Cain has been drinking it for 5,000 years and finds that his punishment greater than he can bear but has not come to the dregs.
Judas had been drinking it for some 2000 years, often crying out with a groan that shakes Hell, "Oh that I had never been born! Oh that I had never seen or heard of the Lord Jesus Christ!" But he has not reached the dregs.
The fallen angels have not come near the dregs, for they have not arrived at the judgment of the Great Day.
The only One who has taken, tasted, drunk, and wrung out the bitterest of the bitter dregs has been the Judge Himself, the Lord Jesus!
The next day, on Calvary, He drank it all! I suppose the three hours of darkness may have been the time when He was drinking it down the very dregs; for then arose from His broken heart, the wail which so appealed to the heart of the Father, "My God, My God, why have You forsaken Me!" As He drank the last drop, and cried out, "It is finished!" we may believe that the angels felt an inconceivable relief and even the Father Himself! So tremendous was the wrath and curse! The wrath and curse due to our sin!
Jesus drank that cup as the substitute for His innumerable people, given Him by the Father; and thereby freed them from ever tasting even one drop of that fierce wrath, that "cup of red wine, mixed with spices," with its dregs its unknown terrors!