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Do I confess my feelings to my boss before moving to the other side of the world?

438 replies

scaredaboutwork · 03/09/2026 14:33

I’ve fallen in love with my boss. We are both 28. He’s not technically my line manager, but he’s one of two team leaders, so there is obviously still a work dynamic there.

I’ve genuinely never felt like this about anyone before. We’ve grown really close over the last few months and hang out outside of work sometimes, just the two of us. Nothing has actually happened and it’s all been platonic, but I feel like there is something between us.

I think he likes me too, but obviously I can’t know for sure.

There have been enough moments/signs that make me think I’m not imagining it, but I also know when you really like someone you can read into things.

My feeling is that if it is mutual, we’ve both probably avoided actually doing anything about it because 1) we work together, 2) he’s in a more senior position, and 3) neither of us wants to risk rejection and then have to see each other at work afterwards.

Which brings me to the problem.

I’ve been offered a job in Australia, starting in the New Year.

If he wasn’t in the picture, this would already be a huge life decision, but now I feel completely torn.

Part of me thinks I should just take the opportunity, go to Australia and accept that the timing with him was wrong. I also know that realistically pursuing something while I’m still working with him could get complicated.

But I keep imagining myself sitting on the flight wondering whether I’ve just walked away from someone I could have had something really special with because neither of us was brave enough to say anything. As I said earlier, I’ve literally never felt this way before.

At the same time, the idea of confessing how I feel terrifies me. If I’ve completely misread him, I’ve potentially made our friendship and working relationship awkward right before I leave.

Would you tell him before deciding?

OP posts:
OtterlyAstounding · 03/09/2026 15:12

TheLittleGreenFairy · 03/09/2026 15:00

Can you ask him when are you going to take me on that date you were talking about before, it would be good for us to go before I go to Australia?!

If you're not convinced about moving to Australia, totally separately to your feelings for him, then I like this idea! Something inviting him out by referencing the date invitation he made, at least.

Although really, what's the worst that can happen if you just tell him you like him fairly bluntly? If your confession is received poorly then you can just abscond to Australia - it's not like you have to stick around to live down the embarrassment Grin

ErlingHaalandsManBun · 03/09/2026 15:11

Nah, sorry, life is too short to jump on a plane and spend the rest of your life thinking 'what if' and if he was the one that got away.

For me, I am putting my big girl pants on, and I am telling him how I feel. There is no way I am missing an opportunity to let someone who I am in love with know how I feel about them.

If its reciprocated and he has feelings for you too then you have a decision to make about Oz. But at least it will be an informed decision rather than a guess, or a 'what if?'

OP don't keep your love for him to yourself.

Be brave and ask him out for lunch/coffee, anywhere where you feel comfortable, and then, what I would do, is tell him you have something to say. That this is difficult for you but please can he listen and not say anything until you have finished. Then when you tell him how you feel, make sure that you say that its okay if he doesn't feel the same but you just need to put it out there and it it doesn't come back that you will be okay.

If he doesn't feel the same, it will hurt, but at least you won't spend the rest of your days wondering about what could have been.

Rip off the plaster OP and DO IT! ❤

BreakfastClub80 · 03/09/2026 15:11

You need to tell him, without mentioning the job in Australia. Just ask him out on a date!

Ayarreet · 03/09/2026 15:11

CambiodiNamio · 03/09/2026 14:39

I feel like Richard Curtis may have the answer to this one

Spot on! 😂

Datgal · 03/09/2026 15:09

Fuck it. I'd tell him. You'd always be wondering what if....He can always get a two (might even be 3 now) working visa and come with. Life's too short.

roses2 · 03/09/2026 15:02

Accept the job, open up to him and enjoy the next few months.

Do you plan to come back to the UK or is the move permanent? Worry about that later. There is a reason there is a saying don't shit where you eat so one of you will have to leave anyhow if you pursue a relationship.

TheLittleGreenFairy · 03/09/2026 15:00

Can you ask him when are you going to take me on that date you were talking about before, it would be good for us to go before I go to Australia?!

goldenpanda · 03/09/2026 15:00

You could always take the coward’s way out (not to be sniffed at, it saves face on all fronts) and get a colleague to mention it to him in an omg you can’t tell scaredaboutwork I said this, way.

They can say they know you like him, ask what he thinks and then either way cover with an oh you mustn’t tell her I said anything.

Then if he isn’t interested in you in that way he has already been asked to not mention it and you can just pretend it never happened.

sugarplumlily · 03/09/2026 14:58

You should be more concerned about the what ifs of not going to Australia, than the possibility of something long term working out with a work crush. It is much more likely that when you are older you will look back and kick yourself that you didn’t give Australia a try. It’s the classic deathbed regret. You have no idea who your boss really is. How people present at work has no relevance at all to how they are in a relationship. I’d focus on Australia outside of him. Most men are a disappointment anyway so I’d grab Australia and find a man out there instead. There are thousands of men who will be compatible with you who are you are attracted to. There’s only one Australia.

I’ve lived in Australia. You would be nuts to not grab this opportunity.

scaredaboutwork · 03/09/2026 14:57

PeonieLover · 03/09/2026 14:52

If he really liked you he would have made his feelings known but he hasn't so there's your answer.

Would a man let a potential life and career changing opportunity like an overseas move pass by due to a potential love interest? Very unlikely, think like a man and put yourself and your career first.

