Can one paint the outside of windows without scaffolding?
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Yes. You can use a ladder. It all depends upon the height of the windows and the height of the ladder. You can get hooks to hang paint cans from the ladder rung.
If you use a ladder and hook the pain over the rung.....
If the windows open, you can secure yourself to the inside of the house or just lean out and paint the trims.
You have to be really really tall.