That all depends on you really. Reality check whenever you witness something unusual or whenever you can remember.
Example
Hey I found a dollar... could I be dreaming?
Some people don't reality check. Either they simply don't do it, can't remember, or they use techniques that don't require it (WILD).
Your second question I... can't really answer. It can take the first day to months. These are founded highly upon your determination with the effort you put in it. Being aware, following the technique, not giving up. Along with literally how natural you are at it. Yes there are natural lucid dreamers here but there are few.
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