I think that the whole thing is crying for a shortened pants hem, maybe some sweet boots. Those lawyer shoes you've got going on really aren't meshing. And I honestly can't imagine a sleek patent shoe looking any better.
I think the whole problem you've got is that you're trying to do too many things at once with your clothes. You work in a law office, so you're trying to be conservative, but you're fascinated by edgy brands. Not a bad thing, but in this case, the n(n) coat and prorsum shirt look great together, but then you've got stacked dress pants (which rarely looks good imo) and the ferragamo ultra-conservative business model going on there. Plus, everybody's ragging on your haircut, and, well, no hate, but it's not doing you any favors, nor does it go with any sort of hi-fashunz.
I understand that you're not comfortable being super-edgy based on where you work, but I think the attempt to blend the two worlds is just ruining them both. Perhaps that's what Rye means when he says you're playing "dress-up" - you kind of just look like a law student who is trying to look different but doesn't really want to stand out. Believe me, I say all of this with love.
I don't think this looks good at all for a number of reasons. There needs to be a certain aura about a person to pull it off, an attitude/vibe. Your fair skin looks harsh against the black & white color palette, the haircut averagely styled need as much attention as the clothes to gel. The coat looks more like a Magicians attire (personal opinion) the break on the pants should be removed to elongate the silhouette.
Instead of rambling I'll just say that you looked much better before, comfortable and believable, SoCal and Fuuma could pull this off much better, it's all a bit dress up beyond your comfort factor from my perspective.
Sort of feel the same way but if it's where he wants to be, and if he keeps pushing there, he'll look the spot. Part of it is just being used to seeing him wearing different stuff.
Anyways I think coated Diors would look great with it.
He's obviously in transition. Might pull it off eventually. Might not. Hair is way to consevative for top half of this fit. Even some gel (slick and darker) and a razor-sharp part might help. Who knows?
lol at the JD hair/swagger criticism. Most of you aren't even half as good looking as he is, let alone ballsy enough to do something interesting with your hair or try wearing clothes like this. I actually think the fairly normal hair cut makes for a nice contrast with the fit.
Looks pretty good dude, though I thought the pants were jeans when I scrolled by real quick, on second look not sure how I feel about them being slacks...stacked slacks have to be cut laser sharp (very strong taper/small leg opening) to really work IMO, but this looks alright. I for one am in support of your new wardrobe. Most of the naysayers aren't into fashion stuff anyway.