In ancient times, monarchs employed cupbearers to sample their drinks, ensuring they were safe from poison. If the drink was poisoned, the cupbearer died, sparing the king; if safe, he shared in its refreshment and remained in the king's presence and confidence. Figures like Pharaoh's chief butler in Genesis 40:20 and Nehemiah in Nehemiah 1:11 held this influential role, frequently participating in the king's activities. The phrase "drinking of the cup" came to symbolize sharing the consequences of what the cup contained, whether good or bad, joyful or sorrowful, and accepting what was appointed for one to experience. The whole world drinks of Babylon's cup, filled with the wine of her fornications and abominations, as noted in Revelation 17:4 and 18:3, meaning they will share in her future. In contrast, those called out of Babylon are invited to drink of another cup, the cup of salvation mentioned in Psalm 116:13, which contains the blessings of God, including eternal life and reward in His Kingdom. At Jesus' final Passover service in Matthew 26:27-29, He poured wine into His cup, blessed it, and passed it to His disciples to drink, symbolizing participation in what the cup represents. Drinking of His cup, as Christ commands in Matthew 26:27, adds profound meaning to the Passover wine, signifying acceptance of His shed blood for the remission of sins and a deeper fellowship with Him. Paul emphasizes in I Corinthians 10:21 that one cannot drink of the Lord's cup and the cup of demons, highlighting the incompatibility of these two cups. We must reject the cup of this world, of Babylon, filled with abominations and the blood of the saints as described in Revelation 18:6, and choose the cup of blessing from God. In I Corinthians 10:16, Paul refers to this as the cup of blessing, a communion or sharing in the blood of Christ. Drinking of His cup also symbolizes accepting His invitation to be betrothed to Him, as seen in Matthew 26:28, where the wine represents the blood of the new covenant shed for the remission of sins, preparing us to be sinless and spotless in His presence at the Marriage Supper. Furthermore, drinking the cup means accepting whatever it represents, as illustrated when Jesus questions James and John's mother in Matthew 20:22-23 about their readiness to drink from His cup, implying they may face more than they anticipate.