On this episode of The Dr. Cloud Show:   Question: My husband and I are struggling in our relationship with his mother. When we put small boundaries in place, she gets upset and reacts with passive aggressiveness and tries to make us feel guilty. How do we create a healthy relationship with her?   Question: What are some good questions you can ask someone on a first date to really get to know their character?   Question: I struggle with letting my 23-year-old daughter face possible consequences. I think she has mental health issues and a drug problem. She calls crying when the bottom falls out. How do I "let go and let God?"   Question: As I get older, I find that my circle of friends is getting smaller and it becomes more difficult to make new friends. If I do make new friends, are there things I can look for in a person to know that they're going to be a good long-term friend?   Claire is close to her parents and puts their advice higher than anyone else's. They didn't let her date when she was a teen. She wants to talk to them about her dating life to get advice, but she's not sure how it will go.   Get a free 14 day trial to Boundaries.me with over 90 video courses, daily coaching emails and more. We've got courses on codependency, finding safe people, dealing with a narcissist, and over 90 other courses. You'll also get daily coaching videos delivered to your inbox--short 2-4 minute videos that give you one thing to do that day to build your way to a better version of yourself. We've also got a members-only support community on the site where you can discuss what you're learning, and get support and share support along the way. It's a free two-week trial, cancel at anytime, and only $9 a month after that. https://www.boundaries.meHolly is separated from her husband after a short marriage. They are through. What can she do to get ready for dating again? When is the time right?