Well to answer the question yes you can use 375 Win dies for 38-55 Win even without trimming. I sized, flaired, and seated a bullet to the max 38-55 length of 2.550" and it dropped neatly into the chamber of my Big Bore 94.
Hardcast as far as pushing the 38-55 brass to 375 pressures rest assured that I see no reason to do that. I don't even load my 375s up hot. No deer is ever going to know the difference of a few fps at the ranges I will be using the rifle. And the 38-55 has been killing deer for decades.