Yes!
I've had a couple of heads where the stainless hex heads were smaller than usual, and the dummy didn't use washers. This caused the aluminum to collapse in on the bolt. They were hard to get out and I had to re-open them to the right size before assembling. There's no doubt in my mind that Allen cap screws must have tight-fitting washers to prevent this as their heads have even less bearing surface normally.
Even the 850 through bolts into cast iron can have that trouble. I recently took a set off where the prior guy apparently got confused and had 1 bolt with two washers, 1 with none, and 2 with one. Again, very tough to get the one with no washer out due to the top edge of the cast iron collapsing in on the bolt.
I'm sure Jim knows this, but worth mentioning.