Horoscope: You'll make a risqué comment to a boss who lately has had his or her head in the clouds…
From the above sentence I can understand that a person is going to make an indecent comment to his/her boss. I couldn't get what the rest of the sentence meant. The above sentence is taken from an email I got.
Answer
To have your head in the clouds can mean to be unaware of what is going on because of daydreaming (thinking private thoughts preventing you from paying attention to what's important)
Perhaps she was right, perhaps he was in love, then again, perhaps not. He walked the twenty or so yards to where he'd parked the Mini, and walked nonchalantly past it, with his hands in his pockets, his head in the clouds.
or to think impractically because you believe in your own ideas or fantasies and not enough of reality
[President Johnson had concluded regarding Peruvian leader Bélaunde, after he had] rattled on about his grandiose plans for the “marginal highway” and South American physical integration, that Belaúnde “not only has his head in the clouds, he's got his feet in the clouds, too.”
The example you give is a horoscope reading that's floating around on the Internet. As such, it's a prediction, with about as much value as a fortune cookie prediction.
Edited to add an interpretation: You will say something off-color to shock a boss into paying attention to you when you are trying to work with him.
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