Why are the emails I send from my Hotmail account all going to Hotmail recipients junk folders? I was wondering why I was never getting answers from people when I was responding to their Craigslist ads. Then someone answered my email and said it went to their junk folder so they didn't notice it for a while. So I did tests with my alternate Hotmail addresses and sure enough every single email I am sending to another Hotmail address is going to the recipients junk folders. But when I tested by sending to one of my Gmail addresses, it went to the inbox and was not listed as spam. Why is this happening?