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I get on really well with my boss. Why doesn't he make a move? Should I make the move?

Tagged as: Crushes, Dating<< Previous question   Next question >>
Question - (16 October 2012) 4 Answers - (Newest, 17 October 2012)
A female United Kingdom age 30-35, anonymous writes:

I get on with my boss ridiculously well, we are completely on the same wavelength, both in our twenties and both single.

For around 6 months we have been flirty in work (I usually only work with him on a weekend) and he often remarks that he thinks i look 'beautiful'.

We had a work night out recently which is the first time we have been around each other drunk and we spent the entire night talking about 'us'...i cant remember everything that was said but i know he said he feels the same way about me as i do him and that 'he really wants to kiss me'..however we were with colleagues. He would not have been after sex or anything like that, too much of a gentleman and anyway he didnt try.

He text when i got home that night...however since then...nothing!

We have been alone in work and no mention of it...should I hint at the conversation we had or is this a bad area? boss/employee....

It's not so much a crush as I believe if we were to embark down this road it would turn into a serious relationship as we are exactly the same!

On the downside his best friend has admitted he likes me.

I just don't know which part is stopping him from making a move or whether i should...

View related questions: best friend, crush, drunk, flirt, my boss, text

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A female reader, Honeypie United States + , writes (17 October 2012):

Honeypie agony auntI agree, he is your boss and therefore can not date you.

Think about it, if you two start to date and it doesn't work out how AWKWARD would that be? He might even have to let you go....

I think you need to dial it back a bit.

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A male reader, Hennessy1989 United Kingdom +, writes (17 October 2012):

Hennessy1989 agony auntHe probably does have genuine feelings for you, but he knows how many problems a relationship with a worker could cause. It would put both your positions in jeopardy. People might accuse him of treating u better, u could break up and still have to work together... The list goes on, talk to him, see how he feels, it might be that you both want to go ahead with it anyway, that's down to you, just be prepared for any possible backlashes

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A female reader, Aunty Susie Australia +, writes (17 October 2012):

Aunty Susie agony auntBecause he is your boss, I would be very careful/cautious here. If you start a relationship, and then things turn sour, you could be without a job, or at least in a very uncomfortable situation.

Maybe he is aware that his friend likes you, and is stepping back for him!

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A male reader, tamperingtampaguy United States +, writes (17 October 2012):

You are subconsciously enamored with his power over you, being he is your boss. It is not a good idea that an employee subordinate gets involved with their superior. Your boss is very wise.

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