They made it 'painfully' obvious/clear that we were not welcome. [=they made it very clear in a way that was rude or upsetting that we were not welcome]
His ankle is swollen and 'painful to the touch'. [=his ankle hurts if he touches it]
After the injury she was 'painfully' aware that her career in tennis would be over.
(..) are we following Captain Queenan? To find out about the good Catholic life? I have to follow every lead, however unlikely... ...however fucking painful it might be to your delicate fucking sensibilities. Who told you I had delicate sensibilities? - I just don't like it. Don't feel right. (..)2006 The Departed