If you've gotten it to hold you may want to look for an oversize plug. These are slightly larger than spec and designed for drain holes that are worn and loose from many oil changes. You could also do a thread repair (Heli-Coil) or open it to the next size. Either way you'll need to tap the hole for larger threads. Strictly speaking you should take the whole motor apart for this to make sure no metal filings get into the oil but you can cheat. Grease the tap to catch the cuttings, run in a half turn or so, remove, clean, degrease, repeat until you cut the full depth.
The oversize plug you can try on your own. If you want to try over tapping or thread repair I'd say take it to a shop or at least find an experienced grease monkey friend to help you out.
Scott