If you're brain has adjusted to to multiple IEMs, you'll be able to tell differences without a proper A/B. The A/B will always show a little more and be a lot more direct though. This is normally due to signature differences. If the signatures are the same (note, not just similar, but really the same signature; EG: Etymotic vs Phonak, Brainwavz B2 vs Fischer Audio DBA-02, etc), then yes, everything you stated will hold for sure.
I can tell you today I was going around with the Westone W4s and I missed a few things my UE 900s lacked. The other day I was using the 4.Ai and missed what my W4's had
Then I go to the UE 900s and do hear its weaknesses as well (which neither the W4 or 4.Ai had
).