Guards react to the various player equipment, including most armor, some weapons, and Daedric artifacts. Not all items in the game have dialogs.
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I have some bugs with my nightingale armor and namira's ring so the guards ignore it :(

All the Guards' Reactions to the Character's Weapon and Rare Artifacts in Skyrim
Guards Reactions on Your Character Unique Artifacts in Skyrim
Skyrim - Daedric Artifacts and Weapon - All the Guards' Reactions
Skyrim Guards Comment on Character's Weapon and Artifacts

00:00 Iron Sword

00:16 Steel Sword

00:21 Elven Sword

00:27 Ebony Sword

00:34 Greatswords

00:40 Aegisbane

1:04 Mace of Molag Bal

1:10 The Rueful Axe

1:16 Mehrunes Razor

1:21 Skull of Corruption

1:31 Spellbreaker

1:51 Volendrung

1:56 Azura's Star

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