I think I would address it this way:
1. Make sure the order states "prn" (altho it sounds like you already have)
2. You do not say if the Director is a nurse. I have worked as the house RN for assisted living. I know that most Directors are not nurses. So, who is the RN? If you do not have a house RN, the facility you work for should have an RN employed in the corporation and you should consult her/him.
3. I would give the drug at the appropriate times as needed, cross out the time at the top of the MAR and initial it, then write the time you administered the drug, the date, and your initials. Then, in the patient's chart, or wherever you do narrative, indicate exactly what you did.
Ex: 05-06-03 @ 0100 hrs: Mrs. Jones c/o HA in frontal sinuses. Rates HA a "4 or maybe 5" on a 10 scale, "throbbing". VSS with BP 122/80, T 98 oral, R 16, P 76. No associated other problems. Requested Tylenol. Administered Tylenol 650mg PO as per MD orders for PRN Tylenol (see MD order dated 05-01-03). D. Smith,LPN.
By writing the info on the MAR and ALSO completing the narrative this way, you are absolutely covered legally. Also, make sure you return to the patient an hour or so later and determine and DOCUMENT the effectiveness of the Tylenol.
If this ruffles the feathers of the Director, simply point out that you have followed the MD orders. Remain professional in your actions, but don't let the Director keep you from giving needed pain medication to the patient. You are there to help the PATIENT, not the Director. The key is, you are following the MD orders!!!