AITA for not paying for my stepson’s boyfriends to come on vacation with us even though I’m paying for everyone else?

A sun-drenched Hawaiian beach, the soft crash of waves, and a couple ready to renew their vows after 25 years—sounds like a dream, right? For one 52-year-old dad, this anniversary trip was a decade in the making, a gift to his wife and a celebration with their blended family. But paradise hit a snag when his stepson, living a polyamorous life with three partners, demanded all four join the trip on dad’s dime. Suddenly, the aloha spirit feels more like a family feud.

This Reddit tale unravels a sticky question of fairness and family ties. The dad offered to cover his stepson and one guest, just like everyone else, but the stepson’s push for more sparked a heated clash. Readers can’t help but wonder: where’s the line between generosity and entitlement? Let’s dive into this tropical drama and see who’s really in the wrong.

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‘AITA for not paying for my stepson’s boyfriends to come on vacation with us even though I’m paying for everyone else?’

I 52 married my wife 49 when her son was one year old. His dad has not been in his life consistently and we, his mom and I, have paid for his life. We bought him his first car. We paid for his education. We have been there for him. Well it's our 25th anniversary coming up and I am taking my family to Hawaii to renew my vows.

I have been saving up for ten years to do this for my wife. I have a daughter 28 from a previous marriage. I am paying for her and her boyfriend to come. My wife and I also have a younger daughter 21. We are paying for her and her boyfriend to join us. As well as my mom and stepdad and my MIL.

The problem is my stepson. He is poly. He lives with a woman and two other men. I love the kid and his love life is none of my business. But he wants me to pay for all four of them to come. I told him to pick one. I don't care if he brings his girlfriend or a boyfriend. But he only get one extra guest.

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I said they were absolutely welcome to join us and that I would give him the money for the two tickets and hotel room and he could figure out how best to get them all there. He called a cheap a**hole and said I was excluding him because of how he lives. He is a waiter and doesn't make a lot of money.

The other people in his relationship are all lower income as well. I honestly thought I was being fair. Now he is saying that he won't be coming but he still wants the money I would have spent on two tickets and the hotel. I told him no and now he is not talking to me. My wife has said that I should give him the money. But that isn't what I saved for.. Am I being an a**hole?

Family vacations can stir up drama, especially when money and emotions collide. This dad’s clash with his polyamorous stepson over a Hawaii trip exposes a classic blended-family dilemma: balancing fairness with personal boundaries. The stepson feels excluded; the dad insists he’s being equitable. Both perspectives hold weight, but miscommunication fuels the fire.

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The dad’s plus-one rule for each child aligns with standard event etiquette, like weddings or vow renewals. Dr. John Gottman, a relationship expert, emphasizes in The Seven Principles for Making Marriage Work that fairness thrives on clear boundaries and respect. The stepson’s demand for three guests or cash ignores this, veering into entitlement. Polyamory, practiced by 10-15% of Americans per a 2021 Journal of Sex Research study, complicates things but isn’t the issue—fairness is. The dad’s neutral stance on his stepson’s lifestyle shows openness, yet his firm limit maintains consistency.

For solutions, the dad should stick to his offer but invite calm discussion to ease tensions. A family therapist could help the stepson process feelings of rejection, especially given his financial struggles. This story reminds us to set clear expectations early in family plans.

Heres what people had to say to OP:

The Reddit crew didn’t hold back, serving up a spicy mix of support and shade for this family saga. From cheers for the dad’s fairness to eye-rolls at the stepson’s demands, the comments are a lively barbecue of opinions. Here’s the unfiltered take from the crowd:

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[Reddit User] − NTA. I don't even get how he can thing of asking for the money you would have spend on hotel and tickets...

Johnny-Fakehnameh − NTA but the stepson is a seriously entitled a**hole for first expecting more than a +1, and second for demanding the financial equivalent of a trip he turned down.

mikesspoiledwife − NTA You have saved up for 10 years to take your wife and family on this wonderful vacation, you are being more than generous in allowing your kids to bring their SO and for your son to do this is ludicrous. He is acting like a spoiled brat. He was offered 2 tickets not cash.

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He can make a choice either go on vacation with 1 other person of his choice or not go. This is your anniversary celebration not his celebration. He gets nothing but the tickets. Congratulations and I hope you have a great time.

blueaqua_12 − Nta. You gave each kid a +1guest. Just because he decided to be with 3 other people, doesn't mean that his entitled to have them all. You don't owe anything to him.

ShatterMyWorld − NTA but your stepson sure is. The offer you're providing is basically 'here is this thing I'm offering to pay for you and a +1'. If you were to pay for the 3 partners to go then by the stepson's logic you should be giving the other kids the difference in what you'd have spent on the stepson.

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See how ridiculous that sounds when it's turned around? Of course if you were to then give the other kids money to make up the difference the stepson would want money too because it's 'not fair' by his messed up logic.

Malgorath666 − NTA and wow your wife is so wrong, your son is not entitled (NOTICE THE WORD) to your money, he is an adult and can go or not. Everyone got a +1 he is just a entitled kid at heart. He can not go and neither can his +3 crowd.

It's your money you saved up for a special event, take the extra you save and do a helicopter flight over a volcano or something that actually makes you happy. As far as his lifestyle this has nothing to do with it and it's gas lighting to even bring it into this context, it could be 2 guys and a girl, 3 guys, 2 turtle doves, and it wouldn't matter, +1 is +1.

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chiangel3 − Absolutely NTA. The sheer audacity of an adult man making a demand of his stepfather like this! The money is yours to do with as you please, he gets nothing you don’t wish to gift. Your offer was fair and it’s his own life choices that led to his broke lifestyle. Unbelievable.

coppeliuseyes − NTA. A plus-one is standard for weddings and vow renewals. He gets a plus one just like everyone else.

aeryn97 − NTA - You've made it fair. 2 tickets for each. And no, you don't get the cash if you choose not to go.

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Aristol727 − NTA. As someone in a poly relationship, you're being more than fair and accommodating. The offer to provide fare for one, which is what everyone else is getting, seems totally reasonable. The offer to give them the money and arrange travel for four, also very reasonable.

As a polycule, they should be able to best decide who the +1 should be. And if they can't or it doesn't feel like it's good for them, that's okay too, and they can politely decline.. But you don't get dinner and cake sent to you when you decline a wedding invitation.

These Redditors mostly backed the dad, praising his even-handed offer while calling out the stepson’s entitlement. Some saw the polyamory angle as a red herring; others felt the cash demand was a bold overstep. But do these hot takes capture the full picture, or are they just fueling the drama?

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This Hawaiian vow renewal turned into a lesson in family boundaries and fairness. The dad’s offer was generous, but the stepson’s push for more stirred up hurt and accusations. It’s a reminder that love and money don’t always mix smoothly, especially in blended families. The Reddit community leaned hard into the dad’s corner, but the stepson’s feelings of exclusion deserve a closer look. What would you do if you were planning a big family trip and faced a similar demand? Share your thoughts—how would you balance generosity and fairness?

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