This, and not superstition is the reason we still have tube amps, 24 fps polyester film ("celluloid"), vinyl records and the rest. That's not to say superstition is not rampant in the professional fields, We've all seen it: gold plated wires that deliver no measurable improvements, creators that refuse to touch the same application in an (much cheaper and faster) Windows PC as opposed to the "pro" Mac version, "magic" equipment brands that "all the pros use" and so on.
It's essentially a cargo-cult: we try to emulate successful creators and get fixated on the appearances. If we get success, often time by sheer luck, we attributed to brand X or Y and spread magic thinking to others.
You're ignoring the fact that the application must run within the confines of an operating system.
I'm not using a single application at a time. "The same application" you refer to might be nearly identical on both platforms, but I need to switch between applications. On OS X I have Mission Control (with trackpad gestures!) that makes context switching incredibly efficient. On Windows I have to click taskbar buttons, or press alt+tab hundreds (thousands?) of times a day, or take a break to hit windows+tab to have a laugh at the incredibly useless task switcher (I've never understood why windows+tab was allowed to ship). How people multitask on Windows is beyond me, with no friendly built-in solution and third-party applications that all have problems.
How about copy/pasting? Using ctrl+c and ctrl+v on Windows with a PC keyboard is frustrating compared to the cmd+c and cmd+v finger positioning on an Apple keyboard with OS X. Microsoft requires an awkward readjustment to reach for the control key, while Apple uses your thumb that is already resting on the spacebar to hit the cmd key that is right there. When you use copy/paste hundreds of times in a typical day (ex: programmer), this minor annoyance adds up.
How about finding per-application settings? On OS X this is always accessible via the cmd+, shortcut and the menu entry is always within the app's primary menu. On Windows every application has its own shortcut (if any), and the menu entry might be found under any of File, Edit, View, or Window. It's always a hunt just to open application preferences. I personally find this to be a frustrating experience and a waste of my time.
Finally, I simply prefer the visuals and widgets/controls of OS X compared to Windows. OS X is flat and simple whereas Windows tries way too hard to look "cool" (ie: designed by children for children). Also, OS X developers (other than for game clients) don't think it's cool to throw away the default window border and window controls (minimize, close, etc.). Whereas far too many Windows developers think it's cool to customize their fucking window style. Leave the system components alone.
I suspect its the same thing in cinematography.
Double blind tests do real havoc to all kinds of fetishism from wine-tasting to high end audio.
Having said that, you are still probably right. There is always going to be someone that prefers an analog process--maybe BECAUSE of how inconvenient it is--to a digital process. Some people also like working within constraints as it stimulates their creativity.