Obviously, if you "work" your lens, you will begin to define its strengths and shortcomings. The more lenses you have, the harder this is to do. I remember, back in the early '80s. when all I had to shoot through was a 28mm f/2.8, 50mm f/1.7, and a 135mm f/4. There just wasn't a cheap zoom out there, yet. I did eventually glom on to a 75-300mm when they came out, but fixed focal length was it. Again, the three lenses were all I had ... plus a 2x T/C. In other words, they were all great at what they did (Did I have a choice?).
Thing about film shots ... by the time you got them developed, you forgot the settings! Most of the time, you were just trying to satisfy that hungry little light meter. The film you used, more often than not, had more to do with the resultant shot than the darn lens did. As time progressed and I became more diligent in my efforts, I began recording "setting info" on the rolls I took, for understanding bracketing and such.
Those days are coming to an abrupt end, as now, with digital & EXIF data ... you really can determine which lens settings are producing your best results, for review. You just have to remember which lens you had mounted, when there is "crossover" (using two zooms whose focal lengths overlap). We all know that a zoom cannot provide f/1.8 or f/2 images, so that's a wash with the primes, but I have nearly a half-dozen lenses that can produce a 50mm @ f/4 shot, so there can be significant "what lens?" confusion, considering that you can get over 1000 shots on your 16GB media.
EDIT - after some thought - I would suppose one way to cleverly identify the lens would be to shoot the lens' focal length extremes, right at the start. It would only take two frames ... but easily identify it with the resultant EXIF data, as you are paging through your shots. Just don't erase them. LOL
Another way would be to shoot an initial image of a card or lens bag with a quick lens' description on it, visual identifying the subsequent shots. (END EDIT)
One day, through the magic of advanced thinking (remember the "Mind of Minolta"?), they will encode the "lens identification data" into the shot's information, not just the focal length selected and aperture ... and then the supreme mystery will be solved. Maybe the new lenses are doing just that, but nothing I've looked at tells me which particular lens I used, yet. The old A-mount lenses only had five electrical contacts ... the new ones have got eight to make use of with these lenses. Surely, something is possible.
So ... the search for the best lens at what setting may still be elusive, if you have more than a few.