Yuki Nakai

Nakai made his MMA debut with a 53 second victory by keylock over Hiroki Noritsugu. He would follow with another win, submitting Masakazu Kuramochi via heel hook, but he was stopped short by Noboru Asahi in a decision loss. Still, Nakai recovered with two victories over Jun Kikuwada, both at the Seishinkaikan event representing Shooto and at a proper Shooto event, and another over Kyuhei Ueno by choke. In 1994, Nakai took part in the Vale Tudo Access series of events and fought Brazilian jiu-jitsu exponent and Rickson Gracie student Arthur Cathiard in the first of them, getting a draw after an uneventful bout spent at Yuki's guard. Nakai, however, had acquired momentum, and he defeated standout Kazuhiro Kusayanagi for the Shooto Welterweight Championship shortly after. Then, starting 1995, he was chosen again to represent Shooto in Sayama's Vale Tudo Japan event.

On April 20, 1995 Nakai entered the Vale Tudo Japan tournament, figuring at 150 lbs as the lightest competitor of the night. His first opponent would be the Dutch karate expert and Ultimate Fighting Championship semifinalist Gerard Gordeau. Started the match, Nakai immediately rushed his opponent with a takedown attempt, but Gordeau used the ropes to keep himself standing and punched Nakai's head, and they remained entangled on them for the rest of the first round. At the second, the Japanese dropped down and initiated a heel hook entry, only for Gordeau to clamp himself to the ropes again and land strikes on his supine opponent, eye-gouging him illegally several times. Restarted on the center of the ring, a bloody and half-blinded Nakai was forced to lie down on the mat while he and Gordeau probed each other from their respective positions. Finally, after a third round passed on the ropes, Nakai scored a double leg takedown against the ring corner, escaped from a guillotine choke attempt by Gordeau and dropped down for another heel hook, this time managing to submit the Dutchman after half an hour of fighting.

Nakai attempting a heel hook against Gourdeau.

Despite his right eye being gravely injured and having lost half of his eyesight,[3] Nakai advanced round in the tournament and went to the ring to fight against American amateur wrestler Craig Pittman, who sported a full 100-lb weight advantage. The bigger wrestler took him down and landed heavy ground and pound near the ropes while Nakai tried repeatedly for armbars from the bottom. Pittman continued his assault on the center of the ring, but Nakai fended him off with an usage of both butterfly and spider guard. In the second round, Nakai dropped to the ground and resumed trying to submit Pittman from his guard, which he finally accomplished with an armbar at 7:32 of the round.[3]

Now with both of his eyes swollen shut from the punishment and almost totally blind, Yuki would face Brazilian jiu-jitsu master Rickson Gracie in the third and final bout of the tournament. Nakai resisted Rickson's earlier attempts of achieving dominant position, but he was too lacerated to keep up his defense and eventually Gracie took the side control. The Brazilian advanced to a cradle position and followed by taking full mount, from where he landed some punches before catching Yuki in a rear naked choke for the tap out, thus winning the tournament.[3] Due to Gordeau's illegal tactics and Nakai's own refusal to get medical attention in order to continue in the tournament, he became permanently blind in his right eye.[4] which forced him to retire from mixed martial arts competition. For years he and Sayama kept his blindness a secret to protect the reputation of the sport.

After retiring from MMA, Nakai became interested on Brazilian jiu-jitsu, not due to his own defeat to Rickson as it is popularly believed, but to Noboru Asahi's loss to Royler Gracie in 1996.[4] He learned it from Enson Inoue, and a year later he participated in his first BJJ tournament, the Gracie Honolulu Open hosted by Relson Gracie. Nakai soon won the Pan American Championship on the brown belt category, and afterwards he was granted the black belt by Carlos Gracie Jr, becoming the first person from Japan to hold a black belt in Brazilian jiu-jitsu.[1] In 1997, Nakai opened the Paraestra Shooto Gym, and over time was appointed president of the Japanese Confederation of Jiu-Jitsu.