It is a technique called "rotoscoping"
Here is a rotoscope I did quite some years ago
It was done in a-ha's video clip for "Take On Me"
There is a film "a scanner darkly" which is a pretty extreme example of it.
https://en.wikipedia.org/wiki/A_Scanner_Darkly_(film)There's a couple of ways one could go about it.
Either export all the frames and draw on each one using your favourite photo editing software (Gimp, Paint.net, M$Paint).
OR
You I think programs such as "toon boom" and/or whatever adobe product does flash animation, allow you to import a video, (or any other animation program that allows you to import a video).
You can then do traditional animation and rotoscoping across it, using vector graphics, I would then export just the rotoscoped layer at your desired resolution in a lossless format, then combine them using video editing software.
OR
This I'm not sure about but either adobe premier pro or adobe after effects had some pretty extreme detection capabilities. Things like being able to detect people and cut them out from their background and it was near flawless. That could probably be used to cheat some.
OR
Track drawn looking effects to the video.
