To drink from the cup is to share the fruit that is in the cup. In a traditional Galilean engagement ceremony, the young man pours wine into his cup then offers it to his girl. If she accepts, they are engaged (betrothed), devoting themselves to each other, committing to a life together in good times and in bad.
Jesus offered His cup to the disciples at the Last Supper. When they drank from it, they were committing their lives to Him. When we drink from the Lord’s cup in the communion service, we are committing our lives to Him. It is good to remember that for the grape to become wine it must be crushed and squeezed, a picture of the trials we are agreeing to face with Jesus, partaking of His blessings and mercy in all seasons of life. After dinner Jesus and the disciples sang the “Passover Psalms” and hymns, including O Israel, trust in the Lord; He is their help and their shield. You who fear the Lord, trust in the Lord; He is their help and their shield. (Ps. 115:9, 11) and The stone which the builders rejected has become the chief cornerstone (Ps. 118:22).
The Hebrew mind viewed the individual as a cup to be filled. It is good to lift our cup—our life—to Jesus. Let Him fill us with Himself that we may pour into others what He is putting in us as we allow the grapes of our life to become new wine, infused with hope in our Lord and Savior Jesus Christ.