The anointed head is the body’s loaded site of consecration in Scripture: prophet, priest, king, and beloved guest each received oil poured upon the head. Aaron was consecrated by oil on the head (Leviticus 8:12); kings were anointed — Saul, David, Solomon, Jehu (1 Samuel 10:1; 16:13); prophets were anointed (1 Kings 19:16). The ordinary banquet courtesy was to anoint the guest’s head with oil. Psalm 23:5 promises it as the table-blessing of God’s sheep: "thou anointest my head with oil; my cup runneth over." Luke 7:36-50 records Simon’s failure to give Christ this courtesy and the sinful woman’s extravagant making good of it with her tears and ointment. Christ Himself is the Anointed One — Messiah, Christos.
(Composite.) A head consecrated or honored by the pouring of oil; a covenant or hospitality gesture.
Webster: anoint — “to pour oil upon; to apply oil to; especially as a religious rite.”
Three loaded uses in Scripture: consecration to office (kings, priests, prophets), honored hospitality to guests, and ordinary daily care of one's person (Eccl 9:8).
Psalm 23:5 — "Thou anointest my head with oil; my cup runneth over."
Psalm 133:2 — "It is like the precious ointment upon the head, that ran down upon the beard, even Aaron's beard."
Luke 7:46 — "My head with oil thou didst not anoint: but this woman hath anointed my feet with ointment."
1 Samuel 16:13 — "Then Samuel took the horn of oil, and anointed him in the midst of his brethren."
We have flattened ‘anointing’ into a sermon adjective; Scripture treats it as a tangible motion of oil on a real head.
Psalm 23:5 places the anointed head at the table: the host receives the guest by pouring oil upon him. It is hospitality and protection at once. Simon withheld it from Christ; the woman did not.
Modern Christian language uses anointing almost exclusively as a metaphor. Recover the literal action and the word recovers its weight: oil applied, head consecrated, presence acknowledged. James 5:14 still commands it for the sick.
Hebrew and Greek both have specific verbs for the religious anointing of the head.
H4886 — מָשַׁח (mashach) — to anoint; from this comes Mashiach (Messiah), the Anointed One.
G218 — ἀλείφω (aleiphō) — to anoint with oil for hospitality, healing, or grooming.
"Thou anointest my head with oil — the covenant table's welcome."
"James 5:14 still commands oil on the sick; do it."
"Messiah means anointed; the title is a posture."