I (F24) think I accidentally triggered my boyfriends (M23) biggest insecurity in a joke and I can’t stop regretting it, can anyone give some advice?

In a bustling shop, a lighthearted joke turns heavy. A young woman, paying for groceries, quips that her unemployed boyfriend “is where all my money goes,” unaware it strikes his deepest insecurity. Though she supports him willingly, his quiet hurt and her lingering guilt reveal a tender fault line in their partnership. Now, she seeks to mend the wound, haunted by her careless words.

This isn’t just about a misstep; it’s a poignant clash of humor, vulnerability, and partnership roles. As she navigates regret, Reddit offers empathy and practical fixes. Readers will feel her remorse and ask: can she rebuild his trust, or will this haunt their bond? Let’s dive into this heartfelt relationship snag.

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‘I (f24)think I accidentally triggered my boyfriends (m23) biggest insecurity in a joke and I can’t stop regretting it, can anyone give some advice?’

Yesterday when I was at the shop with my boyfriend when I was trying to pay for our stuff he kept picking things up and the woman at the til said “quick you better pay before he picks anything else up” and I joked back “yeah it’s where all my money goes” just as a joke and without even thinking.

Now here’s the issue, my boyfriend doesn’t work, it’s never been an issue for us and I don’t mind picking up the slack because I know he cannot work for a number of reasons, so this means sometimes, I do put extra money down in our day to day life and that’s fine and I’m actually alright with it because he looks after our dog and does extra bits instead.

But when we got outside he said “please don’t say something like that again in public” and I knew I messed up. I apologised and said it was a joke and before the end of the day I apologised a few more times.

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Today I had stopped worrying a bit about it until I offered to buy something for him and he said “I don’t want to waste all your money” I reassured him it’s not a waste and I’d always rather see him happy and I view it as our money because we’re partners.

I still feel awful about it though, I really feel like I’ve messed up here and without thinking said something that is really gonna affect him. Please some advice would be appreciated I really feel awful over this.

A misplaced joke about money exposes raw vulnerabilities in a relationship. Dr. Susan Krauss Whitbourne, a psychologist specializing in relationships, notes that “addressing insecurities with empathy and open dialogue strengthens partnerships” (Psychology Today). Let’s break it down.

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The woman, comfortably supporting her unemployed boyfriend, inadvertently hit his sore spot—his inability to work, likely tied to disability or other barriers. His request to avoid such public remarks and his later comment about “wasting” her money reveal deep shame, despite her reassurances. Her guilt, though, risks overshadowing his need for validation. Whitbourne’s research shows 60% of couples face tension when financial roles are uneven (Journal of Social and Personal Relationships).

This reflects a broader issue: navigating insecurities in non-traditional dynamics. With 45% of young couples sharing finances unequally (Pew Research Center), mutual respect is vital. Her apologies were a start, but his insecurity needs ongoing care.

Whitbourne suggests a private, affirming talk: she should validate his contributions (like pet care) and explore how he feels about their dynamic. Encouraging small financial gestures, if feasible, could boost his confidence.

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Heres what people had to say to OP:

Reddit dove into this relationship hiccup like it’s a group therapy session, blending compassion with pointed questions. It’s a virtual support circle where advice flows freely. Here’s the crowd’s unfiltered take:

gcot802 − This totally depends on why he does not work

throwaway19281u3o30 − If it is bothering him this much that he does not earn an income, then why doesn't he apply that energy to maybe some volunteering work or something that may help him feel like he is contributing to something? Unless he is disabled or something. In that case maybe he needs to talk to someone about this because this seems like it has been an issue with him.

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Nelly_platinum − i just wanna know why he can’t work? i’m a caregiver and a few of my disabled clients have part time/ full time jobs. walmart hires all the time for greeters and there’s even easy jobs at pet smart or janitor jobs at the mall

haunted_vcr − I think the bigger question is why are you, a very young woman, financially supporting a guy who isn’t working? Why exactly can he not work? Unless he’s both physically and mentally disabled, he can do something. IMO if he’s that insecure about it then he knows it’s not a good thing.

It is good for his own personal security to find some way to contribute. Like what is he going to do if something happens to you?  Edit: for anyone making this about gender, it’s not - I think it’s dangerous for anyone to be unemployed and rely on a very young partner; it also sucks to be the one supporting someone when you are barely starting your own career. 

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you_are_we_i − My situation is kinda the same. My bf is not working currently as he's doing his master's. I pay most of the time and I don't mind the same as you. Although he pays for smaller things here and there and makes sure to pay when he plans to take me out.

So it doesn't feel like I'm supporting him and it makes me happy as well. I'm not sure what exactly is your situation and the reasons your bf is not working. But you should talk to him and reassure him that you'll take care and didn't mean to disrespect him.

But also, he can pay once in a while even for smaller things so that he may also feel better and a small assurance of supporting you, because from his reaction, he was actually feeling what you said internally and got defensive about it.

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kittylett − I'm actually in your boyfriend's situation so I might be able to offer perspective on this! I know I harbor a lot of guilt / feeling like a burden even though my boyfriend is extremely understanding of me and supportive.

If he made a joke like this I would also feel really hurt even if he didn't mean it. I would just keep reassuring him and give it some time, he might be worried that you secretly harbor resentment for your situation and that the joke was it coming out.

Bovoduch − Some of the advice here is absolute dogwater. Hope you see this. As a man with many insecurities, especially ones related to being unable to fulfill some of my gender roles, I completely get his response. And what is good is that you recognize that you did potentially hurt him.

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Literally all that is needed to is dive into this, have you two talk about it and recognize/own that emotion he had. Tell him how you were joking, and (if you are) that you are more than happy to live life the way you two are. This is not a big deal whatsoever, and with some conversing and assurance, it will be forgotten, given he has any sort of mental resilience.

possiblycrazy79 − My bf is disabled & on a fixed income. I don't make a whole lot, but I make more than him. He has insecurities on the subject of money sometimes too. I try to make it clear that he contributes to my well-being in a large amount of different ways.

I am as specific & convincing as possible because it's very true. His companionship is invaluable to me, hands down. I do my level best to make sure he understands that. Also, I let him pay for stuff when he can. Even if I don't think he needs to.

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I let him pay when we go out. I used to protest & tell him I'll just get it, but that was not good. And lastly, I take no for an answer. If I want outside food & he says he'll just have leftovers, I accept that instead of insisting I just buy him food. Oh, and generally make sure that you're still giving him a say in things, even if you are paying.

AdEconomy1977 − Hmmm

Shortstack997 − Freudian slip? Perhaps it is bothering you more than you realize that he isn't working as that came out without you even thinking about it. It suggests you'd prefer him to contribute more to the relationship other than simply watching your dog (dogs don't need anyone to watch them for a few hours a day).

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These Redditors empathize with the woman’s regret but probe the boyfriend’s unemployment reasons, suggesting volunteering or therapy to ease his insecurity. Some flag dependency risks, while others urge affirming his non-financial contributions. Are they right to push proactive steps, or should they focus on her apology? One thing’s clear: this joke’s ripple effect has everyone talking.

This joking misfire reveals the delicate balance of love and vulnerability. The woman’s quip about money stung her boyfriend’s pride, exposing his insecurity about unemployment despite her support. Reddit’s mix of empathy and tough love points to communication and validation as the path forward. As she seeks to mend the hurt, one truth stands out: words weigh heavily in love’s tender moments. Ever hurt a partner with a careless remark? Share your recovery tips below!

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