Green Goblin (Comics)

The Green Goblin: The bizarre and nearly insane criminal who would fly around on his bat-like glider, dropping doom in the form of Pumpkin Bombs!

The Penguin: The eccentric criminal mastermind, known as much for his love of ornithology and trick umbrellas as for his already shady business dealings! WHO IS DEADLIEST?

Origin as the Green Goblin
Harry Osborn, after being in an explosion that drives him insane, adopts the bizarre identity of the Green Goblin, based on a monster he feared in his childhood. His arsenal of weapons includes a personal flying device, which starts in a broomstick-like shape and evolves into his Goblin Glider. He also develops hand grenade-like explosive weapons resembling pumpkins, sharp shuriken-like razor-bats, and gloves that fire blasts of energy from the fingertips.

The first direct conflict between Spider-Man and the Green Goblin occurs when the Goblin convinces Hollywood movie executive B.J. Cosmos that he can get Spider-Man and they can then make a movie with him. The Goblin enlists the help of the Enforcers for his trap, since they were recently defeated by Spider-Man. During a "rehearsal", Spider-Man is attacked and the fight interrupts the Hulk, who was seeking solitude. The Green Goblin escapes while Spider-Man is distracted by the Hulk and the Enforcers. Later, the Green Goblin approaches Lucky Lobo and claims to be able to take out Spider-Man and the Headsman. While Spider-Man struggles against the Headsman, the Goblin easily defeats the Headsman who claims he failed while using technology given to him by the Goblin. Spider-Man is unaware that it is the Goblin who has defeated the Headsman. Later, the Green Goblin feels he’s ready to defeat Spider-Man. He attacks Spider-Man at the first meeting of the Spider-Man Fan Club. The Human Torch interrupts the fight, but the Goblin evades him and escapes. Spider-Man bails out of the fight because he hears that Aunt May has suffered a heart attack. Soon after, the Green Goblin approaches the Scarecrow and offers an alliance with him as he, the Green Goblin, unites the underworld. The Scarecrow refuses to be his ally. The Green Goblin then approaches the gang boss Lucky Lobo and requests that he hand over the leadership of his criminal operations to him. Lucky refuses. The Green Goblin then exposes Lucky to the public and the police raid Lucky’s establishments. Spider-Man sees this and he tails the Goblin as he goes after Lucky. Spider-Man takes down Lucky’s crew and then goes after the Goblin. The Goblin escapes before being captured by Spider-Man.

This is only a snippet of the many conflicts the green Goblin and Spider-Man have had.

From the Green Goblin's origin's Wikipedia page, http://en.wikipedia.org/wiki/Fictional_history_of_Green_Goblin

Battle:
The results aren't in yet, but YOU can help by commenting and voting on The Deadliest Warrior's blog at: http://deadliestfiction.wikia.com/wiki/User_blog:The_Deadliest_Warrior/The_Penguin_vs._The_Green_Goblin