Yes you can, I have tried it.
As stated above, you can paint over scotch tape, however, the edges of the tape will be visible and over time will begin to lift. Eventually what ever the tape was over will be exposed.
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It will difficult to get the newspaper to stick to this tape. Add a layer of masking tape over top first.
Yes, enamel paint will go over flat paint.
you can paint over latex paint with latex enamel.
yes
Yes. You can paint semi-gloss latex paint over flat latex paint. It is not advised to paint over any latex with any oil-based paint. Nor is it advised to try and paint over semi-gloss paint with any other finish without first de-glossing the finish and priming.
Yes, you can put chalk pastels over acrylic paint. After acrylic paint is dry, you can use soft pastels over the paint so it won't crack.