WHEN: February 2010
WHAT HAPPENED: Through a security loophole, users logging into their Windows Live accounts through a mobile browser could inadvertently log into other users' accounts.
COMPLEX SAYS: It was reported that this didn't affect too many Windows Live users at the time, but the fact that you could accidentally access someone else's email, storage, and files is effing frightening. We're not even sure how this is technically possible—usually, this kind of mess-up is attributed to the mobile or Internet carrier and not Microsoft. But, Microsoft and security failures go together like OJ Da Juiceman and baggy shants.