Yep, and that's how it went down when I was shooting approaches under VFR with my CFII and the field went IFR due to snowfall limiting visibility. I asked for a clearance and was challenged. I wasn't playing 20 questions, wasn't keeping secrets (no need to -- my CFII was there), we were qualified, ceilings were fairly high, no risk of icing, it was the most logical thing to do, as opposed to requesting a SVFR clearance that would have expired as soon as we left the Class D surface area. It just never occurred to me to include qualifications along with my request. I'm not sure if my CFII was expecting the question or not, as we never discussed that part of the training session afterward.
I guess it depends whose airspace you're in, eh? If I'm in your airspace, I'd better add my qualifications if I want that pop-up, but if I'm in Steven's, why bother?
A couple of weeks ago I was on my way to a PoA meetup in Indiana, getting beat up beneath a thin layer and dreaming of a smooth ride on top. I'm very afraid of ice so I decided to grin and bear it, but suppose I had said, "Approach, it's pretty rough down here under this deck, I'd like to go the rest of the way IFR if you could give me 6000, would that be possible?" Would you have asked me if I was IFR capable? What if I'd added that I didn't like the snow spritzes I was seeing and was concerned about visibility? (Actually they were widely scattered and not a real issue, but hypothetically speaking now...)