[RPG] Do unconscious creatures automatically fail saves that wake them up

dnd-5e

Imagine an NPC is attempting to steal a PC’s weapon while he’s sleeping. The NPC fails the sleight of hand check to remove a player characters’s sword without the PC noticing. The PC is woken up. The PC might get a Dexterity save to stop the NPC from stealing his sword.

There's my question: Unconscious creatures automatically fail Strength and Dexterity saves. But if the player character was woken up by the NPC while his sword was being stolen, would the PC get a Dexterity saving throw?

Best Answer

This situation isn't possible

The described situation can't happen if the DM strictly follows the rules.

A typical pickpocket situation is described in the DMG, page 116:

Pickpocket. A thief tries to steal from a random character. Characters whose passive Wisdom (Perception) scores are equal to or greater than the thief's Dexterity (Sleight of Hand) check total catch the theft in progress.

So it is a Dexterity (Sleight of Hand) vs. Wisdom (Perception) contest, not a saving throw. And Unconscious creatures can't perceive anything, because

An unconscious creature is Incapacitated, can’t move or speak, and is unaware of its surroundings

So the Dexterity (Sleight of Hand) check automatically succeed.

The DM can decide otherwise, of course.