Nov 20,  · I am dating my ex-boyfriend's best friend, Our relationship is a secret. My ex-boyfriend of 7 years and I broke up in I Am Dating My Ex-Boyfriend’s Best Friend. Advice for woman who writes, "My ex and my best friend are dating." Toggle navigation. Someone I am in the same group of friends with. Lots of people have told me unequivocally that they would never date a friend's ex. my now-partner was on a date with my best friend. dating a friend's ex. Ask Steve - Should I Date My Ex's Friend Quora uses cookies to improve your experience. Make sure your feelings for the best friend are real. Be prepared for your ex to be upset and unsettled by news of your new relationship. Email your sex and relationships queries in confidence to: So what happens if the person you are interested in dating, or are falling in love with, was formerly married to a friend?