It may be more of a case of inadvertent artificial selection rather than natural selection, but weed picking and lawn mowing may be changing the nature of dandelions in our lawns. There are a variety of root lengths among dandelions. If you succeed in completely removing a plant down to its root tip, it will not be able to grow back or flower or reproduce. The longer the root, the less likely it is that the plant will meet such a fate. Since dandelions can regenerate themselves from a root fragment, eventually those with longer roots will leave more offspring and become more common than the shorter rooted variety. That could explain the ridiculously long root I dug up this weekend. It's not apparent in the picture, but the tip from the longer one still remained underground.
Shorter stemmed flowers also have a selective advantage as they escape the cutting action of the lawn mower, and there's no doubt that the typical dandelion in a lawn is shorter-stemmed than those that grow in unattended fields.
Shorter stemmed flowers also have a selective advantage as they escape the cutting action of the lawn mower, and there's no doubt that the typical dandelion in a lawn is shorter-stemmed than those that grow in unattended fields.




In fact, it seems more probable that if a plant is pulled out and the root tip remains, that new growth will use that as a starting point and grow up as well as down. Therefore, the more you tend to pull up plants and leave a tip behind, the longer the root will eventually become. Just as the example you showed, I would expect that next year the plant will have even longer roots since the tip remained behind (at a greater depth already).
Just a thought.