My boss likes me, should I ask her out?

[Anonymous]

[Zack-Bann]

If you know for a fact she does and you like her too then there’s no issue


I know people often say “don’t shit where you eat” but a relationship isn’t shitting


If you stop the strongest couple on the street and ask how they met they will very often say “at work”


The premise works but it’s complicated


You have many things to consider


Is it legal within your workplace policy?
Is there a risk of blatant favoritism considering she’s your boss?
Are you planning on sticking it out with her and not bailing at the first sign of trouble?


It’s not as easy as dating some random street walker you ran into in a coffee shop


This can have consequences
Consider them
Then make a choice

[Asker]

It's legal, we'd just have to disclose. It seems we've both liked each other from the start, I just wasn't sure about her feelings until recently.

[Zack-Bann]

So it’s legal
It’s mutual
And you know it for a fact you’re not shooting in the dark

I’d say congratulations man
Don’t waste it wondering about “what ifs”

Just remember the consequences of taking it lightly
And you should be fine

[Asker]

I will. I was bit surprised she liked me too because she's older than I am.

[Zack-Bann]

You’re in your 30’s mate
No one is too old for you anymore
Not unless she’s 78

[Asker]

I didn't know that was a thing.

[Asker]

That's good to know though, she's in her 50's.

[JesseP1nk]

When (yes it matter of when not if) that relationship goes to shit then she is gonna fire you! So think with your head, not with your dick.

[Asker]

Why do you assume it'll turn out bad?

[JesseP1nk]

Because most of the time it will turn bad. Plus imagine you see her all the time and she sees you all the time. You both will get tired of each other - you see her at work and at home - same with her. Plus you both start to bring your work issues to home which again start to put pressure on your relationship. Others coworkers gonna look at you like you will get special treatment and gonna envy you and gonna GOSSIP for sure.

[Asker]

I don't care about that though.

[Genie23]

Never date anyone you work with. If the relationship doesn't work out and the breakup was really bitter, it's going to make things very awkward and difficult for both of you. Also, many co-workers likes to gossip. You don't want to be talked about.. for all the wrong reasons, right? So, I think you should keep it strictly professional.

[Asker]

I also like my boss.

[Genie23]

It's upto you.

[WhitneySnow]

Are you sure she likes you? What makes you so sure?

[Asker]

She made it pretty clear.

[WhitneySnow]

If you’re sure then it couldn’t hurt to ask her out. But your company may have rules against dating your boss, so you may have to sneak around if you actually start dating.

[Asker]

We just have to disclose that we are. The feeling is mutual, I've liked her as well since I first laid eyes on her.

[WhitneySnow]

Then definitely ask her out

[ohsheeT]

No way. That's the fastest way to get fired

[MJVillarama]

Careful with mixing work and dating. it can get tricky. If you really want to, maybe test the waters outside work first and keep it low key.

[Asker]

I do like her back.

[Pterodon]

Fuck no! Don’t get your money and your honey from the same place

[Nikki1989]

Of course not.

[Asker]

I was considering it.

[jazzy34]

Don’t shit where you eat, buddy. 😊

[Asker]

Why would I shit?

[jazzy34]

In other words, don't get involved with someone at work. Plus, with her being your boss, the both of you could get fired. Is she REALLY worth the risk? Think about it. Find a girl outside of work.

[LØRDOFÐΞBUG-RA]

Absolutely not.

[Asker]

Why not?

[LØRDOFÐΞBUG-RA]

Right from the start, the logic doesn’t add up women are hypergamous. Most of the time, the odds of her being into a guy who works under her are pretty low. Even if she does like you, the moment you two clash, you’ll be the one out of a job. If it ever comes down to choosing between money and a girl, pick the money you can always find another girl somewhere else.