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recursive Sith apprenticeships, anyone? (or, timetravel ghost Vader acquires a teenage Palpatine)
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"Let's get you emotionally fortified for the heavy stuff."

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That is an advantage to kisses... To the couch, then?

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Elesse tugs her along.

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Kisses!!! 

Lily might be getting a little handsy during kisses, too.

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"Do you mind if I muss your dress, sweetheart?"

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"Not at all; it's good silk," she says, "Wrinkles iron out just fine."

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Then Elesse can feel free to get handsy right back.

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All according to plan.

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They can keep going in the same vein until Lily feels ready to talk.

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Well, first she gets overwhelmed and cuddly and glowy – then a break for tea, snacks, and more cuddles –

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...Then, stretched out over Elesse on the couch, with her head tucked under Elesse's chin (so her girlfriend can't see her face): "...So. Talking."

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Pet pet.

"Yeah."

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"...I was her Sith Master, and I'm pretty sure there's some other shit she hasn't told me about."

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"Mm. I was her Jedi master."

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"You aren't... Bothered?"

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"Even if that was another path I could have walked... it's not the one I'm on now. I'm a different person- we're different people. We're not doomed to make those mistakes again. We can make new choices."

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"I guess. And I know she doesn't blame me, either. And I know she decided to save me from that path."

"But... I hurt her. Bad. And I don't... I don't understand how Vader can look at me and not see her."

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"Do you see her when you look at yourself?"

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Shrug? "I'm not... Sure."

"...If I ran into a young, innocent, tragically abused Plagueis, I'd kill him."

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"I'm glad Vader decided to help you instead."

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Snuggle. "Yeah."

"...Is it bad that I wouldn't? He didn't even... He didn't hurt me that bad, nowhere near as bad as Vader's master hurt her. And a lot of it was me being stupid and stubborn, anyways, or my family's fault."

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"I don't think so. Vader is... incredibly strong, and you don't need to be her. And you don't need to downplay your own suffering."

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Nod.

"She's good. I... I like her, a lot."

"...I can imagine being evil. I can imagine deciding I'm going to reshape the galaxy in my image. I can definitely imagine fucking up. And I can imagine thinking it's fine to sleep with a young teen – I mean, Naboo only has an age of consent because the Republic insists, it isn't enforced, that's the least weird part. She's perfect and wonderful and I'd want to be with her, I think, no matter what – "

"I can't imagine hurting her. Just... Not even on accident; not even because I fucked up. Why would I... How could I ever want her to hate me?"

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