I am guessing that if it turns, but does not back out, the threads are stripped.
To fix, the first thing you need to do is to get the existing drain plug out.
To do this, I would suggest putting a sharp edged device, like a small chisel, at the junction between the drain plug bolt and the surface of the oil pan. Then, while trying to loosen the drain plug, try to force (with hammer taps, if necessary), the chisel into the gap. The idea here is to get the plug to begin backing out on what little threads may be left.
Once the plug is out, you may be in luck. The threads in the oil pan are usually harder than those in the plug, by design. Maybe a new drain plug will be all you will need to restore the threaded connection.
If that fails, they make a kind of drain plug that is really one plug inside another, intended for fixiing stripped drain plug holes. You force thread the outer plug into the stripped hole, and basically make it a permanent connection. Then, a small drain plug fits into the larger permanent plug. The smaller one is the one that is then removed whenever oil is drained.