We all love a good joke, especially when it’s shared between two people madly in love. But what happens when a harmless jest takes a disastrous turn? Meet our unnamed Romeo, who found himself in hot water after a pre-wedding joke with his fiancée went horribly wrong. The couple, who are due to tie the knot soon, had a playful agreement: they could sleep with anyone they wanted on the night before their wedding. All in good fun, until the names came into play…
A Joke Turns Serious

The Hall Pass Joke

The Big Reveal

The Unexpected Choice

The Rationalization and Backpedaling

The Slip-Up

The Unfortunate Reveal

The Aftermath

The Fallout Continues

The Current Standoff

A Joke That Went Too Far: The Verdict
So, our Romeo is now in a pickle. His pre-wedding joke ended up causing more tears than laughter. His choice of ‘hall pass’ – his fiancée’s younger sister – has left his soon-to-be wife fuming and him sleeping on the couch. His friends are divided, with the ladies branding him an a**hole and the guys labeling him as merely ‘stupid’. As the couple grapples with the fallout of this ill-thought-out jest, we’re left wondering – was it just a harmless joke gone wrong or a sign of deeper issues? Let’s see what the internet has to say about this…
How a ‘Hall Pass’ joke ruined a 5-year relationship. YTA!

Choosing the sister? YTA. Never joke about family like that!

“YTA – Naming a real person as a ‘hall pass’ is a bad idea “

“YTA
Yeah, this is the very definition of the kind of thing that you keep to yourself. I would never want to hear about my husband’s desire to have sex with my sister or be with a younger version of me.”
YTA for insulting your fiancée’s appearance and causing tension

YTA. You said you wanted to f**k her sister.

Wedding day disaster: YTA chooses sister-in-law as maid of honor

YTA makes inappropriate ‘hall pass’ joke about siblings.

YTA for choosing your fiancee’s sister as your hall pass ♂️

“YTA
I wouldn’t be able to keep dating you if I was in her position. I’d never feel comfortable with you around my sister again. Holidays? Ruined”

ESH – A joke gone wrong, leading to a disastrous engagement

“YTA. Saying her sister’s name was so inappropriate! “

“YTA. Choosing her sister? That’s a major relationship fail! “
![Image credit: [deleted] | [deleted]](https://static.diply.com/5235e7d2-44c0-4ded-8d1a-40b32406d562.png)
YTA: A colossal mistake with no chance of redemption!

YTA makes offensive joke, faces backlash for poor judgment.

Dude… You’re the a**hole ♀️

YTA for hitting on someone’s sister. Creepy and inappropriate.

Disgusting ‘YTA’ comment sparks heated debate.

♂️ YTA: A new category for idiots? Seconded! ♀️

Regretful man learns the hard way: family jokes have consequences! ♂️

A cringe-worthy joke that killed the conversation.

YTA: The worst part is you seemed serious and insincere

Man’s ‘Hall Pass’ Joke Backfires! YTA for comparing sisters’ looks

YTA: Deep down, you know it’s f***ed up.

“YTA. Comparing her to her younger sister? That’s a**hole territory. “

Comparing your wife to her younger sister? That’s a**hole territory.

YTA chose the wrong person in a ‘Hall Pass’ game

Choosing a ‘real’ person for a ‘hall pass’ gone wrong! ♂️

Think twice before joking about a ‘hall pass’ in marriage!

YTA for a failed ‘Hall Pass’ joke, choose a celebrity!

YTA: A disastrous ‘Hall Pass’ joke with shocking consequences!

YTA for choosing your fiancée’s sister as your ‘hall pass’

ESH: ‘Hall Pass’ jokes are emotional chicken, someone gets hurt

YTA for a ‘hall pass’ joke. She deserves better treatment.

Hilariously stupid move! YTA. What were you thinking!?

YTA: Keep your ‘Hall Pass’ jokes to yourself, buddy!
![Image credit: [deleted] | [deleted]](https://static.diply.com/75293cc5-699d-4eb5-825c-7bf4d43307e3.png)
YTA: Forever tainting your marriage

Trust shattered, sisterly bond broken. YTA forever.

ESH. Fiancée presses, he answers. Awkward future with sister-in-law
![Image credit: [deleted] | [deleted]](https://static.diply.com/7ec3d83f-5b0f-418a-a213-a62cd02559da.png)
“NTA. Digging a hole? Get yourself a grave digger! “

YTA chooses the worst person for ‘hall pass’…her sister?!

A risky ‘hall pass’ joke threatens a marriage. YTA in trouble!
![Image credit: [deleted] | [deleted]](https://static.diply.com/65e4191b-01c9-4da6-83ef-5515dc58613b.png)
“YTA. Wtf. Only Henry Cavill would be a hall pass! “

YTA! No justification needed. Eww!

Naming someone in real life? YTA! Prepare for consequences!

YTA. Immature ‘hall pass’ game dehumanizes and kills relationships.

A joke gone wrong, causing a massive TIFU!

YTA makes a major faux pas with his ‘hall pass’ joke

Choosing someone you know? YTA! Aim for the stars!
