Mike Tyson, one of the most feared and dominant figures in boxing history, has seen his fair share of victories and defeats, but one fight stands out as a moment that left him shaken to his core. The opponent in question? The undefeated giant, Buster Douglas, whose shocking victory over Tyson in 1990 is often regarded as one of the biggest upsets in boxing history.

Tyson, at the peak of his career, was considered invincible. With a record of 37-0 and a reputation for devastating knockouts, the “Baddest Man on the Planet” seemed unstoppable. But on February 11, 1990, in Tokyo, Japan, Tyson met his match in Buster Douglas, an underdog who was largely overlooked by boxing analysts and fans alike.

The fight started as expected, with Tyson coming out strong, using his trademark aggression and power to push Douglas back. But as the rounds went on, it became clear that Douglas was not intimidated by Tyson’s fearsome reputation. The 6’4″, 240-pound Douglas was able to absorb Tyson’s punches while maintaining a calm and calculated approach, something few opponents had been able to do.

The turning point came in the eighth round when Tyson, who had been known for wearing down his opponents with brutal force, was knocked down for the first time in his career. Douglas, whose preparation for the fight was often criticized, had found a way to neutralize Tyson’s attack. When Tyson got back on his feet, he appeared rattled and out of sync, something that had never happened to him before.

In the tenth round, it was over. Douglas landed a crushing uppercut that sent Tyson to the canvas, and the fight was stopped shortly after, securing Douglas the victory by knockout. The result was a seismic shock to the boxing world, and it left Tyson defeated and visibly shaken. The loss marked a turning point in Tyson’s career, one from which he would never fully recover.

Tyson admitted in later interviews that the fight against Douglas left him questioning himself. The defeat, combined with his own personal struggles outside the ring, led Tyson to take a break from boxing. Many believe that this loss was the moment that Tyson, once a seemingly invincible force, began to lose his fearsome edge.

Douglas, who had been the ultimate underdog, had not only claimed the heavyweight championship but had also handed Tyson the first loss of his career. The aftermath of that fight left Tyson both physically and mentally scarred, and he admitted that the terror he felt during the fight was something he had never experienced before.

Today, the fight between Mike Tyson and Buster Douglas remains one of the most iconic and terrifying in boxing history. It serves as a reminder that even the greatest of champions can fall, and that fear and doubt are as much a part of the sport as strength and power. Tyson’s reflection on that fight, and his admitted fear, shows just how much of a psychological battle boxing truly is.