I'll add in my experiences here....
I got obsessed with wanting a Brooks, oh probably close on a year go. I won a B17 Narrow on ebay that the owner tried and didn't feel like breaking in. As soon as I tried it I loved it. It was originally on a rigid mtn bike I was using around town as I contemplated which bike it would go on. It ended up on my '89 Schwinn Prelude - where it was perfect IMO.
A few months go by and I decide to start building up a new commuter, as my current one was really too small for me. I built it up and my B17 went over onto that, where I got to ride it more often. Shortly after, a friend was selling his Brooks Professional. I bought it from him and put it on my Schwinn, but I never really liked that particular saddle. It had the "divots" and I just felt that it pushed me too far forward on the top tube.
For my birthday, the wife got me a Cambium. I put it on my Synapse, and liked it, but not as much as I like the B17N. At least on that bike. I ended up switching, so now the Cambium is on my commuter, and I like the feel of it a lot more there, while I moved the B17N over to my Synapse. Both feel like a perfect fit on each bike.
I sold my Schwinn, Brooks included and got a '79 Raleigh that had the original Brooks Pro, and I like it a whole heck of a lot more than I did the one I had on my Schwinn. Almost 40 years later and it still feels perfect when I sit on it.
I don't agree that Brooks is no longer selling good saddles. I like all 3 of mine a whole lot, and I think if the Pro I bought off a friend didn't have those divots or was on a different bike, I probably would have liked it a whole lot more than I did.
I usually always ride with cycling shorts, unless I am only going 5ish miles or just cruising around the city. I did do a total of 25 miles on my B17 in street clothes just fine with no complaints. I just happen to prefer cycle specific clothing for long rides. This was a case of going to the farmers/street market when the inlaws were visiting and I needed some alone time, so I just biked there instead of trying to squeeze 5 people into a sedan.