Lower ball joint dust boot help

[Malamute]

I pressed the lower ball joints in today with no problem but I cannot get the dust boot seated all the way for the life of me. I tried using one of the rings from the press and that wouldn't work either. I really don't want to tear one and wondered if a little grease on them would help.

The uppers are no problem since they are two piece. I searched but couldn't find anything for this specific problem. Any help would be appreciated.