A:Answer As long as a device has a headset/headphone/auxiliary output jack, you can transmit it's audio via Bluetooth (the age of the device is irrelevant). If you have a radio from the 60's with an old fashioned 1/4 inch or 6.35mm headphone jack, you can merely buy an adapter for a couple of bucks (3.5mm female to 6.35mm male) and it'll work just fine.
Just make sure that the jack on the device is "OUTPUT", not "INPUT" (I have a small radio with an auxiliary input jack only. I cannot stream Bluetooth from this device because there's no output connection).