How can I uncheck the "use same device for future launches"?

Right click on your project, and go to Run As -> Run Configurations.

Then, under Android Application -> (Your Project), go to the Target tab, and check the first radio option Always prompt to pick device.

In Android Studio: Menu Run -> Edit Configurations

and here in app tab uncheck "Use same device for future launches"

Bottom line: my ADT on Mac environment has some sort of a bug.
Edit: This "bug" is fixed on OSX Yosemite and Eclipse Luna
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