When oil wells get drained, they are shut off for several years and they fill up again. Crude oil is a by-product of minerals and take up room where available.
Not really unless all my geology professors lied to me.
Actually you are marginally correct relative to time. It is common to pump a well for a few hours or days to let more oil flow into the bore hole while it is shut down. This has nothing to do with new oil but is a function of the permeability of the oil bearing strata. Yes, new oil is being created in the organic shale continuously but over eons but it is very slow to say the least, so slow that it is of no importance.