Why it obviously is used as a gimmick, I think there are certain shoes you can buy for "transitioning." It could be as simple as just buying a shoe with no ankle support and wearing them as you daily shoes. If your shoe's had always had ankle support before then, this daily wear will obviously help for more demanding situations. You could also buy a shoe with a little more cushion if your feet aren't tough yet. That way you can work on your form instead of focusing on the extreme pain you are causing yourself.
I personally live just a few miles from the beach, so when I was learning years ago I would just drive down there at night and run in the sand. I will recommend anyone transitioning to barefoot, do it on a soft surface. Much more forgiving. If your legs get tired and you start doing heel strikes, you do not want to be on pavement. I will also say, RESEARCH. Most of the people I know that go barefoot transition at too fast of a pace. They jump right into it, start pushing themselves farther and farther, next thing they know they can't run for the next few months because of the stress fracture they just gave themselves.
And one thing I didn't see mentioned here, toe shoes take away a lot of warmth. When I first got mine, this is one thing I had not thought about, but became very apparent on some colder hikes. With your toes being separated, their ability to share heat has just been slashed. Even being in my tent with toe socks it was very apparent the heat my toes were missing out on. Just think of snow gloves vs mittens.
I loved the VFF's, but after two pairs in less then what I believe was at most 5 months, I had to switch. I wore them out way too quickly for the price. Currently wearing Merrell's. I can't find a bad thing to say about them. But, pretty positive my next shoes will be Vivo's, as the want to test out other shoes is too great. And plus TheClymb constantly has those things for like 60-70% off.
But, I will always miss the feel of taking my shoes off and feeling the freedom in my toes I have only experienced with VFF's. The amount that those things open up your toes is awesome.