old art of Leela. Fry to be included someday
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old art of Leela. Fry to be included someday

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Does Resistance contradict Damned If You Don't?
Short answer, no. And you don't even have to do any timeline puzzling for it!
Because we don't actually know when the majority of Damned If You Don't is set. We know a couple things that help narrow it down to somewhere between Homecoming and Transference (Eris and Narvin are with the Resistance, Narvin is not too horribly depressed).
But, we've been assuming it's set at the end of the war? Yeah, and so have I. But listening closely, there is actually a timeskip at the end. Yes, Narvin speaks about facing the Moment and the end of the war but only in that last bit. And that part doesn't contradict anything we know so far:
And that is how my resistance cell survived the Last Great Time War. Ultimately, it's how, after so many more battles, betrayals, and losses, after all that has passed, we find ourselves here and now. Facing -well, facing the Moment, the nexus on which all our futures depend. Yeah, all things considered, today I'm glad to be a survivor, that I might actually see the end of this nightmare. I just need to know one thing. Now that this time war is finally coming to an end. Tell me, where is Leela?
This tells us two things only: Narvin is alive on the last day of the war, and on that same day Leela is missing.
quick freela art from a long time ago. more to come.
Firewall!Narvin: You would never fight again in here, you can have the peace you deserve. But if you don't, consequence will come for you, Leela. Leela: What does that mean? Firewall!Narvin: I can keep you safe from consequence.
and in Lady of Obsidian:
DOCTOR: You disappeared near the start of the Time War long ago, in the battle at the Pillars of Consequence. LEELA: The day I died. Or thought I had. DOCTOR: Tell me. LEELA: I remember only the last moments. I was in the charge to retake the Citadel of Desolation.
i feel.sick
A picture I drew when I was a teenager of Leela from "Futurama" of female rock rock stars of different music genres.
Sorry the image looks blurry and it's hard to read some of those words, but...
Hair metal is Lita Ford, grunge is Courtney Love, punk is Patti Smith, arena rock is Pat Benatar, hard rock is Janis Joplin, glam rock is Cherie Currie from the Runaways, psychedelic is 60's Grace Slick and mod is Dusty Springfield (who isn't really rock but whatever).

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The Orpheus and Eurydice vibes are strong with this one.