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All The Time I Want To Call You Sister by Persephone_legge
Fandoms: Helluva Boss (Web Series)
12 Jun 2026
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Summary
In the first part of All The Time I Never, Octavia was manipulated by Andrealphus, who convinced her to give up her power and Stolas’ domain, exploiting the anger she felt toward her father for choosing an imp over her. On her birthday, Octavia chose to reach out to Stolas, hoping to mend their relationship and reclaim what had been stripped from them.
And now, Octavia found her place within the Ars Goetia, but nothing was as she would have expected. Under the stern wing of her grandfather Paimon, she would discover that sometimes you have to fear what you desire. And Loona, too, had to find her place in Hell, with powers she had never expected and a mother who had chosen to return to her life.Series
- Part 2 of All The Time I Never
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The Unforgettable Birthday: The Truth That Changed Everything by HellishCat44FanfictionGirl
Fandoms: Helluva Boss (Web Series)
01 Oct 2025
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Summary
What would have happened if Stolas had decided to tell Octavia the whole truth about his arranged marriage to Stella and the true reason for being born long before?
How would Octavia react to that? Would she be angry at Stolas for lying to her all her life and deceiving her, or would she understand why he did it and his reasons for doing it?
On Octavia's 13th birthday, a rather heated argument between her parents unfortunately causes Via to discover the horrendous and miserable truth from which she has been protected all her life.
Now the question is whether she will choose to understand and forgive or hate and resent the charade and the privileged bubble in which she has been sheltered all along. -
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Summary
What if the trial ended differently?
One small change can make a huge difference…
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Summary
Life after her father left didn't get easier for Octavia. Thrust deep into a changing landscape at the whims of her mother and uncle, Octavia is forced to take control of her future in the hopes that she'll be free from the same chains that once bound her father.
However, a startling revelation about her father changes everything, and Octavia is forced to confront many dark truths about the life she once thought of as perfect after her mother makes a bold and horrific conquest.
In the end, Octavia must reconcile her role in the lives of those around her and what it means to be a part of a real family.
Feelings are messy. But life carries on, and hopefully it gets better.
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History may or may not repeat itself by HugeBroadwayLover
Fandoms: Helluva Boss (Web Series)
22 May 2026
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Summary
With Octavia’s 18th birthday coming up, things sure do happen. Andrealphus and Stella want to take revenge on Stolas by marrying his daughter off to someone who will help them control all of Stolas’ assets for the next century, even if Octavia will be miserable in the process. Now it’s up to her father and IMP, with the help of some more friends, to stop the unwanted marriage.
Series
- Part 3 of Father-Daughter reconciliation

