Depends on the person. A good bit of Greek literature where there's a scene with a spell, the witch has unbound hair and feet. I don't remember where, but something about the idea of a person needing to be unbound to bind others. This could also just have been a social taboo the magician or witch partook in. Some parts of Greek and Roman Culture held that women had to have their hair bound or covered in some way for modesty.
Some feel having their feet bare gives them a closer to the earth. It's entirely up to you to decide your reasons why.
It may certainly help. Being barefoot can help you become closer with the earth and its energies. It makes you feel more grounded and connected. You can recharge from doing it too, which is why it feels good to go barefoot. It overall has great physical, mental, and spiritual health benefits. I'd give it a go!
A very interesting article about the effects of being barefoot :
"The technique of grounding, also known as earthing, is simple: you walk barefoot to "ground" with the Earth. The scientific theory behind the health benefits seen from this simple practice is that your body absorbs negative electrons from the Earth through the soles of your feet. The Earth is negatively charged, so when you ground, you're connecting your body to a negatively charged supply of energy. And since the Earth has a greater negative charge than your body, you end up absorbing electrons from it. The grounding effect is, in my understanding, one of the most potent antioxidants we know of and may have an anti-inflammatory effect on your body."
- The Journal of Alternative and Complementary Medicine:4