Imagine your best friend of 20 years, a guy you’ve grown up with, gets married. You’d expect to be there, right? Tossing rice, making a toast, maybe even shedding a tear. Well, one man found out about his best friend’s wedding weeks after the fact.
Now, months after a secret courthouse ceremony and a lavish Italian honeymoon, that same friend is planning a destination “bachelor party” and is asking for wedding gifts from the very people he didn’t invite to celebrate with him.
It’s a situation so bizarre and frankly, so tacky, that it has left his best friend wondering if he’s the one who’s lost his mind.
So let’s unpack this very modern wedding drama.








![Bridegroom's Tacky Request Leaves His Best Friend of 20 Years Fuming Am I the [jerk] for not wanting to have anything to do with this? I’m def not going to Colombia and he’s def not getting a gift.](https://dailyhighlight.com/wp-content/uploads/2025/11/wp-editor-1762785156458-7.webp)
Okay, let’s just sit with this for a second. The sting of being left out is so real. For twenty years, you build a friendship, you share life’s ups and downs, and you probably assume you have a front-row seat to the big moments. Then, you find out you missed the biggest moment of all because he just… didn’t tell you.
It’s one thing to elope. It’s another thing entirely to then turn around and ask the friends you excluded to spend thousands of dollars and give you presents.
The request for a gift feels less like a celebration of his new marriage and more like a bill for a party you weren’t even invited to. You can almost feel the friendship cracking under the weight of this one-sided expectation.
The New Rules of Weddings… Or Lack Thereof?
This story throws a huge wrench into the traditional wedding rulebook. In a world of elopements and micro-weddings, the old etiquette doesn’t always apply. But there’s a difference between breaking tradition and breaking faith with your friends.
The friend’s desire to have it all, the private ceremony and the perks of a big wedding celebration, is where things get sticky. He’s asking for a huge commitment from his friends, both in terms of time and money.
And it’s not a small ask. A destination bachelor party isn’t a weekend at a local casino. According to Forbes, the average cost for a destination bachelor party can hover around $1,500 per person. That’s a massive expense for anyone, especially for friends in their 30s with families and mortgages.
Modern weddings have blurry rules, but some things just feel off. As etiquette experts often advise, announcing your elopement is one thing, but directly asking for gifts from people you didn’t host is generally seen as being in poor taste.
It turns a celebration of love into a transaction. Friendship expert and psychologist Dr. Marisa G. Franco talks about how friendships in your 30s require more intentionality and communication as lives get more complex.
This groom seems to have missed that memo, treating his friends less like cherished parts of his life and more like optional attendees for his post-marriage victory lap.
Here’s how the community weighed in.
The overwhelming majority of Redditors smelled a classic gift grab and supported the OP’s decision to stay home.








![Bridegroom's Tacky Request Leaves His Best Friend of 20 Years Fuming [Reddit User] - NTA. No one is obligated to give a gift... It sounds like your friend is gift grabbing... which is greedy and rude.](https://dailyhighlight.com/wp-content/uploads/2025/11/wp-editor-1762785096816-9.webp)
However, a few users thought the OP was being a little too sensitive, arguing that everyone celebrates differently.





How to Navigate a Situation Like This
If you ever find yourself in this kind of baffling situation, it’s easy to want to either ghost the person or send them an angry paragraph. But there’s a better way to handle it that might just save the friendship.
First, it’s okay to be honest, gently. Instead of leading with anger, you can lead with your hurt. A simple, “Hey man, I’ve got to be honest, I was really hurt to have missed your wedding. Hearing about it after the fact was tough.” This opens the door for a real conversation instead of an argument.
Second, you can set a clear and kind boundary about the trip and the gift. You don’t need to make a grand statement.
A simple, “I’m so happy for you, but a trip to Colombia just isn’t in the cards for me and my family right now. I hope you guys have an amazing time.” This is a polite ‘no’ that doesn’t invite a debate. You’re not obligated to explain your finances or your feelings about the situation.
In the end, the friendship is what matters most.
This story isn’t just about a weird party request. It’s a painful look at how friendships can fracture when one person forgets to treat the other with consideration. The groom wanted all the perks of a big wedding, the gifts, the trip, the celebration, without extending the hospitality that traditionally comes with it.
He turned what should have been a moment of shared joy into a one-sided demand.
So, where do you stand? Is this a new, acceptable way to celebrate a wedding, or is it just a new kind of wedding-related greed? Let us know what you would do.








