I go around a lot barefoot and I consider starting jogging since last winter. I've tried it out two weeks ago, walking, and it's nice. A problem is that I can only run on the field/forest trails which tend to have some sharp gravel. Asphalt only goes a few kilometers and then I'm stuck in the major traffic. No way I'm replacing the woods with the traffic. Perhaps I'll start thinking of buying the five fingers.
Otherwise I have plenty of experience with bare foot dancing, I danced contemporary. Judging from it there is no better feeling, nothing more natural than bare foot.
If someone thinks of running bare foot afresh, it's better to do some feet conditioning first, such as walking bare foot in an apartment. this way the calves and the tendons get used to a new movement. the practitioner also develops a more natural walking, soft walking and not landing on a heel. Another thing is that, myself, I wouldn't start running immediately. Feet tend to blister quickly and a surgical removal of blisters, which can get infected and are suitably very deep under the skin, is not that painless and you can't run with an open foot for a while (been there, done that).
I've started with walking and so far so good.
odd looks of the passers by are guaranteed too.