Bob -
No. I think you have it bassakwards...
Think of the "tree" side as a replacement for a chain, or the "fixed" side. Get it snug to a tree. Then, you use the loader hydraulics to line them up, with the "free" side doing the movement.
You will want the side farther out/away from the tractor against the tree, so that a uncurl/un-dump movement of the joystick will push against the tree, and allow the other side to go forward and come into the same plane. Need to be gentle with the loader joystick, as 'Cat mentioned.
Otherwise, you're just pushing against the cylinder seals and hydraulic pressure...not good. There isn't a "float" function on the dump circuit of your loader valve, so you have to take that into account, and why you don't want to push it in against a tree. Doing so, if you can, will just push both sides in...not what you're after.
Again I have no experience - just what I've read here on OTT. I think I have it correctly....I stayed at a Holiday Inn Express last night...
Good Luck, and let us know how you make out!