I've been grappling with this question myself, and I'm not really sure what to do...
I'm starting law school this fall, and everything I've read on the forums suggests 90% of people in law school wear "regular" clothes (i e jeans, a shirt, etc) and that most people think the idea of dressing a certain way in law school is not necessary and even somewhat ridiculous.
That's actually not a big deal to me, I do agree that law school ideally should be different from undergraduate in mentality, and perhaps this should be reflected in dress, but if one wants to dress however they feel comfortable, that's fine.
My problem is that I enjoy "dressing up" aka I like suits, ties, the whole nine yards. Unfortunately, I was born in the wrong era, I should have ideally gone to UG and law school some time before the late 1960's, and I would have fit in. I actually just..... like the way suits/ties/etc look, and while to some degree part of my motivation to dress that way is definitely tied to "dressing standards" 70% of the motivation is just because I like how it looks and it makes me feel more confident. (no, I don't need clothes to feel confident, I just said "more" confident).
I don't plan to wear suits or anything in law school, but I was thinking a sports coat, tie, khahkis, and loafers - while definitely more dressy than 99% of the class, wouldn't be overdressed to the point of being completely ridiculous. I'm a pretty friendly and approachable guy, I started dressing like that in college and my friends think I'm crazy, but they all stuck around. Can I hope for a repeat in law school? For what it's worth, I think half the reason people got over it was because they saw I was self-confident enough to outlast all the jokes.
This post is ridiculous, but it's a genuine question I've been thinking about. If law school is different, that's fine, cause haters always gonna hate.