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Alpine Guide Asmoranomardicadaistinaculdacar Beamsaw Prospector Behemoth's Herald Bioengineered Future Biotech Specialist Birthing Pod Blood Speaker Brave the Wilds Canyon Crawler Case of the Stashed Skeleton Cateran Overlord Corpse Harvester Courier of Comestibles Dawntreader Elk Defense of the Heart Demon's Herald Diabolic Intent Diligent Farmhand Dimir House Guard Dragon's Herald Edge Rover Eldritch Evolution Elvish Reclaimer Entish Restoration Escape Tunnel Evolving Door Fateweaver Fiend Artisan Flare of Cultivation Fleshwrither From Beyond Fugitive of the Judoon Galactic Wayfarer Garruk, the Veil-Cursed Generous Ent Glacier Godmaw Goblin Engineer Growth Spasm Hibernation's End Hour of Victory Illicit Shipment Kav Landseeker Kyscu Drake Lagomos, Hand of Hatred Larval Scoutlander Lithobraking Magus of the Order Natural Order Neverwinter Dryad Oashra Cultivator Orbital Plunge Orchard Strider Ordeal of Nylea Path to the World Tree Perilous Forays Primal Growth Radioactive Spider Razaketh, the Foulblooded Return from the Wilds Sakura-Tribe Elder Savage Order Scrounge for Eternity Seedship Agrarian Servant of the Stinger Shadow-Rite Priest Shadowborn Apostle Sidisi, Undead Vizier Springbloom Druid Sprouting Goblin Summon: Fenrir

If you end up leaning into the same brand of sassy evil in your dialogue options, you might have Astarion let down his walls and make a rather pointed proposition

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He laired in a crumbling ruin called the Uthtower and fed primarily on orcs from the nearby Sword Mountains