What’s the best way to paint plastic dollar store pumpkins?
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Rustoleum spray paint. They make paints in every color imaginable and it is for plastic, wood, metal, etc. I even used it to freshen the colors of the faded silk flowers on an outdoor wreath instead of throwing the wreath out. Looks brand new again. It also comes in most colors in a quart size can to paint on with brushes which is probably better to use indoors. If you go with the spray paint, use empty cartons to put on the tables. Sit them on their sides and put the pumpkin inside and use it to contain the over spray so it doesn't get all over everything.
I used spray paint on my craft pumpkins one fall and they look great: http://momhomeguide.com/fall-front-porch-tabletop-decor/