A
female
age
30-35,
*imeforyourthoughts
writes:Help! I've got a crush on my boss, and if that wasn't bad enough... he is also a lot older than me (I am 20 and he is 40). What should I do?I started working at this new job about two months ago and right from the beginning my boss and I hit it off. Since then I have grown to really like him. I think about him all the time and I know he likes me too because we flirt all the time, he goes out of his way to buy me coffee almost every night, and he sits and talks to me all night long which he doesn't do with anyone else and we can joke around with each other easily. Should I do something about it, or is it a bad idea to take this anywhere past harmless flirting? I know he's my boss and the age difference is pretty significant but that doesn't change the fact that I really like him.
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crush, crush on my boss, flirt, my boss Reply to this Question
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Fancy yourself as an agony aunt? Add your answer to this question! A
female
reader, anonymous, writes (22 November 2010): Crushes ... ah, we've all had 'em and they are tough going when you've got 'em.
Look, age difference or not. You know its a crush and these are built on unrealistic expectations and "pedestal" dreams. They are part of being an adult.
I suggest that you don't take this any further and get out there and see just what a funny, charming, intelligent person like you can find that a bit closer to your own age bracket.
Lots and Lots of luck
Lucy
A
female
reader, tennisstar88 +, writes (19 November 2010):
 It's never a good idea to mix business and pleasure.
I don't suggest doing anything about it, companies have fraternization policies that prevent a boss/worker relationship. If someone were to find out about it and bring it to the attention of the Human Resources department, he would be under investigation leading to his termination. It's very possible you would lose your job as well. We all no these secrets leak out, and office gossip spreads like a wild fire. Say you guys do have a relationship and you break up with him, he would be watching you like a hawk finding a reason to fire you, so you don't jeopardize his job.
It's in your best interest to halt the flirting, because if you don't rumors will get started. Keep it strictly professional..if you want to keep your job.
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A
female
reader, dimeforyourthoughts +, writes (19 November 2010):
dimeforyourthoughts is verified as being by the original poster of the questionHe is not married.
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A
female
reader, petina1  +, writes (19 November 2010):
 It could be the biggest mistake you ever make in y our life. We can sometimes put our bosses on a pedestal, they are our 'leaders' we look up to them and admire them. Make a move on him, he no longer becomes the icon you imagine, he becomes just like everyone else and you will see his flaws. Then you have to work with him, which will be different for you as well. Be very careful. Is he married by the way?
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A
male
reader, soon567 +, writes (19 November 2010):
I say drop it. After you want a full blown relationship this could become a problem. I think you should keep the focus of doing your job and less on flirting.
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