How do I put accessories on a dummy using a script?
If it’s an accessory item you can use Humanoid:AddAccessory() or if it’s shirt / pants you can simply parent it to the npc itself.
https://developer.roblox.com/en-us/api-reference/function/Humanoid/AddAccessory
If you have any questions let me know.
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Do I have to parent the shirt to the NPC?
Yes, As stated by the API Reference it needs to be a sibling of the humanoid. Same thing with the pants.
If you need more information on it you can find it here:
https://developer.roblox.com/en-us/api-reference/class/Shirt