John Chrysostom
Additionally, Christ here fulfilled a dual prophecy — one of actions and one of words. He enacted the prophecy of actions when He mounted the donkey, and the prophecy of words, which Zechariah declared, foretelling that the King would ride on a donkey. In fulfilling this prophecy through His actions, He simultaneously prophesied about the future, indicating the calling of the unclean Gentiles who would find rest in Him, coming to Him and following Him. Thus, prophecy followed prophecy. However, I believe this was not the sole reason for Christ’s choice to ride on a donkey; it also served as a guideline for living. By fulfilling these prophecies and establishing the doctrine of truth, He also guided our lives, encouraging us to meet our essential needs alone.
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In His humble entrance into the world, He did not seek a lavish abode or a prestigious mother but chose a poor young woman betrothed to a carpenter; He was born in a stable and laid in a manger. When selecting His disciples, He did not choose orators or wise men of wealth, but the most humble among the poor; likewise, in providing meals, He sometimes offered barley bread and would instruct His disciples to purchase it from the market. He rested on grass rather than a bed, clothed in simple garments indistinguishable from those of the common people, and He had no permanent home. When traveling, He walked from place to place and often grew weary. When seated, He sought no chair or soft cushion but sat on the bare ground, occasionally on a hillside or by a well, even when alone. He also had a measure for grief; when He wept, His tears were quiet, setting forth boundaries for appropriate expression of sorrow. If anyone, due to their weakness, required an animal, Christ indicated that it sufficed to ride a donkey rather than more imposing beasts, emphasizing satisfaction with what is necessary.
Now, let us observe how prophecies are realized, both in words and actions. What prophecy is this? "Behold, thy King cometh unto thee meek, sitting on a donkey and a young ass." He does not arrive in a grand chariot like other kings, nor does He demand tribute or instill fear, nor does He have soldiers surrounding Him; instead, He demonstrates profound humility. Inquire of a Jew, "Has any king entered Jerusalem riding on a donkey?" They would point to none but Christ. His act was, as noted, a sign of future events. The donkey symbolizes the Church and the new people, once considered unclean, now made pure after Christ’s presence. Observe the precision of this metaphor. The disciples unbind the captives: both Jews and Gentiles were invited into this new Church through the apostles. Our blessed and glorious destiny has stirred envy among the Jews, as the donkey follows another donkey. Indeed, following Christ’s movement towards the Gentiles, the Jews will, in their competitive spirit, come to Him, as Paul articulates, stating, "that hardening has happened in part to Israel, until the fullness of the Gentiles comes in; and thus all Israel shall be saved" (Rom. 11:25, 26). Thus, it is clear that this was a prophetic declaration. If it were otherwise, there would have been no need for such detailed instruction to the prophet regarding the donkey’s age.