Otto Octavius

Other than being a great and noted scientist, Octavius not only was the first person to defeat Spider-Man, but he almost married aunt May! His relationship with the lady began when Doc Ock and his Sinister Six kidnapped May and Betty Brant, but May never suspected that Ock was a criminal. Later on as Ock was hiding from the law, he decided to answer an ad in the paper which May put out in an attempt to get a new roomate. After a brief stay, Peter found out about this, and took out the villain, all the while May believed that Ock was the good guy. Years after, the old lady inherited an island that contained a nuclear processing plant, and since Ock wanted to own it, he tried to marry the owner. The two almost got married, but naturally Spider-Man saved the day. While Ock didn't care for May and thought she was stupid, her innocence started to grow on him. He became close to her and tried to befriend her by visitng her one Christmas.

He would later become one of Spidey's most dealiest foes, as he forced Spider-Man to briefly retire in his first days as a super-hero. Ock was also the first villain to unmask Spidey (he did it in front of JJJ and Betty), but when Ock found out that it was a teenage Peter Parker, he didn't believe it (nor did JJJ or Betty). Peter explained that he dressed up as Spidey to save Betty's life (which everyone believed). Many years later, he'd die at the hands of the clone known as Kaine. Right before he died, he unmasked Spidey and cured the hero from a fatal virus. But later, he would be revived by the mystical group known as the Hand and Ock wouldn't remember Spidey's ID. He has recently teamed-up with the mind-altering Fusion to gain a top-secret government technology which would track down Spider-Man via his radiation signature. While he played the part of the lackey, he was truly ready to stab Fusion in the back to gain the technology himself. While he left Fusion at death's door, Spider-Man saved the day one more time.
Otto's next plan involved kidnapping the Palestinian Foreign Minister and threated to cause a major international incident involving the US and the Middle East. He would let the politician live if Spider-Man would reveal his secret identity to the whole world; however, as always, Spider-Man would outsmart the villain and manage to prevent World War 3.