The issue I’m having at the moment is: His daughter does not like me for “breaking up the family.” She has asked to have a family dinner this Sunday, and I’m nervous that sparks will happen between Chris and his wife and that he will go back to her and live happily ever after. I have made my expectations clear that I do not feel comfortable about this dinner, but he throws at me that “I’m stressing him out” and “stop please.” Should I be worried? — The Other Woman
If you think dating someone who isn’t committed to you, who feels conflicted about being with you, whose family doesn’t like you, who doesn’t seem to respect you, and who has proven to not be faithful to the woman he’s in a relationship with are all worrisome, then, yes, you should be worried.
You were right all those months ago to keep your relationship with Chris professional only. When you crossed that boundary, you opened your life to all the consequences of pursuing a married boss – consequences it seems you’re just now beginning to realize.
Your boss’s daughter is justified in her feelings for you. You did contribute to the break-up of her family. Because of that, you already have a long road ahead in earning her trust if you want to ever feel welcome in Chris’s family. But add the other hurdles you’re now facing on top of that – your insecurity around Chris’s relationship with his ex, and his general dismissiveness of you (you stress him out, etc.), and the road ahead suddenly becomes even rockier.
My advice would be to start looking for a new job, end your doomed relationship now before even more damage is done, and get yourself into therapy to begin addressing why you sabotaged your career and pursued an unavailable man so that you don’t repeat this big mistake again.