SOURCE: Oil change directions, 2003 Road King
The drain plug is on the left side of the oil reservoir pointing towards the front of the bike. The motor should be warm when you dump the oil and the o-ring should be replaced as an extra precaution (don't want to waste that new oil if you have a drip). When replacing the oil filter use a piece of tin foil to divert the oil to your waste pan.
SOURCE: Do I have to change all the gaskets every time I
at my shop we do not feel it is nessasary to replace everytime. we replace them if they show any damage or every 3rd change to be safe.
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