Here is what I have done to remove the filter without a mess.
I cut approx a 6"x12" piece of plastic from the side of a 1 gallon round windshield washer bottle, its round shape allows it to slip neatly under the filter housing beyond the filter, when it drains and there is no mess. You can trim it so it fits very snug under the filter housing and clears any obstacle in the area. Took me a couple of tries but finally got a perfect fit. Overhangs the frame about 2" or so and the oil drains into my oil pan, absolutely no oil anywhere except into the oil drain pan.
To make things easier and cleaner in the beginning I slightly loosen the oil filter until is barely sealed. I take a punch (made one from an old phillips screwdriver) and punch a lower drain hole and an upper vent hole, go mow the yard or wash the car, when I return 90% of the oil has drained out of the filter, now I can finish removing the filter by hand and very little oil runs out onto the plastic drain piece, put the old filter in a zip lock bag, clean the filter housing, remove the plastic drain piece install a new K&N filter (the one with the big nut on the end). The secrete is taking the time for the oil to drain from the hole punched in the filter, sometimes I let it run overnight.
Has worked for me on all my Harley's over the years, just make a new drain piece for your current Harley.