I see it more like taking your vintage motorcycle with a rigid rear end on a long distance ride with the guys on baggers and cruisers. Wrong tool for the job, sure, but fun...? Hell yes!
I never see long distance riding as a race, for me it is all about getting away from computers/phone/work/problems for a couple hours to get my head back on straight. It is the same reason I go on long rides on my old motorcycles. Riding out into the middle of nowhere, out of phone range... pure bliss.
Still waiting on the fixed century. Done some somewhat longer hill rides in the 60 mile range, but haven't had the time to get out and just do it. Need to get one in before the weather turns.
I can see that for sure. There's a photo floating around of a guy in vintage bike and clothes at the top of the Alpe De Huez from this years tour.