I do get comments and questions a LOT. But only on my rings. I rarely wear anything beyond those.
At work I often get comments from our members that say things like I am flaunting my wealth and my job in their faces, when they've been out of work for a while and how unfair it is that I can afford this monster rock to flash at them when they can't afford food. I often don't wear it to work now because of that, despite explaining I've had it longer than I've worked here. I decided that it's better to either not wear it here, or turn it around when they're here.
I have a few "friends", SK knows who this one is, that give me crap about flaunting my wealth too, despite this one in particular having a bigger ring, a better paying job, and not being broke by any stretch of the imagination. She only wants to go out if I pay for her. I simply tolerate her in my life at this point. I don't get the way she involves money in our relationship, I do not talk about money or how much things cost. I am the furthest thing from "flaunty" at all. I live in the same lower middle class suburb she's in, and grew up in a middle class suburb as well. We both went to school for the same thing, and worked together in the past. I might have gotten into the agency world but it's not as glamorous as she'd like to think. I buy my clothes at Target and
Nordstrom, mostly Target. My bag has no logos and is the furthest from showy. It might be huge but it's neutral. My shoes are typically converse from Target (I like the little star on the side!). My car is a mid-priced Nissan SUV. If anything my ring should come off as fake!
As far as other people, cashiers etc, those folks usually compliment it, but to my recollection only one person has ever commented on how much it might have cost.
Jewelers and the like I don't usually get a lot of negative commentary, most just have never seen this cut before.