Thou preparest a table before me in the presence of mine enemies: thou anointest my head with oil; my cup runneth over.
Psalms 23:5 KJV

Servants painstakingly prepared a feast for a peaceful occasion. Just like us, in that time period, people wanted to sit and enjoy the meal and the company.

Warriors needed to be ready to defend their property. If there was a huge spread of food on the table and everyone was eating and socializing, then the enemy would be able to sneak up and overtake them. It was very important to be vigilant and not let their guard down when the enemy was around.

God protects us. Even when we are surrounded by our enemies, we are safe “to sit, relax and eat”.

He has the bounty to feed me and the power to protect me.

In peace I will lie down and sleep, for you alone, Lord , make me dwell in safety.
Psalms 4:8 NIV

Anoint: : to put oil on (someone) as part of a religious ceremony. Merriam Webster Online Dictionary, October 28, 2019.

To show love and respect, the host would anoint the guests with oil.

Also, the host would make sure all the guests had plenty of wine. My cup runneth over can be compared to the bounty in our life. When I stop and think of all the blessings I have received, I feel my life can be compared to cup that has been filled to the point of it running over.