Oooh!! Love your shoes!!
Button front shirts never go out of style but they're not always on trend, and the cuts do change. It's one of the elements that Angie is always talking about when she uses the phrase modern classic. Even the most classic and iconic items go through iterations over time.
The fitted princess seamed versions such as 2 and 6 were popular about five or six years ago before fluid fits came back into favour. Many people were wearing their tailored items on the snug side then and these fits are consistent with that. These ones look a bit short for you for wearing untucked but you might wear them tucked with a jacket over top....perhaps they belong in a holding zone if you are not ready to let go.
#3 I would classify more as a blouse. It looks a bit dated to me because of the jacket -shape bottom.
5, 7, and 8 look on the short side to me and I am wondering if you have a longer torso or are tall? These tops might work fine with skirts, however. 7 and 8 are also boxy, not fitted, so a very different look.
1 and 4 look more fluid and seem to tuck well.
All in all, this overview shows us that a button front is not a button front is not a button front -- they are in no way equivalent and must be updated along with everything else.