I don't like buying apps twice. But sometimes I have no choice. For instance back in the day when it still cost money I bought Bring! three times. Once for my iPhone, once for my Android and once for my wife.
Sometimes I buy apps twice because I like them way too much to only have them on one platform. When the new point and click adventure game from the guy behind Monkey Island arrived in the Windows Store I had to have it. I didn't want to wait for it to come to the iPad. It took me about a week to finish it. And I loved it.
Now that Thimbleweed Park is finally available on the Apple app store I bought it again. That's how much I like the game. Highly recommended for everyone who loves beautiful pixel graphics, well-written characters, a joke or two, and of course the adventure games of old.
P.S. I now started to work on a whole list of adventure games for iPad.