I'm reviving this thread because I'm having the same problem. I have factory 14x5.5" rims stamped with years 71 and 72. I don't know the vintage of the trim rings. In this picture you can see that the lip on the rim is less than 1/2" (as best I can measure, it's about 5/16"):
but the equivalent measurement on the trim ring is closer to 9/16":
Sure enough, when I press the ring in, it sticks out 1/4" from the rim on both the inside and outside diameters. If I'm looking at this right, the trim ring is made for a rim with a wider lip.