging crossed a line

Dizzy_Ice2938 − NTA for hooking up with the guy but YTA for bragging to her.

[Reddit User] − NTA for sleeping with him. YTA for bragging to her about it. I think thats kinda mean, why ruin her little fantasy.

Aggravating_Style544 − Not so much an AH that you did it.

But, YTA for then bragging to her about it. You stole her fantasy, and it stings for her, I’m sure.

These folks leaned into humor, joking about celebrity lookalikes and pop culture chaos

memorycard24 − f__king dying at ppl thinking Dave grohl just pulled up to a company shindig lmaooo

GiveItToTJ − Jackie Daytona? Are you a regular human bartender?

mi_nombre_es_ricardo − Weird that you decided to sleep with Weird Al Yankovic but ok.

2Shoes_99 − Lolol why do I feel like you slept with Daughtry

Most readers agreed the situation wasn’t about cheating or betrayal but about bruised feelings and crossed emotional wires. A harmless fantasy became tangible, and that shift can sting more than expected.

Should the story have stayed untold, or was honesty the right call? Where do you draw the line between private joy and friendship sensitivity? Share your thoughts below.

Layla Bui

Layla Bui

Hi, I’m Layla Bui. I’m a lifestyle and culture writer for Daily Highlight. Living in Los Angeles gives me endless energy and stories to share. I believe words have the power to question the world around us. Through my writing, I explore themes of wellness, belonging, and social pressure, the quiet struggles that shape so many of our lives.

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