Not to go too meta on this, but if you buy two of something to get past the free shipping threshold, then do a free return on one of them, have you gamed the system?
I accidentally did that with Walmart.com once. My bill was $40, which qualified for free shipping. I checked out, and realized that I had ordered one of the items (about $20) to be picked up, which wasn't possible because there's no Walmarts near me. I quickly canceled that item, but the rest of the stuff shipped.
I kind of felt guilty, because I genuinely wasn't trying to game anything.