75. Dr. Wallace Breen - Half-Life 2
Dr. Breen negotiated a peace agreement with the Combine that essentially signed over humanity as their slaves, and then proceeded to become the ruler of Earth. Whilst this sounds just about as evil as you can get, it is likely that humanity would have been destroyed if he hadn't taken these measures. Despite this, Breen continues his evil ways when he dispatches his forces to kill Freeman during half-Life 2.
74. Alister Azimuth - Ratchet And Clank: A Crack In Time
A tragic figure more than an out and out villain. Tricked into betraying his species, many of which were wiped out including Ratchet's father Kaden, he was exiled from those that remained. He wished to use the Great Clock to turn back time, but attacked Ratchet and Clank when they tried to stop him. He even killed Ratchet until Clank turned time back just enough to save him.
73. Doctor N. Gin - Crash Bandicoot 2: Cortex Strikes Back
The defining feature of N. Gin is the large missile lodged in the side of his head, which he acquired whilst working as a world-renowned physicist in the defense industry. Because he was extremely intelligent, he turned the missile into a life support system, albeit losing his sanity. Humorously, the missile would still activate whenever N. Gin was angry, giving him splitting headaches.
72. Fatman - Metal Gear Solid 2
An expert bomb-maker, Fatman made a working atomic bomb at the age of 10 and dedicated his life to being the emperor of explosives, even killing his mentor Peter Stillman at the Big Shell facility. When confronted at the heliport, a highly original boss battle begins, with Fatman manoeuvring on his inline skates and planting bombs, even leaving one last bomb hidden beneath his body when he dies.
71. Clockwerk - Sly Cooper And The Thievius Raccoonus
A Eurasian Eagle Owl obsessed with proving that he was superior to the Cooper Clan, even surviving for hundreds of years by replacing his internal organs with machinery, all with the express intention of wiping out their family line. Clockwerk killed Sly's father and stole the Thievius Raccoonus, the book containing the Cooper Clan's secrets. The sequel sees him pieced together again and fused with Neyla to create Clock-La.