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- "The whirlwind, Angelus!"
The Whirlwind was a "family" of four vampires (Angelus, Darla, Drusilla, and Spike) that caused destruction, suffering, and death. The group originally consisted of Angelus and his sire Darla, two vampire lovers who had caused mayhem throughout Europe beginning in the mid 1700s. In 1860, Drusilla joined them after being sired by Angelus. In 1880, Spike joined the three after being sired by Drusilla and the foursome was complete. In 1900, the group disbanded after Angelus gained his soul.
In early 1998, the group (sans the deceased Darla) briefly reconvened in Sunnydale when Angelus lost his soul again, only to disband once more when he regained it again.
They were perhaps the most brutal and dangerous group of vampires in recorded history, as each Vampire individual was extremely dangerous in their own right along with a reputation. Angelus being the most evil and sadistic vampire in recorded history, Spike as the most violent and destructive with a reputation second only to Angelus himself, Darla as the most seductive and cunning, and Drusilla as the insane, unpredictable Psychic, who could foretell any event that threatens them. The group existed for no other purpose than to commit any acts of destruction and bloodshed that they could devise, and they cut a bloody swath across Europe and Asia, between them they have killed no less than four Slayers with Spike and Drusilla each killing two within a century.
Angelus and Darla were a couple throughout their time in the Whirlwind, as were Spike and Drusilla, though Angelus and Darla remained in power as the dominent couple and even after Angelus left Darla still held control for her "grandchildren". Intimate liaisons also occurred between Angelus and Drusilla, Angelus and Spike, and Darla and Drusilla. Only Spike and Darla have not been confirmed to have any sexual relationship, though a comment made by Angelus implied that both men had unsuccessfully attempted to have ménage à trois with the two women together. While Angelus and Darla made a passionately evil pair, neither was capable of true love. In contrast, Spike and Drusilla truly loved each other despite lacking souls. However, Darla and Angelus did care for each other to an extent as Darla risked her life to save him from Holtz.
- 1753: Darla seduced and sired drunken lowlife Liam, who went on to become Angelus, the most famously sadistic vampire in history, in Galway, Ireland.
- 1860: In London, Darla discovered the saintly and chaste human Drusilla, and subsequently presented her to her lover. Angelus developed a cruel obsession with her, and made it his mission to torture her to insanity before siring her as his "masterpiece."
- 1880: Desiring a companion of her own, Drusilla sired lovelorn poet William, who became the fourth and final member of the Whirlwind. William quickly grew attached to Drusilla, and while he saw Angelus as a mentor at first, a deep-rooted rivalry was eventually sparked between them.
- 1890: The group attended the ballet Giselle, in St Petersburg, Russia.
- 1894: The four traveled to Rome, where they encountered The Immortal. The Immortal chained Angelus and Spike while he simultaneously bedded Darla and Drusilla. Spike and Angel developed a long-lasting hatred for the Immortal.
- 1898: Angelus' soul was restored by members of the Kalderash gypsy clan, whom Spike, Drusilla and Darla subsequently slaughtered.
- 1900: In an attempt to rediscover his purpose, Angelus rejoined Darla, Drusilla, and Spike in China. Spike, who had become obsessed with Slayers, sought out and murdered Xin Rong. However, the Whirlwind was disbanded when Angelus, unable to commit acts of evil, rejected Darla and fled. Darla eventually returned to The Master and the Order of Aurelius, while Spike and Drusilla departed the group together.
- 1998: Spike and Drusilla arrived in Sunnydale and reacquainted with Angel, who eventually lost his soul again. The three terrorized Sunnydale until Spike conspired with Buffy Summers to betray his grandsire when he and Drusilla threatened to suck the world into hell. Angelus was sent to a hell dimension, while Spike left town with Drusilla.
- 2000-2001: Darla, having been resurrected as a dying human, was resired by Drusilla and the two went on a brief rampage in L.A. before Angel immolated them. A weakened Drusilla returned to Sunnydale to reunite with Spike, who was living there, now unable to harm humans due to a chip in his head. She hoped to reunite the group and restart "The Whirlwind" but this failed.
- 2002: Pregnant with Connor, Darla returned to Los Angeles, where she sacrificed herself to save her son, placing him in the care of Angel Investigations.
- 2003: Spike and Angel teamed up to fight the Circle of the Black Thorn and to find a cure for Winifred Burkle.
- 2005: Spike and Drusilla met again in Las Vegas, where Drusilla was briefly ensouled by Willow Rosenberg. Spike had Willow extract the soul again because its presence only overwhelmed her with guilt that her unstable mind proved incapable of coping with.
- Late 2000: Drusilla digs up a demonic entity that restores her sanity, causing her to want to do good by removing the trauma of others, unfortunately this causes them to become insane. Angel and Drusilla reunite and she meets Faith. Event ends with Drusilla becoming Insane again and fleeing, later ambushing some Slayers and killing her second slayer.
Each member of the Whirlwind had at times their souls re-gained and taken. Angelus has regained his soul three times and Darla regained hers while human until she was made a vampire again, also later being under the influence of Connor's soul while pregnant with him. Spike voluntarily regained his soul after completing the demonic trials (supposedly at the same time that John lost his soul), while Drusilla temporarily was re-souled due to extraction magic used on Spike's soul but the situation was then reversed. Humorously, all members of the whirlwind have become insane at some point during their lives, sometimes even connected with having a soul.
- "Bewitched, Bothered and Bewildered"
- "I Only Have Eyes for You"
- "Becoming, Part One" (Only in flashbacks)
- "Becoming, Part Two"
- "The Prodigal" (Only in flashbacks)
- "Five by Five" (Only in flashbacks)
- "Untouched" (Only in flashbacks)
- "Dear Boy" (Only in flashbacks)
- "Fool for Love" (Only in flashbacks)
- "Darla" (Only in flashbacks) (First mentioned)
- "The Trial" (Only in flashbacks)
- "Heartthrob" (Only in flashbacks)
- "Offspring" (Only in flashbacks)
- "Quickening" (Only in flashbacks)
- "Lullaby" (Only in flashbacks)
- "Lies My Parents Told Me" (Only in flashbacks)
- "Destiny" (Only in flashbacks)
- "The Girl in Question" (Only in flashbacks)