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Those 2 scenes are with Jessica. A rubbing tanning lotion on her scene, and a photo shoot scene. To get them you have to go back to Episode 3 and choose to not risk your relationship with Jessica when deciding whether to date Skylar or not.

At what part of the date does she say it? As far as I know the only way to lose her path during the date itself is if you flirt with the waitress.

Not sure if this is a mistake but did Nancy not become empress of the WRE? After the 0.8 update they refer to themselves as the ERE but I thought they were absorbed into the WRE by Nancy and her allies earlier in the game?