Do you know the gypsy tribe that Miss calendar comes from? They say that they were after revenge because angel killed a woman from background and all the people who touched her life. Is there a small chance that person could be Druscilla?
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Considering the canon text, no. The said favorite daughter of the Kalderash is shown in flashbacks during the episodes "Becoming, Part One" and "Five by Five", and she's not Drusilla.
However, there's space for a retcon/headcanon. We can make up that Drusilla secretly was a descendant of the Kalderash, which would even explain her psychic powers. Enyos told Jenny in "Innocence" that Angelus "destroyed the most beloved daughter of [their] tribe" and "killed every man, woman, and child that touched her life"; the event is seen in the episode "Darla", but, if Dru is a secret member of the Kalderash, the description could apply to her too ("Dear Boy").
There's the problem of dates because Dru was sired in 1860 and Angelus was only ensouled in 1898. You can be creative to explain the delay: the Kalderash spent 38 years to create the curse or trying to find Angelus, or didn't learn Dru's fate until they crossed paths with her, or only decided to act when Angelus attacked them again...
(Edited by IzzyLightwood28)