Orestes had been sent to Phocis during his mother Clytemnestra's affair with Aegisthus. There he was raised with Pylades, and so considered him to be his closest friend. While Orestes was away, Clytemnestra killed her husband, Orestes' father Agamemnon.
Death of Aegisthus and Clytemnestra
As an adult, Orestes returns to Mycenae/Argos to avenge the murder of Agamemnon. With the assistance of his friend Pylades, Orestes kills his mother Clytemnestra and her lover Aegisthus. While Pylades seems to be a very minor character, he is arguably the most vital piece of Orestes' plan to avenge his father. In The Libation Bearers, the second play of Aeschylus' trilogy The Oresteia, Pylades speaks only once. His lines come at the moment Orestes begins to falter and second-guess his decision to kill his mother. It is Pylades who convinces Orestes to follow through with his plan for revenge and carry out the murder. The significance of Pylades' lines has invited speculation into whether or not he might represent something more than human next to Orestes; he might play the role of divine encouragement or fate. In other versions of the revenge of Orestes and Electra, Pylades accompanies Orestes, but does not speak. In the Sophocles version, Orestes pretends to be dead and Pylades carries the urn supposedly holding his friend's remains. According to Pausanias, Pylades killed two sons of Nauplius who had come to aid Aegisthus. . Pylades is shown protecting Orestes during his spell of madness. Brought as Victims before Iphigenia'', by Benjamin West, 1766
Pylades returned to his homeland, but was exiled by his father for taking part in the crime. He then returned to Orestes' side, where he helped him to come up with a plan to avoid execution. They attempted to murder Helen, wife of Orestes' uncle Menelaus, after he proved to be of no help in protecting Orestes. However, their attempt failed through the intervention of the gods. They then took hostage Hermione, daughter of Helen and Menelaus. Apollo arrived to settle the situation and gave them all instructions, including one for Pylades to marry Orestes' sister Electra. Many of these events are depicted in Euripides' play Orestes.
Pylades played a major role in another of Euripides' plays, Iphigeneia in Tauris. In order to escape the persecutions of the Erinyes, Orestes had been ordered by Apollo to go to Tauris, carry off the statue of Artemis which had fallen from heaven, and bring it to Athens. He went to Tauris with Pylades and the pair were at once imprisoned by the people, among whom the custom was to sacrifice all strangers to Artemis. Orestes was seized by a mania for fear of the barbarians; Pylades tended to him, acting, as described in Lucian's Amores "not only like a lover but like a father." The priestess of Artemis, whose duty it was to perform the sacrifice, was Orestes' sister Iphigeneia. She offered to release Orestes if he would carry home a letter from her to Greece; he refused to go, but bid Pylades take the letter while he himself will stay and be slain. After a conflict of mutual affection, Pylades at last yields, but the letter brought about a recognition between brother and sister, and all three escaped together, carrying with them the image of Artemis.
Pylades and Orestes
The relationship between Orestes and Pylades has been presented by some authors of the Roman era as romantic or homoerotic. The dialogue Erotes, attributed to Lucian, compares the merits and advantages of heterosexuality and homoeroticism, and Orestes and Pylades are presented as the principal representatives of a loving friendship: In 1734, George Frederic Handel's opera Oreste, was premiered in London's Covent Garden. The fame of Lucian's works in the 18th century, as well as the generally well-known tradition of Greco-Roman heroic homoeroticism, made it natural for theatre audiences of that period to have recognized an intense, romantic, if not positively homoerotic quality, to the relationship between Orestes and Pylades.
Other Pylades in history
After the assassination of Roman Emperor Pertinax by the Pretorian Guard and the auctioning of the Emperorship, the new Emperor Didius Julianus celebrated with "A magnificent feast was prepared by his order, and he amused himself till a very late hour, with dice, and the performances of Pylades, a celebrated dancer."