I had a black daily driver about ten years ago.
1. Never regreted going with black just because it looked sooo good!
2. It wasn't that difficult to keep clean, just plan on doing the ritual twice as much as a lighter colored car. I would always power-wash the crap out of it to remove any loose dirt/dust before the wash mitt even touched the paint. Don't use the foaming brush at the car wash! You'll also want to use a soft chamois for drying, and I used cotton baby diapers for polishing and waxing.
3. See above.
If it's truly going to be a nice weather cruiser it shouldn't be that much of a problem. Just keep it covered when you're not driving it, and good luck. You won't regret it!
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Bill
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