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Is there any way to make my wasteland explorer switch out the outfit he's wearing?

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Without recalling the explorer, no. Sometimes an explorer will change into an outfit they find, or equip a weapon they find, if it's better*, but this is fully automatic. They'll still bring back their previous equipment.

*Better doesn't always mean what you'd choose. E.g. an explorer will swap out their rusty laser (7 damage) for a 6-8 damage sawn-off shotgun they find.

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  • Ugh, that's annoying. I found an outfit with better Luck on it, and I'd love to upgrade. – SaintWacko Aug 18 '15 at 15:07
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With the new update (not sure the version number) if your dweller found locations during their exploration you can access his weapon and outfit and change into anything you want.

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