Hey Ladies & Co.,
This is about to sound really bad. But I have feelings for a older man… He has a girlfriend that he’s told me he doesn’t even want to be with. He’s only with her, because he’s family loves her, and he doesn’t know how to break it off without hurting his family. Should I still pursue a relationship with him or leave him alone?
– New, or Run.
Dear New or Run,
I would definitely be running. He has a “lady friend” in his company already, and you don’t need to be in the midst of that drama. Older doesn’t always mean wiser. It is obvious he cares about his family, which is a good trait, however, he should be a man, and pursue what makes him happy. In my opinion, if he was being a wise man, he would know life is too short to be unhappy. His family may be hurt, but in the long run he’s also going to be hurting. I think you should just leave him alone until he gets his life together (honestly not even then, because it sounds like he maybe playing around), or until another good-looking, mature man walks into your life and sweeps you off your feet.
Keep It Classy,