You pay for your first box at checkout. Then you will not be charged again until the first of the next month. If you subscribe between 1st - 7th of the month, you will be billed on the 1st of the next month. If you subscribe between the 8th and the 30th of the month, you will not be bill again until another full month on the first. You'll never be charged for the second box before your first box ships.