If crankcase oil is getting contaminated with gas, that is if the Head Gasket is good. That can be check with a compression check to see if the valves and rings are good.
It could be the carburetor needle valve or float and its letting gas leak into the carburetor and flooding the cylinder(s) when the Engine is sitting in time.
The Gas will seep by the rings and get into the crankcase. The oil is to high and thinned and gets by the rings and into the cylinder when you run the engine. We call this "blow By" This is what usually causes white smoke.
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