Don't make a fool of your self by declaring your love to someone you might need to ask for a professional reference in the future.

Edited

You say that, but he asked me out on a date a few months ago. I stupidly thought he was joking and laughingly turned it down. Since then we have built the friendship back up. We have plans together for the next few weeks. I think he’s afraid of confessing anything after what happened last time and I’m also afraid. But I’m not sure if I’m misreading the whole thing. Feel so very conflicted.

I have also not accepted the job in Oz yet. I’m torn for various reasons, not just him, but he is probably the main one at this stage.

OP posts:
Savvysix1984 · 03/09/2026 14:55

I would broach it and say ‘I’m really going to miss you when I leave. I’ve loved our lunches/ coffee breaks’ etc then gauge his reaction.

PixieFairySprite · 03/09/2026 14:55

PeonieLover · 03/09/2026 14:52

If he really liked you he would have made his feelings known but he hasn't so there's your answer.

Would a man let a potential life and career changing opportunity like an overseas move pass by due to a potential love interest? Very unlikely, think like a man and put yourself and your career first.

Don't make a fool of your self by declaring your love to someone you might need to ask for a professional reference in the future.

Edited

He is in a senior position to her at work so probs. waiting for it to come from her...

MrsTerryPratchett · 03/09/2026 14:54

Someone confessed their love to me as I was leaving the country. Suffice to say, I was kind but I still left.

Drunk leaving do? There's no point making a life-changing decision based on a crush but at least you'd know and he might visit.

PixieFairySprite · 03/09/2026 14:53

A potential 'Sliding Doors' indeed.

I don't know why anyone thinks that telling a guy that you like them is 'embarrassing'.

I married and had children because I told a friend that I fancied him. I don't even remember thinking about whether I would find it 'embarrassing'. I didn't care if he said he didn't fancy me! I'm a big girl.

Tell him, OP. Or just invite him round and play Rod Stewart 'Do Ya Think I'm, Sexy?' loudly.

PeonieLover · 03/09/2026 14:52

If he really liked you he would have made his feelings known but he hasn't so there's your answer.

Would a man let a potential life and career changing opportunity like an overseas move pass by due to a potential love interest? Very unlikely, think like a man and put yourself and your career first.

Don't make a fool of your self by declaring your love to someone you might need to ask for a professional reference in the future.

Tel12 · 03/09/2026 14:52

No, don't do anything. If he wanted to he would.

cupfinalchaos · 03/09/2026 14:50

Favouritefruits · 03/09/2026 14:45

No, just leave it! Even if he feels the same you’re going to Australia. It’s nice having a crush, you’ll look back fondly but I really wouldn’t pursue anything!

I agree.

MyCatIsAnAeroplane · 03/09/2026 14:50

scaredaboutwork · 03/09/2026 14:46

I am in two minds over the job. On paper it is a fantastic opportunity but I’m afraid about moving so far away, and all alone. I’m very introverted and concerned I’ll be lonely. But the opportunity is a huge one.

If you confess your feelings you are putting huge pressure on the situation to hat would likely screw up the beginning of any relationship anyway! You’d effectively be giving up a huge opportunity for a guy. Don’t do it. He will feel the pressure, you might start to feel bad about it. It’s a doom scenario, not a romcom happy ending.

Error404FucksNotFound · 03/09/2026 14:48

Could you be looking for a reason not to go because you are scared?

scaredaboutwork · 03/09/2026 14:48

HussleMe · 03/09/2026 14:47

It’s so tricky because of Australia; you’re basically saying ‘I would stay for you’ which is a LOT of pressure on a new relationship. Oh I dunno on this one sorry!

All good. I know. It’s really tough.

OP posts:
scaredaboutwork · 03/09/2026 14:47

NestingWorks · 03/09/2026 14:46

I think hand in your notice and see what he does, I’m sure his reaction to that will tell you a lot.

Bit too late by then, surely?

OP posts:
HussleMe · 03/09/2026 14:47

It’s so tricky because of Australia; you’re basically saying ‘I would stay for you’ which is a LOT of pressure on a new relationship. Oh I dunno on this one sorry!

scaredaboutwork · 03/09/2026 14:47

bunnypenny · 03/09/2026 14:45

Are you sure he’s single?

Yes, I am sure.

OP posts:
scaredaboutwork · 03/09/2026 14:46

Sassylovesbooks · 03/09/2026 14:43

Are you planning on accepting the job irrespective if this man is interested or not? If he is interested, then realistically, would you need to change your job? If he's in a more senior position, then you'd probably have no option. Is the role in Australia giving you opportunities that you wouldn't have in your current role or in the UK?

If you're planning on accepting the job, I'd leave all well alone. There's little point in saying anything, because you can't pursue a relationship with someone who lives the other side of the world.

If you're in two minds over the job, then yes you could confess your feelings but you'd have to do so knowing you'd potentially need to find a new job (either because he is interested or it's now very awkward to remain friends).

I am in two minds over the job. On paper it is a fantastic opportunity but I’m afraid about moving so far away, and all alone. I’m very introverted and concerned I’ll be lonely. But the opportunity is a huge one.

OP posts:
NestingWorks · 03/09/2026 14:46

I think hand in your notice and see what he does, I’m sure his reaction to that will tell you a lot.

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