Say you had a crush on your bosses daughter.
Say your boss was like a second father to you.
Say your boss and his wife have been making jokes about you taking their daughter out on a date.
Say you've known the family a looong time.
Would you talk to your boss about it first, or just go for it?
>Would you talk to your boss about it first, or just go for it?
I would say that unless you're prepared for both your personal and professional lives to collide together into a possible atomic bomb of shit then I would stay away from it.
Contemplate the possibility that you take her out and you date and maybe things go bad.
Feel comfortable explaining to your boss why you don't want to date his daughter?
Feel comfortable showing up the next day after you break up with her and looking him in the face?
If you are, then go for it but remember that the saying "don't shit where you eat" wasn't pulled out of thin air. It exists for a reason.
It's not her dad's decision, it's HER decision. Do you have a crush on her, or do you have a crush on your boss? Honest answer here. The relationship's never going to work if you care about her dad more than you care about her
Rationally speaking I think I will be nothing but stress and heartache after the honeymoon phase.
Ask the Dad is probably the moral thing to do. If your going to do it.
But if they are making jokes about it they could be hinting they want you to hit it. Better a friend of the family then some other anon am I right?