>>298286095
hard to say without more information. give https://cgcookie.com/course/transitioning-from-blender-2-7-to-2-8 a look over, might cover whatever you're running into.

>>298286252
>That doesn't let you skip having to weight-paint said clothes I assume.
No, it sets up the armature modifier for you and weights the entire mesh (if not already weighted) to the bone you select, i.e. for static props. For clothes though, I've had good luck with Data Transfer, face interpolated. No clipping at all without any effort.