3/8-In 5.2A Corded Drill/Driver with Storage Bag

**Item: **3/8-In 5.2A Corded Drill/Driver with Storage Bag
Price: $14.99
Shipping Options: $5 Standard OR $9 Two-Day OR $12 One-Day
Condition: Refurbished

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Previous Similar Sales (May not be exact model)
6/4/2013 - $15.00 (Woot Plus)
5/21/2013 - $15.00 (Woot Plus)

I need some help. If I buy something right now and then want to buy something else later today do I have to pay the shipping charge each time? Do I have to pay for the woot-off item before it is sold out or can I keep shopping to get all the things I want with only one shipping charge? Thanks