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The description of the druid's Wild Shape feature says:

Starting at 2nd level, you can use your action to magically assume the shape of a beast that you have seen before. [...]

  • You choose whether your equipment falls to the ground in your space, merges into your new form, or is worn by it. Worn equipment functions as normal, but the GM decides whether it is practical for the new form to wear a piece of equipment. Your equipment doesn't change to match the new form, and any equipment that the new form can't wear must either fall to the ground or merge with it. Equipment that merges with the form has no effect until you leave the form.

For the sake of this question, let's assume that the GM decides that "practical" means a roughly humanoid shape. Or in other words, it can (at least occasionally) walk on two legs.

We can also assume that the Druid is wearing studded leather armor (12 + Dex modifier).

It is also worth noting that some creatures have natural armor, and natural armor doesn't stack with actual armor.

The druid is a Circle of the Moon druid (PHB, p. 69), which gets the Circle Forms feature (it increases the CR limit on what the druid can Wild Shape into):

The rites of your circle grant you the ability to transform into more dangerous animal forms. Starting at 2nd level, you can use your Wild Shape to transform into a beast with a challenge rating as high as 1 (you ignore the Max. CR column of the Beast Shapes table, but must abide by the other limitations there).

Starting at 6th level, you can transform into a beast with a challenge rating as high as your druid level divided by 3, rounded down.

What Wild Shape creature(s) would actually benefit from the Druid's existing armor? (I’m not interested in getting barding.)

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    \$\begingroup\$ A meta thread on the open/close status of this question has been opened; I'm going to go ahead and copy all these comments about open/close over to there and remove them from here. \$\endgroup\$
    – nitsua60
    Commented Aug 15, 2018 at 20:12

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Monkey in Leather

I take roughly humanoid to mean "a being resembling a human in its shape." One way to estimate that is by judging a sillouhette. Here are the beasts whose sillouhette could reasonably be mistaken for a human's by someone not overly familiar with anatomy.

The Moon Druid also gets access to Elemental Wild Shape at 10th level and the elemental forms may be roughly humanoid (ask your GM if they are). Keep in mind that these forms are Large so you may need different sized armor or magic armor to account for the size difference. Also, some of the forms have more useful natural armor anyway.

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    \$\begingroup\$ Elementals are also large (or at least not medium) if I'm correct, so they probably can't wear armor meant for humanoids anyways \$\endgroup\$ Commented Aug 15, 2018 at 16:36
  • \$\begingroup\$ @PixelMaster The size of the druid was not specified. If he's wearing large armor anyway this could be feasible (Or if the armor is magic) \$\endgroup\$ Commented Aug 15, 2018 at 16:37
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    \$\begingroup\$ @DavidCoffron: Given that there are no large PC races I would find it highly unlikely that the Druid is large. Probably worth mentioning in the answer itself though as that detail could easily go overlooked. \$\endgroup\$ Commented Aug 15, 2018 at 16:38
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    \$\begingroup\$ @DavidCoffron: Right, by being a sorcerer or a wizard with wish, both highly unlikely scenarios for a Moon Druid. That is why I said "unlikely" and not "impossible" ;) \$\endgroup\$ Commented Aug 15, 2018 at 16:45
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    \$\begingroup\$ @Rubiksmoose in the case of Wish, you could also just wish that all armor you wear automatically shapes itself as needed, so ... problem solved? ^^ \$\endgroup\$ Commented Aug 15, 2018 at 19:53

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