Sending, receiving, and organizing email in Outlook.com
Hello,
Any chance you can go into a Hotmail/Outlook account and get the internet message header for one of the affected emails? See the instructions here:
https://support.microsoft.com/en-us/outlook/view-internet-message-headers-in-outlook
Then share the header here. Before posting it, please edit out any email addresses or other personal information to protect your privacy and others'.
Without the header data, there really isn't a way for anyone to tell you for sure why your emails were flagged. I don't want to just give you the usual generic boilerplate list of possible causes.