>>4044543>>4044546as
>>4044532 points out, overcorrected lenses make for boring out of focus areas on the image, thus more "boring" images, which is completely subjective. but one can objectively analize such characteristics. see pic rel, its a comparison between the modern autofocus canon 50 1.2 (on the right) vs a cheap old porst 50 1.2 (on the left). see how the background "jumps" and moves on the porst, and how static it is on the canon.
since a portrait is a celebration of the subject portraited, youd expect the background to bend, articulate itself around the subject and compliment it, instead of just being there indifferent to the figure. if you apply gaussian blur effect on photoshop to a background you end up with something very like the canon image, but you cant accurately produce the old lens look with plugin (afaik), because its very dynamic and reacts depending on coating, formula, lens age, varying qc, etc.