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\n\n, as the first\nis ignored.\r\nand\\n. Long shot: I'm not using Outlook or Calendar, but perhaps this is affected by a Mail option : File > Options > Mail, "Message format" section, option "Remove extra line breaks in plain text messages".\r\nis not working, and is not according to spec (not that sometimes microsoft does interpret things differently 😉).\\nactually escapes the newline rendering it in the calendar. The option you mentioned does not really exist in the Calendar app and since Outlook currently behaves like for example google calendar, I tend to keep its settings.