Success Selling Multiple Items

Anyone have much success selling more then one item to the same buyer in one purchase? I don't do too bad when I have the exact same item that is new with tags. Like two pair of Wrangler Jeans that are same size and style. I offer discounts on the second item that ships, but still get very little multiple purchases. Anyone else do well with getting multiple purchases? What plan do you have in place to get these sells?

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