If it is pure henna it will not harm DD at all. I'd suggest putting her down for a bit, applying your henna then wrapping it in plastic followed by a big knit hat to cover everything safely. Put an old towel on your pillow if you have to. I've done that to nap with henna on my head before. Good luck!
Edit: I gloop it on with my hands. Sometimes if I have help I'll use a root shooter I got from Mehandi. If you're doing your entire head and not just roots, section your hair from ear to ear and down the middle in to 4 equal parts and break those down in to section by section to ensure even coverage.
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