No matter how much pain he is in at the time, Tyson is always reluctant to take painkillers; or medication in general.
His propensity to fight doctor’s orders aside, Tyson hates anything that takes control away from him and loathes the idea of becoming depending on anything else.
Tyson would rather grit his teeth through pain that threatens to make him black out than take painkillers. Unless he is in a dangerous situation where he needsto take painkillers to make it out alive, Tyson has to be strong-armed into taking his medicine.
Being the general hypocrite that he is, Tyson will never fail to remind Dick to take his anti-depressants or for Jethro to take his medication to recover from chemotherapy.