First question. Yes. I have seen divers switch back and forth on the same boat between dives, thought it's frowned upon. Once you get a regulator O2 cleaned, it should not be used for standard air diving. If this occurs, the regulator should be cleaned again before going back to enriched air.
Second question. You should be concerned with any materials or components in the regulator which may present an increased risk of flammability, or the potential to start a fire, when exposed to enriched 02 breathing gas. At 100% O2 just about everything burns, but you would not want to expose yourself to the increased risk, of having the wrong type of lubricants and o-rings in your regulator. Of course if it was O2 cleaned already, the rings will be fine, but "bad" air can pollute the system with oils and greases or other potentially flammable materials, you wouldn't want to take the risk.