Want to change the oil and filter on my 1999 flstc

I heard that if you remove the dipstick the oil will flow better.
Hope this helps.

Oil tank drain plug is a hose on the right side of the bike that goes down to a fitting on the frame, behind the transmission. The drain plug is threaded into this fitting on the frame and is accessible from under the right frame rail.
Trans drain plug is underneath the trans housing.
Primary drain is to the rear of the primary housing.

You owner's manual should tell you how to change the oil. On a Softail, the oil drain is a hose that runs from the oil tank down to the lowest part of the frame right behind the chrome cover on the end of the transmission on the right side of the bike. It has a "plug" in it. Loosen the clamp, pull the plug, and the oil will drain from the oil tank. While it's doing this, change the filter. Yeah, that's a messy job. Once the oil has drained out, replace the plug and refill the tank with the correct amount (3 quarts) of the correct oil (Harley Syn3 or equil).

The fork oil is a very specific job needing a manual and a special tool, I don't want to insult anyones mechanical knowledge but if you have never done it before, best to take somewhere else. Engine oil on the other hand is easy, the drain tube to any softail is on the right side by where the frame meets the swing arm, has somekind of plug in it. Start and run bike for a little while, long enough to get it warm but not hot. Remove fill plug and then remove plug in drain line. Using a peice of cardboard or something put in between filter and frame , directing the oil to your drain pan instead of where ever it goes. Put 1 qt oil back in (after everything is reinstalled) start the bike and make sure the oil light goes out, when it does shut bike off and fill to the point that when it is standing upright you get a little oil on the tip of your finger, over filling may result in loss of oil cap from pressure (been there)

The oil drain plug is located on the right hand side of your bike  as if you were sitting on it, in front of the swing arm right off of the frame rail. The drain plug is a 5/8 bolt.