What does it mean when your toes go numb a lot?

Numbness. It could mean several things. Without further information difficult to determine the possible cause. I would consult a podiatrist. Good luck.
That something is. Wrong such as a nerve impingement in the lower back, possibly a nerve compression in the foot....You did not state which toe i was....Some medical conditions cause numbness as well and this may be a clue....I, e diabetes causes numbness good idea for you to see a doctor to find the etiology.