I can only provide input on #1:
When I installed my -1 Monotubes, they yielded about 1.25 inches of drop. Teamed with the stock SG shocks (-1 from my stockers), the bike didn't lean near as much, uncomfortable at times. When I installed the 21 on the front, the lean came back, but if I were to leave it lowered with stock wheels I'd definitely look into the shorter side stand or a center stand.
As far as handling, it was day and night from stock to monotubes, lowering in the front will make it fairly easy to scrape your boards if you're gettin' it!
Hope that helps, good luck!
'13 FLTRU- Midnight Pearl
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