RE: Should I ask?
A good friend of mine wont let me put any type of stand on his land. He didn' t say why, but I think he has had problems with people putting stands in his good trees. I have yet to hunt his land, I think I will durring late season, but I know not to put a stand up.
In your case, it wouldn' t hurt to ask, unless you are certain he wont let you, then there is no reason to ask.