I believe they are all legitimate uses of "with" except " She doesn't want her daughter with that silly dress ", which needs the "on" at the end. Still, my ear wants "see" in there, for example, "I don't want to see a madman like him with a gun . "
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navitasanThank you very much Enoon,1a-I don't want to have a madman like him with a gun.(MEANING: We don't like a madman like him to have a gun.)2a-She doesn't want to have her daughter with that silly dress on. (MEANING: She don't want her daugher to have that silly dress on.)4a-Who would want to have an immature person with a lot of power in his hands?(MEANING: Who woul