Ignoring the ambiguous title, when making clothing for new colonists to wear, not all clothing will be worn together.
Hence, what clothing combinations can a colonist wear?
To start with, every colonist can wear one helmet and one belt.
Other items are limited by the body part(s) and layer(s) they occupy. There are three layers for bodywear: "skin", "middle", and "outer". There are two relevant body parts: the torso and the legs. That is, clothes are either worn above the waist, below the waist, or both. You can find these values in the item's info page, under the "Apparel" heading.
Two items can't be worn together if they share at least one body part and at least one layer.
What can be explicitly worn together:
Clothing from mods will follow the same pattern: if it occupies the same body part at the same layer as another item, they can't be worn together. (This is assuming that the mod doesn't rewrite this system, which is possible. In that case you'll want to consult the mod's description.)