How do I paint a rusty milk can?
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Depending on the amount of rust, use a wire brush and/or steel wool to remove as much of it as you can. Then I would use a Rustoleum spray paint on it.
Prime and spray paint it.
Here are some ideas
You'll want to remove the rust first
https://www.hometalk.com/diy/decorate/rooms/old-milk-can-thrift-store-find-painted-with-graphics-tutorial-1260645
https://www.hometalk.com/diy/decorate/rooms/repurposed-vintage-milk-can-painted-for-a-christmas-gift-31217509
https://www.hometalk.com/diy/basement/furniture/repurposing-vintage-milk-can-to-a-side-table-27441229
https://www.hometalk.com/diy/decorate/rooms/repurposed-milk-can-to-house-number-9229005
Old Milk Can - Thrift Store Find - Painted With Graphics (Tutorial)
Repurposed Vintage Milk Can/Painted for a Christmas Gift
Repurposing Vintage Milk Can to a Side Table
Milk Can House Number
You could try spray paint
Try some of the new textured paints. Add a design or stencil or house number on one side.
Check that pin https://www.pinterest.com/pin/458452437066389671/