Question from Robert_Calhoun2

Is it possible to pickpocket a friend and give them a Stimpak, Med-X, Buffot, Jet, or Psycho to heal them?

Will your Medicine skill level affect this?

Answers

kick_a22 answered:

Normally you can talk to the person and give them meds.
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DownloadFailed answered:

By friend do you mean a companion? If so, you can just talk to them and ask to Trade Equipment. This will allow you to give them Aid items like stimpaks that they are free to use during combat. No need to pickpocket them.

But if you mean ordinary NPCs that don't follow you, I'm not sure. If you reverse-pickpocket a stimpak into an NPC, they MAY use it. And your medicine skill doesn't affect that.
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