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I would like to know what the difference between my leave and my leaving is.

e.g. Are you all right with my leaving/leave?
Comments  
"Are you all right with my leave?" means: "Do you have any objection to the X number of days of vacation leave that I signed out for?"

"Are you all right with my leaving?" means: "Do you have any objection to me leaving work X hrs. early? or "Do you have any objection to me leaving my job here for another one?" or, in a non-business context, "Do you have any objection to me leaving you here alone?"
Hi,

As you know leave and leaving are both noun but in the case of your sentence the latter one can be the only proper choice because leave as a noun doesn't mean the same as leaving.

And you can use "departure" as the better alternative in your sentence:

E.g: Are you all right with my departure?

Hope it helps,

Iman