Jesus stayed in Gadara only for a few hours, but during that time, He came across two demon-possessed men (Matthew 8:28-34; Mark 5:1-20; Luke 8:26-40). Although Matthew's account mentions two men, and Mark and Luke record only one, no contradiction exists between them. The simple explanation is that one of the men, acting as their spokesman, was more prominent and aggressive, and thus more noticeable than the other. Perhaps Matthew, directing his gospel toward Jews, emphasized their number, knowing the legal weight of two witnesses (Deuteronomy 17:6; 19:15).
Martin G. Collins
The Miracles of Jesus Christ: Two Demon-Possessed Men Healed (Part One)
Their words plainly state that a set time—a future day—has already been appointed for their destruction, but meanwhile, they feared He would torment them. It seems they were attempting to quell their fear by reminding Him of this and delaying any punishment.
However, this is even more intriguing considering what Jesus says in Matthew 25:41, “Depart from Me, you cursed, into the everlasting fire prepared for the devil and his angels.” Indeed, Ezekiel 28:16-19 likewise portends a major disaster for the anointed cherub at some future time.
John W. Ritenbaugh
Do Angels Live Forever?
In this miracle, (Matthew 8:28-34; Mark 5:1-20; and Luke 8:26-39), Jesus Christ commands unclean spirits to come out of two men. Demons must obey Jesus even if people do not. Even so, the demons do not obey Christ's command immediately. They object, unwilling to abandon their victims. Christ could have compelled them to come out of the men immediately if He had wished, but the men may not have been able to survive the exorcism on their own strength.
In a separate incident, Mark 9:26-27 informs us, "Then the spirit [one demon] cried out, convulsed him greatly, and came out of him. And he became as one dead, so that many said, 'He is dead.' But Jesus took him by the hand and lifted him up, and he arose." Here, the exorcism had induced convulsions in the man as a single demon left him. Both exorcisms were under Christ's control; He used His great power but with wise, gentle, and cautious concern.
Jesus addresses the men as if they are possessed by a single spirit, but the demon's answer, giving his name as "Legion," shows that he led a company of demons. Mark records that the swine that the demons entered after their exorcism numbered about two thousand (Mark 5:13). If this was the number inhabiting the two men—each with its own personality, all under the power of one will, animated by one purpose and united in operation—then the plight of the two men must have been horrific in the extreme.
Martin G. Collins
The Miracles of Jesus Christ: Two Demon-Possessed Men Healed (Part Three)
Other Forerunner Commentary entries containing Matthew 8:29: